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This Week in Fairfield County: Live Music, Legendary Concerts & Summer Fun
August is officially here, and while many of the outdoor summer concert series are beginning to wind down, there's still plenty of live music, festivals, and community events to enjoy before the season fades. The coming weeks will also bring true music legends to Fairfield County stages, including Bonnie Raitt at the Levitt Pavilion on Sunday, August 9, and the legendary Motown Queen Diana Ross, returning to The Palace Theatre Stamford on Sunday, August 16. With a stretch of beautiful summer weather and clear skies in the forecast, there's no better time to get out, explore what's happening this week, and experience everything Fairfield County has to offer.
Sponsor Spotlight: The Palace Theatre Stamford
This week, Fairfield After Dark is proud to recognize The Palace Theatre Stamford as our featured sponsor.
Built in 1927, The Palace Theatre is the longest-running arts presenter in Fairfield County and remains one of Connecticut's premier performing arts venues. Operated by Stamford Center for the Arts (SCA), the beautifully restored 1,600-seat theater presents an outstanding lineup of concerts, comedy, Broadway productions, family shows, and special events throughout the year.
Designed by renowned architect Thomas Lamb, The Palace has welcomed legendary performers including Jerry Seinfeld, Steve Martin, Chicago, Earth, Wind & Fire, Jeff Dunham, and countless other world-class entertainers. This month, the spotlight shines on the return of the legendary Diana Ross on Sunday, August 16, one of the many world-class performances taking the stage this season.
Discover everything coming to The Palace Theatre Stamford this season—from legendary concerts and Broadway productions to comedy, family entertainment, and more. Click here to explore the complete lineup of upcoming shows and purchase your tickets.
- ☀️🎶Bridgeport: Gunsmoke - Black Rock Concert Series (6:30pm – 8:30pm)
- New Canaan: Tuesday Night Jazz with Noreen Mola Quartet at Roger Sherman Inn(6pm - 8:30pm)
- New Haven: 80 Proof American Kitchen Oyster Festival August 4-9(4pm - 9pm)
- ☀️🎶Newtown: Judy Pancoast at Newtown Kids Concerts at Dickinson Memorial Bandshell(11am –12pm)
- ☀️🎶Oxford: 100 Proof - Oxford Summer Nights At The Beach(6:30pm)
- ☀️🎶Stratford: T and T Dreamin' Outside on the Paradise Green Gazebo (7pm)
- Stamford: Cats in Hats at Villa Italia Restaurant(6:30pm)
- ☀️🎶Stamford: Bennie Rose at Ferguson Library Plaza(6pm - 8pm)
- ☀️🎶Stamford: Dive Bar Confessional at Bedford Street Plaza(6pm - 8pm)
- ☀️🎶Trumbull: Michele Urban Music at Trumbull’s Summer Kids Concert Series(10-11am)
- ☀️🎶Trumbull: North County Band at Trumbull Gazebo Tuesday Night Concert Series (7pm)
- 🎤🎶Westport: Joy Clark at Levitt Pavilion(7pm)
- Bethel: The Other Orchestra 19pc Big Band Is Back! Outdoor Dining at La Zingara Restaurant(7pm - 9:15pm)
- Bridgeport: Hurley Hour at BRYAC Black Rock(7pm)
- Fairfield: Music with The Lamb Jam at The Seagrape Fairfield(8:30pm)
- Greenwich: The Future Heavies - The Best Music of the 80's at Roger Sherman Baldwin Park (7pm)
- ☀️🎶New Canaan: Vivid – Rock, Pop, Country at Waveny Park(7:30 – 9:30pm)
- ⭐🎟️Newtown: Reiki & Rosé at Aquila's Nest Vineyards(6pm)
- ⭐🎟️Newtown: Rhythmic Reset at Aquila's Nest Vineyards(6:30pm)
- Norwalk: Captain Jack at Calf Pasture Beach(7pm – 9pm)
- 🎭🎨🎸Norwalk: SoNo Summer Arts Festival(10am - 5pm)
- Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table(6pm - 9pm)
- Pawling, NY: Mike Love & The Full Circle at Daryl's House Restaurant & Music Club(7pm)
- ☀️🎶Shelton: Alpaca Gnomes - Shelton Music under the stars Summer Concert Series (7pm)
- Stratford: Billy Mack & Frankie V at Joey C's Boathouse Cantina & Grill(5:30pm - 8:30pm)
- ⭐😂🎟️Stamford: Comedians Elyssa Penson, Eli Ruffer, Dan Kalwhite, Avery Quinn at New York Comedy Club Stamford(7pm)
- Westport: Flor Bromley : Children’s Series at Levitt Pavilion(7pm)
- Bethel: The Michael Bank Trio plays Jazz Standards at the Bethel Library(6:30pm – 7:30pm)
- Bethel: FIDDLERS BRAWL at Whitlock's Restaurant(6pm - 9pm)
- Bedford, NY: Louis Cato at Bedford Playhouse(7pm)
- ☀️🎶Bridgeport: Funky Dawgz Brass Band Funky Dawgz + West Hill Road WHR at McLevy Green (6pm – 8:45pm)
- Bridgeport: Bryac Funk Night Party with Friends at BRYAC Black Rock(9pm)
- Danbury: Thursday Open Jam at Sugar Hollow Taproom(8pm)
- ☀️🎶Fairfield: Eleven Steps Shy (Rock & Roll) at Sherman Green Gazebo (6:30pm –8pm)
- Fairfield: ETA Music at The Sinclair(8:30pm)
- Mamaroneck, NY: The Brit Pack at Emelin Theatre(7:30pm)
- Milford: DUELING PIANOS w/ THE FLYING IVORIES at Stonebridge Restaurant(6pm)
- ☀️🎶New Fairfield: Split Decision at New Fairfield Memorial Ball Field (6:30pm –8pm)
- ☀️🎶Newtown: The Lonetown Boys at the Dickinson Memorial Bandshell - Newtown (6:30pm –8pm)
- ⭐🎶Newtown:Music with Kent Besocke at Aquila's Nest Vineyards(5:30pm - 8:30pm)
- ⭐🎟️Newtown: Pilates + Pour with Mia at Aquila's Nest Vineyards(6pm)
- Norwalk: Chuck Chessler at BJ Ryan's EAST(7;30pm - 10pm)
- 🍔🍺🧠Norwalk: Trivia Night at ODEEN'S(7pm - 9pm)
- Pawling, NY: G. Love & Special Sauce - Lemonade 20th Anniversary Tour plus DIZZYISDEAD at Daryl's House Restaurant & Music Club(8pm)
- Port Chester, NY: Simply Stapleton at Garcia’s at The Capitol Theatre(8pm)
- Shelton: Only Child at Spotted Horse Tavern(8pm)
- Stratford: GYPSY BROWN BAND at Blackbird's Nest(5pm)
- Stratford: 80's vs 90's (Rob Newberry) at Joey C's Boathouse Cantina & Grill(8pm)
- Stratford: The Outsyders at Joey C's Boathouse Cantina & Grill(6:30pm)
- ⭐😂🎟️Stamford: Roast Battle ft: Dave Sheehan, Beau McDowell, Katy Coughlin, Julia Barnard, Maddie Murphy, Josh Rodriguez + More! at New York Comedy Club Stamford(7:30pm)
- ☀️🎶Stamford: Matt Relevo at Columbus Park(6pm - 8pm)
- ☀️🎶Stamford: Matt Kolb at Kiwanis Park(6pm - 8pm)
- Westport: John Basile Quartet at Jazz Society of Fairfield County, Inc.(7:30pm - 10pm)
- Westport: Music with Billy Genuari at Spotted Horse Tavern(9pm)
- Westport: The Red Planet at Levitt Pavilion(7:30pm)
- Bethel: EDDY OR NOT at Whitlock's Restaurant(6pm - 9pm)
- Bethel: Sherman Hill Band at Dragonfly(6pm -9pm)
- Bethel: Erik Rabasca at Shakedown Street Eats(6:30pm)
- Bethel: Station Road at NOTCH8(8pm)
- Bedford, NY: Petey Hop at Bedford Playhouse(6:30pm)
- ☀️🎶Bethlehem: The Pop Rocks at March Farms Hilltop (6-8pm)
- Bridgeport: Scratch at Boca Oyster Bar(3pm - 6pm)
- ☀️🎶Bridgeport: Between the Keys at Twelvenote Brew Co.(7pm - 10pm)
- Bridgeport: Rae the Band at BRYAC Black Rock(10pm)
- ☀️🎶Brookfield: NASHVILLE DRIVE at the Summer Concerts in the Park - Brookfield (6:30pm)
- ☀️🎶Bridgeport: Elana Zabari - Friday Night Music on the Dock at Port 5(5pm –8:30pm)
- ☀️🎶Danbury: Rock Steady (70's - 90's - Todays Favorite) at Danbury City Center Green(7pm – 9:30pm)
- Danbury: Dr. Frankenbob at Charter Oak Brewing and Taproom(6;30pm - 8:30pm)
- Danbury: The Rakes at Sugar Hollow Taproom(8:30pm)
- ☀️🎶Darien: The Spadtastics at Tilley Pond Park(6pm – 8:30pm)
- Fairfield: Eric Christensen at Elicit Brewing Co - Fairfield(9pm)
- Fairfield: DJ Donny D at Elicit Brewing Co - Fairfield(10pm)
- ☀️🎶Monroe: Back Trax - Monroe Arts in the Park Concerts(7pm)
- New Milford: North County Band at Kimberly Farm(5pm - 8pm)
- Newtown: Sundad at NewSylum Brewing Co.(6pm - 9pm)
- ⭐🎶Newtown: Music with Mental Health Duo at Aquila's Nest Vineyards(5:30pm - 8:30pm)
- ⭐🎟️🥂Newtown: Wine and Wheels - Showcase Your Car at Aquila's Nest Vineyards(6pm)
- Norwalk: Paint Night at Calf Pasture Beach(6:30pm - 8pm)
- Norwalk: DKP BAND at BanC House(8pm - 11pm)
- Old Greenwich: SUCK'R PUNCH at Bosco's Bar and Grill(9pm -12am)
- Pawling, NY: Echoes of The Eagles - A Tribute to The Eagles at Daryl's House Restaurant & Music Club(8pm)
- Port Chester, NY: DeadCenter Stella Blue's Band at Garcia’s at The Capitol Theatre(8pm)
- Stratford:JOSEPH and the AMAZING TECHNICOLOR DREAMCOAT(3pm)
- Stratford:TONY FERRIGNO BAND at Blackbird's Nest(6pm)
- 😂⭐🎟️Stamford: Comedians Rojo Perez, Divya Gunasekaran, Max Antonucci, Tyler Groce at New York Comedy Club Stamford(8pm)
- Stamford: The Last Hoorah at Third Place by Half Full Brewery(8pm - 10pm)
- ☀️🎶Westport: Owen Band - Music on Church Lane(5:30pm –9pm)
- Westport: MASSIVE DIVA at Walrus Alley(7:30pm - 10:30pm)
- Westport: Just Press Play at Black Duck Cafe(9pm)
- Westport: Devon Gilfillian : Time Will Tell Tour at The Levitt Pavilion(7:30pm)
- 🎡🎠🌭✨ Wolcott: Wolcott Country Fair(4pm - 10pm)
- Bethel: Shay Sullivan at Broken Symmetry Brew(6pm)
- Bethel: Brian Matzke at Dragonfly(6pm - 9pm)
- Bethel: U.B.G. at Whitlock's Restaurant(6pm - 9pm)
- Bethel: Mystery Train at NOTCH8(8pm)
- ☀️🎶Bridgeport: Silver Steel at Captain's Cove Seaport (Marina, Restaurant & Bar)(4pm - 8pm)
- Bridgeport: Jay Schod at Boca Oyster Bar(5pm - 8pm)
- ☀️🎶Bridgeport: Nick DiMaria Jazz Trio at Twelvenote Brew Co.(7pm - 10pm)
- Bridgeport: Embryo at BRYAC Black Rock(10pm)
- Brookfield: Rio Sorrentino at Pulcinella(7pm - 10pm)
- Danbury: Between the Keys at Charter Oak Brewing and Taproom(6:30pm - 8:30pm)
- Danbury: NOT SORRY at Sugar Hollow Taproom(8:30pm)
- Danbury: Tangled Vine at Elicit Brewing Co - Danbury(9pm)
- Danbury: DJ Pickz at Elicit Brewing Co - Danbury(10pm)
- ☀️🎶Fairfield: 3 Row SUV at Fairfield's Sweet Sounds of Summer Concerts Series at Sherman Green (6:30pm)
- Fairfield: Brent Nyitray at Elicit Brewing Co - Fairfield(9pm)
- Fairfield: DJ Double G at Elicit Brewing Co - Fairfield(10pm)
- Greenwich: Just Nuts at Clubhouse at the Griff(7:30pm - 10:30pm)
- New Milford: Pure Petty - Tribute to Tom Petty at Housatonic River Brewing(7pm - 10pm)
- ⭐🎟️🐐🧘♀️ Newtown: Pilates with Goats in the Vineyard at Aquila's Nest Vineyards(11am)
- ⭐🎟️🍫🍷 Newtown: Chocolate Fondue Dip & Sip at Aquila's Nest Vineyards(12pm)
- ⭐🎷Newtown: Music with UP ON THE DOWN BEAT at Aquila's Nest Vineyards(2:30pm - 5:30pm)
- ⭐🎟️💃 🎶Newtown: Summer in White DJ Bingo at Aquila's Nest Vineyards(6:30pm)
- Newtown: Parkers Tangent at NewSylum Brewing Co.(3pm - 6pm)
- 🛍️🎶🌇✨Norwalk: Norwalk Outdoor Sunset Bazaar at River Street(4pm - 8pm)
- Norwalk: Strictly Business at 314 beergarden(7pm - 11pm)
- ⭐🍽️🎶Norwalk: Cryin' Out Loud at Brass and Bone(9:30pm)
- Old Greenwich: Rusty Gear at Bosco's Bar and Grill(9pm - 12am)
- Pawling, NY: Sabbath Supertzars: Tribute to Black Sabbath at Daryl's House Restaurant & Music Club(8pm)
- Putnam Valley, NY: Professor Louie and the Crowmatix at Tompkins Corners(8pm)
- Port Chester, NY: DeadCenter Stella Blue's Band at Garcia’s at The Capitol Theatre(8pm)
- Ridgefield: Hitch & the Giddyup at Nod Hill Brewery(5pm)
- Shelton: Ferigno Band at Spotted Horse Tavern(8pm)
- Sherman: A Night of Neil: Celebrating the Music of Neil Young & Neil Diamond at JCC In Sherman(7;30pm - 9:30pm)
- 🎭🌈🎶Stratford:JOSEPH and the AMAZING TECHNICOLOR DREAMCOAT(2pm - 7pm)
- Stratford: Sentinel Salt at Blackbird's Nest(6pm)
- Stratford: Shot Down at Joey C's Boathouse Cantina & Grill(9pm)
- Stamford: GrooveRX at Third Place by Half Full Brewery(7pm - 10pm)
- 😂⭐🎟️Stamford: Comedians Mahesh Kotagi, Jake Velazquez, Rosey Catherine, Alex Babbitt at New York Comedy Club Stamford(8pm)
- Watertown: Summer Night Out along Main Street (6-9pm)
- ☀️🎶Westport: Moss - Music on Church Lane(5:30pm –9pm)
- Westport: Rock Paper Soul at Black Duck Cafe(9pm)
- 🎡🎠🌭✨Wolcott: Wolcott Country Fair(9am -10pm)
- Woodbury: Jimmy Kenny and the Pirate Beach Band at Woodbury Brewing Company(8:30pm - 11pm)
- Bethel: Jimmy Buffet at Shakedown Street Eats(12pm)
- Bethel: $2 Cap at NOTCH8(5pm)
- ☀️🎶Bridgeport: The Two J’s - Sunday Night Music on the Dock at Port 5(3pm)
- ☀️🎶Bridgeport: Shakey! Neil Young Tribute at Twelvenote Brew Co.(2pm - 5pm)
- ☀️🎶Bridgeport: Old School 203 at Captain's Cove Seaport (Marina, Restaurant & Bar)(3pm - 7pm)
- Bridgeport: James Dalton at BRYAC Black Rock(5pm)
- Bridgeport: Ross & Bost at Boca Oyster Bar(5pm - 8pm)
- Bridgeport: Symphonic Bodega at BRYAC Black Rock(6pm)
- Danbury: Matt Wolpe at Charter Oak Brewing and Taproom(3pm - 5pm)
- ☀️🎶Fairfield: Between the Keys (Pop, Blues, Rock) at Sherman Green Gazebo (6:30pm –8pm)
- Greenwich: Greenwich Jazz Festival Presented by BackCountry Jazz(6pm - 8pm)
- ☀️🎶Milford: Remember September - Walnut Beach Pavillion(4pm –7pm)
- Milford: PRESENCE (LED ZEPPELIN TRIBUTE) at Stonebridge Restaurant(4:30pm)
- ⭐🎟️🍷🍫Newtown: Chocolate and Wine Pairing at Aquila's Nest Vineyards(12pm)
- ⭐🎟️🍷Newtown: Whiskers & Wine Kitten Adoption Event at Aquila's Nest Vineyards(12pm)
- ⭐🎸Newtown: Music with ACOUSTIC MAFIA at Aquila's Nest Vineyards(2pm - 5pm
- 🎟️🕶️🍷🔫 Newtown: I Love the 80s to Death Murdery Mystery at Aquila's Nest Vineyards(6pm)
- Newtown: Hatfield at Reverie Brewing Company(2pm - 5pm)
- Newtown: Mental Health at NewSylum Brewing Co.(2pm - 5pm)
- Norwalk: Emily Victoria at Washington Prime(12pm - 3pm)
- Norwalk: Chowdah Music at 314 Beer Garden(3pm - 6pm)
- ☀️🎶Old Greenwich: Reinaldo DeJesus Latin Jazz Experience - Greenwich Point Summer Concerts(4pm)
- Old Greenwich: Mike Milazzo Solo Sundays at Bosco's Bar and Grill(2pm - 4pm)
- ☀️🎶Old Greenwich: Reinaldo DeJesus Latin Jazz Experience - Greenwich Point Summer Concerts(4pm)
- Pawling, NY: MTV Unplugged Tribute Band at Daryl's House Restaurant & Music Club(7pm - 8pm)
- Piermont, NY: Piano Brunch Sunday at OTTO'S(12pm - 3pm)
- Putnam Valley, NY: Poets’ Corner with Abby Luby at Tompkins Corners(3pm)
- Port Chester, NY: Bella Rayne Band at Garcia’s at The Capitol Theatre(8pm)
- ☀️🎶Redding: Sweet Megg at The Redding Town Green (6-8pm)
- Sherman: Sunday Speaker Series: Greg Van Antwerp "Stories From the Attic" at JCC In Sherman(1pm - 2pm)
- Shelton: DJ Ron ice at Pier131 Kitchen + Bar(6:30pm - 9pm)
- Shelton: Tangled Vine at Spotted Horse Tavern(8pm)
- 🎭🌈🎶Stratford:JOSEPH and the AMAZING TECHNICOLOR DREAMCOAT(3pm)
- Stratford: Signature Band at Joey C's Boathouse Cantina & Grill(3pm - 7pm)
- Stratford: CALLIOPI at Blackbird's Nest(4pm)
- ⭐😂🎟️Stamford: Sunday Night Comedy at New York Comedy Club Stamford(7pm)
- ☀️🎶Stamford: Otis and the Hurricanes - Music at the Bartlett(5pm –7pm)
- ☀️🎶Trumbull: The Bob Button Band at Trumbull’s Sunday Summer Concert Series at the Gazebo(4pm)
- 🎡🎠🌭✨Wolcott: Wolcott Country Fair(9am - 6pm)
- Westport: Hitch Duo and Matt Rhone at Walrus Alley(5pm - 8pm)
- Westport: Bonnie Raitt at the Levitt Pavilion(7pm)
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