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From Live Music to Local Markets: What’s Happening This Weekend
Summer is at its peak in Fairfield County, presenting a diverse array of cultural and recreational activities for residents and visitors alike. This week’s calendar features an impressive lineup of live music performances, art fairs, food festivals, and outdoor events that offer something for every interest and age group. From captivating steel drum evenings at scenic vineyards to traditional bluegrass festivals and engaging beachside concerts, the region invites the community to experience the best of summer entertainment and relaxation.
In addition, just under two hours away, the Sullivan Catskills region of New York honors a pivotal moment in music history—the 1969 Woodstock Festival, held from August 15 to 18. This year, Sullivan County is commemorating the festival’s legacy with a series of special tribute events and performances that pay homage to the birthplace of a cultural phenomenon. As an official partner of Sullivan Catskills, we are pleased to support the promotion of this distinguished destination and its revitalized appeal. Whether you’re planning a weekend escape or a seasonal retreat, we encourage you to explore the Sullivan Catskills to experience its rich heritage, vibrant arts scene, and breathtaking natural beauty. Discover more about upcoming events and plan your visit today to connect with the legacy of Woodstock and create unforgettable memories. Find out more about the Catskills here.
Wednesday, August 13
- 📣🦁 Beardsley Zoo – CT Season Pass! (10am) — Always a family favorite.
- 🌅 One Hot Night with Tommy Lynn at Calf Pasture Beach, Norwalk (7pm) — Beach concert with great atmosphere.
- 🎵 Norwalk’s Treesure Hunt (7am-7pm) — Outdoor family fun treasure hunt.
- 🎸 Bethel: Jon Garcia & The C.L.A.V.E. Latin Jazz Octet LIVE at LaZingara(7pm)
- 📣🦁Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 🍷 Fairfield: Mixtape Match Musical Bingo at Elicit Brewing(7pm)
- 🎶 Greenwich: CHASING ROMEO at Roger Sherman Baldwin Park (7pm)
- 🎤 New Canaan Parks & Rec: OTIS AND THE HURRICANES - Waveny Park (7:30-9:30pm)
- 🎵 Norwalk: Norwalk’s Treesure Hunt(7am-7pm)
- 🌅 Norwalk: One Hot Night with Tommy Lynn at Calf Pasture Beach (7:00 pm)
- 📣🔮 Newtown: Astrology Reading Night at Aquila's Nest Vineyards(5:30pm)
- 📣📚 Newtown: Book Signing with Author Leslie Bates at Aquila's Nest Vineyards(6pm)
- 📣💪 Newtown: Pinot and Pilates at Aquila's Nest Vineyards(6pm)
- 📣🍷 Newtown: Sip n Learn French Class at Aquila's Nest Vineyards(6pm)
- 🎶 New Canaan: OTIS AND THE HURRICANES LIVE at Waveny Park Summer Concert Series(7:30pm-9:30pm)
- 🎤 Southbury: Kathy Thompson Band at Southbury Outdoor Summer Concerts(6:00 - 8:00 pm)
- 🎶 Southbury: Deuces Wild Duo Concert at River Glen Health Care Center (6:30)
- 📣♟️ Stamford: Open Play Chess in Veterans Memorial Park – Stamford(12pm-2pm)
- 📣🔥 Stamford: Roast Battle at New York Comedy Club Stamford(7pm)
- 🎸 Shelton: Old School at Music Under the Stars Summer Concert Series(7pm)
- 🎨 Westport: Nature's Essence: An Evening of Art and Poetry(5:30pm-8pm)
- 🎵 Westport: Miss Tutti & The Fruity Band :: Children’s Series LIVE at Levitt Pavilion(7pm)
Thursday, Aug 14
- 📣🦁 Beardsley Zoo – CT Season Pass! (10am)
- 🌳 Norwalk’s Treesure Hunt (7am-7pm)
- 📣🍷 Ponies and Wine Time at Aquila’s Nest Vineyards, Newtown (5pm) — A relaxed family-friendly winery event with ponies!
- 📣🦁 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 🎶 Fairfield: JJ Martin & Friends at Sherman Green Gazebo (6:30-8pm)
- 🎸 Fairfield: Bronwyn Keith-Hynes LIVE at StageOne FTC(8pm)
- 😂 Fairfield: Comedian Emma Willman at Penfield Pavilion(8pm)
- 🎸 Fairfield: FAKE ID LIVE at The Sinclair(8:30pm)
- 🌳 Norwalk: Norwalk’s Treesure Hunt(7am-7pm)
- 📣🍷 Newtown: Ponies and Wine Time at Aquila's Nest Vineyards(5pm)
- 📣🎸 Newtown: Steve Capalbo LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm)
- 📣🧘♀️ Newtown: Pilates in the Vineyard at Aquila's Nest Vineyards(6pm)
- 📣🎷 Piermont, NY: Live Jazz with Cameron Brown, Steve Johns, Kevin Lovejoy at OTTO'S(6pm-9pm)
- 🎶 Ridgefield: Live Music with Bobby Morrill at 850 Degree(5pm)
- 🎶 Rowayton: Kismet Duo LIVE at Sails Bar & Grill(6pm-9pm)
- 🎸 Stratford: Dawn & Greg LIVE at Outriggers(5pm-8pm)
- 🎸 Stratford: 2 B Determined LIVE at Joey C’s Boathouse(6pm-9pm)
- 📣😂 Stamford: Comedian Charlie Mac ("Kill Tony") at New York Comedy Club Stamford(7pm)
- 🏛️ Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm)
- 🎶 Westport: Reprise at Levitt Pavilion(6:30pm)
- 🎷 Westport: Will Goble/ Ryan Sands Quintet LIVE at Jazz at the Post(7:30pm-10pm)
- 🎶 Woodbury: Tip of the Hat LIVE at Woodbury Brewing Company(8:30pm)
Friday, August 15
- 📣🤠 Bridgewater Country Fair (4pm-11pm) — Fun carnival atmosphere, rides, games, and food.
- 🎉 Milford Oyster Festival (5pm-10pm) — Festival with family appeal by the beach.
- 🐄 Hartford 4-H Fair (8am-10pm) — Classic agricultural fair with plenty for kids and families.
- 🎶 Bethel: A&R Duo LIVE at Broken Symmetry(6pm)
- 🎸 Bethel: Doug Valcour Live at Shakedown Street Eats(6:30pm)
- 🎵 Bethel: Gravity Feed Live at Notch 8(8pm)
- 🎸 Bridgeport: Gab Kallay at Port 5 (5-8:30pm)
- 📣🦁 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 📣🤠 Bridgewater: Bridgewater Country Fair(4pm-11pm)
- 📣🎠 Bridgeport: Cody Jinks - The Hippies and Cowboys Tour at Hartford HealthCare Amp(7pm)
- 🎶 Bethlehem: The Young Brothers at Friends Friday Summer Concerts at March Farm(6–8 PM)
- 🎸 Brookfield: The Great Shakes at Brookfield's Concerts in the Park( 6:30 PM)
- 🎶 Danbury: Leds Groove at Danbury's Summer Concert Series( 7pm - 9:30pm)
- 🎤 Danbury: SISTER FUNK LIVE at Sugar Hollow(8:30pm)
- 🎧 Danbury: DJ SKATE FRIDAYS at Danbury Arena(8:30pm-10:30pm)
- 🎷 Fairfield: Mike Coppola at Jazz Fridays(6:30 PM – 8:00 PM)
- 🎺 Fairfield: Jazz Fridays w/Mike Coppola at Fairfield Museum(6:30pm-8pm)
- 📣🎤 Fairfield: The Headhunters LIVE at The Warehouse FTC(7pm)
- 🎉 Milford: Milford Oyster Festival(5pm-10pm)
- 🎤 Milford: ROCKOUSTIC LIVE at Stonebridge Restaurant(5:30pm)
- 🎶 Mahopac, NY: Side Cars Band and BoStyx LIVE at Putnam County Golf Course(6:30pm)
- 📣🍫🍷 Newtown: Brownies & Wine Pairing at Aquila's Nest Vineyards(6pm)
- 📣🍸 Newtown: Wear White Drink Pink Soirée at Aquila's Nest Vineyards(6pm)
- 📣🎤 Newtown: The Doors Tribute with Moonlight Drive at Aquila’s Nest Vineyards(6pm)
- 🎶 Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm)
- 🎤 Newtown: Jules Kessler & Friends LIVE at Reverie Brewing(6pm-9pm)
- 🎹 Newtown: Alan Kristie LIVE at Perfusion(8pm-11pm)
- 📣🎬 Newtown: ETH DRIVE-IN: Close Encounters of the Third Kind (PG)(9pm)
- 🔥 New Milford: Crossfire Hurricane LIVE at Housatonic River Brewing(7pm-10pm)
- 🎵 Norwalk: JuiceBox LIVE at 314 Beer Garden(7:30pm-10:30pm)
- 🌳 Norwalk: Norwalk’s Treesure Hunt(7am-7pm)
- 🎤 Norwalk: Live Music With Geoff Hartwell!(10pm)
- 🎶 Ridgefield: Live Music with the Blue Yodels at 850 Degree(6pm)
- 🎸 Ridgefield: The Lonetown Boys - A Tribute to Hank Williams LIVE at Nod Hill Brewery(6:30pm)
- 🎤 Rowayton: Pimpinella LIVE at Sails Bar & Grill(9:30pm-12am)
- 🎤 Shelton: Brian Dolzani at Jones Winery( 5–7pm)
- 🍷 Shelton: Live Music from Tangled Vine! at Pier 131 Kitchen(7pm-9:30pm)
- 🎲 Sherman: MahJongg Fridays LIVE at JCC in Sherman(12pm)
- 📣😂 Stamford: Ryan Davis at New York Comedy Club Stamford(7-9pm)
- 📣🤣 Stamford: Comedian Ryan Davis at New York Comedy Club Stamford(7pm-9:30pm)
- 🎶 Stamford: Bad Management LIVE at Tiernan's Bar(9:30pm)
- 🐄 Somers: Hartford 4-H Fair(8am-10pm)
- 🎶 Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm)
- 🎶 Stratford: Sentinel Salt LIVE at Blackbird's Nest(6pm-9pm)
- 🎬 Stratford:Hoppywood Movie Night featuring Jaws LIVE at Two Roads Brewing(6pm-11pm)
- 🎶 Stratford: Afinke Latin Night LIVE at Joey C’s Boathouse(8pm-12pm)
- 🎤 Stratford: Live Music with Bad Saints at Windmill Tavern(8pm)
- 📣🎸 Westport: Moss at Music on Church Lane(6:00pm – 9:00pm)
- 🎹 Westport: Karina Rykman LIVE at Levitt Pavilion(730pm)
- 🎤 Woodbury: Drown the Night LIVE at Woodbury Brewing Company(8:30pm)
- 🎸 Westport: Cooked Up at Black Duck Cafe(9:30pm)
Saturday, August 16
- 🎡 Bridgewater Country Fair (4pm-11pm) — Continues with great carnival fun.
- 📣🦓 Beardsley Zoo – CT Season Pass! (10am)
- 🎡 Milford Fair on the Half Shell / Oyster Festival (8:30am-3:30pm and 5pm-10pm) — Two-part coastal family fest.
- 🎶 Bethel: Shawn Taylor LIVE at Shakedown Street Eats(6:30pm)
- 🎶 Bethel: Iris Lies Live at Notch 8(8pm)
- 🎡 Bridgewater: Bridgewater Country Fair(4pm-11pm)
- 📣🦓 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am)
- 🎶 Bridgeport: Hazzard County LIVE at Boca Oyster Bar(8:30pm)
- 📣🦅 Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm)
- 🎶 Bridgeport: Kandee Machine Torque, Arch Angel, and Atlas Alta LIVE at The Stack(9pm-11pm)
- 🎶 Danbury: CORE LIVE at Sugar Hollow(8:30pm)
- 🎶 Fairfield: Pure Honey at Sherman Green Gazebo (6:30-8pm)
- 🏃♂️ Fairfield: 11th Annual Step UP for the Brave Challenge(8m-11:30am)
- 🎶 Fairfield: Britishmania LIVE at StageOne FTC(7pm)
- 🎡 Hartford: Riverfront Dragon Boat & Asian Festival(8pm-4pm)
- 🎡 Milford: Fair on the Half Shell (formerly Oysterfest Fair)– CT Most Anticipated Coastal Summer Event(8:30 AM – 3:30 PM)
- 🎶 Milford: OYSTER FESTIVAL LIVE at Stonebridge Restaurant(2pm)
- 🎡 Milford: Milford Oyster Festival(5pm-10pm)
- 📣🎧 Newtown: Summer in White DJ Party at Aquila's Nest Vineyards(6:00pm)
- 📣🍷 Newtown: Macarons & Wine Pairing at Aquila's Nest Vineyards(12pm)
- 📣🍷 Newtown: The Adults Band LIVE at Aquila's Nest Vineyards(2pm-5pm)
- 📣🎧 Newtown: Summer in White DJ Party at Aquila’s Nest Vineyards(6pm)
- 🎶 Newtown: Chasing Demons LIVE at Newsylum Brewing Co(3pm-6pm)
- 🎶 Newtown: DJ Fedex spinning at Perfusion Bar(9pm)
- 📣🎬 Newtown: ETH DRIVE-IN: Close Encounters of the Third Kind (PG)(9pm)
- 🏌 🗺 Norwalk: Norwalk’s Treesure Hunt(7am-7pm)
- 📣⛳ Norwalk: SONO 1420 MINI MASTERS(2pm)
- 🎶 Norwalk: Strictly Business LIVE at 314 Beer Garden(7pm-11pm)
- 🎶 New Canaan: Retro Express LIVE at Gates(8:30pm-11:30pm)
- 🎶 Ridgefield: The Bottoms Up Dixieland Band LIVE at Nod Hill Brewery(5pm)
- 🎶 Ridgefield: Live Music with Mark Bridgman at 850 Degree(6pm)
- 🎶 Redding: Victor Ramierez LIVE at the Georgetown Owl Saloon(9pm-11pm)
- 🎡 Somers: Hartford 4-H Fair(8am-10pm)
- 📣🎭 Stamford: Ryan Davis at New York Comedy Club Stamford(7-9:30pm)
- ♟ Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm)
- 🎶 Stamford: Live Music at Third Place: That’s What She Said(2pm-5pm)
- 🎶 Stamford: Live Music by Mesha Steele at The Beer Garden (Shippan Landing)(5pm-8pm)
- 🎮 Stratford: Pixels & Pints: Vintage Arcade Weekend LIVE at Two Roads Brewing(1pm-8pm)
- 🎶 Stratford: Mike LoQuidice LIVE at Outriggers(5:30pm-8:30pm)
- 🎶 Stratford: Mental Health LIVE at Blackbird's Nest(6pm-9pm)
- 🎶 Stratford: Shameless LIVE at Joey C’s Boathouse(9pm-12pm)
- 📣🎶 Westport: Madelyn Spera at Music on Church Lane(6:00pm – 9:00pm)
- 🎶 Westport: Just Press Play at Black Duck Cafe(9:30pm)
- 🎶 Westport: Billy & The Showmen LIVE at Levitt Pavilion(7:30pm)
- 🎶 Wilton: Bear's Choice at Red Barn Live: Sayonara to Summer Show(5pm-8pm)
- 🎶 Woodbury: The Last Ride LIVE at Woodbury Brewing Company(8:30pm)






