🎉 Your Weekender Guide: July 30 – August 2 in Fairfield County & Beyond!

🎉 Your Weekender Guide: July 30 – August 2 in Fairfield County & Beyond!

Summer is sizzling and Fairfield County is alive with music, laughter, family fun, and cultural gems to discover every day. Whether you’re catching legends like TOTO under the stars, laughing it up at a local comedy club, or soaking in a beachside concert, there’s something for everyone happening right now. Here’s your curated list of top performances and must-do experiences—because the best days of summer aren’t over yet!

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🎶 Wednesday, July 30

Top 3 Shows/Concerts:

• 🎤 TOTO + Christopher Cross + Men at Work – Hartford HealthCare Amphitheater, Bridgeport (6:45pm)
• 💃 Rick Reyes & The Buena Vista Social Club Tribute – La Zingara, Bethel (7pm)
• 🎺 Gunsmoke – Roger Sherman Baldwin Park, Greenwich (7pm)

More Fun:

• 🦁 Beardsley Zoo now on CT Season Pass – Bridgeport (10am)
• 🎭 Comedy Showcase ft. Talent Harris Jr. & more – NY Comedy Club Stamford (7pm)
• 🎨 Kids Music & Blooming Fun – Sherman Green Gazebo, Fairfield (10:15am)
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: TOTO + Christopher Cross + Men at Work at Hartford HealthCare Amp(6:45pm) 
• Bethel: Rick Reyes & The Buena Vista Social Club Tribute at La Zingara(7pm) 
• Danbury: Carillon Concert Series: Kristin O'Conner Vece(1pm-2pm) 
• Fairfield: Peanut Butter Jam Concert with Al Decant & Joy Blooms at the Sherman Green Gazebo(10:15 AM – 11:00 AM) 
• Fairfield: Mixtape Match at Elicit(7pm) 
• Greenwich: Gunsmoke at Roger Sherman Baldwin Park (7pm) 
• Monroe: Steve Elci at Family Character Night Series(5:30pm-7pm) 
• Norwalk: Epic Soul at Calf Pasture Beach (7:00 pm) 
• Newtown: Fairfield Alumni Happy Hour at Aquila's Nest Vineyards(6pm) 
• Stamford: Comedians Talent Harris Jr, Caroline Hanes, Ian Levy, Brian Elberg at New York Comedy Club Stamford(7pm) 
• Stamford: Open Mic LIVE at Third Place by Half Full Brewery(7pm-9pm) 
• Shelton: Anthem at Music Under the Stars Summer Concert Series(7pm) 
• Westport: Flor Bromley :: Children’s Series LIVE at Levitt Pavilion(7pm) 

🎶 Thursday, July 31

Top 3 Shows/Concerts:

• 🎸 Geoff Hartwell Band – Waveny Park, New Canaan (7:30pm)
• 🎷 Affinity Big Band – Elicit Brewing, Fairfield (6:30pm)
• 🕺 Argonaut & Wasp + Wild & Co. – Levitt Pavilion, Westport (7pm)

More Fun:

• 🍷 Tarot Readings & Pinot Pilates – Aquila's Nest Vineyards, Newtown (6pm)
• 🤣 Comedian Nicole Burch New York Comedy Club Stamford(7:00pm)
• 🖼️ Weston History & Culture Center Thursdays – Weston (1pm-4pm)
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: Hurley Hour LIVE at BRYAC Black Rock(6pm) 
• Bridgeport: Nick Fesko LIVE at The Castle Black Rock(7pm-10pm) 
• Fairfield: The Low Darts at Sherman Green Gazebo (6:30-8pm) 
• Fairfield: Affinity Big Band LIVE at Elicit Brewing(6:30pm) 
• Fairfield: Some Hacks LIVE at Sinclair(8:30pm) 
• Greenwich: Acoustic Kovac Brothers - LIVE at Clubhouse at the Griff(5pm-8pm) 
• Milford: Terri La Chance LIVE at Cafe Atlantique(5pm) 
• Milford: HAVANA NIGHT LIVE at Stonebridge(6pm) 
• New Canaan: THE GEOFF HARTWELL BAND at Waveny Park (7:30-9:30pm)   
• Newtown: One Track Mind at Newtown Summer Concert Series(6:30 PM - 8 PM) 
• Newtown: Pinot and Pilates at Aquila's Nest Vineyards(6pm) 
• Newtown: Tarot Reading with Jenny Gypsy at Aquila's Nest Vineyards(6pm) 
• Norwalk: Downstairs Joe LIVE at Washington Social(8pm-12pm) 
• Piermont, NY: Jazz Thursdays with Scott Robinson + Kevin Lovejoy at Otto's(6pm-9pm) 
• Ridgefield: Sam Morrow Band at Ballard Park(7:00 PM) 
• Rowayton, CT: Arildo D'Souza LIVE at Sails(6pm-9pm) 
• Stamford: Comedian Nicole Burch New York Comedy Club Stamford(7:00pm) 
• Stamford: Stamford Standards at Veterans Park(6pm-8pm) 
• Stamford: The Modifieds at Columbus Park(6pm-8pm) 
• Stratford: Anthony Edley LIVE at Outriggers(5pm-8pm) 
• Stratford: Rob Glassman Band LIVE at Joey C's Boathouse Cantina & Grill(6pm) 
• Shelton: Jamie Cairney Acoustics LIVE at Caloroso(6pm-9pm) 
• Shelton: Jamie Cairney Acoustics LIVE at Caloroso(6pm-9pm) 
• Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) 
• Westport: Argonaut & Wasp w/s/g Wild & Co. LIVE at Levitt Pavilion(7pm) 
• Westport: Jim Royle's Caribbean Jazz Connection at Jazz on Post(7:30pm-10pm) 
• Wilton: Summer Music Concert Series Featuring Captain Obvious(5pm-6:30pm) 
  

🎶 Friday, August 1

Top 3 Shows/Concerts:

• 🎤 Bon Jovi & Pat Benatar Tribute – Putnam County Golf Course, Mahopac, NY (6:30pm)
• 🎶 Sister Funk – Danbury Summer Concert Series (7pm)
• 🎵 Barry from Bone Dry – Shakedown Street Eats, Bethel (6:30pm)

More Fun:

• 🍫 Chocolate Fondue & Wine Pairing – Aquila's Nest Vineyards, Newtown (6pm)
• 🤣 Comedian Kevin Herrera – NY Comedy Club, Stamford (7pm)
• 🍺 Live DJ: JR In The Mix – Perfusion, Newtown (8pm–1am)
• Bridgeport: Hooch at Port 5 (5-8:30 pm)   
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bethlehem: Morgan Skelly & The Old Crows at Friends Friday Summer Concerts at March Farm(6–8 PM)  
• Brookfield: Nashville Drive LIVE at Brookfield's Concerts in the Park(6:30 PM) 
• Bethel: BARRY FROM BONE DRY Live at Shakedown Street Eats(6:30pm) 
• Bethel: Mystery Train Live at Notch 8(8pm) 
• Danbury: Sister Funk at Danbury's Summer Concert Series(7pm - 9:30pm) 
• Danbury: Leds Groove LIVE at Sugar Hollow(8:30pm) 
• Fairfield: Jim Royle’s Caribbean Connection at Jazz Fridays(6:30 PM – 8:00 PM) 
• Monroe: The Future Heavies at Wolfe Park Summer Concert Series(7:30 PM – 9:00 PM) 
• Mahopac, NY: Bon Jovi and Pat Benatar LIVE at Putnam County Golf Course(6:30pm) 
• Milford: Moxanne LIVE at Cafe Atlantique(6:30pm) 
• Milford: Mat Kastner & Friends LIVE at Cafe Atlantique(6:30-9:30pm) 
• Newtown: Chocolate Fondue Dip & Sip at Aquila's Nest Vineyards(12pm) 
• Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm) 
• Newtown: One Track Mind LIVE at Newsylum Brewing Co(6pm-9pm) 
• Newtown: DJ JR In The Mix LIVE at Perfusion(8pm-1pm) 
• Newtown: Belgian Chocolate and Wine Pairing at Aquila's Nest Vineyards(6pm) 
• Newtown: Touchdown Boys Live LIVE at Reverie Brewing(6pm-9pm) 
• New Milford: The Remnants LIVE at Housatonic River Brewing(7pm-10pm) 
• Norwalk: Live Music With Geoff Hartwell!(10pm) 
• North Branford: PoCo FEST(5pm-10pm) 
• Ridgefield: The Hot Club of Black Rock LIVE at Nod Hill Brewery(6:30pm) 
• Rowayton: Ron Wilson Band LIVE at Sails Bar & Grill(9:30pm-12am) 
• Stamford: Comedian Kevin Herrera at New York Comedy Club Stamford(7:00 pm - 9:30 pm) 
• Stamford: Live Music at Third Place: Retro Express(7pm-9pm) 
• Stamford: The Last Hoorah LIVE at Tiernan's Bar(9:30pm-10:30pm) 
• Shelton: Holley McCreary at Jones Winery(5–7pm) 
• Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm) 
• Stratford: Belt It Out Pop-Style LIVE at Two Roads Brewing(7pm-11pm) 
• Stratford: 80’s vs 90’s Rob Newberry LIVE at Joey C’s Boathouse(8pm-12pm) 
• Westport: Owen Daniel & The Breakers at Music on Church Lane(6:00pm – 9:00pm) 
• Woodbury: On The Rocks LIVE at Woodbury Brewing Company(8:30pm)

🎶 Saturday, August 2

Top 3 Shows/Concerts:

• 🎤 Low Cut Connie – Levitt Pavilion, Westport (7:30pm)
• 🪕 Pure Petty – Tom Petty Tribute – Housatonic River Brewing, New Milford (7pm)
• 🎷 Brass City Jazz Fest – Waterbury (4pm)

More Fun:

• 🏖️ 48th Annual Sand Sculpture Contest – Walnut Beach, Milford (9:30am)
• 🛍️ SONO Arts Festival – Norwalk (10am–6pm)
• 🌈 Disney Drag Music Show – Aquila's Nest Vineyards, Newtown (7pm)
• 🦆 6th Annual Duck Island Raft Party – Westbrook (4pm)
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: Darik and the Funbags LIVE at Boca Oyster Bar(8:30pm) 
• Bethel: Bobby Morill LIVE at Broken Symmetry(6pm) 
• Bethel: Michael Bram LIVE at Shakedown Street Eats(6:30pm) 
• Bethel: Rob Glassman Band Live at Notch 8(8pm) 
• Danbury: Tony & The West Siders LIVE at Charter Oak Brewing(4pm-7pm) 
• Danbury: Pimpinella LIVE at Sugar Hollow(8:30pm) 
• Derby: AG3 LIVE at Badsons Beer Co.(6pm-9pm) 
• Fairfield: Hermann & Company at Sherman Green Gazebo (6:30-8pm) 
• Fairfield: Shakedown Citi LIVE at StageOne in FTC(8pm) 
• Milford: SpacedRum71 LIVE at Cafe Atlantique(6:30pm) 
• Milford: 48th Annual Sand Sculpture Contest(9:30am) 
• Newtown: Disney Drag Music Show at Aquila's Nest Vineyards(7pm) 
• Newtown: Shay Sullivan LIVE at Perfusion(8pm-11pm) 
• Newtown: Red Planet LIVE at Newsylum Brewing Co(3pm-6pm) 
• Newbury: Annual Craftsmen’s Fair at Mount Sunapee Resort in Newbury, NH(8:30am) 
• New Canaan: Fake ID LIVE at Gates(8:30pm-11:30pm) 
• Norwalk: Summer Concert with the Silver Steel Band at Norwalk Green Summer Concerts(7:00pm – 9:00pm) 
• Norwalk: SONO Arts Festival(10am-6pm) 
• Norwalk: All Night Thing LIVE at 314 Beer Garden(7:30pm-10:30pm) 
• New Milford: Pure Petty - Tribute to Tom Petty LIVE at Housatonic River Brewing(7pm-11pm) 
• Northford: PoCo FEST(11am-11pm) 
• Ridgefield: Eddy Lee Ryder LIVE at Nod Hill Brewery(5pm) 
• Ridgefield: Live Music with Bob Curiano at 850 Degree(6pm) 
• Stamford: Early Bird Comedy at New York Comedy Club Stamford(4:30pm) 
• Stamford: Comedian Kevin Herrera at New York Comedy Club Stamford(7:00pm-9:00pm) 
• Stamford: Live Music by Last Hoorah at The Beer Garden (Shippan Landing)(5pm-8pm) 
• Stamford: Comedians Kaneez Surka, Anthony Moore, Nick Scopoletti, Will Julian at New York Comedy Club Stamford(4:30pm) 
• Stamford: Live Music at Third Place: Moondogs(2pm-5pm) 
• Stamford: Live Music with The Bar Car Band at Tigin Irish Pub(10pm) 
• Stratford: Hop Yard Hoedown LIVE at Two Roads Brewing(12pm-4pm) 
• Stratford: Chris Marolda LIVE at Outriggers(5:30pm-8:30pm) 
• Stratford: Live Music with American 27's at Windmill Tavern(8pm) 
• Stratford: Live Music with Sneaky Pete at Windmill Tavern(8pm) 
• Stratford: Hazzard County LIVE at Joey C’s Boathouse(9pm-12pm) 
• Westport: John Richers at Music on Church Lane(6:00pm – 9:00pm) 
• Westport: Low Cut Connie LIVE at Levitt Pavilion(7:30pm) 
• Woodbury: Crossfire Hurricane LIVE at Woodbury Brewing Company(8:30pm) 
• Westbrook: 6th Annual Duck Island Raft Party(4pm) 
• Waterbury: Brass City Jazz Fest(4pm)