Events in Stratford, CT

● Listings verifiedSaturday, September 5 · every listing checked against its source by our Stratford editors

21This week
92Next 30 days
2Free this week
66Venues tracked
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This weekend in Stratford

The ones worth planning around. All 10 weekend events →

Beach Yoga

Sat, Sep 5 · 7:30am · Jacky Durrell Banquet Facility, Fairfield

Live music in Stratford

12 shows this weeksee the full live-music calendar →

  • Sat 7pm

    Tedeschi Trucks Band and more

    Hartford HealthCare Amphitheater, 500 Broad Street, Bridgeport · verified Aug 30
    See details

    Tedeschi Trucks Band performs at Hartford HealthCare Amphitheater, featuring Sheryl Crow as a special guest. The show will go on rain or shine, bag inspections take place at entry, re-entry is not permitted after exiting, and cameras with removable lenses are not allowed. Ticketing includes a public onsale and Citi cardmember preferred options.

    Event website ↗
  • Sun 1pm

    So/Lo

    Point Beach, 1 Atwater Rd, Milford
    Free

    A brief music set at Point Beach presented as part of Milford Porchfest East. This quick show adds a short burst of music to the celebration.

    Event website ↗
  • Sun 4pm

    Matty & Mike

    The Landing at Five -Twenty, 520 Sniffens Ln, Stratford · verified Aug 30
    See details

    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.

    Event website ↗
  • Sun 4pm

    Walnut Beach- Rockin' the Beach with Rum Runners

    Walnut Beach Pavillion, 353 E Broadway, Milford
    See details

    Rockin' the Beach wraps up its season at Walnut Beach Pavillion with a free concert headlined by The RumRunners, presented by Xfinity. This widely known Connecticut party band brings high energy, tight four-part vocals, saxophone and keyboards, plenty of audience interaction, and a crowd-pleasing blend of classics and current hits that keeps the dance floor moving. Founded by firefighters and their family members from New Haven and Milford, the group has spent years entertaining while supporting charities, community organizations, and local causes across the state. Attendees can bring beach chairs and enjoy the finale with family and friends. Support comes from Weichert, Realtors® - On The Mark Property Management and the Walnut Beach Arts & Business Association. Please ignore comments that claim to sell tickets, vendor space, or advertising, as they are scams, and direct any questions to the Milford Regional Chamber of Commerce before making payments.

    Event website ↗

All upcoming events, day by day

Every event we track in Stratford this week, in order. After one kind of thing? Live music has their own calendar.

Saturday, September 5 3 events
  • 7:30am

    Beach Yoga

    Jacky Durrell Banquet Facility, 20 Sunnieholme Dr, Fairfield
    See details

    Wake up by the water with a mixed-levels yoga session on the waterfront deck of the Jacky Durrell Pavilion at Penfield Beach. Pre-registration is required, no walk-ins, and space is limited. The class meets on the Jacky Durrell Deck, with a simple weather plan... if conditions are poor, it shifts to the nearby covered Penfield Pavilion deck just a few steps away. A beach sticker is not needed at the class time. Beginners are encouraged to start with beginner-level classes. Please bring a yoga mat, any preferred props, sunscreen, and bug spray if needed. The drop-in rate is $30.

    Event website ↗
  • 9am

    Start Here Yoga

    Yoga 4 Everybody, 85 Mill Plain Rd, Fairfield
    See details

    Build confidence and comfort in your body with a fundamentals-focused yoga class that emphasizes attention to breathing, gentle stretches, and mindful movement. Guidance is clear and encouraging, with plenty of options so you can explore the basics at a steady pace without pressure. This class is well suited for newcomers, anyone feeling stiff or tight, those returning to movement after time away, practitioners seeking a slower hatha-style experience, and students who want to strengthen their foundation. Expect a welcoming atmosphere where questions are encouraged and you can move at your own speed as your practice grows step by step. No prior yoga experience or flexibility is required, just come as you are. Drop-in is $30.

    Event website ↗
  • 7pm

    Tedeschi Trucks Band and more

    Hartford HealthCare Amphitheater, 500 Broad Street, Bridgeport · verified Aug 30
    See details

    Tedeschi Trucks Band performs at Hartford HealthCare Amphitheater, featuring Sheryl Crow as a special guest. The show will go on rain or shine, bag inspections take place at entry, re-entry is not permitted after exiting, and cameras with removable lenses are not allowed. Ticketing includes a public onsale and Citi cardmember preferred options.

    Event website ↗
Sunday, September 6 7 events
  • 12pm

    Restorative/Yin Aerial Yoga

    Yoga 4 Everybody , 85 Mill Plain Rd, Fairfield
    See details

    Settle into a candle-lit restorative and yin aerial yoga session that combines slow, mindful movement with targeted stretches and longer holds, all supported by a low-hanging yoga trapeze. Expect deep stretching, spinal decompression, and soothing relaxation as connective tissues are gently nourished and tension eases from muscles and joints. The practice begins with calming breathwork to quiet the mind and concludes with a guided visualization while resting in the hammock. No prior experience is necessary. Capacity is limited and advance registration is required. Drop-in is $30, or a membership can be used. Cancellations must be made at least two hours before class start to receive credit; late cancellations are not credited. Monthly unlimited members will be charged $5 per no-show after two no-shows.

    Event website ↗
  • 1pm

    So/Lo

    Point Beach, 1 Atwater Rd, Milford
    Free

    A brief music set at Point Beach presented as part of Milford Porchfest East. This quick show adds a short burst of music to the celebration.

    Event website ↗
  • 4pm

    Matty & Mike

    The Landing at Five -Twenty, 520 Sniffens Ln, Stratford · verified Aug 30
    See details

    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.

    Event website ↗
  • 4pm

    Walnut Beach- Rockin' the Beach with Rum Runners

    Walnut Beach Pavillion, 353 E Broadway, Milford
    See details

    Rockin' the Beach wraps up its season at Walnut Beach Pavillion with a free concert headlined by The RumRunners, presented by Xfinity. This widely known Connecticut party band brings high energy, tight four-part vocals, saxophone and keyboards, plenty of audience interaction, and a crowd-pleasing blend of classics and current hits that keeps the dance floor moving. Founded by firefighters and their family members from New Haven and Milford, the group has spent years entertaining while supporting charities, community organizations, and local causes across the state. Attendees can bring beach chairs and enjoy the finale with family and friends. Support comes from Weichert, Realtors® - On The Mark Property Management and the Walnut Beach Arts & Business Association. Please ignore comments that claim to sell tickets, vendor space, or advertising, as they are scams, and direct any questions to the Milford Regional Chamber of Commerce before making payments.

    Event website ↗
  • 4pm

    Some Hacks celebrate Labor Day

    Anchor Social , 141 Merwin Ave, Milford
    See details

    Some Hacks return to the patio for a Labor Day celebration.

    Event website ↗
  • 4pm

    Proof Pizza

    Sasco Beach, 665 Sasco Hill Rd, Fairfield
    See details

    Proof Pizza returns to Sasco Beach for a season of sunsets featuring wood-fired pizza, s'mores, and bomboloni. Weekly specials are offered, and there are Margherita Monday giveaways.

    Event website ↗
  • 5pm

    Chris Marolda

    The Landing at Five -Twenty, 520 Sniffens Lane, Stratford
    See details

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

    Event website ↗
Monday, September 7 1 event
  • 12pm

    Bingo

    Black Rock Senior Center, Bridgeport
    Free

    Black Rock Senior Center hosts bingo for adults 55 and older, and participation is free. For details, call 203-576-7258.

    Event website ↗
Tuesday, September 8 2 events
  • 6pm

    Fall In Love with Fall | Legrify Inspired Sip & Pour

    Dockside Brewery, 40 Bridgeport Ave, Milford · verified Sep 4
    See details

    Celebrate the return of sweater weather at a cozy Sip & Pour at Dockside Brewery. Settle in for a relaxed candle making evening with candles, cocktails, and good company. Guests will be guided by Joe, Julianna, and Henry to create a custom luxury soy candle while enjoying an atmosphere of creativity and laughter. Fall inspired fragrances set the tone, including notes like crisp apples, warm spices, fresh woods, and cozy flannels that evoke apple picking, pumpkin patches, bonfires, and cool New England evenings. Food and drinks are available for purchase, so savor a favorite meal or cocktail as you pour. Whether it is a girls night out, a date night, a family outing, or simply an early way to embrace the season, this gathering invites everyone to slow down, get cozy, and celebrate fall together. Bring your favorite people, a little fall spirit, and maybe that first snug sweater of the year... the candles, scents, and laughs are ready to go.

    Event website ↗
  • 6:30pm

    Mindfulness & Meditation Training

    The Jiiva Center, 1077 Bridgeport Ave, Shelton
    See details

    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.

    Event website ↗
Wednesday, September 9 0 events
Thursday, September 10 6 events
  • 4pm

    Trumbull Farmers' Market

    Twin Brooks Park
    See details

    Celebrate local food and community at a weekly gathering in the heart of Trumbull that brings together local farmers, artisanal food producers, and live music. Browse seasonal produce, freshly baked items, and ready-to-eat meals. Pick up a coffee, enjoy the music, and spend time outdoors with neighbors.

    Event website ↗
  • 4pm

    Boutique to Benefit Animals

    Stratford Animal Control, Stratford · verified Sep 4
    See details

    A boutique at Stratford Animal Control offers pet supplies, jewelry, crystals, T-shirts, and other finds, with proceeds from sales benefiting animals. The selection is refreshed each week and the shop operates on Thursdays, with closures on major holidays. Payments are accepted by credit card, Venmo, or cash.

    Event website ↗
  • 6pm

    Prayer Shawl Knit Night

    Mary Taylor Memorial United Methodist Church, 168 Broad St, Milford · verified Sep 4
    See details

    This one-hour knit and crochet evening in the Wesley Library focuses on creating cozy prayer shawls intended to bring comfort, encouragement, and prayers to those who need them. Participants may bring knitting needles, crochet hooks, and yarn, or select from the ample yarn available thanks to generous "Yarn Angels." Newcomers are welcome, with friendly guidance offered for anyone learning to knit or crochet. Expect a relaxed, welcoming atmosphere and the chance to connect with fellow crafters.

    Event website ↗
  • 8pm

    Susto Stringband

    StageOne, 70 Sanford St, Fairfield
    See details

    At StageOne in Fairfield, CT, Susto Stringband spotlights Justin Osborne’s songwriting in an Appalachian-inspired acoustic setting. Osborne began performing as Susto in 2013 after forming a collective of musicians and artists in Charleston, South Carolina. The stringband features Americana vocalist Clint Roberts, clawhammer banjoist Helena Rose, and upright bassist Joey Brown, now with Holler Choir. A swift creative spark shaped a new sound that carries into their New West Records debut, "Susto Stringband: Volume 1," where nine of Osborne’s songs are reimagined with Holler Choir’s rich harmonies and layered string arrangements. The music channels the emotional depth of traditional string bands, weaving pastoral imagery and a sense of kinship with nature with lyrics that navigate hurdles and steady climbs.

    Event website ↗
  • 8pm

    Cyril Neville

    Sacred Heart University Community Theatre, 15 Unquowa Rd, Fairfield · verified Sep 4
    See details

    A two-time Grammy winner and cornerstone of New Orleans music, Cyril Neville takes the stage with a groove-rich blend of funk, soul, rock and jazz that has defined his career. As a vocalist, songwriter and percussionist, he has helped shape the city’s signature sound for more than five decades. Raised in a musical family, he performed with Art Neville before joining The Meters, whose pioneering rhythms eventually led to a world tour opening for the Rolling Stones. He later helped form the Neville Brothers, sharing their dance-ready funk with audiences around the world and earning acclaim for albums such as the Grammy-winning Yellow Moon and the follow-up Brother’s Keeper. In this new chapter, he continues to write, record and perform with fresh material and renewed perspective, with the head of the New Orleans Jazz and Heritage Festival noting that his onstage command remains strong. This performance highlights a storied legacy and an artist still moving confidently into the future.

    Event website ↗
  • 8:30pm

    Some Hacks

    The Sinclair, 1229 Post Road, Fairfield · verified Sep 4
    See details

    Some Hacks are back at The Sinclair for a live rock show.

    Event website ↗
Friday, September 11 2 events
  • 8pm

    TRLP dance party

    Joey C's Boathouse, 955 Ferry Blvd, Stratford
    See details

    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.

    Event website ↗
  • 8pm

    Yacht Lobsters

    Milford Veterans Memorial Auditorium, 90 Town Hall Plz, Milford · verified Sep 4
    See details

    Catch the smooth Yacht Rock vibe with Yacht Lobsters, touted as the top Yacht Rock show in the New York area. The band presents soft rock favorites from the 70s and 80s, featuring songs by Steely Dan, Toto, Hall and Oates, Michael McDonald, the Doobie Brothers, Christopher Cross, Kenny Loggins, and more. Expect polished horns, dynamic guitars, rich harmonies, and a touch of funk throughout the set. Net proceeds support the Beth-El Center.

    Event website ↗

All upcoming events117 more events through Nov 20

Everything else on Stratford's calendar over the next 30 days, in order.

Saturday, September 12 7 events
  • 8:30am

    Downtown Milford Farmers Market

    Wasson Field, Milford · verified Aug 30
    Free

    At Wasson Field in Downtown Milford, the Downtown Milford Farmers Market gathers Connecticut farmers, food makers, and local artisans for a lively open-air marketplace. Shoppers can find seasonal fruits and vegetables, meats, dairy, and baked goods fresh from the oven, along with flowers, sustainable clothing, baby accessories, home décor, pet products, and art from more than 30 vendors. Food trucks and pop-ups serve breakfast and brunch bites, coffee and matcha, ice cream, gluten-free treats, smoothies, barbecue, and other seasonal favorites, while live music creates a welcoming soundtrack for browsing. Families will discover plenty of kid-friendly activities through the Children’s Market and the Piglets Club, including hands-on learning, storytime, farm animal visits, face painting, and opportunities for children to earn $1 tokens to buy their own produce directly from farmers. Special features may include pet adoptions, cooking demonstrations, and demonstrations by agriculture experts. Participating farmers accept SNAP, WIC, and senior vouchers to help make fresh, local food accessible to more households.

    Event website ↗
  • 9am

    Beyond the Bin Monthly Recycling Drive

    Trumbull High School, 44 Strobel Rd, Trumbull · verified Aug 30
    See details

    A community recycling drive at Trumbull High School turns the second Saturday of every month into a chance to clear out hard-to-recycle materials that do not belong in the curbside bin. Organized by Sustainable Trumbull with support from TerraCycle, Planet Green Recycling, and TREX, it focuses on giving everyday items a second life. Participants can drop off used but clean items from any brand, including oral care products like toothbrushes, toothpaste tubes, flexible toothpaste packaging, and floss containers, as well as razors. Beauty and personal care packaging is accepted, such as makeup containers, cream tubes, and deodorant sticks. Larger plastic bottles, like shampoo bottles that are wider than two inches, should go in regular curbside recycling. Small appliances for hair styling, such as curling irons and hair dryers, are welcome. Eyeglasses and used contact lenses with their packaging can be collected. Writing tools are accepted, including pens, markers, glue sticks, mechanical pencils, and highlighters. Flexible plastic film and bags labeled #2 or #4 are accepted. Clean plastic takeout containers can be dropped off, although black containers are not accepted. Squeeze pouches from items like applesauce and baby food are welcome. Textiles of all conditions, including linens, clothing, and shoes, are accepted. Printer ink cartridges and toner, black plastic flower and plant pots, and phone cases and pop sockets are also collected. Packaging from Late July chips and Entemann Little Bites is accepted in brand-specific streams. This drive runs alongside the THS Marching Band Redeemable Drive, so refundable bottles and cans can be brought at the same time. For textiles, Baystate Textile bins at Hillcrest and Madison schools offer drop-off anytime, and Saturday curbside pickup is available by appointment through Helpsy Co.

    Event website ↗
  • 9:30am

    Refined Canines in the REAL WORLD - Trumbull CT

    The Home Depot , 90 Monroe Turnpike, Trumbull
    See details

    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.

    Event website ↗
  • 1pm

    9th Annual Walk Milford Challenge Kickoff Party

    Milford United Way, 20 Evergreen Ave, Milford · verified Aug 30
    See details

    Celebrate the Walk Milford Challenge at a lively kickoff party featuring DJ Scott and a friendly cornhole tournament. Swag bag and t-shirt pickup will be available for participants, and assistance will be provided for anyone who wants to register. Food will be offered by Cafe Atlantique and Crust & Crumb. A toy collection for Krusinski Kares, Inc will take place, with more fun in store for the whole family.

    Event website ↗
  • 4pm

    Taste the Middle East Food Festival

    St. Nicholas Antiochian Orthodox Church, 5458 Park Ave, Trumbull · verified Aug 30
    See details

    The Taste the Middle East Food Festival is back at St. Nicholas Orthodox Church, celebrating more than half a century of culinary tradition and community. Attendees can enjoy classic Middle Eastern dishes, homemade sweets, live music, and raffles in a setting suited for all ages. Takeout also returns, with pre-order pickup available for favorite menu items. The festival showcases flavors and heritage that have connected people for over 50 years.

    Event website ↗
  • 8pm

    Popa Chubby

    StageOne, 70 Sanford St, Fairfield · verified Sep 4
    See details

    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.

    Event website ↗
  • 9pm

    Jukebox Radio

    Elicit Brewing Co , 111 Black Rock Turnpike, Fairfield · verified Sep 4
    See details

    Jukebox Radio returns to Elicit Brewing Co - Fairfield with a celebration welcoming college students back.

    Event website ↗
Sunday, September 13 4 events
  • 9am

    9th Annual Walk Milford Challenge

    Fowler Field, 1 Shipyard Lane, Milford · verified Sep 4
    See details

    This community challenge raises awareness for mental health and suicide prevention by encouraging routes to be walked throughout Milford in a single day. After completing a route, festivities include signing a city map, sound bowls and meditation, yoga, a fitness class, vendors and food trucks, a toy drive, and a passport raffle with a chance to win one of three baskets. Registration is $30 for a chosen route, and half of the fee supports one of 14 nonprofits. Tickets are available through Eventbrite.

    Event website ↗
  • 2pm

    The Lost Marbles

    Two Roads Brewing Company, 1700 Stratford Ave, Stratford
    See details

    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.

    Event website ↗
  • 2pm

    Fairfield Co. Trauma Response Team Fundraiser

    Stonebridge Restaurant, 50 Daniel St, Milford · verified Sep 4
    See details

    This fundraiser supports FCTRT, a nonprofit alliance of mental health professionals that assists first responders. It is focused on providing support for the women and men who serve on the front lines when they are needed most. Tickets are currently available.

    Event website ↗
  • 7:30pm

    Hay Fever (9/13)

    Milford Arts Council, 40 Railroad Ave, Milford · verified Sep 4
    See details

    The MAC’s Eastbound Theatre presents Noel Coward’s comedy Hay Fever under the direction of CJ Nolan. Set in a country home in England, the story follows the unconventional Bliss family as each member invites a separate guest for the same weekend. The hosts’ self-absorbed antics turn polite visits into a whirlwind of awkward encounters and social confusion, and the guests eventually slip away while the family remains caught up in an argument of their own. The ensemble features Lindsay Faulkner as Judith, David Victor as David, Jack DeLorenzo as Simon, Katelyn Ferrari as Sorel, Elayne Gordon as Clara, Lenny Carlucci as Richard, Erin Wallace as Jackie, Molly McCullough as Myra, and Tristan LaRiccia as Sandy. Behind the scenes, Emma Raymond is stage manager, co-producers are David S Donnelly and Laina Kominos, and costumes are by Kim Brachet.

    Event website ↗
Wednesday, September 16 2 events
  • 7pm

    World Ballet Company: Swan Lake

    The Klein Memorial Auditorium, 910 Fairfield Ave, Bridgeport · verified Sep 4
    See details

    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.

    Event website ↗
  • 7:30pm

    Choir! Choir! Choir! Landslide

    Sacred Heart University Community Theatre, 15 Unquowa Rd, Fairfield · verified Sep 4
    See details

    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.

    Event website ↗
Thursday, September 17 2 events
  • 4pm

    Trumbull Farmers' Market

    Twin Brooks Park
    Free

    This weekly market at Twin Brooks Park celebrates Trumbull's food makers and community. Browse in-season produce from farmers, artisanal specialties, and freshly baked treats, and pick up ready-to-serve dinners. Enjoy music performed live as you sip a coffee and spend time outdoors with neighbors.

    Event website ↗
  • 5pm

    Downtown Milford Night Market

    Downtown Milford Connecticut
    Free

    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.

    Event website ↗
Friday, September 18 5 events
  • 3pm

    I'd Rather Be Coloring

    168 Broad St, Milford
    See details

    Enjoy a relaxed coloring gathering open to community members for an hour or two of creative downtime. All materials are supplied and no advance registration is required. It is held in the library on the second floor of the Wesley Center, the administration building. An elevator is available to ensure the program is fully accessible. For questions, contact the church office at 203-874-1982.

    Event website ↗
  • 5pm

    19th Annual Milford Irish Festival

    Fowler Field, 1 Shipyard Ln, Milford
    See details

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

    Event website ↗
  • 5pm

    Food Trucks On The River: Fall Edition

    Veterans Memorial Park, 7 Hill St, Shelton · verified Aug 30
    Free

    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.

    Event website ↗
  • 7pm

    Milford Irish Festival with Shilelagh Law & The Amadáns

    Milford Irish Festival
    See details

    The Milford Irish Festival hosts a celebration of the halfway point to St. Patrick's Day with live music. Ticket information will be announced soon.

    Event website ↗
  • 8pm

    Mystic Dead

    StageOne, 70 Sanford St, Fairfield
    See details

    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.

    Event website ↗
Saturday, September 19 10 events
  • 8:30am

    Downtown Milford Farmers Market

    Wasson Field, Milford
    Free

    At Wasson Field in Milford, the Downtown Milford Farmers Market showcases the flavors of fall with seasonal produce, locally sourced meats and dairy, fresh baked goods, and other farm-raised specialties. More than 30 vendors round out the marketplace with flowers, sustainable clothing, baby accessories, home decor, pet products, and art, alongside food trucks serving breakfast and brunch fare, coffee, ice cream, gluten-free treats, smoothies, BBQ, and other seasonal bites. Live music from local performers creates a lively backdrop while shoppers explore Connecticut-grown fruits and vegetables from farmers committed to organic and sustainable methods. Community features include pet adoptions, cooking demonstrations, and demonstrations by agriculture experts. Families will find a dedicated Children’s Market and the Piglets Club, where little ones enjoy hands-on activities like storytime, farm animal visits, and face painting, with participants able to earn $1 tokens to pick out their own produce. Start-ups, kid entrepreneurs, non-profits, small businesses, and local artisans contribute to the marketplace community, and participating farmers accept SNAP, WIC, and senior vouchers.

    Event website ↗
  • 9am

    Fairfield Police Cadet Car Show

    Fairfield Ludlowe High School, 785 Unquowa Rd, Fairfield · verified Aug 30
    See details

    Returning for its second year, this car show at Fairfield Ludlowe High School raises funds for the Fairfield Police Cadet Program. Participation is open to any type of car, and there is no charge to display a vehicle. Optional pre-registration is available. Attractions include food and raffles, a police K-9 demonstration, and an emergency services touch-a-truck experience. For questions, email FPDExplorerPost279@Gmail.com.

    Event website ↗
  • 11am

    Soaring Onward Together

    Trumbull Library, 33 Quality St, Trumbull · verified Aug 30
    See details

    The Sarah Riggs Humphreys-Mary Silliman chapter, NSDAR hosts a free, 45-minute presentation led by the Volunteer Coordinator for the America250 Rose Parade float, Soaring Onward Together, sponsored by the Semiquincentennial Commission, America250. The program offers a behind the scenes look at the float’s journey from acceptance and design to construction, inspections, decorating, judging, transport to the parade route, and its appearance in the parade. Attendees will view never-before-shared video that highlights the efforts of more than 1,000 volunteers who devoted over 7,000 hours to bring this tribute to the United States 250th anniversary to life. Open to the public and relevant for DAR chapters, patriotic and historical organizations, garden clubs, and community members. Space is limited, and RSVP is requested at srhmsdarsocial@gmail.com.

    Event website ↗
  • 6pm

    Chris Marolda

    The Landing at Five -Twenty, 520 Sniffens Ln, Stratford
    See details

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

    Event website ↗
  • 8pm

    Moving Pictures

    Joey C's Boathouse, Stratford
    See details

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

    Event website ↗
  • 8pm

    Sugar Mountain

    StageOne, 70 Sanford St, Fairfield
    See details

    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.

    Event website ↗
  • 8pm

    David Nihill

    SHU Community Theatre, 15 Unquowa Rd, Fairfield
    See details

    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.

    Event website ↗
  • 8pm

    Ink & Jam Syndicate Live in Concert!

    Anthony D's Bar and Grill, 331 New Haven Ave, Milford
    See details

    INK returns to Milford, Connecticut for a hometown show at Anthony D's Bar and Grill with friends Jam Syndicate. The evening centers on original rock music, with back to back sets from both bands.

    Event website ↗
  • 9pm

    80s Rewind

    Main Street Tavern, 1880 Main St, Stratford
    See details

    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.

    Event website ↗
  • 9pm

    Sabbath Unleashed returns to the Main St., Tavern

    Main Street Tavern, Stratford · verified Aug 30
    See details

    Sabbath Unleashed returns to Main Street Tavern for another performance featuring classic Sabbath songs. The band brings its show back to this stage once again for a night centered on fan favorites.

    Event website ↗
Sunday, September 20 2 events
  • 11am

    The Lost Marbles Roll

    Walnut Public Beach, 114 Viscount Dr, Milford
    See details

    After a roaring debut in 2025, the Lobster Roll & Music Festival returns with more music and an on-stage set planned. The exact performance time will be announced.

    Event website ↗
  • 6:30pm

    O.A.R.

    Hartford HealthCare Amphitheater, 500 Broad Street, Bridgeport
    See details

    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.

    Event website ↗
Thursday, September 24 4 events
  • 4pm

    Trumbull Farmers' Market: Happy Fall!

    Twin Brooks Park
    Free

    Celebrate local flavors and community spirit at a weekly gathering in the heart of Trumbull, where area farmers, artisanal food producers, and live musicians come together. Browse in-season produce, fresh baked treats, and convenient ready-to-serve dinners. Enjoy a coffee, listen to live music, and spend time outdoors with neighbors.

    Event website ↗
  • 6pm

    The Durham Fair Presents The Second Chance!

    Durham Fair, Durham, CT, Middlefield
    See details

    The Second Chance makes its debut at the Durham Fair with a set of traditional and Irish pub tunes. The performance features special guest Irish vocalist Don Kane.

    Event website ↗
  • 6pm

    Early Fall

    New Haven Pizza Place, Milford
    See details

    This early fall event at New Haven Pizza Place features food, drinks, and music.

    Event website ↗
  • 8pm

    Amythyst Kiah

    StageOne, 70 Sanford St, Fairfield
    See details

    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.

    Event website ↗
Friday, September 25 6 events
  • 11am

    8th Annual Tee Up for LivFree

    Fairchild Wheeler Golf Course, 2390 Easton Tpke, Fairfield
    See details

    Now in its eighth year, this golf event at Fairchild Wheeler Golf Course features a check-in with breakfast, a round of golf, and a closing dinner with an awards presentation.

    Event website ↗
  • 5pm

    Milford Oktoberfest 2026 DAY 1

    Fowler Field, 1 Shipyard Ln, Milford · verified Sep 4
    See details

    Milford Oktoberfest 2026 kicks off at Fowler Field with Day 1 of a two day celebration featuring music, brews, and autumn fun. The festivities continue on Day 2.

    Event website ↗
  • 6pm

    Chris Marolda

    The Landing at Five -Twenty, 520 Sniffens Ln, Stratford · verified Aug 30
    See details

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

    Event website ↗
  • 7pm

    JUST ANNOUNCED! RGB headlines on Green Stage at Durham Fair 7pm

    Durham Fair, Durham, CT, Middlefield · verified Aug 30
    See details

    RGB takes top billing on the Green Stage at the 106th Durham Fair. The band features Rob Glassman, Mike Piercey, Ralph Santoro, and Eli Farland. Sound will be engineered by Aaron Stone.

    Event website ↗
  • 8pm

    Preacher Dogs

    Windmill Restaurant, 400 Hollister St, Stratford
    See details

    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.

    Event website ↗
  • 8:30pm

    Jukebox Radio

    Boca Oyster Bar, Bridgeport · verified Aug 30
    See details

    Jukebox Radio makes its debut at Boca Oyster Bar in Bridgeport, CT. The set features songs by Bruno Mars, Dua Lipa, Blink 182, Post Malone, Bon Jovi, The Killers, Teddy Swims, Stevie Wonder, Britney Spears and more. The venue is known for fresh oysters and crafted drinks.

    Event website ↗
Saturday, September 26 6 events
  • 7am

    Some Hacks Debut

    Twelvenote BREW CO., 3389 Fairfield Ave, Bridgeport
    See details

    This event features a debut appearance at Twelvenote BREW CO. It marks the first time at this venue.

    Event website ↗
  • 8:30am

    Downtown Milford Farmers Market

    Wasson Field, Milford · verified Aug 30
    See details

    Set at Wasson Field in Milford, the Downtown Milford Farmers Market showcases the tastes of autumn with fresh produce, local meats and dairy, baked goods, and other farm-sourced items suited for family meals and seasonal cooking. Seasonal fruits and vegetables come from Connecticut growers who embrace organic and sustainable practices. More than 30 vendors round out the marketplace with flowers, sustainable clothing, baby accessories, home decor, pet products, and handmade art, alongside a community of start-ups, kid entrepreneurs, nonprofits, small businesses, and local artisans. Food trucks serve a wide range of options including breakfast and brunch fare, coffee and matcha, ice cream, gluten-free baked goods, smoothies, barbecue, and other seasonal treats. Live local music sets the mood while shoppers explore. Special activities include pet adoptions, cooking demonstrations, and presentations by agriculture experts. Families will find a dedicated Children’s Market and the Piglets Club, offering hands-on learning, storytime, farm animal visits, face painting, and $1 tokens that let kids choose their own fruits and vegetables directly from farmers. Children are central to the market’s mission, with experiences designed to spark healthy relationships with food and community, made possible in partnership with the Downtown Milford Business Association and The Giggling Pig of Milford. Many participating farmers accept SNAP, WIC, and senior vouchers.

    Event website ↗
  • 12pm

    6th Annual Two Roads Brewing Cornhole Tournament

    Two Roads Brewing Company, Stratford · verified Aug 30
    See details

    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.

    Event website ↗
  • 3pm

    Milford Oktoberfest 2026

    Fowler Field, 1 Shipyard Lane, Milford · verified Sep 4
    See details

    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.

    Event website ↗
  • 8pm

    I'm Your Man: A Tribute to Leonard Cohen

    StageOne, 70 Sanford St, Fairfield
    See details

    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.

    Event website ↗
  • 9pm

    Neon Vibe

    Anthony D's Bar and Grill, 331 New Haven Ave, Milford
    See details

    Milford is the next stop for the Neon Vibe party at Anthony D's Bar and Grill. The announcement sets an upbeat tone and hints at a spirited celebration.

    Event website ↗
Sunday, September 27 5 events
  • 8am

    39th Annual Bigelow Tea Community Challenge Road Race

    Wakeman Boys/girls club, Southport, ct, 326 Pequot Ave, Southport
    See details

    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.

    Event website ↗
  • 10am

    Dsc

    Trumbull Town Green, Trumbull · verified Sep 4
    See details

    DSC returns to the Trumbull Arts Festival at Trumbull Town Green with new offerings alongside fan favorites, including soaps, bath bombs, and other essentials. Advance orders are available so items can be prepared for pickup upon arrival.

    Event website ↗
  • 10am

    Some Hacks close out the patio party

    Anchor Social , 141 Merwin Ave, Milford
    See details

    Celebrate the last days of summer with a patio performance from Some Hacks.

    Event website ↗
  • 6pm

    Dinner with H.E.A.R.T.

    29 Markle Ct, 29 Markle Ct, Bridgeport · verified Sep 4
    See details

    An elegant, purpose-driven dinner brings the community together to celebrate impact and connection. Tickets include a cocktail hour and a curated three course meal, with the evening benefiting EJ’s H.E.A.R.T. INC. Guests are encouraged to dress to impress and enjoy a warm atmosphere focused on giving back and meaningful conversation. Seating is limited, and the event flyer features a QR code with ticket information.

    Event website ↗
  • 8pm

    Sister Hazel

    Sacred Heart University Community Theatre, 15 Unquowa Rd, Fairfield · verified Aug 30
    See details

    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.

    Event website ↗
Monday, September 28 1 event
  • 10:30am

    Habitat CFC's 33rd Annual Golf Outing

    Country Club of Fairfield, Fairfield
    See details

    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.

    Event website ↗
Thursday, October 1 2 events
  • 4pm

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

    Twin Brooks Park
    Free

    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.

    Event website ↗
  • 8pm

    Sam Grisman Project

    StageOne, 70 Sanford St, Fairfield · verified Aug 30
    See details

    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.

    Event website ↗
Friday, October 2 2 events
  • 11am

    VJP Scholarship Golf Tournament

    Fairchild Wheeler Golf Course, 2390 Easton Tpke, Fairfield
    See details

    Now in its sixth year, the VJP Scholarship Golf Tournament takes place at Fairchild Wheeler Golf Course. This annual event brings golfers together for tournament play under the VJP Scholarship banner.

    Event website ↗
  • 8pm

    The Englishtown Project

    StageOne, 70 Sanford St, Fairfield · verified Sep 4
    See details

    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.

    Event website ↗
Saturday, October 3 11 events
  • 8:30am

    Downtown Milford Farmers Market

    Wasson Field, Milford
    Free

    Set at Wasson Field, this community farmers market celebrates the fall harvest with farm-fresh produce and artisan foods from Connecticut farms that use organic and sustainable practices. Browse pumpkins, corn, apples, squash, and other seasonal picks alongside locally sourced meats, dairy, and baked goods. Beyond groceries, explore more than 30 vendors offering flowers, sustainable clothing, baby items, home decor, pet products, and art. Food trucks serve breakfast and brunch favorites, coffee and matcha, ice cream, gluten-free treats, smoothies, BBQ, and other seasonal bites. Live music by local performers creates an inviting backdrop while you shop. Activities include pet adoptions, cooking demonstrations, and presentations from agriculture experts. Children can enjoy the Children’s Market and the Piglets Club with hands-on learning, storytime, farm animal visits, face painting, and opportunities to earn $1 tokens to pick their own fruits and vegetables. Many farmers honor SNAP, WIC, and senior vouchers. A partnership between the Downtown Milford Business Association and The Giggling Pig of Milford brings the Piglets Club to life, encouraging connections around fresh food and community.

    Event website ↗
  • 8:45am

    Running for Water for Africa 5K

    Walnut Beach, 114 Viscount Dr, Milford · verified Sep 4
    See details

    Take on a 5K walk or run at Walnut Beach in Milford, CT, organized by Uganda Farmers Inc. This community event supports clean water efforts in East Africa, including the recent Rwimi W.A.S.H. project that brought safe water, hygiene resources, and sanitation facilities to more than 2,000 students. Participants can register for the 5K, and signing up early helps secure a preferred T-shirt size. Donations are welcome, and sponsorship opportunities are available.

    Event website ↗
  • 9am

    Apple Festival/Vendor Fair

    Lordship Community Church, 179 Prospect Dr, Stratford · verified Sep 4
    See details

    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.

    Event website ↗
  • 9am

    Jazz’n Downtown 2026

    Milford Arts Council, 40 Railroad Ave, Milford · verified Sep 4
    See details

    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.

    Event website ↗
  • 9am

    Fairfield County Out of the Darkness Community Walk

    Sherwood Island State Park, Fairfield · verified Aug 30
    Free

    At Sherwood Island State Park, the Fairfield County Out of the Darkness Community Walk brings people together to confront the reality that suicide is the 11th leading cause of death in the United States and to focus on understanding as a path to prevention. Funds raised through this walk directly support research, advocacy, and educational programs in schools, workplaces, and communities throughout Connecticut. The event offers a compassionate space to connect with others who understand, reminding participants they are not alone while working together to make a difference. Registration is free and ensures participants receive important updates from the local organizers.

    Event website ↗
  • 10am

    Fungi Frolic Mushroom Festival

    Holy Ghost Park, 70 Nells Rock Rd, Shelton · verified Aug 30
    See details

    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.

    Event website ↗
  • 10:30am

    The Other Four

    Lordship Community Church, 179 Prospect Dr, Stratford · verified Sep 2
    See details

    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.

    Event website ↗
  • 10:30am

    Jazz’n Nia class

    Downtown Milford - Post Road South, Downtown Milford - Post Road South
    See details

    A 45-minute Nia dance and movement session invites participants to move to uplifting music, energize the body, and experience the joy of motion in a supportive, nonjudgmental setting. Led by an invited instructor as part of the Milford Arts Council’s inaugural Jazz’n Downtown festival, this class welcomes all levels and requires no prior dance experience, just an openness to move. After the session, participants can explore the music, art, and festivities taking place throughout downtown Milford.

    Event website ↗
  • 2:30pm

    4th Annual Orange Masters Lion Heart Classic

    Orange Town Pool, 525 Orange Center Rd, Orange
    See details

    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.

    Event website ↗
  • 8pm

    The Fab Faux

    The Warehouse, 70 Sanford St, Fairfield · verified Sep 2
    See details

    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.

    Event website ↗
  • 8pm

    The Whose Line Is It Anyway? Tour

    SHU Community Theatre, 15 Unquowa Rd, Fairfield · verified Sep 4
    See details

    Colin Mochrie and Brad Sherwood, the quick-witted duo from TV's Whose Line Is It Anyway, present a one night live show called Asking for Trouble. Using ideas called out by the crowd, they build scenes on the fly for an unpredictable stream of laughs. There is no script, just sharp improvisation that keeps the evening moving with surprises from start to finish.

    Event website ↗
Sunday, October 4 2 events
  • 8am

    Folks on Spokes & Step Forward Ride + Walk for Mental Health

    Fowler Field, 1 Shipyard Lane, Milford
    See details

    For 35 years, walkers and cyclists have united to raise funds and awareness for mental health and addiction recovery, benefiting Bridges Healthcare services. Folks on Spokes & Step Forward Ride + Walk for Mental Health features scenic routes and stands among Connecticut’s longest-running events, all with a focus on building a healthier future for individuals and the community. The gathering takes place at Fowler Field.

    Event website ↗
  • 7pm

    North Mississippi Allstars

    The Warehouse, 70 Sanford St, Fairfield · verified Sep 4
    See details

    At The Warehouse in Fairfield, CT, North Mississippi Allstars perform live. Formed in 1996 by brothers Luther and Cody Dickinson as a loose collective from their North Mississippi home, the band grew under the influence of their father Jim Dickinson and neighbors and musical elders such as RL Burnside, Junior Kimbrough, Otha Turner, and Fred McDowell. Luther’s first national run arrived in 1997 on RL Burnside’s Ass Pocket of Whiskey tour, when Kenny Brown brought him out to play with RL and Cedric, a series of sold out shows across the United States and Canada that launched years of steady touring with Cody. Since 1998, the road lineup has included collaborators like Cedric, Duwayne and Garry Burnside, Chris Chew, Berry Oakley Jr, Oteil Burbruidgem, Joey Williams of the Blind Boys of Alabama, and Ray Ray Hollowman, guitarist for Eminem and Nee-O. Beginning with their 2000 debut, they have shared stages with Phil Lesh, Mavis Staples, Robert Plant, John Hiatt, the Allman Brothers, the Black Crowes, Buddy Guy, Snoop Dogg, and Jon Spencer, while earning multiple Grammy nominations for the adventurous sound they refer to as Modern Mississippi Music.

    Event website ↗
Thursday, October 8 2 events
  • 4pm

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

    Twin Brooks Park
    Free

    This weekly market at Twin Brooks Park celebrates local food and community. Local farmers, artisanal food producers, and musicians come together in Trumbull. Find peak season produce, fresh baked goods, and ready to serve dinner options. Coffee and live music create a welcoming setting to relax outdoors and spend time with neighbors.

    Event website ↗
  • 7:30pm

    Napoleon Dynamite LIVE! 20th Anniversary Celebration

    Sacred Heart University Community Theatre, 15 Unquowa Rd, Fairfield · verified Sep 4
    See details

    Celebrate 20 years of Napoleon Dynamite with a full screening followed by an energetic, interactive program featuring Jon Heder, Jon Gries, and Efren Ramirez. This event is BYOT, Bring Your Own Tots. After the film, the actors behind Napoleon, Uncle Rico, and Pedro take the stage for an unscripted mix of Q&A, comedy improv, game show style moments, and a party atmosphere with lots of audience participation. The movie’s offbeat charm and famously quotable lines set the tone for a family friendly night of big laughs and nostalgic fun.

    Event website ↗
Friday, October 9 2 events
  • 8pm

    Leslie Jones: Im Hot Tour

    15 Unquowa Rd, Fairfield
    See details

    This event features Leslie Jones. She has earned three Primetime Emmy nominations and has also been recognized with Writers Guild and NAACP nominations for her work on Saturday Night Live.

    Event website ↗
  • 9:30pm

    Classic Rock Night

    Main Street Tavern, 1884 Main st, Stratford
    See details

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

    Event website ↗
Saturday, October 10 8 events
  • 8:30am

    Downtown Milford Farmers Market

    Wasson Field, Milford
    Free

    As the season winds down, the Downtown Milford Farmers Market brings a lively, family-friendly experience to Wasson Field. Shoppers can fill their baskets with fall staples like pumpkins, corn, apples, and squash, along with locally sourced meats, dairy, and oven-fresh baked goods, all from Connecticut growers using organic and sustainable methods. The marketplace features more than 30 vendors with flowers, sustainable clothing, baby accessories, home decor, pet products, and art, plus a community mix of start-ups, kid entrepreneurs, non-profits, small businesses, and local makers. Food trucks and vendors serve breakfast and brunch items, coffee and matcha, ice cream, gluten-free baked goods, smoothies, barbecue, and other seasonal treats, while live music from local performers adds to the atmosphere. Special activities often include pet adoptions, cooking demonstrations, and presentations by agriculture experts. Young market-goers can explore the Children’s Market and the Piglets Club, enjoying hands-on learning, storytime, visits with farm animals, face painting, and $1 tokens that let kids choose their own fruits and vegetables. Participating farmers accept SNAP, WIC, and senior vouchers. The market places a strong focus on inspiring healthy relationships with food from an early age through interactive experiences for families. The Downtown Milford Business Association partners with The Giggling Pig of Milford to power the Piglets Club initiative.

    Event website ↗
  • 9:30am

    Refined Canines in the REAL WORLD - Milford CT

    Freelove Baldwin Stow Chapter DAR Milford, Connecticut, Milford
    See details

    Refined Canines in the REAL WORLD is an intermediate group training session for dogs that have already completed a Basic Canine Life Skills class. Training takes place in real public environments, primarily outdoors, with the meeting spot changing each time. Sessions focus on refining loose leash walking, practicing polite greetings, working around distractions, and adding a few new tricks to strengthen the bond between you and your dog. Pricing is $40 for a single class, $140 for a four-class package, or $400 for a set of 12 across the year. Advance registration is required; email Michelle@refinedcanine.com to be added to the list. There are no tickets and spaces are not transferable, so do not buy from third parties and register directly with the organizers.

    Event website ↗
  • 1pm

    New Moon Hootenanny

    Holy Ghost Park, 70 Nells Rock Rd, Shelton
    See details

    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.

    Event website ↗
  • 5pm

    Downtown Milford Wine Trail

    Downtown Milford Connecticut
    See details

    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.

    Event website ↗
  • 6pm

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

    Left Field Sports Bar And Grill, 458 River Road, Shelton CT, 458 CT-110, Shelton
    See details

    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.

    Event website ↗
  • 8pm

    So Good The Neil Diamond Experience

    15 Unquowa Rd, Fairfield
    See details

    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.

    Event website ↗
  • 8pm

    The Tull Project: A Tribute to Jethro Tull • Fairfield, CT • StageOne

    StageOne, 70 Sanford St, Fairfield
    See details

    A high-energy tribute at StageOne in Fairfield, CT celebrates the essential music of Jethro Tull. The Tull Project presents a live concert built around wide-ranging, tuneful, and rhythmically sophisticated selections, moving from intimate, folk-leaning passages to propulsive electric treatments. With commanding flute at the forefront, the group focuses on vivid arrangements and close-knit ensemble chemistry. Spanning the band’s blues-rock origins through progressive and folk-inspired periods, the program captures the breadth of Jethro Tull’s most influential years and delivers a performance that is both punchy and finely detailed.

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  • 9pm

    Jukebox Radio at Orange Ale House - Orange, CT

    Stratford, CT
    See details

    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.

    Event website ↗
Sunday, October 11 1 event
  • 5pm

    The Jury Experience – Death by AI: Will Bridgeport Deliver Justice? | Bridgeport

    The Warehouse FTC, Fairfield
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    Enter an immersive courtroom at The Warehouse at FTC, where the audience steps into the role of jurors for a case involving a driverless car and a life lost. Hear testimony, weigh the evidence, and grapple with who should be held responsible, whether it is the programmer, the passenger, or the technology itself. This theatrical experience doubles as a live social experiment, with real-time voting that reveals hidden angles and can shift the direction of the proceedings, so each performance may unfold differently. Use your phone to scan QR codes and take part in key moments, then continue the conversation after the verdict as differing viewpoints come to light. Presented in English. Recommended for ages 12 and up, with attendees under 16 accompanied by an adult. The venue is ADA compliant. Creative direction by Agustina Videla and Pablo Destito.

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Wednesday, October 14 1 event
  • 8pm

    Five For Fighting with String Quartet

    15 Unquowa Rd, Fairfield
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    John Ondrasik, the Grammy-nominated and platinum-selling songwriter and performer known as Five For Fighting, marks more than two decades since “Superman (It’s Not Easy)” first rose to prominence. The focus is on an artist who has both grown and circled back to his beginnings, underscoring the paradox at the heart of creativity.

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Thursday, October 15 1 event
  • 4pm

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

    Twin Brooks Park
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    At Twin Brooks Park, this weekly market spotlights local food and community by bringing together area farmers, artisanal food producers, and musicians. Visitors can browse peak-season produce, pick up fresh baked goods, or take home a ready-to-serve dinner. Coffee is available, live music adds to the atmosphere, and the park setting encourages time outdoors with neighbors in Trumbull.

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Friday, October 16 2 events
  • 8pm

    Patty Larkin & Lucy Kaplansky • Fairfield, CT • StageOne

    StageOne, 70 Sanford St, Fairfield
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    Two acclaimed singer songwriters share the StageOne spotlight in Fairfield, CT. Patty Larkin brings a fusion of masterful guitar work, poetic storytelling, and emotional nuance, a voice and vision refined over more than three decades and praised by outlets such as the Chicago Tribune and Performing Songwriter. Her catalog spans eleven studio albums and several live recordings, including Bird in a Cage, which sets poems by celebrated writers, among them U.S. Poet Laureates, to original music. Her concerts range from intimate solo moments to richly textured arrangements, inviting listeners into songs that unfold with care and imagination. Lucy Kaplansky adds a clear, expressive vocal style and songwriting that blends country, folk, and pop. Recognized by the New York Times and the Boston Globe, she is also a sought after harmony singer who has contributed to many recordings and collaborated with Suzanne Vega, Bryan Ferry, Nanci Griffith, and Shawn Colvin. Together they bring finely crafted songs, exceptional musicianship, and resonant stories to StageOne.

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  • 8pm

    Dead on Live - Grateful Dead Tribute

    15 Unquowa Rd, Fairfield
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    Dead on Live makes its first appearance at the historic Sacred Heart Community Theatre, delivering two full sets that blend deep cuts with beloved favorites from the Grateful Dead’s expansive songbook. Known for a needle-to-vinyl presentation, the band honors the Dead’s spirit of freedom and sonic exploration with plenty of improvisation and good old Grateful-style jams that get fans dancing and shaking their bones.

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Saturday, October 17 5 events
  • 8:30am

    Last Market of the Season

    Wasson Field, Milford · verified Sep 4
    Free

    The Downtown Milford Farmers Market wraps up its season at Wasson Field with a lively sendoff. Fill your basket with peak-of-season fruits and vegetables, locally raised meats and dairy, and fresh-from-the-oven baked goods from Connecticut farmers. It is the final chance to stock up on farm-to-table ingredients for the week or a cozy family meal before the market pauses. A bustling lineup of more than 30 vendors brings flowers, sustainable clothing, baby accessories, home decor, pet products, art, and a wide array of artisanal foods. Food trucks add to the experience with breakfast and brunch options, coffee and matcha, ice cream, gluten-free treats, smoothies, barbecue, and other seasonal favorites. Local performers provide a welcoming soundtrack as you explore. Special activities include pet adoptions, cooking demonstrations, and demonstrations from agriculture experts. Families can enjoy the Children’s Market and the Piglets Club with hands-on learning, storytime, farm animal visits, face painting, and opportunities for enrolled kids to earn $1 tokens to pick out their own fruits and vegetables. Participating farmers accept SNAP, WIC, and senior vouchers. The Downtown Milford Business Association, in partnership with The Giggling Pig of Milford, supports the Piglets Club to inspire the next generation through connections to fresh food, agriculture, and community. Celebrate the harvest and the close of the season at Wasson Field.

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  • 7:30pm

    The Great American Soulbook

    Parson's/Veteran's Auditorium 53 W Main St, Milford,CT, 46 W Main St, Milford
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    The Great American Soulbook returns to Parson's/Veteran's Auditorium for its second consecutive year, offering a concert built around classic Motown hits. This performance highlights beloved songs from the Motown catalog and brings their timeless energy to the stage. Seating is available, with tickets starting at $45.

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  • 8pm

    Start Making Sense • Fairfield, CT • The Warehouse

    The Warehouse FTC, 70 Sanford St, Fairfield
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    Start Making Sense brings a faithful celebration of Talking Heads to The Warehouse in Fairfield, CT. This seven-piece band performs across the band’s catalog, carefully recreating the sound and the signature visual elements that defined the original live shows. Inspired by a legacy that began with a 1975 debut at CBGB, the performance honors the artistry of David Byrne and his band while capturing the spirit that longtime fans know and love.

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  • 8pm

    John Pizzarelli & Catherine Russell “A Salute to Ella, Joe and Oscar

    15 Unquowa Rd, Fairfield
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    John Pizzarelli and Catherine Russell present a salute to the legacies of Ella Fitzgerald, Joe Pass, and Oscar Peterson. The performance features the duo work of Fitzgerald and Pass, and also explores arrangements associated with the Oscar Peterson Trio, reflecting the styles of Peterson, Ray Brown, and Herb Ellis, with a special acknowledgment of Peterson’s centennial. Through this program, the artists highlight the impact of these innovators and their lasting place in jazz.

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  • 10pm

    Stereobomb @ Stormy’s

    Stratford, CT
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    Stereobomb appears at Stormy's.

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Friday, October 23 3 events
  • 5pm

    Hall-O-Weekend - Movie Night

    Downtown Milford Connecticut · verified Aug 30
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    The Downtown Milford Business Association’s yearly Hall-O-Weekend includes an outdoor movie night featuring Hocus Pocus at the gazebo on the Green. Snack boxes can be pre-ordered from Scratch Baking, and the screen is provided by Big Screens. Expect a friendly, lightly spooky atmosphere in the heart of downtown Milford.

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  • 8pm

    Tab Benoit w/ Ghalia Volt: Soul of the Swamp Tour

    15 Unquowa Rd, Fairfield
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    Legendary multi Grammy nominee and wetlands activist Tab Benoit brings the Soul of the Swamp Tour 2026 to the stage with a performance rooted in passion and a deep connection to the swamp. With more than 20 releases behind him, he revisits radio favorites from the 90s such as Nice and Warm and Cross the Line, and his voice has drawn comparisons to Otis Redding while his guitar work stands out for its originality and distinctive touch. After returning in 2024 with I Hear Thunder, his first recording in 13 years, Benoit highlights songs from across his catalog, leaning into rich tones and storytelling lyrics. True to his approach, he performs without effects, relying on a guitar, a cord, and an amp so the music speaks directly through his hands and his band.

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  • 9:30pm

    FCM live at Main Street Tavern

    Main Street Tavern, 1884 Main st, Stratford
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    Grunge returns to Main Street Tavern in Stratford as the group comes back for a live performance.

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Saturday, October 24 3 events
  • 10am

    Hall-O-Weekend

    Downtown Milford Connecticut
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    The Downtown Milford Business Association hosts its annual Hall-O-Weekend, bringing a full weekend of festive, lightly spooky activities to the heart of downtown. Highlights include an outdoor screening of Hocus Pocus at the gazebo on the Green, the 13th annual Trick or Trot supporting Beth El Center’s Shelter and Food program, and a fall festival on the Green. At the gazebo, the schedule features a friendly storytime, children’s yoga, a performance by School of Rock, and ninja and cheer showcases from GCA of Milford. A trick or treat trail winds throughout downtown and across the Green, and there is also a costume parade, local vendors, yoga, a pumpkin patch, children’s activities, and a hay maze. Snack boxes are available to preorder for the movie night.

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  • 8pm

    Los Lobos • Fairfield, CT • The Warehouse

    Warehouse, 70 Sanford Street, Fairfield, CT, United States, Connecticut 06824, 70 Sanford St, Fairfield
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    Los Lobos brings a wide-ranging sound to The Warehouse in Fairfield, Connecticut, blending rock and roll, blues, soul, folk, country, Tex-Mex, and Mexican folk traditions into something distinctly their own, both grounded and searching. Onstage they shift from tight, hard-driving passages to long, hypnotic grooves, then slip into quiet tenderness, always keeping the playing in service of the emotion. The songs carry substance and the rhythms hit with power, without turning into showiness for its own sake. Longtime fans can savor a body of work that has endured, while newcomers often leave won over by the band’s onstage connection, sharp musical sense, and unwavering purpose. In an intimate, lively room like The Warehouse, the details feel close at hand while the sound still rises with real lift.

    Event website ↗
  • 9:30pm

    RGB returns to BRYAC Black Rock Bridgeport,CT 9:30pm

    BRYAC Black Rock, 3074 Fairfield Avenue, Bridgeport
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    RGB returns to the Black Rock neighborhood of Bridgeport, CT for a two-set performance at BRYAC Black Rock. The lineup features Rob Glassman, Mike Piercey, and Eli Farland, with another performer to be announced. Early arrivals can enjoy food from BRYAC’s award-winning kitchen and raw bar.

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Thursday, October 29 3 events
  • 6pm

    Kt Lay live at Twelvenote Brew Co!

    Twelvenote BREW CO., 3389 Fairfield Ave, Bridgeport
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    Kt Lay returns to Twelvenote Brew Co. for a live performance that invites requests and tailors the music to the room’s energy, shaping a shared vibe throughout the night.

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  • 7:30pm

    Suzanne Vega - Flying With Angels

    15 Unquowa Rd, Fairfield
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    Suzanne Vega presents an evening that traces her catalog from early breakthroughs to recent work, featuring favorites such as Tom's Diner, Luka, and Marlene On The Wall alongside selections from her 2025 album, Flying with Angels. She appears with longtime guitarist Gerry Leonard, known for his work with David Bowie, and cellist Stephanie Winters. Critics have praised the new album for its lucid songwriting, crisp arrangements, and a voice that feels both seasoned and attentive, with outlets like Rolling Stone and Stereogum offering strong endorsements. Recent concert coverage from 2025 describes performances that blend classics and new material with intimate storytelling, creating a close, memorable atmosphere. Recognized as a defining songwriter of her generation, Vega first emerged from the Greenwich Village folk revival of the early 1980s, crafting contemporary folk on acoustic guitar. Since her acclaimed 1985 debut, she has played sold-out shows at renowned venues around the world. Her performances are noted for emotional clarity and a distinctive, steady voice, and across decades she has continued to make inventive music while telling concise, poetic stories about city life, everyday people, and real-world themes.

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  • 8pm

    Terrapin Presents: Decades of the Dead (Night 1) • StageOne • Fairfield, CT

    StageOne, 70 Sanford St, Fairfield
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    Terrapin brings Decades of the Dead to StageOne in Fairfield for Night 1, launching a two-night exploration of the Grateful Dead catalog. Across four sets over the run, each set shines a light on a different decade from the 1960s through the 1990s. Night 1 delivers a concentrated slice of the journey with favorites, deeper selections, and wide-open improvisation drawn from the Dead’s expansive songbook. Formed in Connecticut in 2013, Terrapin has spent the past decade building a place in the New England jam-band community, known for authentic instrumentation, soulful interplay, deep grooves, and a live approach that treats the music as a conversation with the audience and the legacy behind it. A discounted two-night pass is available that saves 15 percent. Standard pricing totals $71 including $11 in fees, and member pricing totals $65 including $11 in fees.

    Event website ↗
Friday, October 30 3 events
  • 6:30pm

    Annual Monster Mash to Benefit Animals

    Riverview Bistro, 946 Ferry Blvd, Stratford
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    Stratford Animal Rescue Society presents a spirited Monster Mash at Riverview Bistro, bringing the community together to support animals cared for by Stratford Animal Control and programs backed by STARS. The evening includes music, dancing, costume contests, raffles, and plenty of festive energy. Guests can enjoy an hour of open bar and a replenished buffet with options for many tastes, including garden salad, penne marinara, a bruschetta station, tomato and mozzarella, a cheese display, vegetable crudité, a fruit platter, deviled eggs, crab cakes, vegetable spring rolls, fried calamari, and oysters Rockefeller. Coffee and desserts close the night on a sweet note with cookies and vegan cupcakes. Costumes are encouraged. Tickets are $75 per person with open seating, and each purchase helps provide medical care, enrichment, food, and second chances for animals in need.

    Event website ↗
  • 8pm

    Terrapin Presents: Decades of the Dead (Night 2) • StageOne • Fairfield, CT

    StageOne, 70 Sanford St, Fairfield
    See details

    Night 2 brings Terrapin back to StageOne in Fairfield, CT for the second half of a two-evening exploration of the Grateful Dead’s catalog. Across the run, four sets chart the band’s evolution from the 1960s through the 1990s, with each set centered on a specific era. A single night offers familiar favorites, deeper selections, and expansive improvisation, while both nights together trace the full journey. Formed in Connecticut in 2013, Terrapin has spent the past decade shaping a strong presence in the New England jam scene through soulful interplay, deep grooves, and a community-focused live experience that honors the Dead’s spirit of improvisation and connection. A two-night pass is available at a 15 percent discount when both evenings are purchased together. For two nights, standard admission totals 71 dollars including 11 dollars in fees, and the member total is 65 dollars with the same fees.

    Event website ↗
  • 8pm

    Ellis Island with Parks and The Wreck

    Park City Music Hall, 2926 Fairfield Ave, Bridgeport
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    Park City Music Hall welcomes a rock-filled night with Ellis Island and Parks and The Wreck. Ellis Island is a five-piece rock group from Fairfield, Connecticut with a wide-ranging set that spans from 1970s legends to modern favorites, drawing on artists such as Pink Floyd, Led Zeppelin, Tom Petty, Bruce Springsteen, Radiohead, The Black Crowes, Pearl Jam, and Foo Fighters. For over a decade they have played across Fairfield and New Haven counties at festivals, porch fests, bars, breweries, public events, private parties, and fundraisers, delivering energetic and memorable performances. Parks and The Wreck is a quartet of friends devoted to live music, known for building setlists of songs people love that you do not hear every night. Their tastes run from Gen X alt rock like INXS, The Strokes, Kings of Leon, Oasis, and Pixies to the Four Fathers, namely Bruce Springsteen, Tom Petty, Bob Seger, and John Mellencamp, with room for newer names such as Zach Bryan and Mt. Joy. The lineup features Chris Parker on vocals and rhythm guitar, Bill Conroy on bass, John Macchia on drums, and Adam Kathman on lead guitar. This event is 21 and over. General admission is $20 in advance and $25 on the day of the show, plus online ticketing fees. The venue offers a full bar and kitchen on site with craft cocktails and food, opening at doors and serving until the Kitchen Open light turns off. Most ticketed shows are standing room with very limited seating available on a first-come, first-served basis.

    Event website ↗
Thursday, November 5 1 event
  • 7:30pm

    Spyro Gyra

    15 Unquowa Rd, Fairfield
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    Spyro Gyra brings its enduring jazz fusion sound to the stage, tracing a journey that began with informal Tuesday night jams in Buffalo in 1974. Saxophonist Jay Beckenstein and friends turned a low-key gathering into a band whose name first appeared on a club’s sidewalk sign after an offhand suggestion and a memorable misspelling. Early studio time led to a self-titled release that found an audience and opened the door to wider horizons, including New York City sessions that produced favorites like Morning Dance and Catching The Sun. Across more than 30 albums, the group has balanced a consistent identity, anchored by Beckenstein’s saxophone, with fresh influences from evolving rhythm sections and changing production tools. Today the band functions as a true ensemble, passing ideas fluidly among players and delivering a performance shaped by decades of growth, collaboration, and the simple joy of making music together.

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Friday, November 6 3 events
  • 2pm

    Nutmeg Dulcimer Festival

    168 Broad St, Milford
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    Now in its 23rd year, this dulcimer festival brings together mountain and hammered dulcimer enthusiasts for a packed program. It features nearly 50 workshops for all experience levels, two concerts, an open mic, and additional activities. Guest artists include Karen Mueller on mountain dulcimer, Karen Ashbrook on hammered dulcimer, and Sasha Bogdanowitsch on mountain dulcimer. Attendees can learn new techniques, enjoy performances, and connect with other players.

    Event website ↗
  • 8pm

    The Super 70s Rock Show feat. Super Trans Am • Fairfield, CT • StageOne

    StageOne, 70 Sanford St, Fairfield
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    Super Trans Am brings a powerhouse celebration of 1970s rock to StageOne in Fairfield, CT, presenting an evening of singalong favorites from across the decade. The set features music by The Eagles, Hall & Oates, Queen, The Doobie Brothers, Paul McCartney & Wings, Peter Frampton, Foreigner, Kiss, Boston, and Journey, along with smooth Yacht Rock favorites such as Still the One and Magic. Every member of the band takes a turn at lead vocals, and the performance is paired with modern video and stage production that salutes the era’s pop culture. A photo opportunity with a replica 1978 Smokey and the Bandit Trans Am may be available at select engagements, adding an extra nod to the period. The result is a high energy trip through the songs that filled arenas and airwaves and helped define the decade.

    Event website ↗
  • 9pm

    FCM live at Orange Ale House

    Stratford, CT
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    FCM is back at Orange Ale House in Orange with a grunge-centered performance. The band returns to a stage they have played before. The venue offers food and drinks.

    Event website ↗
Saturday, November 7 3 events
  • 8am

    2026 Vicki Soto 5k!

    Hartford HealthCare Amphitheater, 582 Broad St, Bridgeport
    See details

    The 2026 Vicki Soto 5k is on the horizon, a 5 kilometer, or 3.1 mile, event.

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  • 8pm

    Unforgettable Fire: U2 Tribute Show

    15 Unquowa Rd, Fairfield
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    Unforgettable Fire, often called UF, began on New Year's Day in 1995 as one of the first U2 tribute bands to perform in America. With twenty five years of shows at prestigious venues along the East Coast and beyond, the group has built a strong reputation as North America's leading U2 tribute. This event presents a dedicated salute to U2 from a band with deep roots in the music.

    Event website ↗
  • 9pm

    Jukebox Radio at Elicit - Fairfield, CT

    Elicit Brewing Co - Fairfield, 111 Black Rock Turnpike, Fairfield
    See details

    Returning for a final appearance at Elicit Fairfield, this performance features songs by Bruno Mars, Dua Lipa, Blink 182, Post Malone, Bon Jovi, The Killers, Teddy Swims, Stevie Wonder and Britney Spears, with more beyond.

    Event website ↗
Friday, November 13 1 event
  • 9:30pm

    Live Music - Main Street Tavern - Friday, November 13th - 9:30 pm

    Main Street Tavern, 1880 Main St, Stratford
    See details

    LiveWired, an 80s tribute act, brings a rock-charged return to the decade at Main Street Tavern. Enjoy a lively throwback experience that captures the sound and spirit of the 80s.

    Event website ↗
Saturday, November 14 2 events
  • 8pm

    Stereobomb @ Windmill Tavern

    Windmill Tavern, 400 Hollister St, Stratford
    See details

    This event lasts three hours, providing a focused, start-to-finish experience.

    Event website ↗
  • 9pm

    FCM live at Elicit Brewing-Fairfield

    Elicit Brewing Co - Fairfield, 111 Black Rock Turnpike, Fairfield
    See details

    FCM brings the grunge sound back to Elicit Brewing Co - Fairfield. Plan ahead and make a night of it.

    Event website ↗
Wednesday, November 18 1 event
  • 8pm

    Jesse Roper • Fairfield, CT • StageOne

    StageOne, 70 Sanford St, Fairfield
    See details

    At StageOne in Fairfield, CT, Canadian troubadour Jesse Roper, a guitarist and songwriter known for modern, indie-tinged Americana blues, delivers soulful vocals, sleek guitar work, and hard-hitting rhythms alongside long-time collaborators the Pretty Good Band. The lineup features Matt Reid on bass, Chris Van Sickle on keys, East Coast Pete on guitar, and Brent Norman on drums. Roper channels stories of love, the road, and life’s quirks into energetic performances that have earned him a reputation for an electrifying stage presence. Listeners who enjoy JJ Cale, Leon Bridges, Alabama Shakes, The Record Company, and Nathaniel Rateliff will find familiar threads. His career highlights include sharing stages with Booker T. Jones, Colin James, Beth Hart, and Burton Cummings, with hundreds of thousands of monthly listeners and millions of streams.

    Event website ↗
Friday, November 20 1 event
  • 8pm

    Maria Bamford

    15 Unquowa Rd, Fairfield
    See details

    Maria Bamford is known for comedy that is highly personal and experimental, often centered on mental health. She is the author of the New York Times bestseller Sure, I'll Join Your Cult and has released four hour-long specials titled Local Act, Weakness is the Brand, Old Baby, and Maria Bamford: the special, special, special!. She also starred in the Netflix comedy Lady Dynamite, a heightened and partly autobiographical series that follows a comedian navigating a breakdown.

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