Events in Western Connecticut Planning Region, CT

Celebrate the season with a relaxed tasting that highlights favorite fall cheeses, paired with seasonal accompaniments and wines chosen for cooler nights. The wine selection is curated by Harry's Wine Market, creating pairings that complement each bite and showcase the flavors of autumn.

This Salon Series event opens the studio door to the creative process. Attendees observe a live rehearsal of a work in progress as dancers shape and refine the choreography, and they hear directly from the artists about the piece and their approach.

Roger hosts an open mic that welcomes both solo acts and groups. Sign-ups are available for performers who want to take the stage.

Shawn Barker channels the spirit of the Man in Black with a baritone voice, look, and mannerisms that closely mirror Johnny Cash. This energetic tribute keeps him in character from start to finish while tracing the many eras of Cash’s life and music. The performance features well-known favorites such as Folsom Prison Blues, I Walk the Line, A Boy Named Sue, Hurt, and Ring of Fire, all backed by a full band. Part of the Mountain Dew Country & Bluegrass Series.

Evan Honer appears with Zach Seabaugh at District Music Hall in Norwalk for an all ages concert presented by Premier Concerts and Manic Presents. Known for heartfelt songwriting and a sound that has grown from acoustic Americana into a lively mix of indie and alternative pop, Honer rose on the strength of his take on Tyler Childers’ Jersey Giant, earning hundreds of millions of streams and an RIAA gold certification. He has toured widely, shared bills with artists like Wyatt Flores, and built a home studio where he crafted Everything I Wanted with producers Garrett Hall and Shane Travis, adding strings by Kate Stephenson along with horn and pedal steel textures. His songs explore romance, resilience, roots and a close connection with listeners, shaping a warm, story-driven performance.

Experience the Mansion after hours through an immersive theatrical tour that delves into Victorian culture, Spiritualism, and Gothic literature, then turns to the renowned ghost tales connected to the site. The event presents an engaging look at these themes and the lore that surrounds the Mansion.

Enjoy a fun evening of beginner friendly yoga with goats, suitable for all ages and any experience level. The price is $33 plus tax and fees and includes about an hour of goat yoga along with one beverage. Please arrive 15 minutes early to get settled, and bring an old towel or mat for the class.

New York Comedy Club Stamford hosts a single-night stand-up show in Stamford, CT featuring Luke Severeid with Andrew Rivers. Severeid, a Seattle comic with a love of hiking and heavy music, brings a high-energy, absurd style that has taken him to the Big Sky Comedy Festival and the semifinal rounds of both the Seattle and San Francisco International Comedy Competitions. He earned Best Comedy Film at the HUMP! Film Festival, returned from a sold out run tied to Knotfest in Australia, and his sets have collected millions of views online. Rivers is known for personal, playful storytelling that has resonated with audiences across Dry Bar Comedy and beyond, with specials like Gun Enthusiasts Aren’t Funny, The Second Wave of Covid Jokes, For The Wrong Reasons, and Hello, Beautiful drawing millions of views. A viral dentist bit even scored him free teeth, and his touring credits span theaters throughout North America and Europe alongside names like Christopher Titus and Steve Hofstetter. He is the son of Seattle Radio Hall of Famer Bob Rivers and has appeared on the Joy Podcast with Craig Ferguson. The show runs about 90 minutes without an intermission. Expect adult themes and language. Drinks are available at the club, doors typically open about an hour before the show begins, and guests often have a chance to chat with the comedians after.

This weekly trivia gathering takes place at Spacecat Brewery in Norwalk. People often meet up beforehand to chat, then settle in for an evening of trivia in a relaxed brewery setting.

Matteo Lane brings We Gotta Catch Up! to Stamford Center for the Arts - The Palace Theatre, presenting a mix of stand-up, singing, and visual artistry. Born in Chicago, he moved from New York City comedy clubs to global stages, performing at venues such as Carnegie Hall and The Kennedy Center. Named to Variety's 10 Comics to Watch and described by Advocate as candid and unflinching, he mines stories from life as a gay man alongside everyday observations. His specials Hair Plugs & Heartache and the fan favorite The Advice Special have drawn millions of views. Screen credits include the Amazon Original film Upgraded, Netflix's Survival of the Thickest with Michelle Buteau, the feature Molli & Max in the Future which premiered at SXSW, and the Netflix stand-up special Outstanding: A Comedy Revolution. Fluent in five languages and trained in classical opera with a six octave range, he previously lived in Italy as an oil painter before beginning his comedy career. His next stand-up special is slated to stream on Hulu.

Slip on your boots for Line Dancing Night at The Granite, featuring upbeat music, a welcoming crowd, and plenty of time on the floor. Beginners and improvers are encouraged, with lessons offered throughout the evening to keep everyone in step. Tickets are $20. BYOB is welcome. When you purchase tickets, you may submit up to two dance requests in advance. Invite a friend and get ready for a fun night of dancing.

Western spotlights its large jazz ensembles in a program of big band classics, featuring Frankensax, Jazz Ensemble, and Jazz Orchestra. Faculty and staff pricing is available at the VPAC box office in the VPAC lobby with a valid WCSU ID required at the time of purchase. Advance tickets purchased online are $10 plus fees, and tickets at the door are $15. All sales are final and nonrefundable.

Bachata is rapidly growing in popularity on social dance floors. This new beginner-friendly class focuses on the fundamentals, and a separate option is available for dancers with more experience. No partner is required, so simply arrive ready to dance.

Mind the Gap returns to 314 Beer Garden in Norwalk with a night of live music. The beer garden offers beer, food, and fire pits.

Born in Mount Kisco and raised in Chappaqua, NY, Dar Williams makes a return to the Playhouse for an American pop folk performance. Recognized by The New Yorker’s Hendrik Hertzberg as one of the nation’s finest singer-songwriters, she is a regular at folk festivals and has toured alongside Mary Chapin Carpenter, Patty Griffin, Ani DiFranco, Bruce Cockburn, the Indigo Girls, Shawn Colvin, and Joan Baez. This performance is part of the 068 Magazine Singer Songwriter Series.

Killers of Kill Tony comes to Stamford Center for the Arts - The Palace Theatre with a lineup featuring David Lucas, Martin Phillips, Ahren Belisle, and David Jolly. Tickets are available through a public sale, with presales offered for the artist and for Palace members.

Pimpinella plays a mix of 70s classics spanning classic rock, funk, disco, R&B, and soul. The band features Francesco Perrouna on bass and vocals, Frank DiCostanzo on guitar and vocals, Mike Ventimiglia on keys and vocals, and Carl Goding on drums and vocals.

Langston Kerman takes the stage for a live comedy show filled with laughs. Gather friends for a relaxed night out and enjoy an evening of live entertainment.

Explore a community farmers market filled with fresh, seasonal produce, artisan breads, locally roasted coffee, and distinctive goods from local farmers, bakers, and makers. It is a welcoming place to stock up on groceries, support small businesses, and enjoy time outdoors. Connect with neighbors while browsing a wide selection of items throughout the summer and fall. For vendor details or questions, email info@norwalkfirst.org.

Settle in for a calming Adult Tea and Social Hour that centers on conversation and connection. Enjoy a soothing cup of tea while catching up with familiar faces or meeting new people. It offers a gentle break from a busy routine and a moment to focus on self-care in a warm, welcoming setting. No registration is needed, so feel free to drop in.

Morrigan’s Crossing brings a high energy night of live music to Whitlock’s Restaurant in Bethel, CT. This Connecticut-based cover band grew out of the local duo Terry Swoons and features the powerful vocals and musicianship of Lindsay Rhae Harris. The set blends rock and pop favorites from artists like Kate Bush, Heart, Sia, and Melissa Etheridge, along with a few unexpected picks. Look for tight harmonies, energetic performances, and plenty of moments to sing along and dance. There is no cover, offering a simple way to support Connecticut musicians and enjoy live music at a local Bethel hangout.

Almost Taylor presents an unofficial Taylor Swift tribute that traces the artist’s path from country beginnings to chart-topping pop hits. With a full live band and an interactive sing-along format, the show highlights the music, stories, and moments that have shaped her career. Whether you have been a fan since the early days or know every word, expect to sing along from the first song. Designed by Swifties for fellow Swifties, an optional pre-show add-on offers friendship bracelet making and a photo opportunity with the band for an additional $20 per ticket, giving fans a chance to craft, trade, and connect before the music starts. This fan-sponsored production is not endorsed by or affiliated with Taylor Swift, TAS Rights Management, or their affiliated entities.

An evening of comedy with Langston Kerman unfolds at New York Comedy Club Stamford, offering live entertainment and lots of laughs.

Gary Gulman delivers quick-witted, thoughtful stand-up, turning keen observations into smart, engaging stories that build to laughs that last. Expect a set rich with intelligence and charm, filled with punchlines you will remember long after the show.

Admire a variety of cars while sipping complimentary coffee at a free community meet. Open to vehicles of every make, this event includes raffle prizes, giveaways, and the chance to connect with fellow car enthusiasts.

House of Hartigan presents a handbag bingo gathering at Anthony’s Lake Club dedicated to the Megan Leigh Gersch Scholarship Fund. Megan was a beloved presence at JFK Elementary School and across the Brewster community, known for her work in Special Education, for sharing books with colleagues and students, and for coaching her daughter on the lacrosse field. Friends, students, and coworkers remember her bright smile, sharp sense of humor, and the way her kindness and strength shaped every interaction. She was quick to help anyone in need and found her greatest joy with her family, including her husband Mike and their children Olivia, Veronica, and Mikey, often making memories together on trips and everyday adventures. The scholarship in her name will be awarded to a recipient chosen by her family to reflect her values and goals, with the honor formally presented during Senior Awards Night. This event celebrates her legacy and the ongoing support of students inspired by her life.

Explore contemporary art during a welcoming, hour-long guided tour of the exhibitions led by an Aldrich Educator. Designed for anyone eager to look closer, ask questions, and discover new ways to interpret what is on view. Participation is included with regular museum admission, and advance registration is encouraged.

The GRAMMY winning bilingual duo 123 Andrés presents a playful Halloween concert for families, built around a tale of courage and friendship. Andrés insists he is not scared, though he has a few jitters, and the story unfolds through upbeat songs in English and Spanish. A Halloween parade caps the fun, and costumes are welcome. Christina and Andrés deliver lively, participatory music with original bilingual songs and a vibrant blend of Latin American sounds, encouraging families to dance and learn together. This program is recommended for ages 3 and up, and the performance runs about one hour. It is part of the Dimitri's Diner Family Series and the Addessi Jewelers Holiday Series.

Mark Winters brings uplifting acoustic rock to Housatonic River Brewing in New Milford, Connecticut as part of the Good Vibes Highway Tour. This traveling show shares upbeat, nerdy energy across the U.S. and Canada, blending humor, heart, and harmonies to leave listeners smiling and encouraged. The music spotlights themes of shining together and spreading positive energy, celebrating curiosity, kindness, and connection through a mix of science enthusiasm and storytelling that aims to lift spirits at every stop, from campgrounds to coffeehouses to community stages. Winters is a Texas-based rock singer and songwriter, as well as a rocket scientist, entrepreneur, optimist, and family man. He first picked up a guitar to play a song for his wife and discovered a love for connecting through music. Drawing on poetry and structured creativity inspired by his grandmother, his sound weaves rock, blues rock, and pop influences, with nods to artists like John Mayer, Tom Petty, and Jason Mraz.

The Westport Library’s flagship fundraiser highlights, each year, an individual whose work supports the library’s mission to inspire a love of learning and broaden understanding of the world. Marking its 27th year, this celebration honors Debbie Allen, an award-winning director, actor, choreographer, and producer.

Feud Night brings a survey showdown to Hop & Vine Taproom in Stamford, blending pub trivia energy with a classic TV game format. Teams try to match the most popular responses from a poll of 100 people to playful prompts like which job a certain green superhero should avoid, a common bad habit for housecats, or a morning sound outside a window that might wake you. The format features team-friendly twists and optional wagering, so a lead can grow or an underdog can rally. There is no participation fee, teams can have up to six players, and top finishers receive gift cards. Food is available.

Rooted in ancient Celtic tradition, this Samhain gathering reflects the close of harvest and the turning toward the darker half of the year, a time when the boundary between worlds is said to grow thin. It centers on a guided meditation that invites a meaningful connection with ancestors or loved ones and creates space to honor and celebrate those who have passed. Costumes are welcome, and treats will be offered. The cost is $25 per person.

Celebrate Halloween with a festive speed dating night at The Clubhouse Westport in Westport, CT, where costumes are welcome and a craft beer friendly setting adds to the mood. Geared toward singles in their 30s and 40s yet open to anyone who feels they fit the crowd, it offers an easy way to meet local people face to face in a warm, welcoming atmosphere. The evening begins with a casual mixer, with drinks available for purchase, then moves into a series of guided mini conversations. A host keeps the pace upbeat and provides light icebreakers so chats feel natural. After each round, participants mark friend, date, or none using a simple matching system, and mutual matches receive one another’s contact details the next day. Depending on weather and venue availability, the gathering may take place on the rooftop or in the main dining room. Attendance is intentionally limited to keep the experience smooth and ratios balanced. Ticket prices increase after the first 20 are sold, so early purchase secures the best rate. Tickets must be purchased in advance through Eventbrite, and a waitlist opens there if the event sells out. Plan to arrive 15 to 30 minutes early for check in, as the event starts on time and late arrivals may not be accommodated. All are welcome, and the age range is a guideline rather than a rule. IDs for age or gender are not checked at entry. Sips and Sparks does not conduct background checks or verify identities, so attendees are responsible for their own safety, should meet in public for any follow up dates, and should avoid sharing sensitive personal information. Participation is at one’s own risk, and liability is released for the organizers, venues, and partners. Events may be postponed or canceled if registrations are low, with either a full refund or the option to transfer to another event. Refunds are available in full more than a week beforehand, within a week there are no refunds or transfers though a discount code may be possible, and a one time refund is offered within a week for documented medical emergencies or a death in the family. Some venues may have limited accessibility, so accommodation needs can be confirmed before purchasing by emailing sipsandsparksevents@gmail.com. Photos or video may be taken for promotional use, and anyone who prefers not to be photographed can inform the host on arrival.

Rings, The Acoustic Tour presents Toad the Wet Sprocket in an intimate setting built around Rings: The Acoustic Sessions, which reinterprets the band’s most loved songs with acoustic arrangements that highlight their warm, honest spirit. Like the rings of a tree marking seasons of growth, the music traces the band’s journey and invites personal reflection with grace, depth, and a sense of hope. Rooted in a fourteen song collection that reworks favorites from scratch, this is not about nostalgia, it is a vivid snapshot of a group still fully engaged with its own catalog. An intimate celebration of four decades of songs cherished by fans, presented as part of the Pepsi Rock Series Handcrafted by American Metal.

UBG and The Wandering Women bring an acoustic-centered show to Whitlock’s Restaurant in Bethel, featuring lush vocal blends, acoustic guitars, and pared-back arrangements that put the songs at the forefront. The repertoire leans into classic folk nods, roots and Americana, and acoustic reinterpretations of well-known tunes, all delivered with an easygoing, intimate feel. The performance unfolds in a relaxed Irish pub setting with dinner and drinks.

One River School presents Teen Nights, creative studio evenings for students in grades 6 to 12. This Teen Art Night focuses on cartooning, guiding participants to build original characters while exploring bold facial expressions and energetic poses. All materials are provided and a One River instructor leads the project in a friendly, low-pressure setting that leaves room to relax with friends. Pizza and a movie are included. Admission is $35.

A friendly chess club session centered on improving strategy and enjoying over the board play. It welcomes players in grades 3 to 10 at any experience level, from beginners to seasoned competitors.

CityCenter Danbury and the Kiwanis Club of Greater Danbury present the 34th annual Halloween on the Green at Danbury Green. Families can enjoy a children’s costume parade, music, local vendors, and a variety of kid-friendly activities. Prizes will be awarded for the most original, spookiest, and cutest costumes, and the first 800 children in costume will receive special goodie bags. Admission is free thanks to support from local sponsors. Parking is available at the Patriot Parking Garage next to the Green.

Whitlock’s Restaurant in Bethel, CT sets the scene for a Halloween evening inspired by Samhain, with live music from Brandon Mullis. Honoring the Celtic turn from harvest to winter, the night blends an inviting Irish pub atmosphere with seasonal folklore and a touch of magic. Expect lively tunes, good food, Irish whiskey, and cold drinks, all in the company of friends and a festive crowd.

District Music Hall hosts a powerful bill featuring Nekrogoblikon with Aborted, Signs of the Swarm, and Party Cannon. Presented by Premier Concerts and Manic Presents, this event is open to all ages. Tickets are available for purchase.

Celebrate Halloween with a live performance from American 27's. Costumes are encouraged for a festive night.

RDG teams up with Caledonia for an afternoon event at Music at the Ridge in Danbury, Connecticut. Tickets will be available soon.

The Wrecks take the stage at District Music Hall with support from Worry Club and Kid Sistr, presented by Premier Concerts and Manic Presents. This is an all ages show. The Wrecks formed when Nick Anderson, coming from rural Wellsville, New York, connected online with Aaron Kelley, Billy Nally, and Nick “Schmizz” Schmidt to launch a new band and put it to the test on the road. Their five most-streamed tracks have surpassed 140 million plays on Spotify, and their debut single reached the Top 40 at Alternative Radio. The band’s second album, Sonder, is out, and the deluxe edition opens with Things You Make Me Do, a track that showcases their evolving sound and lyrics while staying rooted in alternative pop.

A monthly Legacy tournament takes place on the first Thursday of each month. Entry is $15 and credit is not accepted for entry. Proxies are not allowed, and play runs for three to four rounds. Every participant receives a promo pack, and first place also earns a foil promo pack. Prizes are awarded as store credit, with payouts based on attendance. With 4 to 7 players, the top three receive 50 percent, 30 percent, and 20 percent. With 8 players, the awards are $50, $30, $20, and $20. With 9 players, they are $60, $35, $20, and $20. With 10 players, they are $65, $35, $25, and $25.

Comedian Michelle Wolf takes the stage for a live stand-up performance as part of the Barts Tree Service Comedy Series. Praised by outlets such as The Village Voice and The Daily Beast as a leading voice in comedy, she recently released her third special, Michelle Wolf: It’s Great to Be Here, a three-part, half-hour-each Netflix release that reached the platform’s Top 10. Her previous special, Michelle Wolf: Joke Show, is also available on Netflix. In 2018 she served as the headliner for the White House Correspondents Dinner.

Mystery Train performs at Notch8 for Jake’s birthday show.

Theresa Caputo, known to many as the Long Island Medium, presents a live experience shaped by her own life stories, down-to-earth humor, and reflections on her ability to connect with those who have passed. For over a decade, she has offered comfort to millions by sharing messages intended to heal and reassure, reminding audiences that loved ones who have died can still be present in a different way. A television personality and best-selling author with more than 20 years of recognition for her work as a medium, she appears as part of the Adam Broderick Salon & Spa Entertaining Conversation Series.

Residents in the greater Danbury area can schedule an appointment to donate blood at St Anthony Maronite Catholic Church of Danbury. To sign up, call 1-800-RED CROSS or use the Red Cross website with code LACD. If you are not local to this area, you can find a drive near you by searching with your zip code. Blood donations are needed year round, and thanks are extended to the Middle Eastern churches in Danbury for their partnership. Donors will receive sandwiches courtesy of Gallucci Catering.

At the Christ is King Lutheran Church fall fair in Newtown, CT, find Tulacat toys and support their cause. With the holidays approaching, these toys are highlighted as thoughtful gifts for your own cats and for your friends' cats.

Now celebrating 30 years, this milestone edition highlights the longest-running record show in Connecticut. It offers a chance for record enthusiasts to recognize decades of music collecting and community. Tables can be reserved, and booking early is encouraged. Help spread the word about the anniversary celebration.

CraftWestport gathers more than 175 modern makers and artists for a carefully curated marketplace presented by the Westport Young Woman's League. Shoppers can discover original apparel and accessories, handmade jewelry, and distinctive pieces for the home. The selection includes functional and sculptural works in ceramics, glass, metal, fiber, wood, and mixed media, along with fine art spanning painting, printmaking, drawing, and photography. Gourmet specialties add to the mix, making it an easy way to kick off holiday gift finding for everyone on the list. Hosted at Staples High School, this indoor event offers free on-site parking and a cafe. The venue is accessible, and only documented service animals are permitted. Admission is $13 for general entry, $11 for seniors age 62 and up, and $5 for ages 12 to 18. Children under 12 are admitted free.

Explore the era of Newtown’s one-room schoolhouses through a conversation with four alumni. Charles “Charlie” Ferris, Mabel Phillips, Margaret “Peg” Forbell, and Gloria Ricco will take part in a panel discussion, accompanied by a short Then and Now slideshow highlighting many of the town’s historic schoolhouses. Town Historian Ben Cruson will share background on why several of these small schools reopened in the 1940s due to overcrowding. Come with questions, as generous time is set aside for audience participation. Families are welcome, and children and grandchildren are encouraged to attend for this rare chance to hear firsthand stories. There is an expectation that questions from current schoolchildren will be especially thoughtful. Admission is free, with optional donations appreciated to help support future programs. This event was rescheduled due to a forecasted nor’easter. Please note that Evelyn “Evie” Watts, previously announced as a panelist, will not be participating following her passing. While she cannot be present, her spirit and contributions remain part of the occasion.

Tony & The West Siders deliver a performance of genuine classic rock and blues at Charter Oak Brewing Company LLC, paired with fresh, award-winning beer from the brewery.

Presented by Premier Concerts and Manic Presents, Bingo Loco comes to District Music Hall for an all-ages event. Tickets are on sale.

Marking a milestone of service to veterans and the community, the Danbury War Memorial hosts a black tie optional 75th Anniversary Gala at Anthony’s Lake Club. The evening features a cocktail hour and reception, followed by dinner and a formal program. An open bar is included, and tickets are $75 per person, which covers dinner and beverages. Guests may select Chicken Parmesan, Eggplant Parmesan, or Filet Mignon for the main course. Proceeds support the War Memorial’s ongoing operations and future facility improvements. Sponsorships and commemorative ad opportunities are available.

RGB appears at Notch8 in Bethel, Connecticut, with a show that brings together Rob Glassman, Mike Piercey, Ralph Santoro, and Eli Farland. The focus is on this ensemble of performers sharing the stage.

Chat Pile, Soul Glo, and Shallowater take the stage at District Music Hall. Presented by Premier Concerts and Manic Presents, this all-ages show features live sets from all three artists. Tickets are available now.

Lysa TerKeurst and Tasha Layton bring the Making Peace With What I Can’t Control Tour to Walnut Hill Community Church in Bethel, CT. This evening blends worship with Bible-centered teaching aimed at releasing the pressure to hold everything together, recognizing control that stems from fear, and discovering a steadier peace that does not hinge on other people or changing circumstances. A VIP experience includes a conversation before the main program, with staggered entry for VIP, early entry, and general admission. The schedule is subject to change. To protect attendees from fraudulent resales, third party ticket selling is not allowed on TPR event pages, and only tickets purchased through the official outlet are guaranteed and ensure access to updates and assistance.

Life as an empath can feel heavy when other peoples emotions soak in like a sponge. This class looks at how emotional, physical, and spiritual sensitivities can lead to burnout and boundary challenges, then offers guidance on turning that sensitivity into a strength. Participants explore ways to feel more in control and care for their own energy while connecting with fellow empaths. $25 per person.

Support the Sunshine Kids at a wine tasting that features a variety of wines, hors d'oeuvres, and good company, along with a raffle and a silent auction. Tickets can be purchased via Venmo at @Barbara-Babcock-4, last four digits 6300.

An informal coffee gathering for LGBTQ+ community members age 55 and older, along with friends and allies, offers conversation and connection. It also creates space for seniors who want to support younger LGBTQ people and learn about local resources. Expect easygoing mingling and opportunities to hear about other LGBTQ-focused or senior-centered happenings in the area. Hosted at Daily Fare, where coffee, baked goods, and light lunch options like soup are available. Guests with dietary needs can ask at the counter about items that are gluten free, nut free, or vegan. This meetup occurs on the second Friday of each month.

Phillip Phillips performs at District Music Hall in Norwalk, CT.

The fourth annual reunion at Cars & Coffee Darien marks the 55th anniversary of the Cannonball Baker Sea-to-Shining Sea Memorial Trophy Dash at the storied starting point of the final run. This gathering highlights a legendary chapter in automotive culture, honoring skilled drivers, capable machines, and a rebellious spirit that challenged convention. The main program includes a DJ with music, a live memorabilia auction, and a Q&A featuring some original race participants. Admission for show cars is $25 in advance or $30 on the day, and spectator entry is $5. Children under 12 and active duty military receive free admission. A 50/50 raffle is planned, and all profits are directed to the Brock Yates Foundation for Alzheimer’s Research. For travelers, a room block is available at the Stamford Marriott Hotel and Spa at $219 per night, with parking at $15 per night.

Browse memorabilia, antiques, furniture, art, books, jewelry, and more at the Stamford History Center’s fall tag sale fundraiser. An Encore Day follows the main sale. Purchases support the Stamford History Center. For the best selection, arriving early is recommended. Those with items to contribute can arrange drop-off or pick-up by contacting 203-329-1183 or info@stamfordhistory.org.

A festive holiday craft festival returns for its sixth year with a charitable focus, supporting the American Cancer Society and Relay For Life of Greater Danbury. Explore a lineup of 50 local vendors offering handmade goods, sweet treats, candles, soaps, jewelry, baby gifts, knitwear, and other unique finds to help complete your gift list. Food trucks add to the fun with favorites from Schlemdogs and drinks from Wild Sips CT. The event is held at the Danbury Police Activities League. Tickets are sold at the door, admission is $5 for adults, and children under 12 enter free. Parking is complimentary. Hosted by Crazy For Events CT.

Swap, donate, or take home plants with no obligation to trade. You may pick up a plant without bringing one, and you can drop off plants without taking any. During the frost period, only indoor plants are accepted. Seeds are part of the exchange as well, so you can give or pick up seed packets or seeds saved from your garden.

At Lava Sono, Mr TRLP sets the mood in an intimate piano room, performing audience favorites with his pianist. The music spans jazz, R&B, soul, Top 40, and more for a wide-ranging, crowd-pleasing set. Reservations are available for those celebrating a special occasion, and all celebrations are welcome. Food and drink will be offered.

This monthly trivia night at the Greater Danbury Irish Cultural Center features DJ Tyler curating challenging questions across five rounds covering a mix of categories. Form a team, put your knowledge to the test, and enjoy dinner and drinks while you play. With multiple rounds to make a comeback, there are plenty of chances to top the scoreboard and keep the fun going throughout the event.

An evening centered on John Legend, the EGOT-honored, multiplatinum artist recognized for excellence, creativity, and social impact. His work in music, storytelling, activism, and entrepreneurship has inspired audiences worldwide. This gala is a vital fundraiser for the Ridgefield Playhouse. Ticket income contributes to programming, but it does not cover all operational needs, so philanthropic support from events like this helps sustain the Playhouse’s mission to present renowned performances, expand arts learning initiatives, and offer community-focused programs for Ridgefield and the wider community.

A double bill showcases two CT bands. Mojo, from Ridgefield, plays songs by the Dead, the Allmans, the Stones, the Beatles, Neil, and Dylan. Sugar House delivers a mix of rock, funk, and soul covers alongside original music.

The Mystery Train Band brings the music of the Jerry Garcia Band to Brass & Bone in South Norwalk, setting a festive tone for the start of the holiday season. Expect warm soul grooves and long, free flowing jams in the spirit of Garcia’s later years, mixing Garcia and Hunter originals with the Dylan, Motown, reggae, soul, and The Band covers he made his own. Songs on the set list may include Cats Under the Stars, Sugaree, Deal, Mission in the Rain, and Midnight Moonlight, with room for whatever the crowd calls out as the night unfolds. The group hails from western Connecticut and keeps it simple with no opening act, focusing the night squarely on the music and the shared vibe.

GoodTime Charlies brings high-octane classic rock to Michael’s Tap Room, channeling the heart and soul of legendary hits. Expect searing guitar solos, powerhouse vocals, a dynamic presence onstage, and thunderous drums that drive favorites from the 80s through today. The set is built for singalongs and dancing, delivering the upbeat party vibe the band is known for. Michael’s Tap Room complements the music with American comfort food in a cozy setting, plus craft cocktails and 40 beers on tap. The music will be featured on the venue’s new stage.

The Tarrywile Half Marathon is billed as a rugged trail challenge, with close to 3K of elevation and stretches of technical Northeast singletrack. The course rewards effort with wide views of Danbury and calm lake scenery within the park. Alongside the half marathon, there is a full marathon for an even bigger test and a 10K for those seeking a shorter introduction to the trails. A $600 cash bonus is offered to the first male finishing under 1:45 and the first female finishing under 2:00 in the half marathon.

Violinist Nemanja Radulović appears at Grace Farms, CT with his chamber ensemble Double Sens on their first United States tour. A Serbian artist with a 20 year recording career, Radulović is recognized for performances that combine exuberant energy, forthright communication, expressive depth, and adventurous choices, and he has been appointed a Chevalier of the Ordre des Arts et des Lettres by the French Republic. Founded by Radulović in 2008, Double Sens brings together French and Serbian musicians in a spirited conversation that crosses genres and traditions. The ensemble moves with ease from core classical works to Eastern European folk colors and contemporary voices, shaping narratives marked by rhythmic drive and emotional intensity. The program includes Radulović’s arrangement of Beethoven’s Violin Sonata No. 9 in A major, Op. 47, the Chaconne from Bach’s Partita No. 2 in d minor, BWV 1004, and Bach’s Concerto for Violin, Strings, and Basso continuo, BWV 1052R.

Explore Heartwood by Amity Gaige, a mystery set in the Maine woods. Forty-two-year-old Appalachian Trail hiker Valerie Gillis disappears with 200 miles remaining, and Beverly, a Maine State Game Warden, leads the on-the-ground search as possibilities arise that the case is not an accident. Alone in the wilderness, Valerie writes fragmented, poetic letters to her mother while facing the elements and working to keep hope alive. At the same time, Lena, a seventy-six-year-old birdwatcher in a Connecticut retirement community, turns into an armchair detective. Shifting among these viewpoints, the narrative pieces together a puzzle that weaves mystery, thriller, nature, and suspense. Presented at Barnes & Noble.

This session is dedicated to the opening half of an epic novel. The remaining half will be discussed in December.

Francis Ellis takes the stage for a live stand-up performance. The show centers on big laughs and upbeat entertainment, setting the tone for a memorable night out.

A tribute to The Reckoning album. This event celebrates its songs and the music that defines it.

Robby Hoffman brings her Live on Tour performance to the Barts Tree Service Comedy Series. An Emmy winner for writing and an Emmy-nominated actor, she works across stand-up, television, and podcasting. In 2025 she was named to Variety’s 10 Comics to Watch and her Netflix stand-up special, Robby Hoffman: WAKE UP, directed by John Mulaney, was released worldwide. Mulaney highlighted her commanding presence on stage when their collaboration was announced. Screen highlights include starring opposite Michelle Williams in FX’s limited series Dying for Sex and appearing in Season 4 of HBO’s Hacks, where a guest role earned an Emmy nomination, with a major part ahead in HBO’s Rooster from Steve Carell and Bill Lawrence. She is also developing UnEntitled at HBO as writer, executive producer, and star. This tour stop showcases the stand-up voice behind her expanding body of work on screen.

Spacecat Brewing Company in Norwalk, Connecticut hosts a Next Stop Comedy show with a rotating roster of stand-up performers. Each edition features a fresh mix of comics, including acts with credits on television and popular podcasts. The lineup changes every time.

The Wandering Women make an appearance at Whitlock's for a casual hangout. Attendees can relax together and order from the restaurant's menu, which includes seafood. It is a simple chance to connect over food and conversation.

This event marks a return to a venue the organizers are excited to revisit, reflecting their appreciation for the space and the chance to be back.

Lou Gramm, the original voice of Foreigner, takes the spotlight with the sound that helped shape classic rock. His unmistakable vocals powered the multi platinum band’s rise in the late 1970s and 1980s and remain instantly recognizable to generations of listeners. A member of the Rock & Roll Hall of Fame, the Songwriters Hall of Fame, and the Heavy Metal Hall of Fame, he helped create enduring hits like I Want to Know What Love Is, Cold as Ice, Hot Blooded, Waiting for a Girl Like You, Urgent, and Juke Box Hero. With more than 80 million records sold worldwide, his influence continues to resonate. Presented as part of the Pepsi Rock Series Handcrafted by American Metal.

Party Rock's Dirty Little Secret delivers high-energy party rock covers. With over eleven years of experience entertaining audiences across the tri-state area, this seasoned cover act brings a lively, crowd-ready show.

This high energy celebration of 90s rock features music from Stone Temple Pilots, Gin Blossoms, Pearl Jam, Foo Fighters, Collective Soul, Bush, Nirvana, Green Day, and Alice in Chains, along with other favorites from the era.

Francis Ellis brings a night of comedy to New York Comedy Club Stamford, offering laughter and live entertainment.

Acclaimed singer, songwriter, and composer Rufus Wainwright brings a career of bold artistry to this performance, recognized by the New York Times for his originality. Born in New York and raised in Montreal, he has released ten studio albums along with three live recordings and three DVDs, including a Grammy-nominated Carnegie Hall tribute to Judy Garland. His collaborative work spans icons and contemporary stars alike, including Elton John, Joni Mitchell, Paul Simon, Sting, Miley Cyrus, David Byrne, Boy George, Pet Shop Boys, Heart, Carly Rae Jepsen, Robbie Williams, Jessye Norman, Billy Joel, and producer Mark Ronson. His creative reach extends beyond popular music, with two operas to his name and many contributions to film and television. Presented as part of the 068 Magazine Singer Songwriter Series.

The Bethel Turkey Trot features a challenging 5K course that winds through the neighborhoods of Bethel, CT. A portion of the proceeds benefits two local groups. Ability Beyond supports people of all abilities in living, working, and thriving as active members of the community. Bethel Parks and Recreation offers residents a wide range of programs and activities for all ages, from preschoolers to seniors.

Anthony Kearns, Ronan Tynan, and Patrick Hyland unite as The Irish Tenors, widely regarded as leaders in their genre. Each is classically trained and seasoned by performances in renowned concert halls across the globe, and together they shape a performance designed to move and inspire. The program blends lighthearted, celebratory songs with poignant melodies for a heartfelt musical journey. Presented as part of the Aquarion Global Voices Series.

Judy Collins has built a career defined by a luminous voice, fearless and intimate songwriting, hard won personal victories, and steadfast social activism. In the 1960s her music captured the hope and grit of a generation confronting social and environmental injustice. Six decades later, audiences continue to discover a catalog of 55 albums and draw inspiration from her disciplined, purposeful approach to an enduring life in music. Presented as part of the 068 Magazine Singer Songwriter Series.

Celebrate a landmark career as Judy Collins brings her Sweet Judy Blue Eyes Farewell Tour with RSO to Ridgefield, CT. Renowned for luminous vocals, heartfelt songwriting, and a steadfast voice for social causes, she rose to prominence in the 1960s and has continued to resonate with listeners across generations. Her expansive body of work spans 55 albums, reflecting a lifetime of artistry and perseverance in music. High interest has prompted the addition of a second performance. This appearance is part of the 068 Magazine Singer Songwriter Series.

Mind the Gap returns to 314 Beer Garden, bringing music alongside beer, food, and the glow of fire pits. A friendly setting with tunes that pair well with drinks and bites.

Lumos presents a candlelit homage to Luciano Pavarotti at First Church of Christ Congregational in Redding. The concert features a pianist, a string duo, and a vocal duo performing opera repertoire associated with Pavarotti, with the full program to be announced. Lumos produces tribute concerts in churches and venues across the UK and US, and a donation is made to a different charity each month. Seating is first come, first served within your selected tier in Platinum, Gold, Silver, or Bronze zones. The venue is wheelchair accessible, although front row placement is not guaranteed. Open to ages 8 and older. Two sittings are offered.

A Harry Potter inspired party is coming to Norwalk, Connecticut, welcoming fans of every house and all ages. The space will be reimagined with Hogwarts themed touches, offering themed beverages including butter brews while guests represent Gryffindor, Hufflepuff, Ravenclaw, or Slytherin. Highlights include a wizard and witch costume contest, Harry Potter trivia, magical games and competitions, a photo booth with wizarding props, a Sorting Hat ceremony, and a live DJ that keeps the dance floor moving. Attendees are encouraged to arrive in robes, house colors, scarves, or other wizard inspired attire, with prizes for the most magical witches, wizards, and creatures. Raise a glass, test your knowledge, and make memories beneath the glow of Wizard Fest.

RGB presents a holiday-themed show at Notch8, featuring Rob Glassman, Mike Piercey, Ralph Santoro, and Eli Farland. This seasonal performance brings the group together for a festive night at the venue.

Settle in at Nine Pin Cider for a festive serving plate painting session. Choose a design that suits your style, whether it is a hugging snowman with a gnome, a Santa themed cookie plate, or a classic snowman. An instructor will be there to lead the way, or you can follow your own creative path. Enjoy an included beverage while you paint. Leave with a one of a kind dish to keep or give as a gift, and take home warm memories from a cozy, creative setting.

This live stage production at Stamford Center for the Arts, The Palace Theatre in Stamford, CT features vibrant effects like flashing lights, haze or fog, and bursts of confetti. Ticket access is offered in multiple phases, including presales for Palace Members, Artist, and Moonbug participants, a Blippi Summer Promotion, and a public on sale.

An annual holiday performance fills Christ Church Greenwich with vibrant sounds as a chorus, soloists, and orchestra present Vivaldi’s exhilarating and seldom heard Gloria RV 588 alongside festive works by Gweneth Walker and Dan Forrest. The program also includes music from Christmas and Hanukkah traditions, creating a spirited seasonal celebration. The performance is led by Artistic Director Christine Howlett and features Edward Pleasent as narrator and baritone. The King School Vocal Arts Ensemble appears under the direction of conductor Eleanor Bach. The concert runs approximately 90 minutes.

One River's Holiday Makers Market showcases student creators with handmade art, jewelry, crafts, and other seasonal pieces. Pop-up displays set up across the school make it easy to browse and shop for unique gifts. Guests can enjoy a snack, design their own gift tags, and enter a raffle. Complimentary gift wrapping is available for all purchases to keep holiday prep simple.

A fundraising gala dinner in Hartford, USA supports Shaukat Khanum Memorial Cancer Hospital and Research Centre in Karachi. The focus is on raising funds for cancer treatment and research at the hospital. Imran Khan Cancer Appeal, Inc. is a registered 501(c)(3) nonprofit, and contributions may be tax-deductible to the extent permitted by law. EIN 13-3626299.

Mr TRLP brings a night of music to Lava Sono in an intimate piano setting, performing favorite songs alongside his pianist. The playlist spans genres from jazz, R&B, and soul to Top 40 and more. If you are celebrating something special, reserve in advance to mark the moment with him. All celebrations are welcome, and food and drink options will be available.

GoodTime Charlies fires up a high energy night of classic rock, reviving the biggest hits from the 80s, 90s, and beyond with tight musicianship. From iconic anthems to crowd-pleasers, the set is packed with sing-along staples. Expect a lively atmosphere and plenty of volume. Food and cold drinks are available to round out the experience.

Ridgefield Conservatory of Dance presents a full-length staging of Tchaikovsky’s The Nutcracker, continuing a tradition that began with the establishment of Ridgefield Playhouse when The Patricia Schuster School of Dance became the nonprofit conservatory. Directed by Henry Seth and Amy Piantaggini, the production features students performing alongside professional and guest artists to bring this holiday classic to life. Series affiliations include the Family Series, the Dimitris Diner Family Series, and the Addessi Jewelers Holiday Series.

The GRAMMY-nominated choir Broadway Inspirational Voices returns to Grace Farms with a family-friendly concert that blends Broadway favorites, gospel traditions, and Christmas music performed by 30 vocalists, all set within a glass-walled hall that glows as the December light fades. This 60-minute program is shaped for the Sanctuary’s natural acoustics and features the choir’s hallmark arrangements alongside new interpretations, interweaving songs from Broadway throughout. The performance is designed to nurture a warm sense of joy, community, and togetherness across the seasons of life. Following an enthusiastic response last year, this marks the second consecutive year that a special program created specifically for Grace Farms will be presented, aligning with shared commitments to meaningful community experiences through music and the arts. Broadway Inspirational Voices is a diverse choir and service organization powered by Broadway artists who use music to inspire hope and positive change, and Grace Farms highlights nationwide, collaborative music and performing arts initiatives that support marginalized and overlooked communities, with partners that include Ronald McDonald House New York, Covenant House International, the New York City Department of Corrections, and LaGuardia High School, among others.

This concert features pianist Irina Nuzova with violinist Beryl Diamond Chacon, violist Alexander McLaughlin, and cellist An-Lin Bardin. The ensemble of piano, violin, viola, and cello highlights the musical conversation between keyboard and strings as these four artists perform together.

Chrissy and Ed of The CliQue bring an all-acoustic set to Italia Mia, blending familiar favorites with a few holiday selections while keeping the mood relaxed and festive. The evening pairs live music with dinner and drinks in a cozy setting, along with lighthearted banter between songs.

A festive celebration of the season returns to Gates Restaurant & Bar as Mind the Gap brings its holiday party tradition back, bigger than before.

Honor the winter solstice with a quiet gathering that embraces the longest night and the turning toward light. The experience invites reflection, release, and intention setting for the year ahead, creating space to look back on the past year and welcome new beginnings. A guided meditation opens the event, followed by a candlelit ritual accented with evergreens. Each participant lights a personal candle from a central flame to symbolize renewal and the sharing of light, then takes that candle home. The atmosphere encourages resting in stillness and reconnecting with an inner light that never fades. $25 per person.

World Ballet Company brings The Nutcracker with a live orchestra to Stamford Center for the Arts - The Palace Theatre in Stamford, CT, filling the stage with holiday magic for audiences of all ages. A cast of 40 accomplished dancers performs amid more than 150 meticulously hand sewn costumes and elaborate handcrafted sets for a sparkling seasonal celebration. The story follows Marie on Christmas Eve as her Nutcracker springs to life, carrying her into a dream filled with drifting snow, a clash with mice, and a visit to the enchanting Kingdom of Sweets. The performance runs approximately 1 hour and 40 minutes, including a 20 minute intermission, and welcomes ages 2 and older. Based in Los Angeles and led by Sasha Gorskaya and Gulya Hartwick, World Ballet Company tours beloved classics across the country with a mission to make ballet accessible to newcomers and devoted fans alike. The company features renowned professionals representing over ten countries and has toured to more than 300 cities, reaching an audience of over 500,000. Special pricing is available for groups of 10 or more.

Next Stop Comedy brings a rotating showcase of stand-up to Spacecat Brewing Company in Norwalk, CT. Each show features a completely new roster of comics, including performers with television and podcast credits. Enjoy a lively night of laughs in a brewery setting with a fresh mix of voices every time.

Ring in New Year’s Eve with Belinda Carlisle, a pop icon whose career has thrived for nearly four decades despite changing musical trends. Celebrated for powerful vocals, heartfelt melodies, and vivid storytelling, she leads a festive concert that highlights the enduring appeal of her music. An optional Ball Drop Upgrade for $25 extends the evening with a post-show celebration that includes a DJ, small bites, a champagne toast, and a countdown to midnight. This performance is part of the Pepsi Rock Series Handcrafted by American Metal.