Stratford, CT
Stratford, CT

Events in Stratford

When
Category
JUL22
Health & Wellness

Future of Healthcare Awards Ceremony

Presented by the Greater Bridgeport Medical Association, the first Future of Healthcare Awards honors exceptional healthcare professionals under 40 who are strengthening community health across Greater Bridgeport. Nominations poured in from across the region, highlighting the depth of talent, dedication, and leadership within the local healthcare workforce. Honorees span a wide range of disciplines, including physicians, advanced practice providers, nurses, dental professionals, community health workers, and other emerging leaders. The celebration at Fairchild Wheeler Golf Course features a reception followed by dinner and an awards program. Tickets are $60 per person, and Patron Tickets are $100 with recognition in the event program. At a time when many in the field face heavy challenges and burnout, this event shines a light on the next generation committed to advancing health and healthcare in the region.

Fairchild Wheeler Golf Course
JUL22
Outdoor Recreation

Barony of Dragonship Haven Thrown Weapons Practice

This weekly outdoor practice focuses on thrown weapons and is held weather permitting. Participants may bring their own knives, axes, or spears for inspection, or borrow equipment from the Barony's Thrown Weapons Marshall and host, Leon the Navigator. All attendees must follow Society of Creative Anachronisms thrown weapons rules and the host's directions.

JUL22
Music

Acoustic Wednesdays at Joey C's Summer 2026!

Joey C's Boathouse is adding an acoustic series to its summer music lineup, bringing live sets to the dock throughout the season. Happy hour pairs with laid-back performances from talented artists, creating an easygoing atmosphere all summer.

Joey C's Boathouse
JUL22
Groups & Meetups

Parking Lot Pizza Get Together #3 July 22, Brewport in Bridgeport, CT.

Show up with your classic car, motorcycle, or modern sports car and enjoy some great pizza. Take time to talk about your car or motorcycle.

Brewport
JUL22
Family

Downtown Milford Outdoor Movie Nights

Enjoy an outdoor screening of Hook at Wasson Field, part of a free summer movie series presented by the Downtown Milford Business Association and the Milford Junior Major League. Bring blankets, lawn chairs, and your favorite snacks, then watch the film on a massive LED screen provided by Big Screens LED. Admission is free, on-site parking is complimentary, and restrooms are available, creating a family-friendly evening from start to finish.

Wasson Field
JUL22
Art & Culture

Spoken Word Open Mic Night

An open mic evening celebrates poetry, prose, comedy, and storytelling, creating a welcoming space to share with the community. Sign-ups take place first, then the microphone opens for participants to present whatever they wish to share across these forms.

JUL22
Sports

Timberwolves 2026-2027 Try-Outs

Tryouts for the upcoming CT Timberwolves fastpitch softball season will take place at Trumbull High School Varsity Field. Led by Hall of Fame coach Jacqui Sheftz and an all-female coaching staff, these sessions welcome dedicated athletes seeking to elevate their game. Evaluations are organized by age group, including 8U developmental, 10U, 12U, 14U, and 16U, with a make-up option available for all ages.

Trumbull High School
JUL22
Outdoor Recreation

WEDNESDAY GROUP KAYAKING & PADDLEBOARDING

Group paddles have returned at a new location, offering a relaxed outing on the water for kayakers, paddleboarders, canoeists, and anyone curious to try. All experience levels are welcome, including beginners. Bring your own boat and participate at no cost, or rent gear if needed. Single kayaks or paddleboards are available for $30, and double kayaks for $45. An advance reservation is required, and drop-in rentals are not available. Those bringing their own craft should carry a personal flotation device and a whistle. The length of the outing varies with the group, weather, and conditions.

JUL22
Music

Strictly Business with Dayko

Strictly Business, a Southwest Connecticut cover band, brings a dance-ready mix of pop, rock, R&B, and funk. Sharing the bill, Dayko is a college group that blends originals with covers across pop, rock, and indie, performing together for up to six years and continuing to play shows throughout Connecticut. All ages are welcome. General admission is $10, plus online ticketing fees. Park City Music Hall features a full bar and kitchen serving craft cocktails and a variety of bites. The kitchen begins service when doors open and remains available until the “Kitchen Open” light is turned off. Seating is limited because the venue is primarily standing room, and any available seats are offered on a first come, first served basis.

Park City Music Hall
JUL22
Games & Entertainment

Best Trivia Ever Presents: Trivia Night at Dockside

Best Trivia Ever presents a fun trivia event.

Dockside Brewery
JUL22
Comedy

New Joke Night

New Joke Night showcases brand new jokes. Sign-in is available, and it is free to attend.

Artisan Stack Cafe 281 Fairfield Avenue, Bridgeport, CT, United States, Connecticut 06604
JUL23
Markets

Orange Community Farmers' Market

Explore a welcoming market featuring farmers, food trucks, live performances, and crafters. The vendor lineup changes from week to week, offering something new each visit.

High Plains Community Center
JUL23
Markets

Trumbull Farmers' Market

At Twin Brooks Park, a weekly farmers market brings Trumbull together around local flavors and music. Explore stands from area growers and small-batch food makers, pick up in-season fruits and vegetables, baked treats, and convenient dinner options. Enjoy a coffee while taking in live performances, then relax outdoors with neighbors in a warm, community-centered setting.

Twin Brooks Park
JUL23
Fundraisers

Kristmas in July

Krusinski Kares teams up with Dave & Buster’s for a Kristmas in July celebration focused on giving and play. Guests who bring a brand new, unwrapped toy can enter for a chance to win a special Dave & Buster’s prize package. Those who donate a bicycle will receive a complimentary $20 Power Card. Presenting the event flyer will direct 20% of any purchase to Krusinski Kares, including spending on food, drinks, and games.

Dave & Buster's (Milford, CT)
JUL23
Markets

Boutique to Benefit Animals

Explore a changing mix of pet supplies, jewelry, crystals, T-shirts, and more, with every purchase benefiting animals. The selection changes from week to week and is available on Thursdays. Pay by credit card, Venmo, or cash. Not open on major holidays.

Stratford Animal Control
JUL23
Markets

Harborwalk Pop Up Market / Downtown Milford

A summer pop up market brings music, food, and face painting for kids to the Harborwalk in Downtown Milford. Explore local vendors such as Frosty Twist, Sunshine Ceramics, Makeup Makeup, Body Waxing & Skincare Studio, Bond & Co., SV Decker Jewelry, Seven Continents Candles, and Duck Pond T-Shirt Co. by Milford City Lifestyle, with additional businesses participating.

JUL23
Food & Drink

Community Supper

Enjoy a warm, free hot meal while connecting with others in a welcoming setting. No advance signup is necessary, simply come as you are. A free clothing ministry will have outerwear, everyday clothing, and toiletries available. Caring prayer team members will be present to receive and lift up any prayer requests. Everyone is welcome.

Mary Taylor Memorial United Methodist Church
JUL23
Health & Wellness

SOLD OUT 📚 Summer Sip, Salt & Swap

This event is sold out. Summer Sip, Salt & Swap offers a cozy book exchange at Mind, Body & Soul Wellness of Milford, set within the calming Himalayan Salt Room. Attendees bring one gently used book to trade, share what made it special, and discover a new read while enjoying light refreshments and relaxed conversation. Participation is limited to six guests for an intimate experience. Advance registration is required and costs $15 per person, with payment due at sign up. Registrations are nonrefundable, and if someone cannot attend, a reservation may be transferred if space allows.

JUL23
Music

Mix It Up Band Debut

Mix It Up Band makes its first appearance at Stonebridge Restaurant with a high-energy blend of funk, disco, and R&B. Expect a feel-good set that spans beloved tunes from the 1970s through today’s charting hits, all delivered with upbeat, danceable flair.

Stonebridge Restaurant
JUL23
Workshops & Classes

Adults Sewing Machine Series

Adults can take part in a four-week sewing machine series at The Giggling Pig Milford. The workshop covers how to use a sewing machine and includes completing two to three small projects.

The Giggling Pig Milford
JUL23
Music

Downtown Thursdays

Downtown Thursdays brings a series of five Thursday nights of live music, food, and community to McLevy Green in downtown Bridgeport. This edition features performances by Evelyn Dillion and Friends alongside Anthem Band. Each night includes an opening set followed by a closing performance. The series acknowledges the City of Bridgeport, CT Rep. Antonio Felipe, Bridgeport DSSD, and the Connecticut Office of the Arts.

McLevy Green
JUL23
Outdoor Recreation

Thursday Paddle & Pint Night

Enjoy an evening on the water with a group paddle by kayak or paddleboard along the Lordship shoreline, launching from the small beach in front of Little Pub. After returning to the beach, head to the Little Pub deck or settle at a picnic table for a drink and relaxed conversation. Kayaks and paddleboards are available through Scoot & Paddle and reservations are required. Bringing your own kayak or paddleboard is welcome, and all required safety gear is needed, including a PFD and whistle. Reservations are required even if bringing your own equipment, and registration is free so participants can receive any updates about changes or cancellations.

Little Pub
JUL23
Music

Get Lit at Joey C's Boathouse

Get Lit brings a high-energy cover set to Joey C's Boathouse, packed with dance-worthy favorites and big sing-alongs. The playlist spans iconic classics, alt rock you may have forgotten you loved, and pop hits reworked with an extra punch. Expect a party atmosphere from start to finish that keeps the crowd moving and singing along.

Joey C's Boathouse
JUL23
Health & Wellness

Meditation and Sound Bath

Set aside the noise of the day and settle into stillness with a $30 drop-in class that weaves guided meditation with a restorative sound bath. The session begins with gentle arrival and breathwork to help you ground, moves into a focused meditation to steady attention, then invites deep rest as live instruments like crystal singing bowls, gong, chimes, and other sound tools fill the space. The vibrations are felt as well as heard, encouraging full-body relaxation, emotional release, and a clear, calm state of mind. Expect a peaceful experience with an extended sound bath and quiet time to integrate. It is well suited for easing stress and anxiety, supporting sleep, creating an emotional reset, and offering deep rest for anyone feeling overwhelmed. Many people leave feeling lighter, clearer, and more rested. Bring water and cozy layers, with an optional eye pillow, blanket, or journal. No experience is required. You may lie down or sit, choosing whatever feels best for your body.

Yoga 4 Everybody
JUL23
Workshops & Classes

Paint and Sip: Sunflower Board

Celebrate summer with a cheerful paint night at Stappa Vineyard. Participants will create a bright sunflower on a 6 by 12 inch cradled wood board, a finished piece that can be displayed on a shelf, mantel, desk, or tabletop without a frame or easel. Step-by-step instruction makes it welcoming for beginners and enjoyable for experienced painters. Expect a relaxed atmosphere with plenty of creativity and laughter. Registration closes two days in advance. To support the venue, a minimum beverage purchase of $10 is requested.

Stappa Vineyard
JUL23
Markets

Downtown Bridgeport Farmers Market

At McLevy Green, the Downtown Bridgeport Farmers Market brings a welcoming mix of farm-fresh produce, ready-to-enjoy meals, artisan creations, community resources, and live music. Regular vendors include Killam & Bassette Farmstead, Betzy’s Latin Cuisine, Khemi’s Vegan Cuisine, and Natural Juice, alongside makers such as Destinie Designs, Kiffy Naturals, Rico Suave Accessories, and The She Shed. Information providers on site include American Jobs Center, Bridgeport Public Library, Fairfield County Coalition Voter Registration, Greater Bridgeport Transit and Ctrides, Liberation Programs, and Recovery Network of Programs, with rotating guests that may include CONNECT-US, Norma Pfriem Breast Center, Southwestern Connecticut Agency on Aging, UI/Avangrid, and Jehovah’s Witness. Live music is featured each week, and select dates offer cooking demonstrations with Chef Raquel Rivera of A Pinch of Salt and Deja Smith of Khemi’s Vegan Cuisine, along with a wide range of fresh veggies and tasty lunch options. Through a partnership with the Bridgeport Farmers Market Collaborative, the market accepts SNAP EBT, WIC, Farmers Market Nutrition Program checks for WIC and Senior recipients, Bridgeport Bucks, cash, credit, and debit. SNAP shoppers receive a matching incentive so that every dollar spent becomes two dollars in fresh fruits and vegetables. The Bridgeport Bucks program also supports access to healthy food by providing coupons that businesses, community-based groups, and nonprofits can purchase as incentives or rewards, redeemable for fruits and vegetables at Bridgeport farmers markets.

McLevy Green
JUL23
Family

Rec & Read

Enjoy a weekly outdoor storytime with Trumbull Library and Trumbull Parks & Recreation, featuring stories, songs, and time in the shade. This drop-in program is free and open to all ages. The gathering takes place under the Parks & Recreation tent with readers from the Trumbull Library. Seating is on the lawn, so bringing a blanket or chair is recommended.

Trumbull Parks & Recreation
JUL24
Family

Blood Sweat and Gear's Friday Night Cruise

Blood Sweat and Gear's cruise is weather dependent and features door prizes, a 50/50 drawing, music, and awards including trophies and a Best in Cruise selection. Vehicles from 2006 or earlier are the primary focus, with a dedicated section for specialty vehicles.

McDonald's
JUL24
Outdoor Recreation

Friday Night Lights Glow Paddles

Glide into a glow-in-the-dark stand-up paddleboard outing along the Connecticut shoreline, beginning in the warm light of late day and continuing after nightfall. As the sky deepens, underboard LED lights transform each board into a moving lantern on the water, revealing the harbor below in vivid color. Choose a single hue or rotate through colorful effects while exploring Milford Harbor from a fresh vantage point. Fish may gather in the illuminated water, and the shoreline takes on new character after dark. For the brightest look, wear neon or white so clothing pops under the lights, and feel free to add glow accessories and creative attire. Plan for approximately 2 to 3 hours on the water. The price is $85 per person, and capacity is very limited. Launching takes place at Milford Boat Launch with paddling in and around Milford Harbor.

Milford Boat Launch
JUL24
Music

Bad Saints

BAD⟡SAINTS performs at Elicit Brewing Co - Fairfield in support of buildOn. This fundraiser benefits the nonprofit’s work to close education gaps in Connecticut and around the world. Expect a night of favorite hits while the community gathers for a meaningful cause.

Elicit Brewing Co - Fairfield
JUL24
Festivals

Falcon Ridge Folk Festival

An artist accepted into the Emerging Artist Showcase will take the mainstage at the Falcon Ridge Folk Festival. Additional informal appearances with friends are expected throughout the festival. The venue is Goshen Fairgrounds.

Goshen Fairgrounds
JUL25
Festivals

The Lost Marbles

A unique boutique in the Devon section of Milford, Connecticut hosts a celebration featuring hacky sack and music.

Bohemian High, LLC
JUL25
Health & Wellness

Beach Yoga - Pre registration required!

Enjoy an all-levels yoga class on the waterfront deck at the Jacky Durrell Pavilion on Penfield Beach. The session supports a range of experience levels, though newcomers are encouraged to begin with beginner classes first. Plan to meet on the Jacky Durrell Deck at Penfield Beach. If the weather is unfavorable, the class will shift to the nearby Penfield Pavilion deck, which is covered. Pre-registration is required, space is limited, and walk-ins are not accepted. The drop-in fee is $30. Please bring your own mat, any preferred props, sunscreen, and bug spray as needed. No beach sticker is required.

Jacky Durrell Banquet Facility
JUL25
Health & Wellness

Beach Yoga & Tea

Experience a refreshing yoga session on the sand at Walnut Beach, set to the sound of the waves and open ocean air. Led by yoga instructor and personal trainer Grace Michaud, this welcoming class supports every level with mindful movement focused on stretching, strengthening, and recharging. Enjoy complimentary organic tea after class. Drop-in pricing is $25, and a 10-class Summer Pass is $195. Bring a yoga mat or beach towel and water, and consider sunscreen, sunglasses, a hat, and bug spray. Advance registration is encouraged, and walk-ins are also welcome. For questions, contact Walnut Beach Wellness at 203-693-3893 or Info@walnutbeachwellness.com.

Walnut Beach
JUL25
Music

Dylan Connor

Dylan Connor performs with his band to open for Moonrise Cartel, starting a weeklong run of shows heading up the East Coast of the United States.

Park City Music Hall
JUL25
Markets

Downtown Milford Farmers Market

Set at Wasson Field, the Downtown Milford Farmers Market brings together Connecticut farmers and makers for a lively open-air marketplace. Expect peak-season fruits and vegetables, locally sourced meats and dairy, farm-raised goods, and fresh baked treats, all alongside artisan selections. More than 30 vendors offer flowers, sustainable clothing, baby items, home décor, pet products, and art, with start-ups, kid entrepreneurs, non-profits, small businesses, and local artisans adding to the community feel. Food trucks serve a variety of options such as breakfast and brunch favorites, coffee and matcha, ice cream, smoothies, BBQ, gluten-free baked goods, and tai food, while live music from local performers creates an inviting backdrop for browsing. Special features can include pet adoptions, cooking demonstrations, and sessions with agriculture experts. Families will find a Children’s Market and the Piglets Club, where kids learn about healthy eating and farming through hands-on activities, storytime, farm animal visits, and face painting, and they can earn $1 tokens to choose their own fruits and vegetables. Many farmers accept SNAP, WIC, and senior vouchers. The market emphasizes nurturing healthy food habits in young people through interactive experiences, supported by a collaboration between the Downtown Milford Business Association and The Giggling Pig of Milford.

Wasson Field
JUL25
Health & Wellness

Start Here Yoga

Build confidence and ease on the mat with a beginner-friendly yoga class centered on essential poses, breath awareness, gentle stretches, and mindful, steady movement. Guidance is clear and encouraging, with many options and adjustments so you can learn the fundamentals comfortably and without pressure. It suits first-timers, anyone feeling tight or returning after a break, students who enjoy a slower hatha approach, and those seeking to strengthen their foundation. Expect a welcoming space where questions are encouraged, the pace supports your needs, and your practice can grow step by step. No prior yoga experience or flexibility required, simply arrive as you are. Drop-in is $30.

JUL25
Music

FCM

FCM brings a grunge-driven set to Main Street Tavern in Stratford. Food and drinks are staples at the tavern, and Glenn and his crew will be taking care of guests. The band returns after a great time on their last visit.

Main Street Tavern
JUL25
Markets

Pop Shop Summer Market

Following a well-received May market, the PopShop Summer Market returns to Milford Green with a fresh lineup of more than fifty handpicked artisans, makers, boutiques, and small businesses. Attendees can discover distinctive finds, meet and shop from local entrepreneurs, and savor a relaxed day of browsing in downtown Milford. Presented as a selective, juried market, it is designed to deliver an elevated experience for both shoppers and vendors.

Milford Green
JUL25
Groups & Meetups

Dachshunds of Connecticut Saturday Pack Walk

The weekly dachshund pack walk has moved to Penfield Mills Open Space in Fairfield, next to South Benson Marina, due to seasonal beach restrictions for dogs. This 25 acre open space sits along Ash Creek and offers walking trails and salt marsh views, providing a calm, scenic setting for an easy-paced stroll and plenty of sniffing. When arriving, enter through South Benson Marina, let the gate attendant know you are visiting the park, then turn left to park. The park is open to the public and has ample room for a group walk.

Penfield Mills Open Space (next to South Benson Marina), Fairfield, CT
JUL25
Festivals

Blueberry Festival

Explore offerings from vendors and artisans and enjoy fresh baked goods. Families can visit the kids area, see a fire truck, and grab a bite from food trucks.

Nichols United Methodist Church
JUL25
Music

420 Community Reggae Festival

Set in the 27-acre Holy Ghost Park, this community reggae festival fills the day with uplifting music, tasty food, and opportunities to connect. Expect a welcoming atmosphere that blends island-inspired sounds with education and camaraderie. Live sets run throughout the event with performances by Hannah Fields DUO, Solgyres, and The Quasi Kings, bringing smooth grooves, soulful vocals, and feel-good rhythms. Food trucks offer festival favorites and summer bites. A mocktail bar serves refreshing, handcrafted drinks, and festival guests can enjoy complimentary dabs. Trusted educators provide demos, conversations, and community resources in a friendly, judgment-free setting. Blankets, friends, and bright reggae colors fit right in, all in the spirit of unity and sunshine. Parking is limited, so carpooling is recommended. Options include the public lot at the dog park about 0.6 miles up on the left past the park, commuter lots on Bridgeport Ave that work well for Uber or Lyft drop-offs, and additional nearby lots located 1 to 2 miles around the park.

Holy Ghost Park
JUL25
Festivals

Good Vibes Festival

Enjoy a free community music festival at Bohemian High, LLC, planned to bring people together in harmony and joy. Settle in with a lawn chair and a cooler, then relax to live performances from Off Leash, The Lost Marbles, and The Brotherhood. Explore a variety of vendors, with the full lineup still to be announced. It is a laid-back day focused on connection, great music, and an easygoing atmosphere.

Bohemian High, LLC
JUL25
Family

Summer Play Days

Enjoy a day of fun for all ages with live shows, character drop-ins that include free photo ops, face painting, balloon art, make-and-take crafts for children, and exclusive deals from select retailers. The schedule features an interactive bubble performance led by Dr. Bubble that mixes hands-on science, simple magic, and spectacular giant bubbles. There is also a meet and greet with the Neighborhood Superhero, giving guests a chance to say hello and take their own complimentary pictures.

Trumbull Mall
JUL26
Food & Drink

Prime Tobacconist 2 year anniversary celebration

Prime Tobacconist marks two years of bringing cigar fans together for conversation, community, and quality smokes. The celebration features a seafood boil prepared by Chef Raul, a bourbon tasting hosted by Corey from Wines & More, and a commemorative gift bag with cigars from event sponsors valued at $150. Each ticket includes one raffle entry for chances to win prizes from sponsoring brands. Tickets are available online or in-store, with member pricing offered in-store for Prime Members. Pricing is $85 per person and $75 for Members. Attendance is limited and the event is expected to sell out. Sponsors include AVO Cigars, Oliva, Ferio Tego, J.C. Newman, La Aurora, Foundation, Toscano, Outcast Cigars, Black Label Trading Company, Aladino, Powstanie, Artesano Del Tobacco, Ross Family Cigars, Gran Habano, Wines & More, Boveda, and El Mago Cigars. Expect good food, premium cigars, lively conversation, and a warm salute to this milestone.

JUL26
Fundraisers

Barber-Q

The James Walters Grooming Barber-Q is a family friendly day of food, music, and activities that comes together to support Trent Wasserman, who has been diagnosed with cancer. The lineup includes games, raffle drawings with prizes, bounce houses, dunk tanks, and lighthearted competitions, plus opportunities to connect with others. The focus is raising funds and recognizing the strength of the Milford community.

James Walters Grooming
JUL26
Dancing

TRLP afternoon dance party

The TRLP dance party at Joey C's Boathouse features dancing, food, and a positive, feel-good atmosphere.

Joey C's Boathouse
JUL26
Food & Drink

Proof Pizza

Proof Pizza returns to Sasco Beach for a season of sunset eats with woodfired pizza, s'mores, and bombolonis. Look for weekly specials, and watch for Margherita Monday giveaways throughout the season.

Sasco Beach
JUL26
Music

Sunday Summer Concert

Live music returns to the Trumbull Town Hall Gazebo with the Sunday Concert Series, filling the green with a variety of talented performers and an easygoing, family friendly atmosphere. Bring a lawn chair or spread a blanket, relax under the open sky, or find a spot to dance with friends. The series runs all summer, offering a welcoming place to unwind and enjoy the music.

Trumbull Town Hall Gazebo
JUL26
Health & Wellness

Stand-up Paddleboard Yoga

Enjoy a calm, energizing stand-up paddleboard yoga session on the water at Walnut Beach, led by Scoot & Paddle with certified SUP instruction from Kelly Warters of A Breath of Calm Yoga. Participants paddle out, secure their boards, and move through a revitalizing sequence with sunlit water, soaring gulls, and a lively shoreline as the backdrop. Practicing yoga on a board adds a fun challenge that engages additional muscles while building strength, balance, focus, and mindfulness. The class is open to complete beginners as well as experienced yogis and paddlers. Advanced reservations are required.

JUL26
Health & Wellness

FREE! Summer Pop Up Tai Chi Series at Silver Sands

Part of an annual series, this free summer Tai Chi pop up at Silver Sands State Park in Milford features beginner-friendly instruction with straightforward Qigong and Tai Chi movements, plus a chance to try Push Hands in a welcoming, partner-focused setting. Activities take place by the picnic area near the boardwalk. Open to the public, with registration recommended.

Silver Sands State Park
JUL26
Markets

All Things Collectible Show

At Elicit Brewing Co - Fairfield, this card-focused showcase brings together more than 50 vendors. Explore sports cards and trading card games, with opportunities to buy, sell, trade, and connect with fellow collectors. Giveaways are held every hour, and the event is family friendly.

Elicit Brewing Co - Fairfield
JUL26
Family

Farm Visits - Sundays

Sunday farm visits feature free admission in a family-friendly setting. Pick up eggs from chickens, ducks, and turkeys, along with other farm-fresh items. Young children can enjoy classic outdoor activities, including a toddler-friendly obstacle course, a sand play table, chances to meet the animals, music for children, a make-believe farm stand stocked with play produce, and a maze made of hay. Additional activities offer something for everyone.

Mr. Donald's Farm
JUL26
Family

Glow in the Dark Karaoke Dance Party

At Milford Performing Arts Center, a glow-in-the-dark karaoke dance party brings together freestyle dancing, singing, games, and line dances for younger and older friends to enjoy together. Neon clothing is encouraged to make the fun shine. The playlist features Toddler Techno Remixes, K-pop favorites, and sing-out-loud tracks that get people moving. To reserve a spot, email gold280a@aol.com.

Milford Performing Arts Center
JUL27
Workshops & Classes

July 27th-31st Roblox World Building CAMP

Discover a hands-on Roblox camp designed for both newcomers and experienced players. Participants learn programming basics and design their own 3D worlds, creating unique environments that can be shared with the Roblox community. The experience encourages creativity, innovation, and friendly connection with peers in an engaging, educational setting. Single-day camp options are available. Recommended for children ages 7 and up.

JUL27
Groups & Meetups

Journal and Java Mondays

Enjoy a calm, coffee-friendly setting for focused journaling and peaceful productivity. Use the time to write through your thoughts, tackle weekly to-dos, or respond to a fresh prompt offered each week. It feels like a book club for people who prefer to put pen to paper, with space to work independently while sipping a warm beverage.

JUL27
Health & Wellness

MONDAY PADDLEBOARD MEDITATION

An evening paddleboard meditation led by Scoot & Paddle and Kelly Warters of A Breath of Calm Yoga invites calm on the water at Walnut Beach. Settle onto an anchored board as the shoreline quiets at golden hour and let the gentle motion support mindful movement, light seated stretches, steady breathwork, and a guided meditation. The focus is relaxation, intention, and connection with nature, with time to float, breathe, and reset. The class is $35 with a board provided, or $25 if bringing your own board, with an anchor included. Reservations are required.

JUL27
Music

Milford Concert Band Summer Sunset at Gulf Beach

Milford Concert Band brings its Summer Sunset performance to Gulf Beach, concluding two months of Monday evening concerts. This finale unfolds by the shore with music set against a summer evening sky.

Gulf Beach
JUL27
Fundraisers

BINGO Fun-Raiser Mondays @ The Stack

A bingo fundraiser is taking place. Arriving ahead of time will help you pick up your cards before play begins.

Artisan Stack Cafe 281 Fairfield Avenue, Bridgeport, CT, United States, Connecticut 06604
JUL27
Sports

LivSports Hockey Camp 2026

Young hockey players can sharpen their game at a fast moving camp that blends targeted skill development with scrimmages, situational play, and short games that keep the focus on fun and camaraderie. Across the week, participants receive 15 hours of on ice instruction. The program also shares the story of LivFree and its mission. Campers are organized by age into Mites ages 6 to 8, Squirts ages 9 to 10, and PeeWees ages 11 to 12.

Wonderland of Ice
JUL27
Sports

Colonial Toyota Presents: Milford Chamber Trust 2026 Golf Classic

The Milford Chamber Trust Golf Classic, presented with support from Colonial Toyota, brings golfers and community members to Race Brook Country Club for a day on the course. Expect plenty of play, opportunities to connect, good food, raffles, and a friendly atmosphere. Proceeds benefit the Milford Chamber of Commerce Trust Scholarship Fund, which has awarded more than $500,000 in scholarships to local students. The day’s flow includes registration and breakfast, a shotgun start, and later a dinner with a raffle. Sponsors, golfers, and volunteers contribute to a lasting impact for the community.

Race Brook Country Club
JUL27
Family

July 27th-31st Youtube Content Studio CAMP

Young creators interested in making videos and running a channel can dive into hands-on training at this camp. Single-day options are available. Participants will set up and personalize a YouTube channel through a shared Code Ninjas account, then design channel art, profile images, and eye-catching thumbnails that help their page stand out. They will practice recording, editing, and uploading their work so ideas become shareable content. They will also review popular videos to talk about what makes them effective and learn about copyright and fair use for responsible creation. Recommended for children ages 11 and older.

JUL27
Workshops & Classes

July 27th-31st Cybersecurity & Code Breaking CAMP

Single day options are offered. Designed for kids who love secret messages and hands-on challenges, this camp dives into the art and science of cryptology. Campers learn to build and break codes inspired by classic codebreakers, study time-tested puzzle-making methods, and then apply them to craft original ciphers and brainteasers. With Microsoft MakeCode Arcade and micro:bit, participants use programming fundamentals to create their own encryption and decryption tools. Activities build toward a collaborative escape room mega-puzzle that campers can play and share with friends. Recommended for children ages 9 and up.

JUL27
Family

Scoot & Paddle Summer Paddle Camp

Young adventurers can get on the water at a kayak and paddleboard camp designed for ages 9 to 14. Campers build confidence at their own pace while learning strokes, turns, and safety skills with supportive instructors and reliable gear. A sandy shoreline on Long Island Sound sets the scene for daily paddles, team games, friendly races, and guided outings that explore local wildlife and tucked away spots. Safety remains front and center with structured drills and on-the-water practice, and the activities help improve balance, strength, and coordination. Weeklong sessions run each week, the full week rate is $375, and a drop in option is available for $85 when space permits.

JUL27
Health & Wellness

Tai Chi EVERY MONDAY 10AM WITH JONATHON

Tai chi is a Chinese martial art characterized by slow, flowing movements, focused breathing, and a calm, meditative mindset. Many people refer to it as meditation in motion.

JUL27
Health & Wellness

CARDIO STRENGTH WITH VIRGINIA 11:15 MONDAYS

Take part in a cardio and strength workout led by Virginia at Black Rock Senior Center. There is no fee for participants 55 and older.

JUL27
Health & Wellness

Art Group 🎨 at FRE Recovery Community Center

This weekly art group at the FRE Recovery Community Center offers a welcoming, judgment-free space where creativity supports recovery. Participants explore art as a way to ease stress, express emotions, build confidence, and connect with others in a supportive environment. No prior experience is required, and all skill levels are encouraged to use self-expression as a path to healing and connection.

Family ReEntry CRJ
JUL28
Games & Entertainment

Board Game Night

Enjoy a board game night where you can choose from titles available on-site or bring a favorite game from home. Arrive with friends, or come solo and meet new players around the table.

JUL28
Groups & Meetups

First Beach Read

Rescheduled because of weather, this gathering at Sasco Hill Beach includes time to chat, a dedicated reading period, and a relaxed hangout afterward. Participants can bring food and drinks, a favorite book, and headphones. Children who genuinely enjoy reading are welcome. It will now take place weekly on Tuesdays.

Sasco Hill Beach
JUL28
Music

The Other Four

Savor classic ice cream by the shore while enjoying a summer evening filled with live music. It is a simple, sweet way to pair beachside views with a relaxed soundtrack.

Walnut Beach Creamery, 19 Broadway, Milford CT
JUL28
Outdoor Recreation

Tuesday Paddle at Indian Well State Park

This meetup offers a relaxed evening paddle on the gentle waters of Lake Housatonic at Indian Well State Park. Kayaks, paddleboards, canoes, and other human-powered craft are welcome, and the outing is suitable for both newcomers and seasoned paddlers. The group launches together for an easygoing session, and participants bringing their own boats can head out and link up with the group on the water if they arrive after the start. Gear is available by advance reservation through Scoot & Paddle under the Book Now option for Indian Well State Park. Rates are $30 for a single kayak or paddleboard and $45 for a double kayak. Renters should complete waivers ahead of arrival because cell service in the park is limited. Bringing your own boat is free. Everyone should have a properly fitted life jacket and a whistle, which are required safety gear.

JUL28
Games & Entertainment

Tuesday Trivia at Plan b

Turn Tuesday in Milford into a team trivia challenge at B Restaurants. Gather friends for rounds of brain teasers, tasty bites, and a lively atmosphere. Registration opens before the first question, then the competition gets underway. Arrive a little early, stick around after the last round, and play for the win.

JUL28
Music

Summer Concert: Number 9

Number 9 takes the stage as part of the annual Summer Concert Series on the Town Hall Green, creating a welcoming setting for live music and community connection. Dinner on the grass is available from Carl Anthony’s Wood Fired Pizza Truck, with dessert from the Super Softy Ice Cream Truck. Parking is available in the Town Hall main lot, the library lots, and along Church Hill Rd. If weather prompts a change, updates will be shared on the organizer’s website or social media, with a potential move to Christian Heritage School. To help preserve the historic green, please use the provided trash and recycling stations, and keep pets leashed. This family friendly series offers a relaxed place to unwind and enjoy the season together.

Town Hall Green
JUL28
Games & Entertainment

Trivia Tuesdays with "For A Bonus Entertainment"

Each Tuesday, Fire Engine Pizza Co in Milford hosts a trivia night presented by For A Bonus Trivia. Enjoy dinner and drinks while you play, with prizes on the line and a lively, fun atmosphere.

JUL28
Health & Wellness

Prenatal Yoga

Nurture your body and mind throughout pregnancy with a gentle prenatal yoga class. Guided instruction focuses on easing discomfort in the back, hips, and pelvis while building strength and stability for childbirth. Learn breathing and relaxation techniques that help manage stress, support better sleep, and prepare you for labor. Connect with fellow moms-to-be in a friendly, supportive space. No experience is needed, and registration is required.

JUL28
Family

Steve Elci and Friends

Enjoy a kid friendly performance by Steve Elci and Friends as part of the Children’s Summer Concert Series. The concert takes place outdoors on the lawn next to the Parks and Recreation building. A tent provides shade, parking is nearby, and restrooms are available. The show goes on rain or shine. Consider bringing a blanket or a lawn chair for comfortable seating.

Trumbull Parks & Recreation
JUL28
Workshops & Classes

Summer Sensory Series at Perfect Playdate

Perfect Playdate hosts a summer, five week sensory and motor learning series led by Miss Lorraine, OTR/L, with hands on learning, practical strategies, and activities to take home. Each weekly session explores a different focus area, including the proprioceptive system, the vestibular system, the tactile system, visual motor and fine motor skills, and oral motor paired with mindfulness. Participants can choose a single session or take part in all five.

Perfect Playdate
JUL28
Sales & Discounts

Annual Summer Clearance

An annual summer clearance brings storewide savings of up to 60 percent, with some exclusions. Shop in store or online and make the most of the deals.

JUL29
Music

Acoustic Wednesdays at Joey C's Summer 2026!

A summer series of acoustic music brings talented performers to the dock at Joey C’s Boathouse, paired with happy hour throughout the season.

Joey C's Boathouse
JUL29
Family

Downtown Milford Outdoor Movie Nights

Settle in at Wasson Field for a free outdoor showing of The Secret Life of Pets. This family-friendly movie night is part of a summer series presented by the Downtown Milford Business Association and the Milford Junior Major League. Bring blankets, lawn chairs, and your favorite snacks, and enjoy the film on a large LED screen supplied by Big Screens LED. Admission and on-site parking are free, and restrooms will be available.

Wasson Field
JUL29
Outdoor Recreation

Wednesday Group Kayaking & Paddleboarding

Group paddles are back at a new location, offering relaxed time on the water with sunset views and an easygoing pace for every experience level. Kayakers, paddleboarders, canoeists, and other human powered craft are welcome. Participants may bring their own boat at no cost, or choose a rental, with options that include a single kayak or paddleboard for $30 and a double kayak for $45. Reservations are required and drop-in rentals are not available. Those bringing their own craft should carry a personal flotation device and a whistle.

Walnut Beach
JUL29
Workshops & Classes

Mahjong Beginner Lesson

Learn Mahjong from the ground up in a welcoming lesson led by Annie at SBC Restaurant. Registration provides professional instruction, all the equipment needed to play such as tiles, racks, and pushers, in-class 2026 Mahjong cards, multi-page handouts to take home, and guided practice. Seating is organized in groups of four, and anyone without a full table will be paired with other participants. By the end of the session, attendees will have played an introductory game and gained a clear understanding of the basics, helping them continue with friends and family. Seating is limited and advance registration is required. Food and beverages are available for those who arrive early. The cost is $45 per person. There are no refunds, but canceled registrations can be applied to a future event.

SBC Milford
JUL29
Music

All Ages Open Mic

An all-ages open mic returns to Park City Music Hall with a refreshed format that welcomes performers across generations. Artists can submit to participate through a form on the event page, and those selected will be notified about a week in advance. Music of any genre, spoken word, and dance are all encouraged. Material should be suitable for all ages, with clean, radio-friendly versions of songs that avoid profanity or suggestive content. Performers are welcome to bring friends and family. The venue will have its full kitchen and bar available. Guests 21 and over can purchase alcoholic beverages, while those under 21 can choose from mocktails and soft drinks. Wristbands will identify age groups, and anyone under 21 must be accompanied by a parent or guardian. Food service begins when doors open and continues until the kitchen sign is turned off.

Park City Music Hall
JUL29
Outdoor Recreation

BPT Moon Cruise 2026

BPT Moon Cruise returns as a monthly ride to watch the full moon rise over Bridgeport in 2026. This installment centers on the Buck Moon and begins with a meet-up at BPT Creates for quick bicycle safety checks and brief tutorials, followed by a group ride to a viewing spot. Participants can bring their own bikes or borrow one in limited supply. Photographers can capture night scenes, and snacks and beverages are welcome.

JUL29
Groups & Meetups

Colorful Conversations

Colorful Conversations is a monthly lunchtime meet-up that offers a refreshing break in the middle of the day while exploring different Downtown spots and connecting with others. Each gathering opens with quick introductions, then a friendly prompt gets the conversation going. Topics stay casual and upbeat, from sharing a favorite color and why it resonates to reflecting on what inspires pride in the community, with plenty of space for participants to help shape the discussion. This session takes place at Main Squeeze Juice Bar. Attendance is limited to 20, so please register in advance.

Main Squeeze Juice Bar & Cafe
JUL30
Workshops & Classes

She Looks Just Like Me all Girls STEM Immersive Experience

This program is open to girls entering grades 9 through 12 and spans four days and three nights at the University of Bridgeport. Participants engage in a range of activities that explore career pathways in STEM and healthcare.

University of Bridgeport
JUL30
Markets

Orange Community Farmers' Market

Explore a community market featuring farm-fresh offerings, food trucks, live performances, and handmade goods from crafters. The vendor list is updated weekly on the market’s website.

High Plains Community Center
JUL30
Markets

Trumbull Farmers' Market

Each week, Twin Brooks Park hosts a community market that brings together local farmers, artisan food vendors, and live music. Shoppers will find in-season produce, freshly baked items, and ready-to-eat meals. Coffee, live performances, and the open air offer a welcoming way to spend time with neighbors in Trumbull.

Twin Brooks Park
JUL30
Markets

Boutique to Benefit Animals

Discover pet items, jewelry, crystals, t-shirts and more at Stratford Animal Control. Stock changes weekly, so each Thursday brings new finds. All proceeds benefit animals. Closed on major holidays. Pay by credit card, Venmo, or cash.

Stratford Animal Control
JUL30
Workshops & Classes

Pawsitive Beginnings-Foundation Class

Strengthen the connection with your dog in a six week training class that keeps learning upbeat and practical. Sessions focus on core skills, polite manners, and interactive exercises that make practice enjoyable for both of you. The program uses positive reinforcement to clarify expectations for your pup and encourage a calmer, more cooperative home. Emphasis is placed on clear communication, mutual trust, and teamwork so thoughtful training leads to better understanding and smoother daily life together.

PAWsitive Approach, LLC
JUL30
Workshops & Classes

Adults Sewing Machine Series

This four-week, hands-on sewing series for adults at The Giggling Pig Milford teaches sewing machine use through the creation of two to three small projects.

The Giggling Pig Milford
JUL30
Civic

Bridgeport’s Sit & Speak | Development

Bridgeport’s Sit & Speak is a community discussion about development shaping the city. Local developers share updates, with opportunities for questions and for participants to contribute ideas about Bridgeport’s future. The conversation takes place at the Bridgeport Public Library, Beardsley Branch.

Bridgeport Public Library
JUL30
Music

Downtown Thursdays

Downtown Thursdays brings five evenings of live music, food, and community to McLevy Green in downtown Bridgeport. The lineup features Brandi and the Alexanders with Orquestra Afinke, Pangea World Beat with Funk Salsa Urban, Evelyn Dillion and Friends with Anthem Reggae Band, Sammulous with Affiniti NYC, and Funky Dawgz Brass Band with West Hill Road, WHR. Each night includes an opening act followed by a closing performance. This series is supported by the City of Bridgeport, CT Rep. Antonio Felipe, Bridgeport DSSD, and the Connecticut Office of the Arts.

McLevy Green
JUL30
Outdoor Recreation

Full Moon Paddle Adventure

Experience Milford’s shoreline from the water on a full moon paddle hosted by Scoot & Paddle. As daylight fades into golden hour, participants launch and follow the coast. If conditions allow, the route may extend to Charles Island for a short stop to snack or take a swim while the sky shifts through vibrant colors and the moon rises over the water. The paddle back to shore takes place by moonlight, with the sounds of the sea and the night sky setting the scene. This outing is limited to experienced paddlers. All participants must bring a hands-free light or arrange lighting in advance, such as a headlamp, deck lights, a lantern, or a Luci light. Those bringing their own boat must wear a PFD, carry a whistle, and have proper lighting. Reservations are required and spots tend to fill quickly. The experience lasts about three hours. Pricing is $75 for rentals and $35 for bring-your-own-boat.

Walnut Beach
JUL30
Health & Wellness

Meditation and Sound Bath - $30 Drop-in

Take a break from constant noise and settle into a quiet, nurturing space. This class blends gentle breathwork, grounding guided meditation, and a restorative sound bath to calm the mind, ease stress, and support overall balance. You will begin with a slow arrival and mindful breathing, move into a guided practice that steadies the body and focuses awareness, then rest comfortably while live instruments such as crystal singing bowls, gong, and chimes create soothing vibrations that are felt as well as heard. These sounds encourage deep relaxation, emotional release, and a clear, calm state, followed by quiet time to integrate. This experience suits anyone seeking relief from stress, anxiety, or overwhelm, support for sleep, or a gentle emotional reset, and it welcomes anyone in need of deep rest. No experience is required. Rest lying down or seated, whichever feels best. Bring water and cozy layers, and consider an eye pillow, blanket, or journal.

JUL30
Music

Party on the Bridgeport Ferry

A lively deck party aboard the Bridgeport Ferry blends one drop vibes with a mix of favorite grooves as the sun sets. Sunset views and steady rhythms create a relaxed, upbeat atmosphere for an evening on deck.

Bridgeport & Port Jefferson Ferry
JUL30
Music

David Cook

This event features a solo acoustic performance. General admission tickets will be available for purchase.

StageOne
JUL30
Music

Park City Music Hall

Bobby T & The Name Droppers are back at Park City Music Hall, sharing the bill with David Hull & The Dirty Angels. David Hull & The Dirty Angels are a Boston group with roots in Connecticut in the 1970s, founded by Charlie Karp and David Hull. This show features two bands for a single price of $20.00.

Park City Music Hall
JUL30
Music

David Hull & The Dirty Angels Return To Connecticut!

A salute to Connecticut rock legends highlights the music and intertwined history of The Name Droppers, David Hull & The Dirty Angels, and the legacy of Charlie Karp. Expect familiar favorites alongside new material, road stories, and the natural rapport between these two bands. The Name Droppers began in the 1980s as Charlie Karp & The Name Droppers. After Charlie’s passing in 2019, the group carried on with Grammy-winning bassist Scott Spray and Classic Drummer Hall of Fame inductee Bobby T. Torello, releasing five studio albums since 2020. Their most recent release, Cool Blue Shoes, reached number one on the Roots Music Report Blues Rock chart in 2025. David Hull, recognized for his bass work with Aerosmith, James Montgomery, and Buddy Miles, channels that energy into his current project, David Hull & The Dirty Angels, with guitarist Pete Cassani and drummer Stephen Hart. The Dirty Angels first took shape in the 1970s with Hull and Staples High School alum Charlie Karp. Their shared journey includes leaving high school to join the Buddy Miles Express, with an early appearance opening for Jimi Hendrix at the Staples Center in Los Angeles. Park City Music Hall features a full bar and on-site kitchen serving craft cocktails and food. The kitchen opens when doors open and continues service until the Kitchen Open light is turned off. Seating is limited for most ticketed shows since the room is primarily standing room, and any available seats are offered on a first come, first served basis.

Park City Music Hall
JUL30
Music

Some Hacks

Some Hacks make a return appearance at The Sinclair for a rock performance. The band takes the stage again to bring live music back to this venue.

The Sinclair
JUL30
Career

Alliance Career Recruitment Event

This career recruitment event is geared toward early learning professionals, with an emphasis on candidates who hold a Child Development Associate credential or a higher qualification. Newly hired early learning teachers are eligible for a $1,000 incentive. The event is set in a conference room. Professional attire is recommended.

Alliance for Community Empowerment
JUL30
Markets

Downtown Bridgeport Farmers Market

The Bridgeport Downtown Special Services District brings back the Downtown Bridgeport Farmers Market at McLevy Green, a weekly marketplace with live music from local performers, occasional cooking demonstrations, fresh produce, ready-to-enjoy lunch options, and locally made artisan goods. Select weeks feature chef demos by Chef Raquel Rivera of A Pinch of Salt and Deja Smith of Khemi’s Vegan Cuisine. Shoppers can look forward to regular appearances by Killam & Bassette Farmstead, Betzy’s Latin Cuisine, Khemi’s Vegan Cuisine, and Natural Juice, along with artisan makers Destinie Designs, Kiffy Naturals, Rico Suave Accessories, and The She Shed. Community resources are also on site, including American Jobs Center, Bridgeport Public Library, Fairfield County Coalition Voter Registration, Greater Bridgeport Transit and CTrides, Liberation Programs, and Recovery Network of Programs, with rotating special guests that may include CONNECT-US, Norma Pfriem Breast Center, Southwestern Connecticut Agency on Aging, UI/Avangrid, and Jehovah’s Witness. The market partners with the Bridgeport Farmers Market Collaborative to offer Bridgeport Bucks, a coupon program businesses and organizations can purchase and share as incentives or rewards, redeemable for fruits and vegetables at Bridgeport farmers markets. SNAP and EBT, WIC and Farmers Market Nutrition Program checks for WIC and Senior recipients, Bridgeport Bucks, cash, credit, and debit are accepted. An incentive match is available so that every dollar of SNAP spent at the market purchases two dollars in fresh fruits and vegetables.

McLevy Green
JUL30
Family

Rec & Read

Enjoy a weekly outdoor story time presented by Trumbull Library and Trumbull Parks & Recreation. Relax in the shade for stories, songs, and fresh air. This free, drop-in program welcomes all ages. Gather at the Parks & Recreation tent with readers from Trumbull Library. Seating is on the lawn, so bring a blanket or a chair.

Trumbull Parks & Recreation
JUL31
Music

Seth Adam - Shelton CT - Jones Winery

Admission is free for a solo performance by singer songwriter Seth Adam at Jones Winery in Shelton, where he will share sincere original tunes alongside thoughtfully chosen covers. His sound draws on vintage radio and Americana, energized by rock and shaded with classic alternative, showcasing strong songwriting craft. For a preview of his recent work, his latest single, Things Won’t Always Be This Way, is available on streaming platforms.

Jones Winery
JUL31
Family

Blood Sweat and Gear's Friday Night Cruise

Blood Sweat and Gear's Friday Night Cruise brings car enthusiasts together for an evening of rides and camaraderie. Weather permitting, there will be music, door prizes, a 50/50, and awards including Best in Cruise with trophies. Vehicles from 2006 and earlier take center stage, with a designated area available for specialty vehicles.

McDonald's
JUL31
Games & Entertainment

Drop-In Social Series: Disney Trivia Night

Disney fans are invited to test their knowledge at a trivia night hosted by The Kennedy Collective. As part of the Drop-In Social Series, this event focuses on classic films and recent favorites while encouraging friendly competition and shared moments from the movies. Created for young adults and adults with disabilities, it emphasizes social connection, skill building, and an inclusive, welcoming environment. Participants are welcome to bring friends and enjoy a community-centered evening. Tickets are $25 per person and are available through the Tickets section, and only the participant needs to purchase a ticket.

The Kennedy Collective
JUL31
Art & Culture

Film Premiere

Experience a showcase of original short films from independent filmmakers across the region, celebrating bold storytelling on the big screen. The lineup spans gripping drama, thoughtful comedy, and possibly a touch of horror, with inspiring moments and unexpected laughs along the way. Each film brings its own distinct voice, characters, props, and point of view. Filmmaker Q&As and casual networking round out the evening, offering a closer look at emerging creators and their work.

Bijou Theatre CT
JUL31
Workshops & Classes

RCS x Luxe Carts by Missy: Charcuterie Board Building

Learn the art of creating a beautiful and tasty charcuterie board in a hands-on class with Luxe By Missy at Rumble Creative Studios. Receive clear, step-by-step guidance on how to combine flavors, textures, and colors while you assemble a board with a variety of meats, cheeses, and complementary accompaniments. No prior experience is necessary. Leave with a finished board to enjoy right away or take home.

Rumble Creative Studios
JUL31
Music

The Magic of Motown

The Magic of Motown brings the songs that defined an era to Bridgeport with a powerhouse tribute to Detroit’s legendary sound. Widely praised and billed as the nation’s leading Motown showcase, the production carries audiences from the first note to the encore with more than two hours of nonstop music. Hear beloved hits tied to The Temptations, The Jackson Five, Diana Ross and The Supremes, Marvin Gaye, Aretha Franklin, Smokey Robinson, and more, presented with soaring vocals, crisp choreography, and authentic costumes that reflect Motown’s golden age. Expect a high-energy, feel-good atmosphere that invites singing along and dancing. Presented by Moxie Events. Tickets range from $39.50 to $86.50.

The Klein Memorial Auditorium
JUL31
Music

Not My Problem!

NOT MY PROBLEM returns to Joey C's Boathouse for an outdoor night of live music at this popular waterfront venue. The show caters to fans who like to dance and sing, with music rolling all night. The band brings its performance back to the Boathouse for a crowd ready to move and sing along.

Joey C's Boathouse
JUL31
Music

Sasser, Andrews, Spignesi

At BRYAC Black Rock, an ever-evolving rock and jam collective led by drummer Chris Andrews and guitarist vocalist John “Spigs” Spignesi brings years of shared experience and a guest-friendly spirit to the stage. Each performance assembles a new cast of friends from the New England scene, making the music unique every time. The set blends improvisation-rich takes on classic rock favorites with original pieces from John Spignesi Band and Desert Rain, keeping the songbook wide open. Rooted in community, spontaneity, and trust, the group embraces a go with the flow mindset, creating the show together in real time. No two sets repeat, and that unpredictability is the point.

BRYAC Black Rock
AUG1
Fundraisers

Milford Rotary 48th annual Lobster Bake

Tickets are available in advance for a festive day featuring lobster, steak, lobster rolls, hamburgers and hot dogs, along with beer and wine. Live music from two bands, Whabendos and Hype, sets the soundtrack. This charitable event directs all proceeds back into the community through scholarships for local students and support for organizations such as Beth El homeless shelter, Purple Pantry, Milford Senior Centre, Food 2kids, United Way of Milford, veterans and other local charities.

Lisman Landing
AUG1
Theater

Shakespeare’s “The Tempest” (August 1st)

Shakespeare’s tale of shipwreck, sorcery, and reconciliation is presented in a park setting with a fully staged production of The Tempest. Directed by Nancy A. Herman, the creative team includes assistant director Leslie Abbatiello, producer Don Rowe, and stage manager Geoff Byrne. A violent storm launches the drama, then the story unfolds on a remote island where the magician Prospero lives with his daughter Miranda. He commands Ariel, a nimble spirit of the air, and grapples with Caliban, a formidable island inhabitant. Music and song thread through the action, deepening an atmosphere of enchantment as themes of magic, betrayal, revenge, forgiveness, and family come to the fore. In Act IV a wedding masque creates a play within the play, offering spectacle, allegory, and richly ornamented language. Often placed among Shakespeare’s late romances, the work blends lighthearted moments with serious stakes. Over the centuries it has inspired wide-ranging interpretations, from readings that see Prospero as a stand-in for the playwright’s farewell to the stage, to views that consider the story through the lens of colonization. Its influence continues across theater, film, literature, opera, and the visual arts.

Milford Arts Council, the MAC 40 Railroad Ave S., Milford, CT
AUG1
Fundraisers

Swim Across the Sound Marathon

Now in its 39th year, this open-water marathon raises funds for cancer patients in the community, providing help with rent, groceries, transportation, utilities, medical appointments, and other essential needs during treatment. For 2026, the route shifts entirely to the Connecticut side of the Sound due to damage at Danford's Marina in Port Jefferson. Participants will complete the same 15.5 mile swim, starting at Seaside Park in Bridgeport, passing Jennings Beach in Fairfield, and finishing at Black Rock Harbor with a celebration at Captain’s Cove. The new starting line at Seaside Park brings the action to the shoreline, giving spectators a close view of this long-standing tradition. Event activities are centered in Bridgeport, with boaters gathering at Steelpointe Harbor and a community celebration at Captain’s Cove. The effort welcomes swimmers, boaters and kayakers, volunteers, donors, and sponsors. The public is encouraged to cheer on the finishers at Captain’s Cove, followed by an awards ceremony once all swimmers have arrived. Every role contributes to vital support and every mile swum helps a patient in need.

Captain's Cove Seaport
AUG1
Food & Drink

The House of Darla: Legacy Gala

An evening of food and beverage offerings, entertainment, community connection, and curated experiences invites reflection on the journey, the mission, and the essence of The House of Darla. Taking place at the University of Bridgeport John J. Cox Student Center, the Legacy Gala centers on community, youth leadership, grassroots efforts, nonprofit impact, and storytelling, creating space for meaningful connection throughout the night.

John J. Cox Student Center
AUG1
Health & Wellness

Beach Yoga - Pre registration required!

Take part in a mixed level yoga class on the Jacky Durrell Deck at Penfield Beach with views of the water. Participants meet on the deck, and if the weather is unfavorable, the session shifts a short distance to the covered Penfield Pavilion deck. Those new to yoga are encouraged to start with beginner classes before attending. Pre-registration is required, space is limited, and walk-ins are not permitted. The drop-in rate is $30. Please bring a yoga mat, any props you prefer, and sunscreen and bug spray if needed. A beach sticker is not required for this class.

Jacky Durrell Banquet Facility
AUG1
Health & Wellness

Beach Yoga & Tea

Recharge by the shoreline with a beach yoga class at Walnut Beach. This all-levels session, led by yoga instructor and personal trainer Grace Michaud, blends steady movement and strength-building to help you stretch, restore, and enjoy ocean views and fresh air. Complimentary organic tea is offered after class. Drop-in admission is $25, and a summer pass that includes 10 classes is $195. Bring a yoga mat or beach towel and water. Sunscreen, sunglasses, a hat, and bug spray can be helpful. Registration is encouraged, and walk-ins are welcome. For questions, contact Walnut Beach Wellness at 203-693-3893 or Info@walnutbeachwellness.com.

Walnut Beach
AUG1
Markets

Downtown Milford Farmers Market

Fresh, locally grown produce and community spirit come together at the Downtown Milford Farmers Market at Wasson Field. Shoppers can find fruits and vegetables from Connecticut farms along with meats, dairy, and baked goods, plus flowers, sustainable clothing, baby accessories, home decor, pet products, and art from more than 30 vendors. Food trucks serve breakfast and brunch favorites, coffee, matcha, ice cream, gluten free treats, smoothies, Thai dishes, barbecue, and other seasonal bites, and live music creates a lively soundtrack while you explore. Many farms focus on organic and sustainable practices, and participating farmers accept SNAP, WIC, and senior vouchers. Families will find plenty to do. Children’s Market activities include hands on learning, storytime, farm animal visits, face painting, and opportunities for kids to run vendor booths. The Piglets Club invites children ages 6 and up to learn about healthy eating and agriculture while earning $1 tokens to purchase their own fruits and vegetables directly from farmers. Look for cooking demonstrations, talks from agriculture experts, and pet adoption features, alongside a welcoming marketplace that highlights startups, kid entrepreneurs, nonprofits, small businesses, and local artisans. The market is presented in collaboration with the Downtown Milford Business Association and The Giggling Pig of Milford.

Wasson Field
AUG1
Health & Wellness

Start Here Yoga

Settle into a supportive yoga class that builds confidence and comfort through the basics. Expect clear guidance on foundational postures, breath awareness, gentle stretches, and mindful movement. The pace stays steady and encouraging, with options and variations offered so you can learn without pressure. It suits new students, anyone feeling tight, those easing back into movement, people interested in a slower hatha-style session, and practitioners who want to reinforce their foundations. The setting is welcoming, giving you time to move at your own rhythm, ask questions, and develop your practice step by step. No prior yoga experience or flexibility is required, simply arrive as you are. Drop-in fee is $30.

AUG1
Art & Culture

Color Walks: Summer Fun

Explore Downtown on a guided public art walk centered on Summer Fun. This monthly series features a different host each time, offering fresh experiences and new perspectives on the local creative scene. The outing wraps up at a nearby lunch spot. Spots are limited, so registration is recommended.

Bridgeport Downtown Special Services District
AUG1
Fundraisers

The Freedom Isn't Free Ride

This ride begins at St. Pius X Church with registration, followed by an invocation and then departure. The route concludes at Left Field Sports Bar. The event features music and lunch, plus raffles, with T-shirts and patches available for purchase. Proceeds support homeless Veterans and IAVA. Connecticut Cruise News is the media sponsor.

St. Pius X Church
AUG2
Food & Drink

CT Pizza & Brew Fest

Savor a festival devoted to pizza and beverages at the Connecticut Pizza and Brew Fest, featuring a variety of pizza trucks and opportunities to sample drinks. Food and refreshments will be available for purchase, and live music from the Rum Runners adds to the atmosphere. A limited-capacity VIP ticket offers early entry along with complimentary pizza and beverage samples during the VIP period. VIP guests may stay for the entire event.

Hartford HealthCare Amphitheater
AUG2
Music

☀️Summer Party @ Joey C's Boathouse☀️

A Summer Party at Joey C's Boathouse brings one drop rhythms on the Housatonic. The music spans from Charlie Puth to 311, keeping the party lively throughout.

Joey C's Boathouse
AUG2
Music

Tim Palmieri

A Days Between celebration unfolds on the patio at Park City Music Hall with guitarist Tim Palmieri delivering a free, all ages performance inspired by the songbooks of the Grateful Dead and the Beatles. Guests can enjoy live music, food, and drinks, plus Happy Hour specials that include 15% off food, $5 house red, white and rosé, and $2 off well drinks and craft beer. Known for boundary pushing technique, Palmieri has toured with Lotus, Kung Fu, and The Breakfast, and has collaborated with Phish’s Mike Gordon and Jon Fishman, Oteil Burbridge, Snarky Puppy, Soulive, Umphrey’s McGee, Vic Wooten, Fareed Haque, Robbie Kreiger, Jeff Pevar, Stanley Jordan, Melvin Sparks, Karl Denson, Bill Evans, Ed Mann, Ike Willis, Stephen Perkins, and Jon Harrington. His projects include performing the entire Beatles catalog in alphabetical order, tributes to the Red Hot Chili Peppers and Santana, forming new supergroups such as Hellzapoppin and Seapig, and teaching guitar, music theory, and composition.

Park City Music Hall
AUG2
Music

Sunday Summer Concert: Secret Lita

Live music returns to the Trumbull Town Hall Gazebo as the Sunday Concert Series brings a range of performers to the green. It offers a relaxed setting for families and an energetic space for those who like to dance, making it a favorite summertime gathering spot. Bring a lawn chair or a blanket to settle in on the grass and enjoy the music.

Trumbull Town Hall Gazebo
AUG2
Food & Drink

Proof Pizza

Returning to Sasco, this season features sunset gatherings with woodfired pizza, s'mores, and bombolonis. Specials rotate each week, and there are Margherita Monday giveaways every week.

Sasco Beach
AUG2
Music

Rockin' the Beach

Rockin’ the Beach returns to Walnut Beach Pavilion with presenting support from Xfinity, bringing free live music, ocean breezes, and easygoing summer vibes. Attendees can bring beach chairs, gather friends and family, and settle in by the water for a relaxed day at the beach. Kicking off the concert series, HYPE Band delivers a high-energy dance set that spans Motown and disco favorites, ’80s pop, ’90s R&B, and today’s hits, keeping the crowd singing and moving. There is no cost to attend. Support comes from Weichert on the Mark Property Management, the Walnut Beach Arts & Business Association, and Minella & Tramuta, Attorneys at Law. Be cautious of posts offering tickets, ads, or vendor spots, as these are scams. If anything seems uncertain, confirm details with the Milford Regional Chamber of Commerce before making any payment.

Walnut Beach Pavillion
AUG2
Theater

Shakespeare’s “The Tempest” (August 2nd)

Shakespeare’s The Tempest arrives in a production directed by Nancy A. Herman. After a fierce storm at sea, the action shifts to a secluded island where the magician Prospero lives with his daughter, Miranda, and two contrasting attendants, the earthy Caliban and the nimble spirit Ariel. Music and song are woven throughout, deepening the island’s sense of enchantment as the story considers magic, betrayal, revenge, forgiveness, and family ties. In Act IV, a wedding masque becomes a play within the play, enriching the experience with spectacle, symbolism, and elevated verse. Often grouped among Shakespeare’s late romances, the work has invited readings that see Prospero as a reflection of the playwright and interpretations that consider its perspective on European colonization. Its influence has echoed across theater, film, literature, opera, and the visual arts. The creative team also includes Assistant Director Leslie Abbatiello, Producer Don Rowe, and Stage Manager Geoff Byrne.

Milford Arts Council, the MAC 40 Railroad Ave S., Milford, CT
AUG2
Health & Wellness

Stand-up Paddleboard Yoga

Experience a calm, energizing start to the day with stand-up paddleboard yoga at Walnut Beach. Scoot & Paddle teams up with Kelly Warters of "A Breath of Calm Yoga" to lead a certified SUP yoga class that begins with an easy paddle, anchors the board, and moves through a refreshing sequence on the water. Sunlit waves, passing gulls, and the shoreline create a peaceful backdrop that supports mindful movement and deep breathing. Practicing on a board adds a fun challenge that builds strength, balance, focus, and mindfulness. The session welcomes those new to yoga or paddleboarding as well as experienced practitioners, with a relaxing and inspiring approach. Advanced reservations are required. Expect to leave feeling refreshed, centered, and ready for the day.

Walnut Beach
AUG2
Health & Wellness

Reiki II Certification

Advance your Reiki journey with a Level II Usui certification designed for students who have already completed Reiki I. Receive attunements for the lower three chakras, explore the sacred symbols and their practical use, and build skills to offer deeper healing, including sending Reiki across distance. Instruction also covers how to create and maintain a protected, intentional space for safe practice, with a mix of lecture, discussion, and hands-on work. This is the final Reiki II session before the Masters program begins. Please bring a snack or small lunch for a brief afternoon break. Cost is $295. Prerequisite: completion of Reiki I.

The Jiiva Center
AUG2
Family

Farm Visits - Sundays

Celebrate summer with a no-fee farm visit full of classic outdoor fun. Pick up farm fresh goodies, including chicken, duck, and turkey eggs. Toddlers and kids can enjoy a toddler friendly obstacle course, a sand sensory table, visit with the animals, listen to kids music, and explore a kids farm stand stocked with plastic fruits and vegetables. A hay maze and more activities offer something for everyone.

Mr. Donald's Farm
AUG3
Sports

Hockey Academy of New England Summer Camp

Hockey Academy of New England brings elite summer hockey instruction to the Sports Center of Connecticut in Shelton. Open to all skill levels in the 8U through 14U age groups, the camp welcomes local participants as well as those traveling in. Sessions focus on building skills through varied training and exposure to more advanced levels of play. The program spans four separate weeks, and families can choose a single week or combine multiple weeks to fit their plans. Each week is priced at $599.

The Sports Center- 784 River Rd, Shelton, CT, United States, Connecticut 06484
AUG3
Sports

Tumbling Camp

A focused tumbling camp dedicated to developing a wide range of skills. Instruction covers front and back walkovers, front and back handsprings, front and back tucks, and roundoffs. The experience is centered on building skills, boosting confidence, and having fun. Pricing is $70 per day or $300 for the full week. Free early drop off is available.

Next Dimension Gymnastics
AUG3
Workshops & Classes

Deb’s Healthy Plate Cooking Camp

Young chefs can build kitchen confidence in a hands-on camp for ages 6 and older. Enrollment is limited to six children so everyone receives personal guidance. Participants will practice safe knife handling, accurate measuring, and following recipes step by step while making a variety of appetizers, main dishes, and desserts, with opportunities to help choose some of the menu. All ingredients are provided. The cost is $350 per participant.

Deb's Healthy Plate
AUG3
Sports

22nd Annual Stratford YMCA Golf Tournament

The YMCA’s Annual Golf Tournament brings golfers together for a round that makes a real difference. Participation supports the Y’s mission to strengthen community, helping provide meals for neighbors in need, safe places where children can learn and grow, and vital outreach for seniors. The event includes registration and lunch, a shotgun start in a scramble format, and a reception featuring dinner, an auction or raffle, and awards.

Mill River Country Club Inc
AUG4
Music

Sunny Sweeney

This event features live music.

StageOne
AUG4
Music

Kids Summer Concert

Michele Urban Music performs as part of the Children's Summer Concert Series. The concert takes place outdoors on the lawn beside the Parks and Recreation building, with a shade tent provided, convenient parking, and restrooms available. The series continues in all weather, and attendees are encouraged to bring a blanket or a lawn chair for seating.

Trumbull Parks & Recreation
AUG6
Markets

Trumbull Farmers' Market: National Farmers Market Week!

At Twin Brooks Park, the Trumbull Farmers' Market celebrates National Farmers Market Week with a community-centered market that shines a light on the farmers, producers, and makers who keep Trumbull healthy and vibrant. Visitors can support local agriculture with purchases that go directly to growers, enjoy peak-season favorites such as corn, tomatoes, and peaches, and choose a more sustainable way to shop with fewer food miles. It is also an easy way to connect with neighbors and meet the people behind the harvest. The market welcomes both longtime regulars and first-time visitors, and shopping here helps show why strong local food systems matter.

Twin Brooks Park
AUG6
Music

Parker McCollum | Bridgeport, CT

Parker McCollum takes the stage at Hartford HealthCare Amphitheater in Bridgeport, CT, joined by Gabby Barrett and Kassi Ashton. This all-ages show offers both general admission pit and reserved seating.

Hartford HealthCare Amphitheater
AUG7
Outdoor Recreation

FRIDAY GROUP KAYAKING & PADDLEBOARDING

This first group paddle of the season marks the return of community kayaking and paddleboarding at a new location, offering sunset views and a relaxed, welcoming vibe. The pace is easy and inclusive for all experience levels, including first-time paddlers. Participants can bring a kayak, paddleboard, canoe, or another human-powered craft, and bringing your own boat is free. Rentals are available, with single kayaks or paddleboards priced at $30 and double kayaks at $45, and renters should plan to arrive early for check-in. The outing typically lasts about one to two hours depending on the group, weather, and conditions. Reservations are required, and drop-in rentals are not available. Those bringing their own craft should carry a PFD and a whistle.

Walnut Beach
AUG7
Music

Shakedown Citi • Fairfield, CT • StageOne

At StageOne in Fairfield, Shakedown Citi brings a Grateful Dead–rooted experience that grew out of the Citi Field parking lot scene. Rather than copy the originals, the band channels the spirit and lets the music breathe, shaping sets that flow with deep grooves, open-ended jams, and a joyful sense of connection. The result moves body and mind while lifting spirits. Fans across generations, from longtime Deadheads to college listeners and everyone in between, can expect a welcoming, family-style vibe that turns the show into a shared celebration of live music.

StageOne
AUG7
Sales & Discounts

Downtown Milford Sidewalk Sale

Downtown Milford transforms into an open-air marketplace as the Downtown Milford Business Association hosts a summer sidewalk sale. Shops move selected merchandise outside for easy browsing, featuring discounts on clothing, jewelry, home decor, and more. Look for specials from The Lovet Shop, Sunshine Pottery, Makeup Makeup, Mermaid Books, Milford Photo, Canvas Patch, Gilded Lily Gallery, Whispers, Interlinked, Mind, Body & Soul Wellness, Inside Living, and Arciuolos.

Downtown Milford
AUG8
Health & Wellness

Sunrise beach yoga, kayak/paddleboard, & breakfast

Scoot & Paddle partners with BEND Yoga for a sunrise beach wellness experience on the Milford shoreline. It begins with an invigorating yet calming yoga session on the sand, set to the sound of waves and seabirds as the first light reflects across the water. Afterward, head out on a stand up paddleboard or kayak for a gentle coastal outing, whether you prefer an active paddle or an easy float in the quiet morning air. The experience concludes back on the beach with coffee, mimosas, and light snacks in a relaxed coastal setting. The price is $85 per person and includes a SUP or kayak rental. No experience is required, and all skill levels are welcome. Space is limited, and advanced reservations are required.

Scoot & Paddle
AUG8
Music

Absofunkinlutely at Stormy's

This event features a live musical performance.

Stormy's
AUG8
Civic

Beyond the Bin Monthly Recycling Drive

Clear out those hard-to-recycle odds and ends at this monthly drop-off at Trumbull High School. Organized by Sustainable Trumbull in partnership with TerraCycle, Planet Green Recycling, and TREX, the drive focuses on materials that do not belong in curbside bins. Items should be used but clean, and all brands are accepted in the listed categories. Common contributions include plastic film and stretchy bags labeled #2 or #4, oral care waste such as toothbrushes, toothpaste tubes and flexible packaging, and floss containers, along with razors and a wide range of cosmetics and beauty packaging like makeup containers, cream tubes, and deodorant sticks. Hairstyling tools such as curling irons and hairdryers are welcome, as are eyeglasses and contact lens waste, writing instruments including pens, markers, glue sticks, mechanical pencils, and highlighters, and clean plastic takeout containers, noting that black plastic is not accepted. Squeeze pouches from items like applesauce and baby food can be dropped off, as can textiles in any condition including linens, clothing, and shoes, plus printer ink cartridges and toner, black plastic flower and plant pots, and phone cases with pop sockets. Brand-specific packaging for Late July chips and Entemann Little Bites is also collected. Larger plastic bottles, such as shampoo containers over 2 inches, should go into regular curbside recycling instead. This recurring effort takes place on the second Saturday of each month and runs alongside the THS Marching Band redeemable drive for bottles and cans. Baystate Textile bins are also available at Hillcrest and Madison schools for drop-off at any time, with Saturday curbside pickup by appointment through Helpsy Co.

Trumbull High School
AUG8
Workshops & Classes

Refined Canines in the REAL WORLD - Orange CT

An intermediate group training session for dogs that have already completed a basic canine life skills class, held mostly outdoors in public settings that vary from session to session. Participants practice walking calmly on a slack leash, courteous greetings, staying focused amid everyday distractions, and learning a few new tricks, with the aim of refreshing skills and strengthening the bond between handler and dog. Pre-registration is required and must be arranged directly with the organizer. There are no tickets, and registrations are non transferable. Pricing options include $40 per class, $140 for a four class package, or $400 for a year of twelve sessions.

Orange, CT Fairgrounds
AUG9
Music

Sunday Summer Concert: The Bob Button Band

The Bob Button Band performs as part of the 2026 Sunday Concert Series at the Trumbull Town Hall Gazebo, a summertime lineup featuring a variety of musicians. The concerts unfold on the green, offering a relaxed setting for families and friends to enjoy live music together. Attendees often settle in with lawn chairs or picnic blankets while they listen.

Trumbull Town Hall Gazebo
AUG9
Music

Landing at Five-Twenty

Set in Lordship, Stratford, CT, this waterfront event brings together food and music in a relaxed setting.

Lordship, Stratford Ct
AUG10
Family

History Adventure: Summer at Stratford Historical Society

Designed for children entering grades 1 through 5, this weeklong summer program offers hands-on ways to explore Stratford’s past. Participants can churn butter, build a duckpin bowling lane, experiment with Stratford technology, uncover tales of espionage on the Sound, and explore historic Stratford, with more activities in store. Tuition is $150 for Historical Society members and $190 for non-members. An early registration discount of 10 percent is available.

Stratford Historical Society
AUG11
Music

Get Lit

A neighborhood favorite returns to Black Rock with an early, family-friendly summer concert at St Ann Black Rock. Returning performers bring live music to a community gathering they look forward to each year, continuing the spirit of St. Ann's Summer Concert Series.

St Ann Black Rock
AUG13
Markets

Trumbull Farmers' Market

Each week, a lively market in Trumbull spotlights local food and community. Area farmers, specialty food makers, and musicians come together to offer in-season produce, freshly baked treats, and ready-to-serve dinner options. Visitors can grab a coffee, listen to live music, and enjoy time outdoors with neighbors.

Twin Brooks Park
AUG13
Music

The James Hunter Six • Fairfield, CT • StageOne

At StageOne in Fairfield, CT, The James Hunter Six brings vintage-rooted soul and rhythm and blues led by GRAMMY-nominated British singer James Hunter. His husky, heartfelt vocals ride tight, swinging grooves, twin saxophones, and the rich tones of a Hammond B3. The music ranges from hard-charging R&B to tender ballads, nodding to the legacy of Sam Cooke, Wilson Pickett, Jackie Wilson, and Van Morrison while staying fresh and immediate. Hunter’s latest album, Off The Fence, launches his partnership with Dan Auerbach’s Easy Eye Sound and includes a duet with longtime collaborator Van Morrison on the jump-blues tune Ain’t That A Trip. Over more than three decades, he has earned accolades from MOJO, drawn praise from Van Morrison, and shared stages with Aretha Franklin, BB King, Etta James, Mavis Staples, and Bonnie Raitt. Expect a soulful revue feel, plenty of heart, and a groove that sticks with you.

StageOne
AUG13
Family

Rec & Read

Trumbull Library partners with Trumbull Parks & Recreation for a weekly outdoor story time with stories, songs, and time in the shade. This free, drop-in program welcomes all ages. It takes place under the tent at Trumbull Parks & Recreation with readers from the library. Seating is on the lawn, and attendees may bring a blanket or chair.

Trumbull Parks & Recreation
AUG14
Festivals

The Annual Milford Oyster Festival After Dark

The Annual Milford Oyster Festival, sponsored by Xfinity, brings a lively mix of music, food, and attractions. The music lineup includes Nashville Drive, School of Rock, Mike DelGuidice, The Stevie Experience Tribute, Always Morning, and Two Of A Kind. Locally sourced oysters are featured alongside a range of food, with beer, wine, and hard seltzers available. Amusement rides add to the festive atmosphere.

Fowler Field, Milford, Connecticut , Milford, CT, United States, Connecticut 06460
AUG14
Health & Wellness

Sunset Kayak/Paddleboard & Beach Yoga Event (Milford)

Scoot & Paddle teams up with BEND Yoga for an evening on the Milford shoreline that blends movement, relaxation, and connection at sunset. Participants can choose a stand-up paddleboard or a kayak for a guided paddle of about an hour, taking in coastal views as daylight fades. After returning to shore, the experience shifts to a beach yoga session with mindful movement and breathwork, finishing with a calming meditation by the water. The wind-down includes a complimentary drink, light snacks, and a laid-back beach atmosphere. The price is $85 per person and includes a paddleboard or kayak rental. Capacity is limited, and advance reservations are required. This event takes place at Scoot & Paddle.

Scoot & Paddle
AUG14
Music

FCM live at The Windmill. 8/14/26

Another night of gritty grunge heads back to The Windmill in Stratford, a spot the performers consider a home away from home. Kelley and her crew look after guests, and food and drinks are staples at The Mill.

Windmill Restaurant
AUG15
Music

Matty & Mike At The Landing At 520

The Landing At 520 hosts an evening filled with live music, good times, and friends.

The Landing at Five -Twenty
AUG15
Festivals

Fair on the Half Shell

Presented by the Downtown Milford Business Association with the Milford Junior Major League, Fair on the Half Shell, formerly known as Oysterfest Fair, brings coastal flair to Milford Green. For more than fifty years it has been a hallmark summer gathering, turning the walkable downtown into a lively celebration. Attendees can explore one-of-a-kind local finds, enjoy live performances and music, sample a lineup of food trucks, and discover activities for kids, all set along the second-longest town green in New England. More than 300 local vendors from across Connecticut feature handcrafted goods, artwork, jewelry, clothing, home decor, wellness products, pet accessories, and more. Admission is free, and the event is family friendly. Sponsored by UI, an Avangrid company.

Milford Green
AUG15
Family

Summer Play Days

Summer Play Days offers a full slate of family fun with lively performances, character appearances with free photo ops, face painting and balloon twisting, and creative craft stations for kids. Shoppers can also find special deals from participating retailers. Highlights include the Silly Science Show, a bright, fast-paced mix of surprising experiments, comedy, and hands-on moments that inspire curiosity. There is also a Character Meet and Greet where fans can say hello to the Sister Pups and take their own complimentary photos.

Trumbull Mall
AUG16
Music

Psychedelic Beatles at Stonebridge

Two sets of Beatles classics with a psychedelic twist will be performed at Stonebridge Restaurant.

Stonebridge Restaurant
AUG18
Career

The 2026 Orange Fire & Police Youth Academy

The Orange Fire & Police Youth Academy is a program for teens ages 14 to 18 to explore public safety careers. Participants engage in practical skill sessions, scenario-based learning, team activities, and career exploration guided by local first responders. Attendees gain insight into the work of firefighters and police officers and how they serve the community. Space is limited, and early registration is recommended.

Orange Volunteer Fire Department - Station 2
AUG20
Markets

Trumbull Farmers' Market: Back to School Supply Drive

Help fill a backpack while you shop at the Trumbull Farmers' Market. This community school supply drive benefits Trumbull Human Services. Bring items such as notebooks, backpacks, pencils, or lunchboxes to support local students. Donations will go directly to Trumbull families so children can begin the school year equipped and with pride.

Twin Brooks Park
AUG22
Music

Performing at White Hills Distillery

A performance will take place at Shelton's White Hills Distillery.

White Hills Distillery
AUG22
Music

🏝️Live @ Spotted Horse!🏝️

Vibe Atlantic brings island-inspired party energy to Spotted Horse Tavern Shelton for a summer evening of feel-good music. Bright rhythms and sunny vibes set the tone for a relaxed, festive night at the tavern.

Spotted Horse Tavern Shelton
AUG22
Music

Cuppys Cafe

American 27's returns to Cuppys Cafe for a summer show that keeps the seasonal celebration rolling.

Cuppy's Cafe
AUG22
Music

stormy's

Mud Blossom delivers a high energy show packed with favorites from the 80s, 90s, and 2000s for a fun night of dancing and sing-alongs.

Stormy's
AUG22
Workshops & Classes

Puppy Prep School

Give your young pup a confident start with a six week training course designed for puppies up to 5 months old. Friendly instruction introduces core cues like sit and down, along with polite walking on a loose leash. Sessions also cover house training and common challenges such as nipping and barking, while offering important early socialization. The course fee is $210.

Pawsitive Approach
AUG23
Music

The Fray - Summer of Light Tour with Dashboard Confessional

The Fray brings the Summer of Light Tour to Hartford HealthCare Amphitheater with Dashboard Confessional for a live music experience. The show will go on in any weather. Reentry is not permitted after exiting the venue. Bags will be checked at the entrance, and cameras with removable lenses are not allowed. Ticket options include a general public sale, preferred tickets for Citi cardmembers, aisle seat selections, VIP offerings for Dashboard Confessional, and VIP packages for The Fray.

Hartford HealthCare Amphitheater
AUG24
Art & Culture

An Evening with Ted van Griethuysen

Arts Alliance of Stratford presents an evening with actor, director, teacher, and Shakespeare scholar Ted van Griethuysen, celebrating Shakespeare, theatre, and Stratford's cultural legacy. The program offers conversation and reflection on the lasting influence of Shakespeare and the town’s theatrical heritage. Van Griethuysen brings more than six decades of stage experience, with credits on Broadway and Off Broadway, performances with major Shakespeare companies across the United States, and thirty-two years as an Affiliated Artist with the Shakespeare Theatre Company in Washington, D.C. His honors include eight Helen Hayes Awards and the Helen Hayes Lifetime Achievement Award. His ties to Stratford run deep. Early in his career he appeared at the American Shakespeare Festival Theatre during its renowned years as a premier American venue for Shakespeare, he continues to advocate for preserving Stratford’s Shakespeare legacy, and he has taught at the Shakespeare Academy in Stratford. Admission is free and the program is open to the public at the Stratford Library’s Lovell Room.

Stratford Library Association - Stratford, CT
AUG25
Music

Summer Concert: The Bernadettes

Part of the annual Summer Concert Series, this outdoor show features The Bernadettes on the Town Hall Green, creating an easygoing evening of live music, local flavor, and community spirit. Enjoy dinner from Carl Anthony’s Wood Fired Pizza Truck and cap it off with dessert from the Super Softy Ice Cream Truck. Parking is available in the Town Hall main lot, the library lots, and along Church Hill Rd. If weather becomes an issue, updates about a possible move to Christian Heritage School will be shared through the event’s website or social media. Please help keep the historic green clean by using the provided trash and recycling stations, and remember that pets must be leashed. The series offers a welcoming, family-friendly setting to relax and reconnect.

Trumbull Town Hall Gazebo
AUG27
Markets

Trumbull Farmers' Market: Dog Day!

Dog Day comes to the Trumbull Farmers' Market at Twin Brooks Park, inviting a dog-friendly market experience. Shoppers can browse local produce and artisan treats while dogs enjoy the fresh air. Look for guest vendors, photo opportunities, and special treats for four-legged visitors. All dogs must be on a short leash, and attendees are asked to be considerate of other shoppers.

Twin Brooks Park
AUG28
Music

Absofunkinlutely at Windmill Tavern

Absofunkinlutely appears at Windmill Restaurant for a night of live music, good food, and a free, fun experience.

Windmill Restaurant
AUG29
Music

Jonatha Brooke • Fairfield, CT • StageOne

Jonatha Brooke brings her eloquent songwriting and adventurous spirit to StageOne in Fairfield, CT. Trained in classical composition and gifted with a theatrical voice, she crafts intimate stories with striking melodic detail, blending folk-pop with a poet’s touch. Her path runs from the duo The Story to a celebrated solo career, along the way creating the one-woman musical My Mother Has 4 Noses. She has also worked with artists including Katy Perry and Joe Sample, and has set previously unpublished Woody Guthrie lyrics to music. In performance, she is known for transforming a room with little more than a guitar and a spotlight, shaping songs that linger with honesty and grace.

StageOne
AUG29
Music

Jackie Greene • Fairfield, CT • The Warehouse

Jackie Greene brings his Americana and roots songcraft to The Warehouse in Fairfield, CT, moving from soul-stirring piano ballads to searing, blues-infused guitar work. Known for a turn as lead guitarist with The Black Crowes in 2013, he continues to showcase the range that has defined his career. His catalog includes the EP The Modern Lives, Vol 2, released in October 2018 on Blue Rose Music during a period marked by new fatherhood and a move back to Northern California. Since his acclaimed debut, Gone Wanderin’, he has earned a loyal audience through extensive touring with artists such as BB King, Mark Knopfler, Susan Tedeschi, and Taj Mahal. Highlights include The Black Crowes’ Layin’ Down With #13 World Tour, recording and touring with Trigger Hippy alongside Joan Osborne, frequent appearances with Phil Lesh & Friends, and collaborations with Tedeschi Trucks Band, Govt Mule, Mississippi All-Stars, Amy Helm, Steve Earle, and Bob Weir.

The Warehouse FTC
AUG29
Music

Get Lit at Stormy's

Get Lit brings a high energy cover set that keeps the dance floor moving and the crowd singing along. The playlist spans iconic classics, rediscovered alt rock favorites, and amped up pop hits, offering something for everyone. This party band delivers a lively soundtrack for the night.

AUG29
Festivals

2026 BRIDGEPORT JAZZ FESTIVAL

The Bridgeport Jazz Festival brings the community together at the bandshell in Seaside Park for a celebration of the city’s jazz culture. A long-standing staple for Bridgeport, it welcomes attendees from near and far to share in hometown pride. The festival will be hosted on site and centers on uniting people around jazz in Bridgeport, Connecticut.

Seaside Park Bridgeport Connecticut
SEP1
Music

FCM live at Paradise Green (Stratford)

FCM brings a grunge-fueled show to Paradise Green in Stratford as part of the venue's summer concert lineup, with Paradise Pizza as the sponsor. The performance is set outdoors beneath the gazebo, and attendees are welcome to bring lawn chairs and coolers.

Paradise Green, Stratford
SEP3
Markets

Trumbull Farmers' Market: Food Drive

At Twin Brooks Park, the Trumbull Farmers’ Market is hosting a food drive to support the Trumbull food pantry. Shoppers can pick up their usual favorites and add a few extra items to donate, helping to refill shelves for neighbors in need. Fresh produce will be collected, along with other essentials that match current community needs. All contributions stay in town and directly support local residents.

Twin Brooks Park
SEP4
Music

Tedeschi Trucks Band and very special guest Sheryl Crow

Enjoy a night of live music as Tedeschi Trucks Band performs with guest Sheryl Crow at Hartford HealthCare Amphitheater. The concert will go on rain or shine. Bags will be checked at the entrance, and cameras with removable lenses are not allowed. Re-entry is not permitted once you exit the venue.

Hartford HealthCare Amphitheater
SEP4
Music

Bad Manner'z @ The Windmill Restaurant

A party with Bad Manner'z takes place at Windmill Restaurant.

Windmill Restaurant
SEP6
Music

Matty & Mike At The Landing At 520

The Landing At 520 hosts an afternoon of live music in a friendly, upbeat setting, perfect for spending time with friends. Expect a relaxed vibe, good sounds, and simple fun throughout.

The Landing at Five -Twenty
SEP6
Music

Chris Marolda @ Landing at 520!

Enjoy music from Chris Marolda at The Landing at Five -Twenty, paired with food and drinks and highlighted by an ocean view.

The Landing at Five -Twenty
SEP8
Health & Wellness

Mindfulness & Meditation Training

Enrollment is open for a Mindfulness & Meditation training that offers in-person instruction with an online participation option. All sessions are recorded so participants can review lessons or catch up if they miss a class. The program begins with Module 1, a foundations track focused on practical ways to calm and focus the mind, how to build a steady meditation habit, and an introduction to traditional and contemporary meditative theory. It suits beginners and those looking to deepen a personal practice, and it is required for anyone seeking certification as a Breathwork & Meditation Facilitator. Module 1 is $450 when paying by cash or check, or $475 by debit or credit card. Module 2 is designed for future teachers who want to guide others in pranayama, mindfulness, and meditation. Graduates receive a Mindfulness & Meditation Teacher Training certificate from The Jiiva Center. Completion of Module 1 is a prerequisite. Module 2 is $350 when paying by cash or check, or $375 by debit or credit card, and its length varies based on class size.

SEP11
Dancing

TRLP dance party at Joey C’s

The TRLP dance party brings food, dancing, and a friendly vibe to Joey C's Boathouse. Attendees can spend the evening on the dance floor and take breaks for bites, all in a laid-back, upbeat setting.

Joey C's Boathouse
SEP12
Music

Popa Chubby • Fairfield, CT • StageOne

At StageOne in Fairfield, CT, Popa Chubby, born Ted Horowitz, brings his fierce, soulful approach to the blues shaped over more than three decades. With a career dating to 1994, he is known for powerful, emotive guitar work and a sound he frames as a meeting of the Stooges with Buddy Guy, Motörhead with Muddy Waters, and Jimi Hendrix with Robert Johnson. Recognized as a popular figure in the genre, he delivers a hard-hitting performance rooted in grit and heart.

StageOne
SEP12
Workshops & Classes

Refined Canines in the REAL WORLD - Trumbull CT

Designed for dogs that have already completed a Basic Canine Life Skills class, this intermediate group focuses on practicing manners and responsiveness in real world public settings. Sessions are held mostly outdoors and rotate to a new location each time. Teams work on loose leash walking, courteous greetings, staying focused around distractions, and adding a few new tricks to the mix, all to refresh skills and deepen the handler dog bond. Pre registration is required. There are no tickets, registration must be arranged directly with the organizer, and spots are not transferable. Pricing is $40 for a single class, $140 for a four class package, or $400 for a bundle of 12 for the year. Participants will meet in the parking lot near the sheds.

The Home Depot (90 Monroe Turnpike, Trumbull, CT)
SEP13
Music

The Lost Marbles head to the Hop Yard

Spend a pleasant, warm afternoon with music and pours from Two Roads Brewing. Enjoy a relaxed atmosphere, flavorful brews, and a soundtrack that suits the easygoing mood.

Two Roads Brewing Company
SEP16
Theater

World Ballet Company: Swan Lake

World Ballet Company brings Swan Lake to life with a grand staging of destiny and enchantment, where light and darkness collide. A cast of 50 international dancers performs in more than 150 hand sewn costumes against richly crafted sets. Signature moments include the lively Dance of the Little Swans, the Black Swan’s famous 32 fouettés, and many shimmering passages in between. Tchaikovsky’s unforgettable score fills the air as a story of dreams, heartbreak, and renewal unfolds. The performance runs approximately 2 hours and 30 minutes, including a 20-minute intermission, and is suitable for ages 5 and up. About the company: Based in Los Angeles and led by Sasha Gorskaya and Gulya Hartwick, World Ballet Company tours beloved classics to cities across the country. The ensemble features renowned artists from more than ten countries and has visited over 300 cities, reaching audiences of more than 500,000.

The Klein Memorial Auditorium
SEP16
Music

Choir! Choir! CHoir! Landslide An Epic Fleetwood Mac Singalong

This fully interactive, participatory singalong turns the audience into the performers. Expect laughter, dancing, and plenty of singing as everyone takes the spotlight together. The atmosphere feels like a giant birthday celebration for beloved songs, shared with a large group of fellow music lovers.

SEP17
Markets

Downtown Milford Night Market

An annual night market transforms the downtown area into a lively evening scene, with a closed and illuminated stretch perfect for strolling and exploring. Meet the small businesses of the Downtown Milford Business Association while enjoying food trucks, live music, lawn games, vendors, and entertainment. This family friendly celebration is free and open to the public.

Downtown Milford Connecticut
SEP18
Festivals

19th Annual Milford Irish Festival

Experience a celebration of Ireland with music, stage performances, themed merchandise, and food that highlight Irish culture. More details will be shared soon.

SEP18
Food & Drink

Food Trucks On The River: Fall Edition

Two days of flavors and fun fill the heart of Shelton with more than 25 food trucks, live music, a mobile bar, and a marketplace of local artisans and vendors. Activities are suitable for all ages. A $5 suggested donation supports future events and the Celebrate Shelton Community Impact & Opportunity Scholarship with the Boys & Girls Club of Lower Naugatuck Valley. Only a limited number of tables and chairs will be available, so bringing blankets or lawn chairs is recommended to ensure you have a place to sit. A rain date is planned.

Veterans Memorial Park
SEP18
Music

Mystic Dead • Fairfield, CT • StageOne

Mystic Dead brings its Grateful Dead explorations to StageOne in Fairfield, featuring a six-member lineup that honors the originals while giving each musician room to showcase a distinct voice. The project began in 2018 when musicians gathered for a monthly Dead night at the Captain Daniel Packer Inn in Mystic, Connecticut, a gathering that grew into more shows and ultimately the formation of the band.

StageOne
SEP19
Music

Chris Marolda @ Landing at 520!

Enjoy food and drinks while listening to music with the ocean as your backdrop. Take in the view and relax in a casual atmosphere.

The Landing at Five -Twenty
SEP19
Music

Moving Pictures @ Joey C's Boathouse

Moving Pictures makes its debut at Joey C's Boathouse with a first-time appearance at the venue.

Joey C's Boathouse
SEP19
Music

Sugar Mountain: Celebrating Neil Young • Fairfield, CT • StageOne

At StageOne in Fairfield, CT, Sugar Mountain presents a tribute to Neil Young that recreates the spirit of his live shows. This group of seasoned musicians draws from over five decades of music, including the country rock of Buffalo Springfield, the supergroup chapter with Crosby, Stills, Nash and Young, the garage-driven sound of Crazy Horse, and an expansive solo catalog that spans folk, country, electronic, hard rock, and rockabilly. The performance features well-known songs alongside deeper cuts, appealing to devoted fans as well as casual listeners.

StageOne
SEP19
Comedy

David Nihill: Taking Tangents Tour

Fresh from a sold out world tour, comedian and author David Nihill returns with a brand new show, Taking Tangents. True to its name, it promises to take plenty of tangents.

SEP19
Music

80s Rewind Debuts at Main Street Tavern - Joe Kool’s Birthday!

A lively debut comes to Main Street Tavern in Stratford, Connecticut, bringing a fun night as the group makes its first appearance at the venue.

Main Street Tavern
SEP20
Music

O.A.R. Three Decades Tour

O.A.R. brings the Three Decades Tour to Hartford HealthCare Amphitheater for a live concert experience that takes place rain or shine. Plan for a single entry policy since leaving the venue ends admission for the event. Security will check bags at the entrance, and cameras with interchangeable or detachable lenses are not allowed. Tickets roll out through multiple presales, including options for Citi cardmembers, the artist, Ticketmaster, Spotify, the venue, Live Nation, and a Gavin DeGraw labeled presale, with VIP packages also offered. A general public onsale and a VIP package public release are part of the ticketing schedule.

Hartford HealthCare Amphitheater
SEP24
Music

Amythyst Kiah • Fairfield, CT • StageOne

Amythyst Kiah takes the stage at StageOne in Fairfield, CT with a sound that widens the borders of Americana. Drawing on old-time roots alongside folk, rock, and soul, she pairs a deep, resonant voice with guitar work that is both exacting and muscular. Live, she moves with ease from hushed focus to bold, full-throttle energy. Her songs are sharp, emotionally honest, and built with a mix of grit and subtlety, grounded in tradition yet never confined by it. Kiah has earned recognition from The New York Times, Rolling Stone, NPR, and People, with praise for deft guitar technique and a voice that can shift from cool edge to warm richness. Listeners who love roots music that feels vibrant and current will find plenty to hold onto here.

StageOne
SEP25
Music

Chris Marolda @ Landing at 520!

A gathering featuring food and drinks alongside music, all set against an ocean view.

The Landing at Five -Twenty
SEP25
Music

Preacher Dogs @ Windmill Restaurant

Preacher Dogs light up Windmill Restaurant with a high-energy tribute to the spirit of the 60s and 70s, radiating love, peace, and positive vibes. A laid-back lounge feel with tapestries and mood pillows sets the scene while the music keeps the room singing and dancing. The setlist salutes classics from The Doors, Led Zeppelin, Jimi Hendrix, The Beatles, Cream, The Rolling Stones, Joe Cocker, John Lennon, Steppenwolf, and more for a groovy night of timeless rock.

Windmill Restaurant
SEP26
Festivals

Milford Oktoberfest 2026 - DAY 2 - MUSIC, BEER & FUN FALL FESTIVAL

Day 2 of Milford Oktoberfest 2026 brings another round of music, cold beer, and festive fall fun to Fowler Field. This annual two-day celebration keeps the weekend lively with an unmistakable Oktoberfest atmosphere, and the second day continues the spirit of the season.

Fowler Field
SEP26
Music

I'm Your Man: A Tribute to Leonard Cohen • Fairfield, CT • StageOne

Robert Burke Warren and friends present a career-spanning salute to Leonard Cohen at StageOne in Fairfield, CT, marking what would have been the Bard of Montreal’s 91st birthday. The set draws from early gems like Bird on the Wire and Suzanne and continues through later highlights including Everybody Knows, First We Take Manhattan, and Hallelujah. Backed by a Hudson Valley seven-piece that has brought this show to full houses from Woodstock to New York City, the performance offers a wide view of Cohen’s catalog in an intimate setting. Warren is a musician, writer, actor, and teacher whose songs have appeared in film, television, and on recordings by Rosanne Cash, RuPaul, and rockabilly great Wanda Jackson. He toured widely as a bassist before the digital era, took on the role of Buddy Holly in the West End production Buddy: The Buddy Holly Story in the mid 90s, and creates and performs tributes including a Bowie birthday celebration and an evening devoted to Johnny Cash. His books include the novel Perfectly Broken and Cash on Cash: Interviews & Encounters with Johnny Cash.

StageOne
SEP26
Games & Entertainment

6th Annual Two Roads Brewing Cornhole Tournament

The 6th Annual Two Roads Brewing Cornhole Tournament features four divisions so players of any experience level can take part. Register through Scoreholio and choose from Social at $60 with a 70 percent payout, Intermediate at $80 with a 70 percent payout, Competitive at $100 with a 75 percent payout, or Advanced at $150 with an 80 percent payout. Raffles, vendors, cold beer, hot food, music and more add to the experience.

SEP27
Sports

39th Annual Bigelow Tea Community Challenge Road Race

At the Wakeman Boys & Girls Club in Southport, CT, the 39th Annual Bigelow Tea Community Challenge brings together runners, walkers, and families, rain or shine. Those who cannot attend in person can participate through virtual options. The lineup includes a kids fun run featuring a 100-yard dash and a one-mile jog for children from pre-K through sixth grade, with awards, snacks, and plenty of activities just for them. Runners can take on a certified 5K showcasing views of the scenic harbor and historic Southport, while a relaxed 3K walk welcomes participants of all ages, whether coming solo or with friends and family. Expect complimentary T-shirts, goody bags, activities, food, and beer for guests with valid ID, creating a festive atmosphere for everyone. The event also serves as a meaningful source of support for local nonprofit organizations. Participants can share training and event-day moments on social media using the hashtag #BTCC to stay connected.

Wakeman Boys/girls club, Southport, ct
SEP27
Music

Sister Hazel

This event features a performance by Sister Hazel, a band that bridges rock, alternative, and country with multiple appearances on the Billboard Top Country Albums chart. Known for close connections with their audience, they pioneered the themed music vacation concept with The Rock Boat and continue to host fan-centered gatherings such as the Hazelnut Hang and Camp Hazelnut, while engaging a social community of more than one million followers. Their charitable efforts also shine through Lyrics For Life, the nonprofit founded by lead singer Ken Block, which has raised more than five million dollars for cancer research and patient care by uniting musicians and celebrities for concerts and auctions.

SEP28
Fundraisers

Habitat CFC's 33rd Annual Golf Outing

Participants will enjoy rare access to a course considered among the nation’s most beautiful and competitive, all while supporting local families on their path to strength, stability, and self-reliance through affordable homeownership. All net proceeds benefit Habitat for Humanity of Coastal Fairfield County.

Country Club of Fairfield
OCT1
Markets

Trumbull Farmers' Market: October Hours, 4-6PM

This weekly farmers market brings together local farmers, artisanal food producers, and live music in a friendly community setting. Browse peak-season produce, fresh-baked treats, and ready-to-serve dinner options. Enjoy a coffee, take in the tunes, and spend time outdoors with neighbors.

Twin Brooks Park
OCT1
Music

Sam Grisman Project • Fairfield, CT • StageOne

At StageOne in Fairfield, CT, bassist and bandleader Sam Grisman leads an improvisational acoustic ensemble inspired by the legacy of Jerry Garcia, David Grisman, and other musical mentors. The Sam Grisman Project is recognized for tight musical dialogue, dynamic performances, and sets that emphasize storytelling, spontaneity, and collaboration. With a rotating lineup that often features special guests, including ongoing work with bluegrass pioneer Peter Rowan, the group carries forward a living strand of American acoustic music. Recent coverage portrays the show as joyful, reverent, and inclusive, celebrating the spirit of the Grateful Dawg era while inviting listeners into the heart of the music.

StageOne
OCT2
Music

The Englishtown Project • Fairfield, CT • StageOne

StageOne in Fairfield hosts The Englishtown Project, a tribute built around the landmark 1977 Raceway Park concert in Englishtown, New Jersey. Led by longtime New Riders of the Purple Sage member Michael Falzarano, the group honors the music of the Grateful Dead, The Marshall Tucker Band, and New Riders while recapturing the spirit of that historic day. What began as a single night at Brooklyn Bowl has grown into a continuing venture with more than 150 performances. Each show shifts with an ever-changing set, weaving deep cuts, familiar favorites, and original tunes shaped by Southern rock, cosmic country, and psychedelic influences. The band welcomes spur-of-the-moment requests, keeping the performance spontaneous and celebratory of classic American sounds and the community that keeps them alive.

StageOne
OCT3
Fundraisers

4th Annual Orange Masters Lion Heart Classic

The fourth annual Lion Heart Classic returns to Orange Town Pool in Orange, Connecticut, supporting Yale New Haven Hospital in the fight against breast cancer. Registration will reopen soon.

Orange Town Pool
OCT3
Music

The Fab Faux (Night 2) • Fairfield, CT • The Warehouse

At The Warehouse in Fairfield, The Fab Faux presents an evening packed with more greatest hits along with a dedicated set celebrating The Beatles’ solo years. The lineup features Jimmy Vivino, Rich Pagano, Frank Agnello, Jack Petruzzelli, and new member Jim Boggia, a group renowned for meticulous, part-perfect performances that honor the original recordings, with a particular focus on later-era works the Beatles never took to the stage. Known for tackling intricate pieces like Strawberry Fields Forever and I Am the Walrus, as well as harmony-rich favorites such as Because, Nowhere Man, and Paperback Writer, the band blends exacting detail with each member’s musical personality to bring these songs vividly to life. For over 25 years, audiences have returned to hear how they expand the set with both Beatles staples and selections from the solo catalogs. Praised by Rolling Stone for delivering the music with authenticity rather than imitation, this concert offers a deep dive into the breadth of the Beatles universe.

Warehouse, 70 Sanford Street, Fairfield, CT, United States, Connecticut 06824
OCT3
Festivals

2026 Apple Festival/Vendor Fair

Lordship Community Church hosts an outdoor apple-themed festival paired with a vendor fair, bringing together artisan sellers, direct sales businesses, and flea market and tag sale tables. Guests can enjoy food and live music, with family-friendly fun like a bounce house. Raffle prizes will be available, and community support is highlighted through sponsorships displayed as red apple lawn signs. A fundraiser will take pre-orders for Oronoque Farms pies and other items, with details about related food drives to be announced.

OCT3
Music

Jazz’n Downtown 2026

A first of its kind jazz and culture celebration comes to the heart of a New England downtown. It is presented by Milford Arts Council with lead presenting sponsor Coastal Bridge Advisors and takes place at Milford Arts Council, the MAC. Live jazz sets the soundtrack as attendees wander historic neighborhoods, enjoy waterfalls and ponds, explore boutique storefronts, and connect with regional artists and craft makers. This is the sole downtown on the Connecticut shoreline where arrival by boat, train, car, bicycle, or on foot is all part of the experience. For lineup news, vendor highlights, and behind the scenes, see @JazznDowntown on social.

Milford Arts Council, the MAC 40 Railroad Ave S., Milford, CT
OCT3
Festivals

Fungi Frolic Mushroom Festival

Celebrate all things fungi with budget-friendly fun for every age. Look forward to mushrooms, foraging led by guides, vendors and artists, activities for kids, authors, goats, holistic health practitioners, live music, and more.

Holy Ghost Park
OCT3
Festivals

The Other Four at Lordship Community Church 2026 Apple Festival

A community festival at Lordship Community Church in Stratford will feature crafts, direct sales vendors, local businesses, a flea market, food, and entertainment. The Other Four is slated to be part of the festivities. Event details are subject to confirmation, and the schedule is still being finalized.

Lordship Community Church, 179 Prospect Drive, Stratford CT
OCT9
Music

Classic Rock Night

The night is dedicated entirely to classic rock, with music flowing from start to finish.

Main Street Tavern
OCT10
Music

New Moon Hootenanny

Adventures in Music brings the third annual hootenanny to Holy Ghost Park in Shelton, showcasing performances by Charlie Diamond, Eddie Seville, Sarah Dunn, The Moon Shells, and The Bargain. There is a $10 suggested donation at the gate.

Holy Ghost Park
OCT10
Food & Drink

Downtown Milford Wine Trail

The Downtown Milford Business Association presents its 17th Annual Wine Trail, a leisurely, foodie-friendly walk through downtown that toasts the end of summer while supporting The Milford Junior Major League. Boutiques and other local businesses open their doors to pour a variety of wines, paired with tastings from Milford restaurants and eateries. After purchasing tickets in advance, attendees begin at the DMBA booth by Milford Bank to pick up a wine glass and a map of the Wine Trail stops. Tickets are $50, and proceeds are a nonrefundable donation to The Milford Junior Major Baseball League. Wine is provided by Hartley & Parker Distributors. Celebrated as Downtown Milford’s unofficial start to the fall season, this event brings the community together across participating stops in the heart of the city.

Downtown Milford Connecticut
OCT10
Music

The Other Four - music jam & performance at Left Field Sports Bar, Shelton CT

The Other Four brings a special Columbus Day weekend show to Left Field Sports Bar And Grill, blending a planned jam with invited friends into the band’s regular performance. This is not an open mic, since guest musicians are confirmed in advance. Those who hope to take part are asked to contact the band by private message. The Other Four is a four piece rock group from New Haven. Their set focuses on recognizable rock songs that avoid the usual overplayed picks, shaped by influences from blues, country, jazz, funk, and roots Americana. They have performed along the Connecticut shoreline from Fairfield to Ivoryton, and that breadth informs this collaborative program.

Left Field Sports Bar And Grill, 458 River Road, Shelton CT
OCT10
Music

So Good The Neil Diamond Experience

Broadway, television, and film star Robert Neary leads a tribute to Neil Diamond, honoring one of the most celebrated recording artists of all time. The performance runs two hours and features 26 hit songs, nostalgia, stories, multimedia, and trivia. The show concludes with a 30 minute finale delivered with Broadway level polish.

OCT10
Music

Jukebox Radio at Orange Ale House - Orange, CT

Jukebox Radio returns to Orange Ale House with a set featuring songs by Bruno Mars, Dua Lipa, Blink 182, Post Malone, Bon Jovi, The Killers, Teddy Swims, Stevie Wonder, Britney Spears, and more. The performance highlights familiar hits throughout the night.

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