99+ Things to Do This Halloween Weekend in Fairfield County

It’s hard to believe there are 99+ things to do this week in and around Fairfield County—but there really are! Kick off the weekend at ODEEN'S at Oak Hills with Trivia Thursday , then enjoy Tangled Vine live Friday from 7–10 PM . In Ridgefield, ODEEN'S BBQ welcomes Isabelle & Phill on the porch Friday from 5:30–8:30 PM — the perfect excuse to make a dinner reservation. New York Comedy Club Stamford is open Wednesday through Monday , bringing some of the best comedians in the business to Fairfield County. This weekend, comedian, radio host, actor, and New York Times bestselling author Jim Norton headlines four shows —Friday and Saturday at 7 PM and 9:30 PM . Check availability and grab your tickets. Brass & Bone in South Norwalk keeps the music going all week with James Gilmore and Karaoke on Wednesday, Mike Cusa and The Bernadettes on Thursday, FAKE ID and She Sings Bob Dylan on Friday, The Nick Quartet and Coyote on Saturday, plus Scott on Sunday. Great food, live entertainment, and an unbeatable atmosphere make it a must-visit. Reserve your table today. At Aquila's Nest Vineyards , enjoy a Sushi Class Thursday, an Elvis Meets Neil Diamond Tribute and Speed Dating (Ages 45–55) Friday, a Bruce Springsteen Tribute Saturday, and Back to the '80s Drag Bingo Sunday. A special shoutout to Summer Theatre of New Canaan, opening its 23rd season with Matilda The Musical, running July 10–26 at NCHS Theater- 11 Farm Rd, New Canaan, CT. Opening Night is Saturday, July 11 . And that's only the beginning—discover 99+ events, concerts, festivals, theater, family fun, and more happening throughout Fairfield County this week! Wednesday, July 8, 2026 Bethel: The Jones Factor's 10 Pcs Of Serious Soul, Jazz & Funk Lands at La Zingara(7pm – 9pm) ☀️🎶 Danbury: Carla Staffaroni at St. James Episcopal Church(12pm) Easton: Easton Declaration Dinner at Thyme Rooftop Grille(5pm –8pm) ☀️🎶 Fairfield: Al Decant & Joy Blooms perform at Fairfield's Peanut Butter Jam Concerts at Sherman Green(10:15am) Fairfield: Music with The Lamb Jam at The Seagrape Fairfield(8:30pm) ☀️🎶 Greenwich: The Bearcats – Jazz at Roger Sherman Baldwin Park (7pm) ☀️🎶 New Canaan: Otis and the Hurricanes – New Orleans Funk, Delta Blues at Waveny Park(7:30 – 9:30pm) ⭐🎟️Newtown: Vineyard Pilates Series by Kalia at Aquila's Nest Vineyards(6pm) Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table(6pm –9pm) ☀️🎶Norwalk: Al Fenton Big Band at Calf Pasture Beach(7pm) 🍽️🎤⭐Norwalk: KARAOKE Party at BRASS & BONE(8pm) 🍽️ Norwalk: Acoustic Dinner w/ James Gilmore at Brass & Bone(6pm –8pm) ☀️🎶Shelton: Silver Steel Band - Shelton Music under the stars Summer Concert Series (7pm) Shelton: Benny at Spotted Horse Tavern(8pm) Stratford: Rockoustic at Joey C's Boathouse Cantina & Grill(5;30pm – 8:30pm) 😂🎟️⭐Stamford: Comedians Alex Babbitt, Mia Wilson, Igor Martinez, Ben Fisher at New York Comedy Club Stamford (7pm) Trumbull: 250th Anniversary of American Beer(6pm – 7pm) Thursday, July 9, 2026 ☀️🎶Bridgeport: Brandi & The Alexanders Brandi and the Alexanders + Orquestra Afinke Orquesta Afinke on McLevy Green(6pm –8:45pm) Bridgeport: Ava Valiante at Twelvenote Brew Co.(7pm –10pm) 🚢🌙🎶 Bridgeport: Twilight Music Cruise(6pm –9:30pm) Danbury: Rock Band Night at Charter Oak Brewing and Taproom(6:30pm –9pm) Danbury: Thursday Open Jam with Sugar House at Sugar Hollow Taproom(7pm) ☀️🎶 Fairfield: Kathy Thompson Band (Funk, Soul, R&B) at Sherman Green Gazebo (6:30pm –8pm) Fairfield: Tangled Vine at The Sinclair(8:30pm) Milford: Havana Nights at Stonebridge(6pm) 🎶🆓Newtown: Sal Grillo at Aquila’s Nest Vineyard (5:30-8:30pm) ⭐🎟️Newtown: The Sushi Class at Aquila's Nest Vineyards(6:30pm) ⭐🎟️Newtown: Yoga in the Vineyard at Aquila's Nest Vineyards(6:30pm) ☀️🎶 Newtown: Keltic Kick at the Dickinson Memorial Bandshell - Newtown (6:30pm –8pm) 🧠🍽️ Norwalk: Trivia Night at ODEEN'S(7pm –9pm) Norwalk: Daniel Madeson at BJ Ryan's EAST(7:30pm –10pm) 🍽️🎶🆓 Norwalk: The Bernadettes at Brass & Bone(9pm) 🍽️ 🎶🆓 Norwalk: Mike Cusa at Brass & Bone(5pm –8pm) Piermont, NY: Tune-Up Thursdays(5pm –10pm) ☀️🎶Redding: Mark Rust - Celebrates America's 250 at Topstone Park (4pm – 6pm) ☀️🎶 Ridgefield: Sam Reider & the Human Hands at Ridgefield’s Ballard Park (7pm) Stratford: SAPPHIRE at Blackbird's Nest(5pm) Stratford: Elliot Thompson Band at Joey C's Boathouse Cantina & Grill(6:30pm) 😂🎟️⭐Stamford: Comedians Jack Finnegan, Talal Alyan, Nonye Brown-West, Emily Walsh at New York Comedy Club Stamford(7pm) Westport: Abena Koomson-Davis at Jazz Society of Fairfield County, Inc.(7:30pm – 10pm) Westport: Music with Billy Genuario(9pm) ☀️🎶 Wilton: Over Easy - Wilton Library Summer Music Concert in the Brubeck Room(5pm –6:30pm) Friday, July 10, 2026 Bethel: Bethel Food Truck Friday at Municipal Center Lawn (5-8pm) Bethel: Tom Duffy Band at Broken Symmetry(6pm) Bethel: Mike and Ike at Dragonfly(6pm –9pm) Bethel: Shawn Taylor at Shakedown Street Eats(6:30pm) Bethel: Bone Dry at NOTCH8(8pm) Bedford, NY: Cross Purpose at Bedford Playhouse(6:30pm) ☀️🎶Bethlehem: Matthew Dylan & The Outlaws at March Farms Hilltop (6-8pm) ☀️🎶Brookfield: Pop Rocks at the Summer Concerts in the Park - Brookfield (6:30pm) ☀️🎶Bridgeport: Hooch - Friday Night Music on the Dock at Port 5(5pm –8:30pm) Bridgeport: Anthony Edley at Boca Oyster Bar(3pm – 6pm) Bridgeport: Zach Fields at Twelvenote Brew Co.(7pm –10pm) Darien: Darien Town Fireworks & Celebration(6:30pm) ☀️🎶Danbury: Graceland (Paul Simon Tribute) at Danbury City Center Green(7pm – 9:30pm) Danbury: Zach Anderson at Charter Oak Brewing and Taproom(7pm –9pm) Danbury: Pimpinella at Sugar Hollow Taproom(8:30pm) Fairfield: Wavelength at Elicit Brewing Co – Fairfield(9pm) ☀️🎶Greenwich: Chasing Romeo at Clubhouse at the Griff(7pm –10pm) ☀️🎶Monroe: The Justin Timberlake Experience - Monroe Arts in the Park Concerts(7pm) ⭐🎟️🎭 New Canaan: Matilda The Musical(6:30pm) New Fairfield: Illuminated Boat Parade on Candlewood Lake(5:30pm – 9pm) ⭐🎟️Newtown: Llamas and Llibations at Aquila's Nest Vineyards(5:30pm) ⭐🎟️Newtown: Elvis Meets Neil Diamond Tribute Show at Aquila's Nest Vineyards(6:30pm) ⭐🎟️Newtown: Speed Dating Ages 45-55 at Aquila's Nest Vineyards(7pm) ☀️🎶Norwalk: Tangled Vine - ODEEN's at Oak Hills(7pm –10pm) Norwalk: Captain Obvious at 314 Beer Garden(7pm –11pm) Norwalk: Owen Daniels at BanC House(8pm –11pm) 🍽️ Norwalk: She Sings Dylan at Brass & Bone(9pm) 🍽️ Norwalk: Acoustic Dinner with Fake ID at Brass & Bone(6pm –8:30pm) Old Greenwich: That's What She Said at Bosco's Bar and Grill(9pm) Putnam Valley, NY: Fire & Thyme at Tompkins Corners(6pm) Port Chester, NY: TASCA & Color TV at Garcia’s at The Capitol Theatre(8pm) ⭐🍽️🎶 Ridgefield: Isabelle & Phil on the Porch at Odeen's Ridgefield(5:30pm –8:30pm) Ridgefield: John Paris at Nod Hill Brewery(6:30pm) Stratford: Rockacoustic at Blackbird's Nest(6pm) Stratford: Diva & The Playboys at Joey C's Boathouse Cantina & Grill(9pm) 😂🎟️⭐Stamford: Comedian Jim Norton at New York Comedy Club Stamford (4 Shows)(7pm –9:30pm) Stamford: The Proper Villains at Tiernan's Bar & Restaurant(9:30pm) ☀️🎶Westport: MATTEO BOCELLI at The Levitt Pavilion (7:30pm) ☀️🎶Westport: Steve Keith - Music on Church Lane(5:30pm –9pm) Westport: The Five O'Clocks at Black Duck Cafe(9pm) Westport: Jonathan Niles Chapman at Walrus Alley(12pm –3pm) Woodbury: East Coast Combs - Luke Combs Tribute at Woodbury Brewing Company(8:30pm – 11pm) Saturday, July 11, 2026 Ansonia: Midsummer Fantasy Renaissance Faire in Warsaw Park(11am – 6:30pm) Bethel: Beats Per Minute at Dragonfly(6pm –9pm) Bethel: Iris Lies Trio at Shakedown Street Eats(6:30pm) Bethel: Black Rock Blues at NOTCH8(8pm) Brookfield: Rio Sorrentino at Pulcinella(7pm – 10pm) ☀️🎶Bridgeport: Rock Paper Soul at Captain's Cove Seaport (Marina, Restaurant & Bar)(4pm –8pm) Bridgeport: Small Town Rollers at Twelvenote Brew Co.(7pm –10pm) ☀️🎶Bridgeport: Pangea at Captain's Cove Seaport (Marina, Restaurant & Bar)(8pm – 12am) Cos Cob: Gusaco Party at St Lawrence Society(1pm – 5pm) Cos Cob: The Underdog at St Lawrence Society(7pm) Danbury: Old Exit 19 at Charter Oak Brewing and Taproom(5pm – 8pm) Danbury: Stella Blues at Sugar Hollow Taproom(8:30pm) ☀️🎶Fairfield: El Camino at Fairfield's Sweet Sounds of Summer Concerts Series at Sherman Green (6:30pm) Fairfield: Southern Heartbreakers at Elicit Brewing Co – Fairfield(9pm) Milford: East/West PlayFest 2026 (4pm –6pm) ⭐🎟️Newtown: Ponies and Wine Time at Aquila's Nest Vineyards(11:30am) ⭐🎟️Newtown: Cheese Fondue Dip & Sip at Aquila's Nest Vineyards(12pm) 🎶🆓Newtown: Candlewood Band at Aquila's Nest Vineyards(2pm – 5pm) ⭐🎟️💃🕺 Newtown: Bruce Springsteen Tribute Show at Aquila’s Nest Vineyard (6pm) Newtown: Bluesy Band at NewSylum Brewing Co.(3pm – 6pm) Newtown: Between The Keys at Perfusion Bar(8pm – 11pm) ☀️🎶Norwalk: Perry and Friends at Norwalk Green(7-9pm) ☀️🎶Norwalk: River Ramble in Pinkney Park (11am) 🚢🌙 Norwalk: Cruise and Tour to Green's Ledge & Sheffield Island Lighthouse(8:30am) 🛍️☀️ Norwalk: Norwalk Outdoor Sunset Bazaar(4pm – 8pm) 🍽️ Norwalk: Nick DiMaria Quartet at Brass & Bone(6pm) 🍽️ Norwalk: Coyote at Brass & Bone(9:30pm) Norwalk: Incidental Contact at 314 Beer Garden(7pm –11pm) Old Greenwich: Liquor Cake at Bosco's Bar and Grill(9pm –12am) Redding: Fuzz On It at Milestone(9pm) Ridgefield: Mr. Know it All at Nod Hill Brewery(5pm) Sherman: Roger Sherman: A Key Figure in America’s Revolutionary Story(12pm –4pm) Sherman: The Pears: Acoustic Experience Concert at Jewish Community Center(7:30pm – 9:30pm) Shelton: Sketchy at Spotted Horse Tavern(6pm) Shelton: Pimpinella at Pier 131 Kitchen + Bar(9:30pm –12am) Stratford: Riptide Rythm at Joey C's Boathouse Cantina & Grill(2pm – 5pm) Stratford: Sentinel Salt at Blackbird's Nest(6pm) Stratford: That Band at Joey C's Boathouse Cantina & Grill(9pm) 😂🎟️⭐Stamford: Comedian Jim Norton at New York Comedy Club Stamford (4 Shows)(7pm – 9:30pm) 😂🎟️⭐Stamford: Comedians Subhah Agarwal, Jessica Levin, Avery Quinn, Phil Duckett at New York Comedy Club Stamford(4:30pm) Stamford: Mugshot at Tiernan's Bar & Restaurant(9:30pm) 🌅🎉 Watertown: Watertown Summer Night Out(6pm –9pm) ☀️🎶Weston: Music in the Meadow with Quinn Sullivan (6:30pm) ☀️🎶Westport: EGGY RETURNS TO THE LEVITT PAVILION (4pm) ☀️🎶Westport: Picnic on the 4th of July - Music on Church Lane(5:30pm –9pm) Westport: Old Bob at Walrus Alley(7:30pm –10:30pm) Westport: Shell Shockt at Black Duck Cafe(9pm) Sunday, July 12, 2026 Ansonia: Midsummer Fantasy Renaissance Faire in Warsaw Park(11am – 6:30pm) Bethel: Drag Brunch at Shakedown Street Eats(12pm) Bethel: Station Road at NOTCH8(8pm) ☀️🎶Bridgeport: Bad Saints Stripped - Sunday Night Music on the Dock at Port 5(3pm) Bridgeport: The Jones Factor at Twelvenote Brew Co.(2pm – 5pm) ☀️🎶Bridgeport: To The Max at Captain's Cove Seaport (Marina, Restaurant & Bar)(3pm – 7pm) Danbury: Ol’ Moose and Friends at Charter Oak Brewing and Taproom(3pm – 5pm) ☀️🎶Easton: CT Grateful Dead All Stars* (All-Star Tribute to America's Favorite Jam Band) - Concerts on the Hill (6pm -8pm) ☀️🎶Fairfield: Rhythm City (Timeless Classics to Today's Hits) at Sherman Green Gazebo (6:30pm –8pm) ☀️🎶Greenwich: Local Enough at Clubhouse at the Griff(5pm –8pm) ⭐🎶🆓 Newtown: Corey Lewin at Aquila’s Nest Vineyard (2:30-5:30pm) ⭐🎟️ Newtown: Back to the 80's Drag Bingo at Aquila’s Nest Vineyard (12pm) ⭐🎟️💃🕺 Newtown: Salsa Meets Soulful Bachata Dance Night at Aquila's Nest Vineyards(6pm) Newtown: Brian Matzke Band at NewSylum Brewing Co.(2pm – 5pm) Norwalk: Eliot Thompson at Washington Prime(12pm – 3pm) Norwalk: ROSEWOOD & HONEY at Dry Dock Bar & Grill(3pm – 6pm) ☀️🎶Norwalk: TTD Sundays: Old School 203 - Concert at Calf Pasture Beach(5pm –7pm) 🍽️Norwalk: Sundays with Scott aat Brass & Bone(4:30pm) ☀️🎶Old Greenwich: Americana Family Jamboree & Barn Dance - Greenwich Point Summer Concerts(4pm) ☀️🎶Redding: David Morgan at The Redding Town Green (6-8pm) Redding: Dan Tressler at Milestone(4pm) Shelton: Feringo Band at Spotted Horse Tavern(8pm) Stratford: Johnny Hollywood at Blackbird's Nest(11am) Stratford: Rob Glassman Band at Joey C's Boathouse Cantina & Grill(3pm –7pm) Stratford: No Strings Attached at Blackbird's Nest(5pm) ☀️🎶Stamford: Gunsmoke - Music at the Bartlett(5pm –7pm) 😂🎟️⭐Stamford: Sunday Night Comedy Show at New York Comedy Club Stamford(7pm) ☀️🎶Trumbull: Grateful Ghost at Trumbull’s Sunday Summer Concert Series at the Gazebo (4pm) ☀️🎶Weston: The Davis Guitar Duo at Weston Library(4pm – 6pm) Westport: Jonathan Niles Chapman at Walrus Alley(12pm –3pm) Westport: The Hot Club of Black Rock. at Walrus Alley(5pm – 8pm)

Milford, CT: The Downtown Milford Business Association (DMBA) is thrilled to announce the return of the Fair on the Half Shell , a signature summer event that celebrates the soul of the Connecticut shoreline. On Saturday, August 15, 2026, from 9 a.m. to 5 p.m., the historic Milford Green will transform into a vibrant coastal festival, honoring a beloved 50+ year tradition that welcomes thousands of visitors each year from across Connecticut, New York, and beyond to celebrate the culture, beauty, and community spirit of the Connecticut shoreline. Sponsored by United Illuminating (An Avangrid Company) , this year's festival will feature more than 300 coastal artisans and vendors, over 20 gourmet food trucks with seafood-inspired bites and classic summer treats, live entertainment, family-friendly attractions such as bounce houses, face painting, caricature artists, target-throwing activities and more, and environmental exhibits highlighting Connecticut’s coastal heritage and environmental stewardship. "For more than half a century, this event has brought together residents, visitors, artists, businesses, and families to celebrate the character and beauty of Connecticut's shoreline," said the Downtown Milford Business Association. To celebrate the festival's return, the DMBA is launching an exclusive event giveaway . Attendees who add Fair on the Half Shell to their digital calendar through the official event link will automatically be entered for a chance to win a curated prize package featuring custom event apparel, artisan gifts, downtown gift cards, and more. Add event to your calendar to enter for a chance to win: https://www.eventbrite.com/e/fair-on-the-half-shell-2026-formerly-oysterfest-fair-ct-sum mer-festival-tickets-1992095795149 Located just two blocks from the Milford Metro-North Train Station and Milford Harbor, and minutes from I-95 and the Merritt Parkway, Fair on the Half Shell is easily accessible by train, car, or boat, drawing visitors from across New England, New York, Long Island, and beyond. Plan Your Visit Location: Milford Green | 84 Broad Street, Milford, Connecticut 06460 Date: August 15, 9am to 5pm Admission: FREE Event details: https://www.eventbrite.com/e/fair-on-the-half-shell-2026-for merly-oysterfest-fair-ct-summer-festival-tickets-19920957951 49

250 years strong! From CT250 celebrations and fireworks to live music, comedy, family fun, and great dining, there's no shortage of ways to celebrate this week. Want to see what's happening in your town ? Browse our complete CT250 community guide for Fairfield County and discover celebrations happening all week long. Check them out here. 🎭 Laugh the Weekend Away If you're in the Stamford area, cool off at New York Comedy Club Stamford with a lineup of hilarious comedy showcases in their air-conditioned club. Grab your tickets here and check out this week's performers! 🧠 Family Trivia Night Looking for a fun family night out Thursday? Head to ODEEN'S at Oak Hills in Norwalk for dinner, drinks, and trivia. Put your knowledge to the test while enjoying a great meal. Be sure to reserve your table in advance! Make a reservation here. 🎷 Live Music & Dining at Brass & Bone For an unforgettable evening in the heart of South Norwalk, Brass & Bone serves up incredible Creole-inspired cuisine alongside live entertainment all weekend long. This week's lineup includes Thursday – Early Jazz Dinner, Friday – Piano Bar Dinner, Saturday – Live Music & a spectacular America 250 Celebration! Whether you're planning dinner before the fireworks, a late-night bite, or an evening of live music, Brass & Bone has you covered. Be sure to check out this week's entertainment schedule and make your reservations early. Make a reservation here. 🍷 Sip & Celebrate Looking for the perfect vineyard escape? Head to Aquila's Nest Vineyards in Sandy Hook| Newtown, recently recognized among Connecticut's best wineries. From wine tastings and live music to unique themed experiences, there's always something happening. Explore this week's events and plan your visit! Book your experience here. ⭐ FAD Spotlight A special Fairfield After Dark shout-out goes to Summer Theatre of New Canaan , which opens its 23rd Season on Thursday, July 10 , with the beloved family musical Matilda ! The talented cast has been hard at work preparing this magical production, which runs July 10–26 . Tickets are selling quickly, so don't wait! Visit stonc.org for show information and tickets. 🎇 Wherever you're celebrating this Fourth of July week, Fairfield After Dark wishes you a safe, fun-filled, and memorable Independence Day. Happy Birthday, America! See what is going on daily in and around Fairfield County this week. Tuesday, June 30, 2026 ☀️🎶 Bridgeport: Honeydew - Black Rock Concert Series (6:30pm – 8:30pm) New Canaan: Tuesday Night Jazz with Noreen Mola Quartet at Roger Sherman Inn(6pm – 8:30pm) Norwalk: Open Jam Night at Freese Park ⭐🍽️ 🎤✨ Norwalk: OPEN MIC NIGHT AT BRASS & BONE (8pm) ☀️🎶 Oxford: Kathy Thompson Band - Oxford Summer Nights At The Beach(6:30pm) ☀️🎶 Ridgefield: Bywater Call at Ridgefield’s Ballard Park (7pm) ☀️🎶 Stratford: Signature Band outside on the Paradise Green Gazebo (7pm) ☀️🎶 Stamford: Jessi Rose - Stamford Street Beats Pop-Up at Ferguson Library Plaza (6pm – 8pm) ☀️🎶 Stamford: Zap and Co Acoustic Duo - Stamford Street Beats Pop-Up at Bedford Street Plaza(6pm –8pm) Stamford: Cats in Hats at Villa Italia Restaurant(6:30pm) ️☀️🎶 Trumbull: The Singing Gnome at Trumbull’s Summer Kids Concert Series (10-11am) ☀️🎶 Trumbull: Silver Steel Band at Trumbull Gazebo Tuesday Night Concert Series (7pm) Wednesday, July 1, 2026 ☀️🎶 Danbury: Amy Heebner at St. James Episcopal Church(12pm) East Haven: Bluegrass Jam at the Museum(6pm – 8:30pm) ☀️🎶 Fairfield: Susan Peak performs at Fairfield's Peanut Butter Jam Concerts at Sherman Green(10:15am) Fairfield: Music with The Lamb Jam at The Seagrape Fairfield(8:30pm) Milford: Eight Men Swinging Concert at Milford Arts Council(7:30pm –9:30pm) ☀️🎶 New Canaan: Mind the Gap – Rock & Roll at Waveny Park (7:30 – 9:30pm) Newtown: Book Signing - Evening of Authors at Aquila's Nest Vineyards(6pm) Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table (6pm – 9pm) ⭐🍽️🎙️🎶 Norwalk: KARAOKE Party at BRASS & BONE(8pm) Shelton: Mike Hatfield at Spotted Horse Tavern(8pm) 😂🎟️⭐ Stamford: Wednesday Night Comedy at New York Comedy Club (7 PM) Thursday, July 2, 2026 Bethel: Fiddlers Brawl at Whitlock’s Restaurant (6-9pm) 🎆🎇 Derby: Fireworks in Downtown Derby & Shelton (6pm – 9:30pm) ☀️🎶 Fairfield: Diggity (R&B, Jazz, Pop) at Sherman Green Gazebo (6:30pm –8pm) Fairfield: ETA Music at The Sinclair(8:30pm) Greenwood: FIDDLERS BRAWL at Whitlock's Restaurant(6pm – 9pm) 🎆🎇 Greenwich: Greenwich Fireworks at Binney Park & Greenwich Point Park(8:30pm) Milford: Havana Nights at Stonebridge(6pm) ⭐🎶🆓 Newtown: Brian Theoret at Aquila’s Nest Vineyard (5:30-8:30pm) ⭐🍽🧠 ️ Norwalk: Trivia Night at ODEEN’S at Oak Hills Golf Course (7-9pm) ⭐🍽️ 🎶🆓 Norwalk: Piano Bar Dinner w/ Chuck Chesler (5-7pm) ⭐🍽️ 🎶🆓 Norwalk: Jazz with AQUINTET at Brass & Bone(7pm) ⭐🍽️ 🎶🆓 Norwalk: So Good Looking & Tomie Aldo spinning at Brass & Bone(10pm) Piermont, NY: Tune-Up Thursdays(5pm –10pm) ☀️🎶 Ridgefield: Radio Free Honduras at Ridgefield’s Ballard Park (7pm) ⭐😂🎟️ Stamford: Roast Battle at New York Comedy Club Stamford (7:30 PM) Stratford: SHEILA & RAY at Blackbird's Nest (6pm) Stratford: Corey Nebel at Outriggers Restaurant(6pm – 9pm) 🎆🎇 Stratford: Stratford's Annual Independence Day Fireworks Display at Short Beach(9pm) 🎆🎇 Westport: Independence Day Fireworks Celebration at Campo Beach(9pm) Westport: Music with Billy Genuario at Spotted Horse Tavern(9pm) Friday, July 3, 2026 Bethel: Erik Rabasca LIVE at Shakedown Street Eats(6:30pm) Bethel: Mystery at NOTCH8(8pm) Bethel: Unbroken Glass at Whitlock’s Restaurant (6-9pm) ☀️🎶 Bridgeport: Ethyl Flying Solo - Friday Night Music on the Dock at Port 5(5pm –8:30pm) Bridgeport: Chris Mardolda at Boca Oyster Bar(3pm –6pm) Bridgeport: The Angry O’Haras at Twelvenote Brew Co.(7pm –10pm) Danbury: Marko Katra LIVE at Charter Oak Brewing and Taproom(5pm –7pm) 🎆🎇 Fairfield: Independence Day Fireworks at Penfield Beach & Jennings Beach(9:15pm – 9:45pm) ⭐🎶🆓 Newtown: Gab Kallay Duo at Aquila’s Nest Vineyard (4-7pm) ⭐🎟️ Newtown: Baked Brie & Vino Night at Aquila's Nest Vineyards(6pm) ⭐🎟️🍷🏎️ Newtown: Wine and Wheels - Showcase Your Car at Aquila's Nest Vineyards(5pm –8pm) Newtown: Jared Sage Cowen LIVE at Reverie Brewing Company(6pm – 9pm) 🎆🎇 Norwalk: Fireworks Show at Calf Pasture Beach(6:30pm) ⭐🍽️🎶🆓 Norwalk: Jazz Dinner w/ Lady & The Kampe (6-8:30pm) ⭐🍽️🎶🆓 Norwalk: Red Ball Express at Brass & Bone(9:30pm) Old Greenwich: New Moon Recruit at Bosco's Bar and Grill(9pm –12am) 🎆🎇 Orange: Concert & Fireworks Celebration at the Orange Fairgrounds(6pm) Port Chester, NY: Rumours ATL: A Fleetwood Mac Tribute with 8TRACK Band at The Capitol Theatre(8pm) Ridgefield: Symphonic Bodega at Nod Hill Brewery(6:30pm) ⭐😂🎟️ Stamford: Friday Night Comedy at New York Comedy Club Stamford (8PM) Stratford: THE C-SIDES at Blackbird's Nest(6pm) 🎆🎇 Waterbury: America 250th Celebration in Hamilton Park(12pm –6pm) 🎆🎇 West Haven: West Haven Savin Rock Fireworks at Bradley Point Beach(9:15pm) ☀️🎶 Westport: Ethan Walmark - Music on Church Lane(5:30pm –9pm) Westport: Sugar House at Black Duck Cafe(9pm) Saturday, July 4, 2026 Ansonia: Midsummer Fantasy Renaissance Faire in Warsaw Park (11am –6:30pm) Bethel: Rob Glassman at NOTCH8 (8pm) Bridgeport: America 250 Celebration w/The America 27’s - Sunday Night Music on the Dock at Port 5(4pm) Bridgeport: Tony Fratuso at Boca Oyster Bar(5pm – 8pm) Brookfield: Rio Sorrentino at Pulcinella(7pm –10pm) 🏛️🇺🇸 Darien: Darien Declaration Day(9:30am – 1:30pm) ☀️🎶 Fairfield: Silver Steel at Fairfield's Sweet Sounds of Summer Concerts Series at Sherman Green (6:30pm) 🎆🎇 Middlebury: Quassy Amusement & Water Park 4th of July Beach Party(8pm) 🎶🆓 Milford: Free Music at Walnut Beach Arch(4pm –6pm) 🎤🎟️ Morris: Morris Bluegrass Festival at South Farms(1pm) 🎆🎇 Monroe: Light up Monroe at Dusk - Monroe Town Hall(8:30pm) 🇺🇸🎆 Naugatuck: Naugatuck 4th of July Festival(5pm) 🇺🇸🎆 New Canaan: New Canaan Fourth of July Fireworks Spectacular at Waveny Park(5pm) 🇺🇸🎺 New Fairfield: New Fairfield Lions Club Annual Independence Day Parade(9:30am) New Milford: VinylCut at Housatonic River Brewing(7pm –10pm) ⭐🎶🆓 Newtown: Brass Band at Aquila’s Nest Vineyard (2-5pm) ⭐🎟️ 🍫🍷 Newtown: Chocolate and Wine Pairing at Aquila's Nest Vineyards(12pm) ⭐🎟️💃🕺 Newtown: Cuboricua Salsa Band Show at Aquila’s Nest Vineyard (6pm) ⭐🎟️ Newtown: Pilates with Goats in the Vineyard at Aquila's Nest Vineyards (11am) ⭐❤️🤍💙🇺🇸 🍽️ Norwalk: 4th of July Celebration at Brass & Bone (6pm) Norwalk: 4th of July with Tin Sandwich at 314 Beer Garden(7pm –11pm) 🎆🎇Norwalk: Rowayton Fireworks on Bayley Beach(9pm) 🎈🇺🇸 Ridgefield: Party in Ballard Park(11am – 2pm) 🎆🎇 Ridgefield: Ridgefield Fireworks at Ridgefield HS(8:30pm) 📜🇺🇸 Sherman: Roger Sherman: A Key Figure in America’s Revolutionary Story(12pm –4pm) 📜🇺🇸 Trumbull: Reading of the Declaration of Independence(10am) 🎆🎇 Waterbury: Waterbury's Independence Day Fireworks(9:15pm) ☀️🎶 Westport: Eliot Thompson - Music on Church Lane(5:30pm –9pm) Westport: Tune Squad at Black Duck Cafe(9pm) 🇺🇸🎆 Weston: Fireworks & Patriotic Tailgating Contest at Weston Middle School(5pm) Sunday, July 5, 2026 Ansonia: Midsummer Fantasy Renaissance Faire in Warsaw Park(11am – 6:30pm ) Bethel: Jonathan Chapman at Notch 8(5pm) 🛍️🎨 Bethel: Bethel Craft Summerfest at Municipal Center(11am –5pm) ☀️🎶 Bridgeport: Vita Rose - Sunday Night Music on the Dock at Port 5(3pm) Bridgeport: Andy & Scott Acoustics at Twelvenote Brew Co.(2pm – 5pm) Bridgeport: Tre Paul at Boca Oyster Bar (5pm –8pm) Danbury: Dave Vargo LIVE at Charter Oak Brewing and Taproom(3pm – 5pm) ☀️🎶 Easton: Bugs on a Log (String band, old-timey & bluegrass) - Concerts on the Hill(6pm -8pm) ☀️🎶 Fairfield: Forgotten by Friday (Country, Southern Rock) at Sherman Green Gazebo (6:30pm –8pm) ⭐🎶🆓 Newtown: Elana Zabari at Aquila’s Nest Vineyard (2-5pm) ⭐🎟️🇬🇷🎵💃🕺 Newtown: Greek Music Family Night at Aquila’s Nest Vineyard (5pm) ⭐🎟️ Newtown: Brownies & Wine Pairing at Aquila's Nest Vineyards(12pm) Newtown: Pub Slugs at NewSylum Brewing Co.(2pm –5pm) Norwalk: Emily Victoria at Washington Prime(12pm – 3pm) Norwalk: Scratch at 314 Beer Garden(2pm – 6pm) Old Greenwich: Mike Milazzo Solo Sundays at Bosco's Bar and Grill(2pm –4pm) ☀️🎶 Redding: What it is at The Redding Town Green (6-8pm) Shelton: What Up Funk at Spotted Horse Tavern(8pm) ⭐😂🎟️Stamford: Sunday Night Comedy at New York Comedy Club Stamford (7 PM) Stratford: HATFIELD at Blackbird's Nest(4pm) Stratford: Shot Down at Outriggers Restaurant(4pm –7pm) ☀️🎶 Trumbull: Jukebox 45 Showband at Trumbull’s Sunday Summer Concert Series at the Gazebo (4pm) Westport: Hitches and the Giddyup at Walrus Alley(12pm –3pm)

Stamford, CT: The Health Wellness & Lifestyle Expo has grown from a regional health fair into Connecticut’s largest and premier health, wellness, and lifestyle event. Now celebrating its 15th year in 2026, the Expo has become a highly anticipated annual tradition that brings together thousands of attendees, businesses, healthcare providers, fitness professionals, community organizations, and families along Stamford’s Harbor Point waterfront, the Expo’s location since 2019. A cornerstone of the Expo’s success has been its longstanding partnership with Stamford Health, which has served as the event’s Exclusive Healthcare Partner for 15 consecutive years . Throughout the Expo’s history, Stamford Health has been a driving force both behind the scenes and in partaking in the event’s activities, providing free health screenings, educational programming, wellness resources, preventative care information, and direct access to medical professionals, reinforcing its commitment to improving the health and well-being of the communities it serves. Founded and managed by Tamara Ketler of TMK Event Marketing, LLC, the Expo originally launched as the Health Wellness & Sports Expo . The event evolved over the years to reflect the changing interests and needs of consumers, expanding beyond healthcare and fitness to include nutrition, healthy living, beauty, financial wellness, mental health, pet wellness, eco-conscious products, home and garden inspiration, and family-focused activities. “We are proud to be the exclusive healthcare sponsor of the annual Health, Wellness & Lifestyle Expo for the fifteenth consecutive year, " says Kathleen Silard, President & CEO of Stamford Health, “For more than a decade, this event has created meaningful opportunities to share valuable resources and showcase our comprehensive programs and services. We look forward to connecting with our community and continuing to support the health and well-being of those we serve.” Over the years, the Expo has expanded to feature more than 130 sponsors and exhibitors, 10 interactive wellness zones, free group fitness classes, health screenings, yoga, healthy food experiences, pet wellness attractions, children's activities, Touch-A-Truck experiences, Stamford First Responder participation, and educational demonstrations and instruction such as CPR training. It has become one of the region’s most successful platforms for connecting businesses and organizations directly with a health-conscious audience. The event continues to fulfill its mission of encouraging attendees to GO. GATHER. GROW , bringing the community together to discover new ways to improve mind, body, and spirit while supporting local businesses, healthcare organizations, and wellness innovators. Today, the Health Wellness & Lifestyle Expo stands as one of Connecticut’s most respected community events, and its enduring partnership with their Exclusive Healthcare Partner Stamford Health, as well as numerous other sponsors and community supporters such as ShopRite/Cingari Family Markets, Key Bank, and so many others, remains central to its success, helping educate, inspire, and empower thousands of residents each year. 15th Annual Health Wellness & Lifestyle Expo 2026 September 12, Saturday, 10 AM - 5 PM Harbor Point Boardwalk, Stamford, CT https://www.hwl-expos.com

Newtown, CT – Aquila's Nest Vineyards is the only New England winery nominated by USA Today for Best Wine Tasting Room. Cast your vote through July 20.