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Weekly Happenings in and around Fairfield County
Celebrate Father’s Day & Summer Solstice Around Fairfield County.
With Father’s Day and the Summer Solstice both landing on Sunday, June 21, it’s the perfect week to celebrate summer in Fairfield County!
Enjoy a night under the stars at Edmond Town Hall’s popular Summer Drive-In Movie featuring Austin Powers: International Man of Mystery on Friday from 9–11 p.m. Get the details here.
Dead Heads won’t want to miss the CT Grateful Dead All Stars at The Palace Theatre Stamford’s UpStage on Friday at 8 p.m. Reserve your tickets here.
Need a laugh? New York Comedy Club Stamford has an incredible lineup of comedians all week long. Check out their schedule here.
Looking for great food and music? Head to Washington Street in SoNo for Creole favorites and live jazz or enjoy a late dinner for two at Brass & Bone. Make a reservation here.
Aquila’s Nest Vineyards keeps the fun flowing with an Elton John Tribute on Saturday and Groovy Social & Woodstock Music Night on Sunday. Check out their events here.
Fairfield After Dark is also spotlighting ODEEN’S in Norwalk and Ridgefield. Catch Isabelle & Phil LIVE Friday in Ridgefield, plus Speed Dating, Family Trivia, and Tangled Vine in Norwalk. There’s always something happening at ODEEN’S. Check out their schedule here.
- New Canaan: Tuesday Night Jazz with Noreen Mola Quartet at Roger Sherman Inn(6pm –8:30pm)
- 🍸 Norwalk: Musical Cocktail Hour with Sweeney Martini at Brass & Bone(6pm –8pm)
- 🎤✨ Norwalk: OPEN MIC NIGHT AT BRASS & BONE(8pm)
- 🎸🌞🌳 Ridgefield: Liam Purcell & Cane Mill Road at Ridgefield’s Ballard Park (7pm)
- Shelton: Punky Reggae at Spotted Horse Tavern(8pm)
- 🎸🌞🌳 Stratford: Stratford Community Concert Band on the Paradise Green Gazebo(7pm)
- 🎸🌞🌳 Stratford: Stratford Community Concert Band Outside on the Paradise Green Gazebo(7pm)
- 📍 Stamford: Oldschool203 - Stamford Street Beats Pop-Up at Bedford Street Plaza(6pm –8pm)
- 📍 Stamford: Jennie Woltz - Stamford Street Beats Pop-Up at Ferguson Library Plaza (6pm –8pm)
- Stamford: Frank Mastrone and Chris Coogan at Villa Italia Restaurant(6:30pm)
- Bethel: Berkshire Jazz Orchestra 17pc Big Band Swings at La Zingara(7pm –9pm)
- Bridgeport: Hurley Hour at BRYAC Black Rock(7pm)
- Danbury: Danbury Chow down at City Center Danbury GREEN (11:30am – 1:30pm)
- 🎸🌞🌳 Fairfield: Tom Weber performs at Fairfield's Peanut Butter Jam Concerts at Sherman Green(10:15am)
- Fairfield: Music with The Lamb Jam at The Seagrape Fairfield(8:30pm)
- 🎸🌞🌳 Greenwich: The Bob Button Big at Binney Park (7pm)
- 🎸🌞🌳 New Canaan: Kenn Morr – Original Folk Rock at Waveny Park (7:30 – 9:30pm)
- 👢⭐ Newtown: Country Line Dancing at Aquila's Nest Vineyards(6pm)
- Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table(6pm –9pm)
- 💘⏱️ Norwalk: Speed Dating Ages 40-55 in Norwalk, CT at Odeen’s at Oak Hills(7pm)
- 🎤✨ Norwalk: KARAOKE Party at BRASS & BONE(8pm)
- Pawling, NY: Antonia Bennett LIVE at Daryl's House Restaurant & Live Music Club(7pm)
- Shelton: Mike Hatfield at Spotted Horse Tavern(8pm)
- Stratford: Billy Mack & Frankie V at Joey C's Boathouse Cantina & Grill(5:30pm – 8:30pm)
- 🤣 Stamford: Comedian Jack Grady at New York Comedy Club Stamford(7pm)
- Bethel:
ERIC MOCK at Whitlock’s Restaurant(6pm –9pm)
🎸🌞🌳 Bethel: Over Easy Band at The Bethel Library(6:30pm) - Bridgeport: Jeff Conlon at The Castle, Black Rock(7pm –10pm)
- Bridgeport: Bryac Funk Night Party with Friends at BRYAC Black Rock(9pm)
- Danbury: Thursday Open Jam with Phoenix Tree at Sugar Hollow Taproom(7pm)
- 🎸🌞🌳 Fairfield: Always Morning (Indie Rock) at Sherman Green Gazebo (6:30pm –8pm)
- Fairfield: Suck'r Punch at The Sinclair(8:30pm)
- 🎸🌞🌳 Milford: Matt Kampee & The Hub Take Over Fridays After Five at Fowler Field (6-8 pm)
- Milford: Dueling Pianos with The Flying Ivories at Stonebridge (6pm)
- 🎸🌞🌳 New Milford: Anchor Management at Rock The Block(6:30pm –8pm)
- New Milford: Karaoke & Lip Sync Night at Housatonic Brewing(7pm –9pm)
- 🎸🌞🌳 New Fairfield: On the Road Again at New Fairfield Memorial Ball Field (6:30pm –8pm)
- 🎸🤣 Stamford:🌞🌳 New Milford: Anchor Management at Rock The Block (6:30 –8:30pm)
- 🎶 Newtown: Aquila’s Nest Vineyard - Mike Grosso (5:30-8:30pm)
- 🌿🎱 Newtown: Plant Bingo at Aquila's Nest Vineyards(6pm)
- 😂🎤 Norwalk: Good Karma Arts Festival at Brass & Bone(6pm)
- 💡 Norwalk: Trivia Night at ODEEN’S - Oak Hills Golf (7-9pm)
- Norwalk: Henry Jones at Sails American Gril(6pm –9pm)
- Norwalk: Kristin & Ray at Public Wine Bar(7pm –9:30pm)
- Old Greenwich: ETA - at Lugano(8:30pm – 10:30pm)
- Piermont, NY: Tune-Up Thursdays(5pm –10pm)
- Port Chester, NY: Red Grenadine at Garcia's at The Capitol Theatre(8pm)
- 🎸🌞🌳 Ridgefield: Christine Ohlman & Rebel Montez at Ridgefield’s Ballard Park (7pm)
- Ridgefield: Ramblin' Dan Stevens at Nod Hill Brewery(6:30pm)
- Shelton: Only Child at Spotted Horse Tavern(8pm)
- Stratford: RYAN COLLINS at Blackbird's Nest(6pm)
- Stratford: Bad Saints at Joey C's Boathouse Cantina & Grill(6:30pm)
- 📍Stamford: Gab Kallay & Band - Stamford Street Beats Pop-Up at Columbus Park(6pm –8pm)
- Stamford: Oldschool 203 at Third Place by Half Full Brewery(5pm –8pm)
- Stamford: Drop The Mic Night benefitting Next Girl Up (5:30pm –8:30pm)
- 🤣 Stamford: Roast Battle at New York Comedy Club Stamford (7:30pm)
- Stamford: Holley McCreary IVE at ZAZA Italian Gastrobar(7pm –10pm)
- 🎟️🎡 Westport: The Yankee Doodle Fair Returns to Westport(6pm –10pm)
- Westport: Alan Broadbent and Harvie S Quartet - Jazz at the Post(7:30pm – 10pm)
- Westport: Music with Billy Genuario(9pm)
- Bethel: Tom Duffy Band at Broken Symmetry Brew(6pm)
- Bethel: $2 Hat at Dragonfly(6pm –9pm)
- Bethel: Note to Self at Shakedown Street Eats(6:30pm)
- Bethel: Mike and Ike at Notch 8(8pm)
- 🎸🌞🌳 Bethlehem: Southern Voice Band at March Farms Hilltop (6-8pm)
- 🎸🌞🌳 Bridgeport: Randy Coppola - Friday Night Music on the Dock at Port 5(5pm –8:30pm)
- Bridgeport: An Evening with Bill Lopez at Boca Oyster Bar(7pm –10pm)
- Bridgeport: The Incredible Amplifiers at Twelvenote Brew Co.(7pm –10pm)
- Bridgeport: Blue Skies on Mars at BRYAC Black Rock(10pm)
- 🎸🌞🌳 Danbury: "Mr. Owes" Johnson - Juneteenth Concert at Danbury City Center Green (7pm –9:30pm)
- Danbury: John Fazio Jr at Charter Oak(7pm –9pm)
- Danbury: Bitten at Sugar Hollow Taproom(8:30pm)
- Danbury: Reckless Endangerment at Elicit Brewing Co – Danbury(9pm)
- Danbury: DJ Frankie at Elicit Brewing Co – Danbury(10pm)
- Fairfield: Jukebox Radio Acoustic Duo at Elicit Brewing Co – Fairfield(9pm)
- Fairfield: DJ Golden Boy at Elicit Brewing Co – Fairfield(10pm)
- Greenwich: Cover Story at Clubhouse at the Griff(7:30pm – 10:30pm)
- Milford: Male Review at Anthony D's Bar & Grill(8:30pm)
- New Milford: Way Behind The Sun at Housatonic River Brewing(7pm –10pm)
- 🎟️🎶Newtown: The Best of 80s, 90s & 2000s Live Band at Aquila's Nest Vineyards(6pm)
- Newtown: Iris Lies at Reverie Brewing Company(6pm –9pm)
- 🍽️Norwalk: Tangled Vine at Odeen’s - Oak Hills (7-10pm)
- 🍽️📅 Norwalk: Jazz Dinner with Alex Slomka Trio at Brass & Bones (6-8:30pm)
- Norwalk: What Up Funk Band at 314 Beer Garden(7:30pm –10:30pm)
- Norwalk: Underdogs at BanC House(8pm –11pm)
- 🌙🍷🍽️ Norwalk: Drop Party at Brass & Bone(9pm)
- Norwalk: Dale Allen & 41 North at Sails American Grill(9pm –12am)
- Port Chester, NY: Nothing Serious & Shinebox at Garcia's at The Capitol Theatre(8pm)
- 🍽️Ridgefield: Isabelle & Phil on the Porch at Odeen’s BBQ Ridgefield Golf Course (5:30pm-8:30pm)
- Ridgefield: Hitch & the Giddyup at Nod Hill Brewery(6:30pm)
- Shelton: Elliot Thompson Music at Spotted Horse Tavern(11:30am – 3:30pm)
- Sherman: The Sherman Chamber Ensemble: Monticello’s Two Worlds - Sherman at Jewish Community Center(7:30pm –9:30pm)
- Stratford: ROCKOUSTIC at Blackbird's Nest(6pm)
- Stratford: Whabendos at Windmill Tavern(8pm)
- Stratford: Latin Night Affinxe Orchestra at Joey C's Boathouse Cantina & Grill(9pm)
- 🤣 Stamford: Comedy Showcase with Vannessa Jackson, Nick Tilleli, Shafi Hossain, Jarrett Campbell at New York Comedy Club Stamford (8pm)
- 💀🌹⚡️ Stamford: CT Grateful Dead All-Stars at The Palace Theatre Stamford(8pm)
- Stamford: Bad Management at Third Place by Half Full Brewery(8pm –10pm)
- Stamford: Paper Suns at Tiernan's Bar & Restaurant(9:30pm)
- 🎸🌞🌳 Westport: Owen Band - Music on Church Lane(5:30pm –9pm)
- 🎟️🎡Westport: The Yankee Doodle Fair Returns to Westport(6pm – 10pm)
- Woodbury: One Track Mind at the Woodbury Brewing Company(8:30pm)
- Bethel: Ten Grand at Notch 8(8pm)
- Bethel: Grooved Pavement at Dragonfly(6pm – 9pm)
- Bethel: Who's Your Dady at Shakedown Street Eats(6:30pm)
- 🎺🥁🎪 🎉 Bridgeport: Wing Ding Parade(9am)
- 🏳️🌈🌈 Bridgeport: Greater Bridgeport Pride Festival(1pm)
- Bridgeport: Silver Steel at Captain's Cove(4pm)
- Bridgeport: Spignesi & Jeffery Duo at Twelvenote Brew Co.(7pm –10pm)
- Bridgeport: American 27s at The Castle, Black Rock(8pm – 11pm)
- Bridgeport: TBA at BRYAC Black Rock(10pm)
- Brookfield: Rio Sorrentino at Pulcinella(7pm –10pm)
- Cos Cob: Tangled Vine at St. Lawrence Society(7pm –10pm)
- Danbury: Greater Danbury Art Jam at the Arthur Murray Dance Studio(5pm)
- Danbury: Milo’s Mojo at Charter Oak(6pm – 8pm)
- Danbury: Sugar House - 90's Edition w/ Chowdah at Sugar Hollow Taproom(8:30pm)
- Danbury: Vivid at Elicit Brewing Co – Danbury(9pm)
- Danbury: GOODTIME CHARLIES at Molly Darcy’s Irish Pub & Restaurant(9:30pm)
- Danbury: DJ DOUBLE G at Elicit Brewing Co – Danbury(10pm)
- 🎸🌞🌳Fairfield: Shady at Fairfield's Sweet Sounds of Summer Concerts Series at Sherman Green (6:30pm)
- Fairfield: Stephen Darcy at Elicit Brewing Co – Fairfield(9pm)
- Fairfield: DJ Puzzo at Elicit Brewing Co – Fairfield(10pm)
- Greenwich: Finders Keepers at Clubhouse at the Griff(8pm – 11pm)
- Milford: Free Live Music at Walnut Beach Arch(4pm –6pm)
- 🎸🌞🌳Milford: Kickoff to Summer Fireworks at Lisman Landing(4:30pm –10:30pm)
- Milford: Boondocks at Anthony D's Bar & Grill(8:30pm)
- Monroe: 54th Annual Monroe Congregational Church Strawberry Festival(10am – 5pm)
- New Milford: The Titan Durty Band at Housatonic River Brewing(7pm – 10pm)
- 🎶 Newtown: Aquila’s Nest Vineyard - Frandango 2:30-(5:30pm)
- Newtown: Chocolate Fondue Dip & Sip at Aquila's Nest Vineyards(12pm)
- Newtown: Tempo Mini Golf Pop Up at Aquila's Nest Vineyards(1pm)
- 🎟️🎶Newtown: Here's Elton Tribute Show at Aquila's Nest Vineyards(6pm)
- Newtown: Rob Glassman Band at Newsylum Brewing(3pm – 6pm)
- Newtown: Noreen Mola Quartet at Perfusion Bar(8pm – 11pm)
- Norwalk: Norwalk Art Festival at Mathews Park(10am)
- Norwalk: Docktails and Oysters(5pm –7pm)
- 🍽️📅 Norwalk: Jazz dinner with Colin Dooman at Brass Bone(6pm)
- Norwalk: Hawkins French at 314 Beer Garden(7:30pm – 10:30pm)
- 🌙🍷🍽️ Norwalk: DKP at Brass & Bone (9:30pm)
- Old Greenwich: The Undercovers at Bosco's Bar and Grill(9pm – 11:30pm)
- Port Chester, NY: The Rock and Roll Playhouse Plays Music of Grateful Dead + More for Kids at Garcia's at The Capitol Theatre(12pm)
- Port Chester, NY: The Fab Faux Afterparty Seth Winters at Garcia's at The Capitol Theatre(8pm)
- Port Chester, NY: The Fab Faux Featuring The Hogshead Horns & The Creme Tangerine Strings at The Capitol Theatre(8pm)
- Ridgefield: Matt Rhone at Nod Hill Brewery(5pm)
- Redding: Pimpinella at Milestone(9pm)
- Shelton: Tangled Vine at Spotted Horse Tavern(8pm)
- Sherman: Jacob & David Bernz at Jewish Community Center(7:30pm – 9:30pm)
- Stratford: Tony Mac at Blackbird's Nest(12pm)
- Stratford: FLANNEL CLAD MASSES at Blackbird's Nest(6pm)
- Stratford: Between the Keys at Two Roads(6pm –8:30pm)
- Stratford: Sketchy at Best at Windmill Tavern(8pm)
- Stratford: The Zoo at Joey C's Boathouse Cantina & Grill(9pm)
- Stamford: Summer Block Party at The Stamford Town Center(11am – 6pm)
- Stamford: Open Play Chess in Latham Park, Stamford(1pm – 3pm)
- 🤣 Stamford:Comedy Showcase with Alingon Mitra, Max Antonucci, Liz Barrett, Dave Temple at New York Comedy Club Stamford (7 & 9:30pm)
- Stamford: KPOP Demon Hunter DJ Fanfest at The Palace Theatre Stamford(7pm)
- Stamford: Something Fried at Third Place by Half Full Brewery(8pm – 10pm)
- Stamford: Bad Saints at Tiernan's Bar & Restaurant(9:30pm)
- 🎸🌞🌳Westport: LUCIUS at The Levitt Pavilion(6:30pm)
- 🎸🌞🌳Westport: Eliot Thompson - Music on Church Lane(5:30pm –9pm)
- 🎟️🎡Westport: The Yankee Doodle Fair Returns to Westport(1pm – 10pm)
- Woodbury: The Rakes at the Woodbury Brewing Company(8:30pm)
- Bethel: Bourbon And Britches at Shakedown Street Eats(11am –1pm)
- Bethel: She's My Ex at Broken Symmetry Brew(12pm)
- Bethel: $2 Cap at Notch 8 (5pm)
- Bethel: Greg Frost And Faction at Shakedown Street Eats(5pm –8pm)
- Bridgeport: The Two J’s - Sunday Night Music on the Dock at Port 5(3pm)
- Bridgeport: 5 Cent Nickel Duo at Twelvenote Brew Co.(2pm –5pm)
- Bridgeport: The Bernadettes at Captain's Cove(3pm)
- Bridgeport: Frank Yantorno at The Castle, Black Rock(5pm –8pm)
- Bridgeport: The Red Planet at BRYAC Black Rock(6pm)
- Bridgeport: Dancing through the Decades at Captain's Cove(7pm)
- Bridgeport: Sunday Patio Sessions with Jay at Boca Oyster Bar(7pm –10pm)
- Danbury: Tom Duffy Band at Charter Oak(4pm –6pm)
- 🎸🌞🌳Easton: Christine Chanel (Soul, rock, funk and pop) - Concerts on the Hill (6-8pm)
- East Haven: Museum Tours & Trolley Rides on The Shore Line Trolley Museum(11am –3pm)
- 🎸🌞🌳Fairfield: Zully Ramos & The OG's (High Energy Variety) at Sherman Green Gazebo (6:30pm –8pm)
- Fairfield: Fairfield Make Music Day(1pm – 2pm)
- 🎸🌞🌳Milford: Walnut Beach Fairy Frolic(6pm – 9pm)
- 🎟️🎟️🎶Newtown: Mind Mysteries Brunch Show at Aquila's Nest Vineyards(12pm)
- 🎟️Newtown: Wine and Wheels - Showcase Your Car at Aquila's Nest Vineyards(12pm – 3pm)
- 🎶 Newtown: Aquila’s Nest Vineyard -The Barn Rats (2:30-5:30pm)
- 🎟️🎶 Newtown: Groovy Social & Woodstock Music Night at Aquila's Nest Vineyards(5:30pm)
- 🎟️Newtown: Fine Cigars Night at Aquila's Nest Vineyards(6pm)
- 🎟️Newtown: Wine & Wags at Aquila's Nest Vineyards(6pm)
- Newtown: Jeff Summa & the Roasters at Newsylum Brewing(2pm – 5pm)
- Newtown: Rich Molden at Reverie Brewing Company(2pm –5pm)
- Norwalk: Norwalk Art Festival at Mathews Park(10am)
- Norwalk: Father's Day Brunch Buffet at Washington Prime (11am)
- Pawling, NY: Father's Day Brunch: David Powers at Daryl's House Restaurant & Live Music Club(12pm)
- Pawling, NY: Rumours ATL: A Fleetwood Mac Tribute (Night One) at Daryl's House Restaurant & Live Music Club(8pm)
- 🎸🌞🌳Redding: Sister Funk at The Redding Town Green (6-8pm)
- Shelton: Only Child Duo at Spotted Horse Tavern(8pm)
- Stratford: What Up Funk at Joey C's Boathouse Cantina & Grill(3pm)
- Stratford: Sheila & Ray at Blackbird's Nest(4pm)
- Stamford: Summer Block Party at The Stamford Town Center(11am –6pm)
- 🤣 Stamford: Comedy showcase with Derek Humphrey, Crenshaw White, Bo Ballew and Irina Cheldize at New York Comedy Club Stamford (7pm)
- 🎸🌞🌳Trumbull: West Rock at Trumbull’s Sunday Summer Concert Series at the Gazebo(4pm)
- 🎸🌞🌳Westport: Dark Star Orchestra at The Levitt Pavilion(5pm)
- 🎟️🎡Westport: The Yankee Doodle Fair - Inclusive Sensory Hour(12pm –1pm)
- 🎟️🎡Westport: The Yankee Doodle Fair Returns to Westport(1pm – 5pm)
Newtown, CT: Discover weekly happenings at Aquila's Nest Vineyards! Close out Halloween 2026 with costume parties, wine pairings, creative workshops and more.
Newtown, CT: Discover November 2026 shows at Edmond Town Hall in Newtown, CT, featuring live music, comedy, special performances, family entertainment and more!
Stamford, CT: Discover November 2026 comedy shows at New York Comedy Club Stamford, featuring Todd Barry, Lil' Mo Mozzarella, Francis Ellis and more. Get tickets!
Stamford, CT: Discover November shows at The Palace Stamford featuring Air Supply, Electric Avenue, Tommy James, STOMP, and Jessica Lynn's Christmas spectacular.
Milford, CT: Celebrate 24 years of Hall-O-Weekend in Downtown Milford, October 23–25, 2026! Enjoy three days of free Halloween fun, movies, trick-or-treating, and fall festivities.
Fairfield County's Fall Entertainment Guide: October 21–25, 2026 Fairfield County's fall entertainment lineup just keeps getting better! From legendary musicians and laugh-out-loud comedy to Halloween-inspired performances, some of our favorite venues are bringing plenty of excitement to the stage this week. Here's what's happening October 21–25! Edmond Town Hall | Newtown It's a star-studded weekend at Edmond Town Hall! Rock & Roll Hall of Famer John Oates & The Good Road Band take the stage Friday, October 23. On Saturday, October 24, get ready for a wildly entertaining Halloween tradition with The Rocky Horror Picture Show featuring a live shadow cast. Sunday's performance of Gary Gulman's 7th Hour is already SOLD OUT! The Palace Danbury | Danbury Prepare for an afternoon of mind-blowing comedy! Peter Antoniou, The Psychic Comedian , brings his unique blend of mind reading, humor, and audience interaction to The Palace Danbury on Sunday, October 25, at 3 p.m. Aquila's Nest Vineyards | Newtown There's something happening nearly every day at Aquila's Nest Vineyards! Kick things off with Witchy Wednesday , followed by a Hocus Pocus-inspired musical drag show Thursday . Friday features Acqua Azzurra Italian Music , while Saturday brings Here's Elton, an Elton John tribute . Wrap up Sunday with free live music by Simone Dube from 2–5 p.m. and the ever popular Hocus Pocus Drag Show back again at 6:30 PM for another fabulous drag show! New York Comedy Club | Stamford Need a good laugh? New York Comedy Club Stamford delivers another fantastic weekend of stand-up! Luke Severeid kicks things off Thursday, followed by Angelo Colina with four performances across Friday and Saturday. Reserve your seats before they're gone! The Palace Theatre | Stamford Two big nights of comedy are headed to The Palace Theatre Stamford ! Catch comedian Matteo Lane on Thursday, October 22 , followed by Killers of Kill Tony on Friday, October 23, at 8 p.m . Check ticket availability and get ready for a weekend of laughs! Your Local Entertainment Starts Here! From live music and comedy to Halloween thrills, Fairfield After Dark keeps you connected to the hottest shows, events, and happenings in Fairfield County and beyond. Don't miss out! Explore our event calendars , discover what's happening in and around your town, and grab your tickets before the best shows sell out! Explore More Events at FairfieldAfterDark.com