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This Weeks Happenings in and around Fairfield County: August 3–9, 2025 🎶🍷🎬
Summer’s in full swing and Fairfield County is bursting with concerts, comedy, craft fairs, movies under the stars, car shows, food truck nights, and vineyard vibes. From outdoor jazz and tribute bands to yoga in the vineyard and family movie nights on the beach, there's no shortage of memorable moments to soak in. Whether you’re looking for a relaxing winery day, a festival with the kids, or dancing under the stars, this week has it all. Scroll through and plan your week of fun!
🎉 Sunday, August 3
🌅 Dueling Pianos at Aquila's Nest Vineyards (Newtown, 6pm)
Unleash your inner rock star at this interactive show paired with wine, sunsets, and mountain views.
🎨 SONO Arts Festival (Norwalk, 10am–5pm)
A vibrant street fest full of artists, food trucks, live music, and coastal energy.
🐦 Skyhunters in Flight at Beardsley Zoo (Bridgeport, 11am–2pm)
Up-close bird-of-prey demonstrations for all ages—educational and thrilling!
- Bridgeport: The Two J's at Port 5 (3pm)
- 🐯 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 🦅 Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm)
- Bridgeport: Ross & Bost LIVE at Boca Oyster Bar(5pm)
- Danbury: Kent Besocke Live + Dad’s Grill Truck at Charter Oak Brewing(2pm-4pm)
- Fairfield: Glamour Girls at Sherman Green Gazebo (6:30-8pm)
- Greenwich: Dixieland Jazz Band LIVE at Island Beach Ferry (4-6pm)
- Milford: Shakedown at Walnut Beach Pavillion(4:00pm-7:00pm)\
- Milford: PETTY LARCENY (TOM PETTY TRIBUTE) LIVE at Stonebridge Restaurant(5pm)
- 🐱 Newtown: Whiskers & Wine Kitten Adoption Event at Aquila's Nest Vineyards(12pm)
- Newtown: Blonde and Grey LIVE at Aquila's Nest Vineyards(2pm-5pm)
- 🎹 Newtown: Dueling Pianos with the Flying Ivories at Aquila's Nest Vineyards(6pm)
- Newtown: Judson Jazz Live at Reverie Brewing Co(2pm-5pm)
- 🎨 Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- Newtown: One Track Mind LIVE at Newsylum Brewing Co(2pm-5pm)
- 🎨 Norwalk: SONO Arts Festival(10am-5pm)
- Norwalk: The Mojomatics LIVE at 314 Beer Garden(3pm-6pm)
- Old Greenwich: Frank Kovac Solo Acoustic LIVE at Bosco's Bar and Grill(4pm-7pm)
- 🎪 Northford: PoCo FEST(11am-6pm)
- 🎹 Piermont, NY: Sunday Piano Brunch with Roberta Picket at OTTO's(12pm-3pm)
- Ridgefield: Live Music with Kai Fozouni at 850 Degree(5pm)
- 🎷 Stamford: Cookie Thomas at Bartlett Arboretum & Gardens (5-7pm)
- 😂 Stamford: Comedians Juan Nicolon, Nick Tilleli, Olivia Carter, Mike Bramante at New York Comedy Club Stamford(7pm)
- Stratford:Sapphire LIVE at Blackbird's Nest(11am-2pm)
- Stratford: Jason Schod LIVE at Outriggers(2pm-5pm)
- Stratford: F.B. Lily LIVE at Joey C’s Boathouse(3pm-7pm)
- Shelton: Shawn Taylor at Jones Winery( 2–4pm)
- Shelton: Tangled Vine LIVE at Spotted Horse(4pm)
- 🧵 Sherman: Puppet Story-Telling with Cindy Davis at JCC in Sherman(11:30am-12:30pm)
- Trumbull: Roamer at Trumbull Sunday Concert Series at Town Gazebo(4:00 PM)
- 🇮🇳 Valhalla, NY: Westchester India American Heritage Festival(12pm-6pm)
- 🏛 Weston: Summer Sundays at Weston History & Culture Center(1pm-4pm)
- Westport: Stella Blue’s Band LIVE at Levitt Pavilion(7pm)
🎬 Monday, August 4
🎥 Outdoor Movie: IF (PG) (Calf Pasture Beach, Norwalk, 8:30pm)
Watch a family-friendly film under the stars with sand between your toes.
🎨 Annual Craftsmen’s Fair (Newbury, NH, 8:30am)
Worth the road trip for one of New England’s premier artisan showcases.
🐯 Beardsley Zoo – CT Season Pass Access (Bridgeport, all day)
Explore exotic wildlife and new exhibits with your season pass now accepted!
🎶 Tuesday, August 5
🎉
National Night Out (Rogers Park, Danbury, 5–9pm)
Community meets fun with food, police demos, and family entertainment.
🎸 Gunsmoke at Black Rock Concert Series (Bridgeport, 6:30pm)
Classic country and line dancing right by the water—free summer vibes.
👧 Judy Pancoast: Tuesday Tunes for Kids (Newtown, 11am)
Grammy-nominated children's performer brings musical joy to the littlest locals.
- 🐯 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- Bridgeport: Gunsmoke at Black Rock Summer Concert Series(6:30pm – 8:30pm)
- 🎉 Danbury: National Night Out in Rogers Park(5pm-9pm)
- Danbury: CD Rom Com LIVE at Sugar Hollow(8pm)
- 🎨 Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- 👧 Newtown: Judy Pancoast at Newtown's Tuesday Tunes Kids' Concerts(11 AM - 12 PM)
- Oxford: 100 Proof at Jackson Cove Summer Concert(6:30pm)
- 🎵 Trumbull: BenAnna Band at Trumbull's Kids Summer Concerts(10:00pm)
- Trumbull: The Bernadettes at Trumbull Summer Concert Series(7:00 pm)
- Redding: Teddy Goldstein at Summer Acoustic Music at Topstone Park(7:00 pm - 9:00 pm)
- 😂 Westport: Comedy Night III LIVE at Levitt Pavilion(7pm)
Wednesday, August 6
🎹 Piano Man Meets Rocket Man (Greenwich, 7pm)
Billy Joel vs. Elton John tribute showdown in scenic Roger Sherman Baldwin Park.
🧘 Yoga & Music Night at Aquila’s Nest (Newtown, 6:30pm)
Stretch, sip, and sway to live music with vineyard views.
♟️ Open Play Chess in the Park (Stamford, 12pm–2pm)
Bring a board or grab a partner—casual chess in a laid-back setting.
- 🐯 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 🎲 Bridgeport: Ladies Game Day at Port 5 Naval Vets(1pm-3pm)
- Bethel: Pangea World Beat LIVE at LaZingara(7pm)
- Fairfield: Mixtape Match LIVE at Elicit Brewing(7pm)
- Greenwich: Piano Man Meets Rocket Man at Roger Sherman Baldwin Park(7pm)
- 🎶 Newtown: City Express Entertainment Music Night at Aquila's Nest Vineyards(6:30pm)
- 🎶 Newtown: Funk, R&B, Rock, 60s through 80s Night at Aquila's Nest Vineyards(6:30pm)
- Newtown: Yoga in the Vineyard at Aquila's Nest Vineyards(6:30pm)
- 🎨 Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- New Canaan: DREAMIN’ at Waveny Park (7:30-9:30pm)
- Norwalk: Captain Jack Tribute Band at Calf Pasture Beach (7:00 pm)
- Stamford: Open Play Chess in Veterans Memorial Park – Stamford(12pm-2pm)
- Shelton: Orchard Hill Band at Music Under the Stars Summer Concert Series(7pm)
- Westport:
Danny Weinkauf & His Red Pants Band :: Children’s Series LIVE at Levitt Pavilion(7pm)
🍷 Thursday, August 7
🍣 The Sushi Class at Aquila’s Nest Vineyards (Newtown, 6pm)
Learn to roll your own sushi while sipping estate wine.
🎬 Sand Jam Movie Night: Despicable Me 4 (Jennings Beach, Fairfield, 8:45pm)
A fun, free family flick with an ocean breeze and beach chairs.
🎤 Leann Rimes LIVE (Ridgefield Playhouse, 8pm)
Chart-topping country pop star performs in an intimate local venue.
- 🐯 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- Cos Cob, CT: Michelle Pauker at Music on the Great Lawn(6:30pm-8pm)
- Danbury: SwingSet LIVE at Charter Oak Brewing(3pm-5pm)
- Darien: Unlocking Beethoven: Part Three with Gabriel Schaff, Orchestra Lumos(7pm-8pm)
- Fairfield: The Mertz’s at Sherman Green Gazebo(6:30-8pm)
- 🎥 Fairfield: Sand Jam Movie Night at Jennings Beach featuring Despicable Me 4(8:45 PM)
- Fairfield: ETA Music LIVE at The Sinclair(8:30pm)
- 🚘 Fairfield: CT Seaport Car Club's Car Cruise at Elicit Brewing(5pm)
- Fairfield: Eric Johanson LIVE at StageOne FTC(8pm)
- Greenwich: Michelle Pauker at Music on the Great Lawn(6:30 pm–8:00 pm)
- 🎶 Goshen: Podunk Bluegrass Music Festiva(11am)
- Milford: DUELING PIANOS W/ THE FLYING IVORIES LIVE at Stonebridge Restaurant(6pm)
- New Fairfield: The Chase at New Fairfield Summer Concert Series(6-8pm)
- 🎨 Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- 🍣 Newtown: The Sushi Class at Aquila's Nest Vineyards(6pm)
- Old Greenwich: Kayla Rae LIVE at Bosco's Bar and Grill(8pm-10pm)
- 🎷 Piermont, NY: Live Jazz with Pianist: Adam Birnbaum & Saxophonist: Gary Smulyan(6pm-9pm)
- Ridgefield: Live Music with the Peterman Project at 850 Degree(5pm)
- Ridgefield: Traditional Irish Session LIVE at Nod Hill Brewery(6pm)
- Ridgefield: Leann Rimes at Ridgefield Playhouse(8pm)
- Rowayton: ARILDO D’SOUZA LIVE at Sails Bar & Grill(6pm-9pm)
- Stratford: RLP Rahsaan Langley Project LIVE at Joey C’s Boathouse(6pm-9pm)
- Stratford: Sheffield Drive LIVE at Blackbird's Nest(6pm-9pm)
- 🏛 Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm)
- Westport: Melissa Newman LIVE at Jazz at the Post(7:30pm-10pm)
- Westport: Borboletta : A Tribute to Santana LIVE at Levitt Pavilion(7:30pm)
- Woodbury: Rose Hill Revival LIVE at Woodbury Brewing Company(8:30pm)
🎤 Friday, August 8
🎶
GOO GOO DOLLS + Dashboard Confessional (Hartford HealthCare Amphitheater, Bridgeport, 7:30pm)
Major alt-rock throwback under the stars—don't miss this one.
🍷 Girl Scout Cookies & Wine Pairing (Aquila’s Nest Vineyards, Newtown, 6pm)
Yes, you read that right. Cookies. Wine. Perfection.
🎡 Bethel Food Truck Fridays (5pm–8pm)
Local bites, sweet treats, and live music make this a go-to Friday hang.
- Bridgeport: Andy & Scott at Port 5 (5-8:30pm)
- 🐯 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- Bridgeport: GOO GOO DOLLS W/ DASHBOARD CONFESSIONAL(7:30pm)
- Brookfield: Owl's Nest at Brookfield's Concerts in the Park(6:30 PM)
- 🚚 Bethel: Bethel Food Truck Fridays(5pm-8pm)
- Bethel: Don Lowe Live at Shakedown Street Eats(6:30pm)
- Bethel: Beatnicks Band Live at Notch 8(8pm)
- Danbury: Sugar House Band at Danbury's Summer Concert Series(7pm - 9:30pm)
- Danbury: Vinyl Cut LIVE at Sugar Hollow(8:30pm)
- Fairfield: Mama Train Band at Jazz Fridays(6:30 PM – 8:00 PM)
- 🎻 Goshen: Podunk Bluegrass Music Festival(11am)
- Mahopac, NY: AC/DC Tribute LIVE at Putnam County Golf Course(6:30pm)
- Milford: IAN BIGGS LIVE at Stonebridge Restaurant(5:30pm)
- New Milford: Tangled Vine LIVE at Housatonic River Brewing(7pm-11pm)
- 🎨 Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- 🎥 Newtown: A Minecraft Movie (PG) at Edmond Town Hall(1pm-7:30pm)
- 🦙 Newtown: Llamas and Llibations at Aquila's Nest Vineyards(5:30pm)
- Newtown: Brie Blossom Foodie Night at Aquila's Nest Vineyards(6pm)
- 🍪 Newtown: Girl Scout Cookies & Wine Pairing at Aquila's Nest Vineyards(6pm)
- Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm)
- Newtown: The Resounders LIVE at Perfusion(8pm-11pm)
- 🎥 Newtown: ETH DRIVE-IN: The Big Lebowski (R)(9pm)
- Norwalk: Zully Ramos and the O.G.’s LIVE at 314 Beer Garden(7:30pm-10:30pm)
- Norwalk: Live Music With Geoff Hartwell!(10pm)
- Ridgefield: Live Music with the Munson Haas Duo at 850 Degree(5pm)
- Ridgefield: Faster Things - Allman Brothers Tribute LIVE at Nod Hill Brewery(6:30pm)
- Rowayton, CT: The Bar Car Band LIVE at Sails Bar & Grill(9:30pm-12am)
- 😂 Stamford: Kevin Nealon at New York Comedy Club Stamford(7:00pm-9:30pm)
- Stamford: Live Music at Third Place: Homemade(7pm-9pm)
- Stamford: Degens Band LIVE at Tiernan's Bar(10pm)
- Shelton: Monica Rizzio at Jones Winery(2–4pm)
- Stratford: Mike LoQuidice LIVE at Outriggers(5:30pm-8:30pm)
- Stratford: Live Music with Sneaky Pete at Windmill Tavern(8pm)
- Stratford: Locomotion LIVE at Joey C’s Boathouse(9pm-12pm)
- 🎶 Westport: Moss at Music on Church Lane( 6:00pm – 9:00pm)
- 💃 Westport: Lulada Club : NYC’s All Women Salsa Orchestra LIVE at Levitt Pavilion(7pm)
- 🎡 Wolcott: Wolcott Country Fair(5pm-11pm)
🎭 Saturday, August 9
🎙 Jerry Seinfeld LIVE (Bridgeport, 8pm)
Comedy royalty hits the stage—smart, sharp, legendary.
🎨 Mystic Outdoor Art Festival (Mystic, 11am–5pm)
A perfect day trip filled with coastal charm and fine art.
🎤
Sinatra & Dino Rat Pack Tribute (Aquila’s Nest Vineyards, Newtown, 6–9pm)
Smooth crooners, vintage style, and wine under the stars = retro romance.
- 🐯Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm)
- Bridgeport: Jerry Seinfeld at Hartford HealthCare Amp(8pm)
- Bridgeport: ZAC N FRIED LIVE at Boca Oyster Bar(8:30pm)
- Bethel: BluesyLand LIVE at Broken Symmetry(6pm)
- Danbury: Stella Blues Band LIVE at Sugar Hollow(8:30pm)
- Fairfield: Silver Steel at Sherman Green Gazebo (6:30-8pm)
- 🧑🌾 Farmington: 5th Annual Summer Farm Festival with Art & Craft Fair(10am-4pm)
- 🎻Goshen: Podunk Bluegrass Music Festival(11am)
- 🧙 Hartford: CT WITCHFEST(10am-5pm)
- 🎨Mystic: Mystic Outdoor Art Festival(11am-5pm)
- Newbury, NH: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am)
- 🧁Newtown: Mini Cheesecakes & Sweet Wines Pairing at Aquila's Nest Vineyards(12pm)
- 🎥Newtown: A Minecraft Movie (PG) at Edmond Town Hall(1pm-7:30pm)
- Newtown: Jared Cowen & Friends LIVE at Newsylum Brewing Co(3pm-6pm)
- 🎩Newtown: Sinatra & Dino Rat Pack Tribute Show at Aquila’s Nest Vineyards(6pm-9pm)
- Newtown: Sound Dog LIVE at Perfusion(8pm-11pm)
- 🎥Newtown: ETH DRIVE-IN: The Big Lebowski (R)(9pm)
- New Canaan: Retro Express LIVE at Gates(8:30pm-11:30pm)
- New Milford: The Rakes LIVE at Housatonic River Brewing(7pm-10pm)
- Norwalk: Badboy LIVE at 314 Beer Garden(7:30pm-10:45pm)
- Ridgefield: The Touro Band LIVE at Nod Hill Brewery(5pm)
- Ridgefield: Live Music with Present Company at 850 Degree(6pm)
- 😂Stamford: Early Bird Comedy at New York Comedy Club Stamford(4:30pm)
- 😂Stamford: Comedian Kevin Nealon at New York Comedy Club Stamford(7pm-9:30pm)
- ♟️Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm)
- Stamford: Live Music by Shell Shock't at The Beer Garden (Shippan Landing)(5pm-8pm)
- Stamford: Not My Problem LIVE at Trirnans Bar(9:30pm)
- Stamford: Live Music at Third Place: Sun People Funk(2pm-5pm)
- Stamford: Live Music with The Last Hoorah at Tigin Irish Pub(10pm)
- Stratford: Jason Schod LIVE at Outriggers(5:30pm-8:30pm)
- Stratford: Live Music with Tin Sandwich at Windmill Tavern(8pm)
- Stratford:Get Poison’d Tribute Band LIVE at Joey C’s Boathouse(9pm-12am)
- 🎤Westport: Vinnie Ferrone at Music on Church Lane(6:00pm – 9:00pm)
- Westport: Adrian Quesada’s Boleros Psicodélicos LIVE at Levitt Pavilion(7:30pm)
- 🎡Wolcott: Wolcott Country Fair(10am-11pm)
- Woodbury: All Revved Up LIVE at Woodbury Brewing Company(8:30pm)
