"Cheers to the Weekend! Hot Events: Jazz Festival, Food Festival, Beer Tasting & Downtown Sounds"

Here’s your Midweek Check-In for Summer Happenings across Fairfield County and beyond — and trust us, the heat isn't just from the sun! 🎉☀️ As we roll into the second half of the week, things are just getting hotter, with outdoor concerts, beachside movie nights, jazz festivals, comedy shows, carnivals, and cultural celebrations lighting up the calendar. Whether you're planning a midweek night out or mapping out your weekend adventures, we’ve got you covered. Scroll below for Wednesday through Saturday’s top picks and full listings — sorted  by towns to help you find your vibe fast. Let’s keep the summer vibes going strong! 🎶🍔🎨

⭐Featured Sponsor:  The Palace Danbury Theatre

The Historic Palace Danbury Theatre, located at 165 Main Street in Danbury. Opened in 1928 and designed by Thomas W. Lamb, The Palace began as a grand Art Deco movie and vaudeville house. Through the decades, it showcased jazz, big bands, Broadway tours, and Hollywood films before closing in 1995. Reopened in 2008 as a 400-seat venue, it now blends historic charm with modern versatility. Hosting live music, comedy, film, and more, The Palace Danbury continues to be a vibrant cultural hub for the community and a stage for talent near and far.  Get ready to immerse yourself in a sonic journey like no other as Floydian Trip, New England’s premier Pink Floyd tribute band, takes the stage at The Historic Palace Danbury Theatre on Friday, July 25. 

Wednesday, July 23

⭐ Top Picks

• ⭐ Sounds of Sinatra 🎷 at Roger Sherman Baldwin Park, Greenwich (7pm)
• ⭐  Annual Quaker Farms Fireman’s Carnival  - Oxford High School (6pm-10pm) 
• ⭐ Funk Salsa Urban at Calf Pasture Beach, Norwalk (7pm)
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bethel: Library Jazz Band 17 Pc BIG BAND Swings Bethel at La Zingara Restaurant(7pm) 
• Danbury: Carillon Concert Series: George Matthew, Jr.(1pm-2pm) 
• Easton: Twice Around & Dylan Dunlap LIVE at Greiser's(6pm-8pm) 
• Fairfield: Peanut Butter Jam Concert with Steve Elci & Friends at the Sherman Green Gazebo(10:15 AM – 11:00 AM) 
• Fairfield: Mixtape Match at Elicit(7pm) 
• Greenwich: Sounds of Sinatra at Roger Sherman Baldwin Park(7 pm) 
• Monroe: Susan Peak at Family Character Night Series(5:30pm-7pm) 
• New Canaan: FINSTER at Waveny Park (7:30-9:30 pm) 
• Norwalk: Funk Salsa Urban at Calf Pasture Beach (7:00 pm) 
• Oxford: Annual Fireman’s Carnival in Oxford(6pm-10pm) 
• Shelton: Lynn Lewis & Friends at Music Under the Stars Summer Concert Series(6pm) 
• Shelton: Gunsmoke at Music Under the Stars Summer Concert Series(7pm) 
• Stamford: John Campanelli & Melanie Iglesias New York Comedy Club Stamford(7pm) 
• Stamford: Open Mic LIVE at Third Place by Half Full Brewery(7pm-9pm) 

Thursday, July 24

⭐ Top Picks

• ⭐  The Moonrise Cartel at Levitt Pavilion, Westport (7:30pm)
• ⭐  Mariah the Scientist at Stamford’s Summer in the Park (5pm)
• ⭐Jazz Thursdays with Jessica Healey + Kevin Lovejoy at Otto's - Piermont, NY(6pm-9pm) 
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: Hurley Hour LIVE at BRYAC Black Rock(6pm) 
• Bridgeport: Mike Milazzo LIVE at The Castle Black Rock(7pm-10pm) 
• Bridgeport: Party With Friends LIVE at BRYAC Black Rock(9pm) 
• Fairfield: Tangled Vine at Sherman Green Gazebo (6:30-8 pm) 
• Fairfield: Sand Jam Movie Night at Jennings Beach featuring Moana 2(8:45 PM) 
• Fairfield: Suck’r Punch LIVE at Sinclair(8:30pm) 
• Greenwich: Demolition Brass Band at Music on the Great Lawn(6:30 pm–8:00 pm) 
• Greenwich: Acoustic Kovac Brothers LIVE at Clubhouse at the Griff(5pm-8pm) 
• Lebanon: Lebanon Country Fair Weekend (3-11pm)
• Milford: LIVE BAND KARAOKE at Stonebridge(6pm) 
• Newtown: Kent Besocke at Aquila’s Nest Vineyards(5:30–8:30 PM) 
• Newtown: My Brother’s Band at Newtown Summer Concert Series(6:30 PM - 8 PM) 
• Newtown: Pilates in the Vineyard at Aquila's Nest Vineyards(6pm) 
• New Fairfield: The Remnants at New Fairfield Summer Concert Series(6-8pm) 
• Norwalk: Scratch LIVE at 314 Beer Garden(7pm-11pm) 
• Norwalk: Soft Spot LIVE at Washington Social(8pm-12pm) 
• Oxford: Annual Fireman’s Carnival in Oxford(6pm-10pm) 
• Piermont, NY: Jazz Thursdays with Jessica Healey + Kevin Lovejoy at Otto's(6pm-9pm) 
• Ridgefield: The Cold Stares at Ballard Park(7:00 PM) 
• Ridgefield: Old Bob LIVE at Nod Hill Brewery(6:30pm) 
• Rowayton: Arildo D'Souza LIVE at Sails(6pm) 
• Stamford: Comedian Mark Gagnon (Flagrant 2) at New York Comedy Club Stamford(7:00PM) 
• Stamford: Dive Bar Confessional at Kiwanis Park(6pm-8pm) 
• Stamford: Mariah the Scientist at Summer in the Park – Stamford(5pm) 
• Stamford: Gab Kally & Band at Columbus Park(6pm-8pm) 
• Stratford:Mike LoQuidice LIVE at Outriggers(5pm-8pm) 
• Stratford: Calamity Jane & The Krickets LIVE at Joey C's Boathouse Cantina & Grill(6pm) 
• Shelton: Bobby Morrill LIVE at Caloroso(6pm) 
• Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) 
• Wilton: Everything Else - Wilton Library (5-6:30pm)
• Westport: Abena Koomson-Davis at Jazz on Post(7;30pm-10pm) 
• Westport: The Moonrise Cartel at Levitt Pavilion (7:30pm)

Friday, July 25

⭐ Top Picks

• ⭐  Zac Brown Tribute Band at Summer in the Park, Stamford (5pm)
• ⭐ Floydian Trip (Pink Floyd Tribute) at The Palace Danbury Theatre (7:30pm)
• ⭐DRIVE IN-MOVIE: Carrie (R) at Edmond Town Hall in Newtown (9PM)
• Bridgeport: Andrew Ibarra at Port 5(5-8:30pm) 
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: Pimpinella LIVE at The Castle Black Rock(8pm-10pm) 
• Brookfield: Tales of Joy at Brookfield's Concerts in the Park(6:30 PM) 
• Bethel: Bethel Food Truck Fridays(5pm-8pm) 
• Bethel: $2 Hat LIVE at Dragonfly(6pm) 
• Bethel: Rob Fried LIVE at Shakedown Street Eats(6:30pm) 
• Bethel: HARMONIC AGGRESSION at Notch 8(8pm) 
• Danbury: Psychedelic Relics at Danbury's Summer Concert Series(7 pm - 9:30 pm) 
• Danbury: Floydian Trip (Pink Floyd Tribute) at The Palace Danbury (7:30pm) 
• Fairfield: North County Band w/ Dr. B and the Remedy Live at StageOne FTC(7pm) 
• Fairfield: Ellis Island LIVE at Elicit(8pm) 
• Fairfield: DJ Durso in the Speakeasy! LIVE at Elicit(10pm) 
• Greenwich: Demolition Brass Band on the Great Lawn ((6:30 pm) 
• Greenwich: Frankie and the Soundcats LIVE at Clubhouse at the Griff(7pm-10pm) 
• Lebanon: Lebanon Country Fair Weekend (3-11pm)
• Litchfield: Caribbean Vibe Steel Drum Band at Litchfield Summer Concert Series(6:00 pm - 8:00 pm) 
• Monroe : Mischief at Wolfe Park Summer Concert Series(7:30 PM – 9:00 PM) 
• Milford: DIZZYFISH LIVE at Stonebridge(5:30pm) 
• Milford: Larry & Joe: Venezuelan-Appalachian Fusion Duo Concert(7:30pm-9:30pm) 
• Mahopac, NY: France Joli and Judy Torres LIVE at Putnam County Golf Course(6:30pm) 
• Montville:  Connecticut Pickle Festival at Mohegan Sun (4 - 9pm)
• New Milford: Scratch Band LIVE at Housatonic River Brewing(7pm-10pm) 
• Newtown: The Lord of the Rings: The War of the Rohirrim(1pm-7:30pm) 
• Newtown: Pop Divas Revival with Shay Sullivan at Aquila’s Nest Vineyards(6pm) 
• Newtown: Fine Pastries and Wine Pairing at Aquila’s Nest Vineyards(6pm) 
• Newtown: Beat Club LIVE at Reverie Brewing Company(6pm-9pm) 
• Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm) 
• Newtown: Tom Ardise LIVE at Perfusion(8pm-11pm) 
• Newtown: ETH DRIVE-IN: Carrie (R)(9pm) 
• Norwalk: Mojo LIVE at Odeens(7pm) 
• Norwalk: JuiceBox LIVE at 314 Beer Garden(7:30pm-10:30pm) 
• Norwalk: Drop Party LIVE at Washington Social(8pm-12am) 
• Norwalk: Live Music With Geoff Hartwell!(10pm) 
• Oxford: Annual Fireman’s Carnival in Oxford(6pm-10pm) 
• Piermont, NY: Cabaret Night with Billy Stritch in the BACKSTAGE @ OTTO'S(8pm) 
• Ridgefield: Symphonic Bodega LIVE at Nod Hill Brewery(6:30pm) 
• Rowayton: Cooked Up LIVE at Sails(9:30pm) 
• Stamford: Comedian Jackie Fabulous at New York Comedy Club Stamford(7:00 pm) 
• Stamford: That's Fair Comedy at New York Comedy Club Stamford(9:30pm) 
• Stamford: The Zac Brown Tribute Band at Summer in the Park – Stamford(5pm) 
• Stamford: That's What She Said LIVE at Tiernan's Bar(9:30pm) 
• Shelton: Brandon Mullis at Jones Winery( 5–7pm) 
• Shelton: Downtown Sounds: Summer Concerts at Veterans Memorial Park in Shelton(5-9pm) 
• Shelton: FUNK YOU LIVE at Shelton's Downtown Sounds(5pm-10pm) 
• Shelton: All Night Boogie Band LIVE at Shelton's Downtown Sounds(5pm-10pm) 
• Sherman: MahJongg Fridays LIVE at JCC in Sherman(12pm) 
• Stratford: Dawn & Greg LIVE at Outriggers(5:;30pm-8:30pm) 
• Stratford: Live Music with Herman & Company at Windmill Tavern(8pm) 
• Stratford: Sweet Emotion LIVE at Joey C's Boathouse Cantina & Grill(9pm) 
• Washington: Emmet Cohen Trio at the Litchfield Jazz Festival (Opening Night Gala)(7:45 pm) 
• Washington: 30th Annual Litchfield Jazz Festival(5:45 pm) 
• Westport: Madelyn Spera at Music on Church Lane(6:00pm – 9:00pm) 
• Westport: Union Rail LIVE at Walrus Alley(7:30pm-10:30pm) 
• West Haven, CT: Savin Rock Festival(5pm-10pm) 
• Woodbury: Almost Ablaze LIVE at Woodbury Brewing Company(8:30pm)

Saturday, July 26

⭐ Top Picks

• ⭐   30th Annual Litchfield Jazz Festival 🎷  Washington (3pm) 
• ⭐  Downtown Sounds Festival 🎸 Shelton (11am–6pm)
• ⭐  Stamford Arts Festival + Hey Stamford! Food Fest 🎨🍴 (10am–5pm & 12pm)
• Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 
• Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm) 
• Bridgeport: Scratch Band LIVE at The Castle Black Rock(8pm-11pm) 
• Bridgeport:Cassidy LIVE at BRYAC Black Rock(10pm) 
• Bethel: The Remnants LIVE at Dragonfly(6pm) 
• Bethel: BRANDON MULLIS LIVE at Shakedown Street Eats(6:30pm) 
• Bethel: MUDDY RIVER BLUES at Notch 8(8pm) 
• Bethel: Round Two LIVE at Broken Symmetry(8:30pm) 
• Danbury: Danbury International Festival 2025(1:00pm-9:00pm) 
• Danbury: Black rock Blues Club LIVE at Sugar Hollow(8:30pm) 
• Fairfield: Row SUV at Sherman Green Gazebo (6:30-8 pm)   
• Fairfield: Double Summertime Tour: 7Horse feat. the Music of dada Live at StageOne FTC(8pm) 
• Fairfield: DJ SKILLZ in the Speakeasy at Elicit(10pm) 
• Fairfield: Lez Zeppelin in The Warehouse at FTC(8pm) 
• Greenwich: Blue Storm Four - LIVE at Clubhouse at the Griff(7pm-10m) 
• Lebanon: Lebanon Country Fair Weekend (3-11pm)
• Milford: ROCKOUSTIC LIVE at Stonebridge(6pm) 
• Mahopac, NY: THE BOSS and DJ Frankie Cutlass LIVE at Putnam County Golf Course(6:30pm) 
• Montville:  Connecticut Pickle Festival at Mohegan Sun (11am - 9pm)
• New Milford: River of Dreams - Tribute to Billy Joel LIVE at Housatonic River Brewing(7pm-10pm) 
• Newtown: Frandango at Aquila’s Nest Vineyards(2:30–5:30 PM) 
• Newtown:Croissants & Wine Brunch at Aquila's Nest Vineyards(12pm) 
• Newtown: The Lord of the Rings: The War of the Rohirrim playing at ETH (1pm-7:30pm) 
• Newtown: Allman Brothers Tribute at Newsylum Brewing Co(3pm-9pm) 
• Newtown: Comedy Night with Katie Arroyo at Aquila's Nest Vineyards(7pm) 
• Newtown: ETH DRIVE-IN: Carrie (R)(9pm) 
• Norwalk: SoNo Saturday Market(10am-1pm) 
• Norwalk: Walrus Allstars LIVE at Washington Social(8pm-12am) 
• New Canaan: Exit 5 LIVE at Gates Restaurant & Bar(8:30-11:30pm) 
• Oxford: Annual Fireman’s Carnival in Oxford(10pm) 
• Ridgefield: Ridgefield Summer Fest(10am-3pm) 
• Ridgefield: Fat Boi's Brass Band LIVE at Nod Hill Brewery(5pm) 
• Redding: Pimpinella LIVE at Milestone(9pm-12am) 
• Stamford: Stamford Arts Festival(10am-5pm) 
• Stamford: HEY STAMFORD FOOD FESTIVAL in Mill River Park(12pm) 
• Stamford: Live Music by Whiskey & Rye at The Beer Garden (Shippan Landing)(5pm-8pm) 
• Stamford: Comedian Fiona Cauley at New York Comedy Club Stamford(7pm) 
• Sherman: Marc Berger Duo at Sherman Summer Concert Series(4:00pm – 7:00pm) 
• Sherman: The Pears at Dog Days of Summer Concert - JCC Sherman (7:30-9:30pm)
• Shelton: Downtown Sounds: Summer Concerts at Veterans Memorial Park in Shelton(11-6pm) 
• Shelton: Joslyn & The Sweet Compression LIVE at Shelton's Downtown Sounds(11am-6pm) 
• Shelton: Mars Hendrik LIVE at Shelton's Downtown Sounds(11am-6pm) 
• Shelton: Sug Daniels Band LIVE at Shelton's Downtown Sounds(11am-6pm) 
• Shelton: Vinny Vallillo LIVE at Shelton's Downtown Sounds(11am-6pm) 
• Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm) 
• Stratford: Hop Yard Concert featuring The Smoove Series LIVE at Two Roads Brewing(8pm) 
• Stratford: Live Music with Ignitor at Windmill Tavern(8pm) 
• Stratford: Bernadettes LIVE at Joey C's Boathouse Cantina & Grill(9pm) 
• Sherman: The Pears: Dog Days of Summer Concert at JCC in Sherman(7:30pm-9:30pm) 
• Westport: Dan Tressler & Friends at Music on Church Lane(6:00pm – 9:00pm) 
• Westport: Three Legged Dog LIVE at Walrus Alley(7:30pm-10:30pm) 
• West Haven, CT: Savin Rock Festival(9am - 10pm) 
• Washington: 30th Annual Litchfield Jazz Festival(3:00pm)   
• Washington: Matt Dwonszyk Sextet, Pasquale Grasso & Frank Vignola, and Anat Cohen Quartetinho at the Litchfield Jazz Festival(3:00pm- 6:30pm) 
• Woodbury:The Rakes LIVE at Woodbury Brewing Company(8:30pm)