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Norwalk Native and His Band Take the Main Stage at the 47th Annual Norwalk
Norwalk, CT – September 2025 – The Moonrise Cartel, led by Norwalk native, singer/songwriter Al Pascarelli, will perform on the Optimum Main Stage at the 47th Annual Norwalk Oyster Festival. Their set is scheduled for Saturday, September 6, from 7:00 to 8:00 PM, leading into headliner Parmalee.
Known for soaring harmonies and a sound that blends indie folk rock with touches of gospel, The Moonrise Cartel has been winning over audiences across Connecticut. Coming off a string of sold-out shows—including their upcoming September 27 performance at Fairfield Theatre Company—this Oyster Festival appearance offers the perfect opportunity to experience the band live in their hometown.
The Oyster Festival, produced by the Norwalk Seaport Association, is one of the region’s largest and most beloved community events, offering music, food, and family-friendly entertainment.
For full festival details, schedules, and ticket information, visit www.seaport.org.
Looking for a fun new activity that gets you moving, meeting people, and laughing along the way? The Rocking Rooster Square Dance Club of Newtown invites you to discover the joy of modern square dancing —no experience required! Free Introductory Lessons Kick things off with two free beginner-friendly classes on: 📅 Tuesday, September 9 & Tuesday, September 16 🕢 7:30–9:00 PM 📍 United Church of Christ, 283 Main St North, Southbury, CT These lessons are designed for absolute beginners, so whether you’ve danced before or never tried a single step, you’ll feel right at home. Why Square Dancing? 👣 No experience needed – It’s as easy as walking to music. 💃 No partner required – Come solo or bring friends. 👟 No special attire – Just wear comfortable shoes. 😀 Smiles guaranteed – You’ll leave feeling energized and connected. Square dancing isn’t just about learning steps—it’s about building friendships, sharing laughter, and enjoying music in a welcoming community. How to Join Ready to give it a try? Simply show up to one (or both!) of the free sessions. After that, beginner-friendly classes will continue for those who want to keep dancing. 📧 Email: happycaller558@gmail.com ? ? Call: 203-270-9676 🌐 Visit: www.rockingroosters.net Don’t Miss Out! Come with an open mind and a sense of fun—you’ll be surprised how quickly you catch on. Modern square dancing is more than just a dance; it’s a chance to move, laugh, and connect with a vibrant community. 👉 Mark your calendar for September 9 and 16—you’ll be glad you did!
Milford, CT — Get ready to sail away on a smooth sea of soft rock nostalgia and catch the Yacht Rock wave! On Friday, September 12 at 8:00p.m. the Milford Veterans Memorial Auditorium will drop anchor for one unforgettable voyage as the Yacht Lobsters cruise into town. Doors open at 7:00p.m. Tickets as low as $29.00. You can dock your vessel worry free with free venue parking! Expect the greatest Yacht Rock hits of the ‘70s and ‘80’s: Steely Dan’s “Reelin’ in the Years”, Toto’s “Africa” and “Rosanna”, Hall & Oates’ “Rich Girl”, and smooth grooves from Michael McDonald, The Doobie Brothers, Christopher Cross, Kenny Loggins, and many more all delivered with the Yacht Lobsters’ signature tight horns, dynamic guitars, lush harmonies, and a tidal wave of fun. Whether you’re a captain, first mate, or just along for the ride, the Yacht Lobsters promise a show that will keep you afloat with good vibes, irresistible beats, and a splash of funk. So polish your deck shoes, press those Hawaiian shirts, grab your Captain's hat, and prepare to rock the boat (without tipping it over). Enjoy Full Moon Brewing’s Mobile Bar Services and concessions, all night long! Best of all, this is more than just smooth sailing—it’s a benefit concert supporting the BethEl Center, an anchor in the Milford community dedicated to ending homelessness and helping neighbors find safe harbor. Event Details: 📅 Date & Time: Friday, September 12 · 8:00 PM EDT 📍 Location: Milford Veterans Memorial Auditorium 70 West River St. (Corner of West River St. and West Main St.) Milford, CT 06460 🚗 Parking: Free venue parking 💵 Refund Policy: No refunds ️ 🎟️ Reserved Seat Tickets: $28.52 to $55.20 - This is an all-ages show! Don’t miss the boat—this is one night you’ll want on your calendar!
Edmond Town Hall (ETH) is turning up the laughs this fall with its brand-new Comedy Series Bundle Package. For just $110, comedy fans can secure seats to four incredible shows featuring some of the biggest names in stand-up—without the big-city price tag. Whether you’re a long-time fan of live comedy or just looking for a fun night out, this series is packed with talent, variety, and unforgettable performances. Here’s what’s in store: 📅 September 4 – Josh Wolf Doors: 7:00 PM | Show: 8:00 PM The series kicks off with Josh Wolf, a stand-up comedian, writer, actor, and New York Times best-selling author who has been making audiences laugh for nearly three decades. Starting his career in Boston and Seattle, Josh went on to open for industry legends like Larry the Cable Guy and Chelsea Handler before establishing himself as a global headliner. His sharp wit and relatable humor have made him a fan favorite across North America, Europe, Australia, and New Zealand. Expect a high-energy, laugh-packed night to launch the ETH Comedy Series. 📅 September 25 – Funny Women of a Certain Age Doors 6:00pm, Show 7:00pm Created by veteran comedian and producer Carole Montgomery, Funny Women of a Certain Age made history in 2019 as the first comedy special featuring an all-female lineup over 50 years old. Premiering on Showtime, it became the network’s highest-rated comedy special of the year and inspired follow-ups that showcased even more powerhouse talent. For ETH’s Comedy Series, Carole Montgomery will be joined by Julia Scotti and Leighann Lord, delivering razor-sharp humor and raw, unfiltered stories about life, aging, and everything in between. This performance promises to be an empowering, hilarious night of comedy. 📅 October 11 – The Headliners Club Doors 7:00pm, Show 8:00pm Looking for a night of back-to-back stand-up brilliance? The Headliners Club brings together three powerhouse comedians—Erin Maguire, Gastor Almonte, and Graham Kay—for one unforgettable showcase. Each performer takes the stage for an extended set, delivering their sharpest material and biggest laughs. These comics have been seen on Netflix, Comedy Central, and The Tonight Show, but at Edmond Town Hall, you’ll get the full experience—without NYC traffic or ticket prices. 📅 December 12 – Paul Virzi Doors 7:00pm, Show 8:00pm Closing out the Fall Comedy Series is none other than Paul Virzi, one of the fastest-rising names in stand-up. Paul headlines top clubs and theatres across North America and hosts multiple hit podcasts including The Virzi Effect and Anything Better. He has performed at legendary venues such as Madison Square Garden, the Chicago Theatre, and Carnegie Hall, and brings his sharp, observational humor to ETH for one night only. Don’t miss your chance to catch this comedy heavyweight up close. 🎟️ The Best Deal in Town For just $110, the ETH Comedy Series Bundle gives you access to all four shows—an unbeatable price for an unforgettable lineup. Whether you grab the bundle for yourself or as a gift for a comedy-loving friend, it’s the perfect way to keep your fall calendar full of laughter. 👉 Grab your Comedy Series Bundle here and get ready for four nights of world-class stand-up at Edmond Town Hall. ✨ The laughs start September 4 with Josh Wolf—see you there!
Acoustic SoNo Returns toSoNo1420 Distillery Live Music Series Features an Array of Local Talent and Music Genres September-November, Fridays, 6-9PM Acoustic SoNo returns starting Friday, September 5. Kicking things off will be the talented Henry Jones, a favorite performer from the original Acoustic SoNo music series, which made its debut from March-June 2025 at SoNo 1420, America’s Maritime Distillery , located in the heart of South Norwalk, CT. The fall series runs from September through November, on Fridays from6:00 to 9:00PM in the Tasting Room portion of this award-winning whiskey-driven distillery. Since opening its distillery and tasting room in 2019 in the coastal city of South Norwalk, CT, SoNo1420, a veteran-owned and operated company, has earned a stellar reputation for producing double gold award-winning whiskey (San Francisco World Spirits Competition),“Top 100 Spirits” vodka (Wine Enthusiast 2024),ready-to-drink cocktails, innovative Threesome ready-to-mix cocktails, and now a new THC beverage, HZE. Acoustic SoNo ends the work week and kicks off the weekend on a high note with the perfect combination of craft cocktails by mixologist Blake Poon, live music in an intimate setting, gathering with friends and family, and soon (mid-September), the launch of new food service partner, the LobsterCraft truck, with meat selections sourced from Darien Butcher Shop. 1420 proudly serves Connecticut-produced beer by neighboring Spacecat Brewing and wine from Hopkins Vineyard. The robust music schedule features a diverse range of styles and genres, performed by the area’s most talented musicians/singers/songwriters. September 5-Henry Jones September 12-Jessica Paternoster September 19-BittersweetDescent October 3-Vinnie Ferrone October 10-Quinn & Trug October 17-Brother Dave October 24-Christopher Cavaliere November 7–Benny Mikula November 14-Dave & Chrissy November 21-Mike Milazzo November 28-Sal Grillo December–TBA SoNo 1420 events and offerings include comedy nights, private event rentals, distillery tours, mixology classes, and SoNo1420’s retail shop. Hours: Distillery/Retail Sales: Monday–Friday 10am-5pm Tasting Room Hours: Friday 5-9 PMandSaturday 2-9 PM **Expanded Tasting Room Hours Coming Soon! 19 Day Street,South Norwalk, CT 06854 IG@sono1420 www.sono1420.com
Labor Day Week-End Family Fun Guide: Top 5 Picks August 27 - September 1 Labor Day is almost here, and Fairfield County (plus surrounding towns) is packed with family-friendly events to enjoy before summer officially winds down. From classic New England fairs 🎡 to wildlife encounters 🐅 , live music 🎶 , and food fests 🍴 , there’s something happening every single day. We’ve rounded up the Top 5 Family Fun Picks each day to help you plan your week. Sponsor Spotlight: ConnectFairfield We’re thrilled to feature ConnectFairfield as this week’s sponsor—proud host of the inaugural Fairfield International Food Festival at Fairfield Theatre Company on Saturday, August 30. ConnectFairfield curates' experiences that unite neighbors, businesses, and nonprofits. From hands-on culinary fundraisers to cultural celebrations and local arts events, their gatherings reflect the town’s spirit—while giving back. A portion of this festival’s proceeds support Operation Hope , continuing their tradition of community care in Fairfield. About ConnectFairfield ConnectFairfield , founded in 2021 by Debbi O’Keefe, is a community platform dedicated to hosting events that connect residents, businesses, and nonprofits in the town of Fairfield. With 30+ years of event planning experience, Debbi uses her local ties to strengthen Fairfield’s community spirit. ConnectFairfield produces cultural festivals, fundraisers, and interactive gatherings that bring neighbors together, while donating a portion of proceeds to local nonprofits such as Operation Hope . Wednesday, Aug 27 – Outdoor Music & Family Nights 🎡 St. Leo’s Fair (Stamford, 6pm–10pm) The rides, food, and family fun continue. 🎶 ROYAL KINGS at Waveny Park Summer Concert (New Canaan, 7:30pm–9:30pm) Free live music under the stars — bring a blanket and snacks. 🎼 The Bernadettes – Music Under the Stars (Shelton, 7pm) A family dance-along favorite! 🧩 Open Play Chess at Veterans Park (Stamford, 12pm–2pm) A fun mix of strategy, fresh air, and community. 🐾 Zoo & Treesure Hunt Combo (Bridgeport/Norwalk) Perfect daytime adventures before the music begins. 📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bethel: "Nothing But The Blues" LIVE at La Zingara Restaurant(7pm) Fairfield: Mixtape Match Musical Bingo at Elicit Brewing(7pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) 📣 Newtown: Meditation on Twin Hearts at Aquila's Nest Vineyards(7pm) 📣 Stamford: History Hyenas w/ Chris Distefano & Yannis Pappas at New York Comedy Club Stamford(7pm) Shelton: The Bernadettes at Music Under the Stars Summer Concert Series(7pm) Thursday, Aug 28 – Fairs, Culture & History 🎡 St. Leo’s Fair (Stamford, 6pm–11pm) A Labor Day week tradition for many families. 🐅 Beardsley Zoo + Skyhunters (Bridgeport, all day) A great daytime activity before heading to evening fun. 🎪 Woodstock Fair – 164th Annual Kickoff (Woodstock, 4pm–9:30pm) A classic agricultural fair with rides, food, and livestock — New England tradition at its best. 🎨 Summer Thursdays at Weston History & Culture Center (1pm–4pm) Kid-friendly hands-on activities mixed with local history. 🎶 Outdoor Family-Friendly Music Across Fairfield County Multiple towns host live music — an easygoing family night out. 📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Hurley Hour at Bryac Black Rock(6pm) Bridgeport: Chris Radz at The Castle(7pm-10pm) Danbury: Line Dancing at Elicit Danbury(7pm) 📣 Fairfield: Jake Shimabukuro in The Warehouse at FTC(8pm) Fairfield: Suck'R Punch LIVE at The Sinclair(8:30pm) Milford: Young Dan & Jumpin Johnny LIVE at Cafe Atlantique(5pm-8pm) Milford: HAVANA NIGHT LIVE at Stonebridge Restaurant(6pm) Norwalk: Steven Keith at BANC House (5:30-8:30pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: Mike Millazo at Sails Bar & Grill Norwalk: Party with Friends LIVE at Washington Social(8pm-11:30pm) 📣 Newtown: Glen Roth LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) 📣 Newtown: Tarot Reading with Jenny Gypsy at Aquila's Nest Vineyards(5:30pm-9pm) 📣 Piermont, NY: Live Jazz with Trumpet: Antoine Drye & Pianist: Kevin Lovejoy at OTTO'S(6pm-9pm) Rowayton: Mike Millazo LIVE at Sails Bar & Grill(6pm-9:30pm) 📣 Stamford: That's Fair Comedy ft: Cody Marino, Brittany Brave, Nikhill Mehta, Chris Kinback, Trent Mabry at New York Comedy Club Stamford(7pm) Stratford: Dawn & Greg LIVE at Outriggers(5pm-8pm) Stratford: The Groove Grove Band LIVE at Joey C’s Boathouse(6pm-9pm) Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) Westport: Billy Genuario at Spotted Horse Tavern (9pm) Friday, Aug 29 – Fairs & Outdoor Concerts 🎡 St. Leo’s Fair (Stamford, 6pm–9pm) Friday night rides and lights! 🐾 Beardsley Zoo (Bridgeport, all day) Always a top family adventure. 🎠 Haddam Neck Fair (East Hampton, opens 3pm) A long-running fair with rides, farm animals, and fireworks. 🎭 Woodstock Fair (Woodstock, 12pm–9:30pm) Day two of one of CT’s largest agricultural fairs. 🎶 Free Outdoor Concerts (Brookfield, Bethlehem, Fairfield & more) Pack a picnic and enjoy a community night out with music. Bethel: John Fazio Jr LIVE at Broken Symmetry(6pm) Bethel: BRANDON MULLIS LIVE at Shakedown Street Eats(6:30pm) Bethel: FIVE TO ONE Live at Notch 8(8pm) 📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: The Two J's at Port 5(5-8:30pm) Bridgeport: Scratch Band LIVE at The Castle(8pm-11pm) 📣 Bridgeport: James Taylor & His All-Star Band at Hartford HealthCare Amp(7:30pm) Bethlehem: The Rakes at Friends Friday Summer Concerts at March Farm(6-8pm) Brookfield: Dan’s Garage LIVE at Brookfield's Concerts in the Park(6:30 PM) Danbury: Zach Anderson LIVE at Charter Oak Brewing(7pm-9pm) Danbury: DERT LIVE at Sugar Hollow Taproom(8:30pm) Danbury: Vivid LIVE at Elicit Danbury(9pm) Fairfield: Jazz Fridays w/Chris Coogan at Fairfield Museum(6:30pm-8pm) Fairfield: Black Rock Fire LIVE at Elicit Brewing(9pm) Fairfield: DJ Durso in the Speakeasy LIVE at Elicit Brewing(10pm) Greenwich: TNT Band LIVE at Griff Club House(7pm-10pm) Milford: Handpan Concert – Spirit Voices 2 at Milford Arts Council (7:30pm-9:30pm) Milford: RECKLESS SUNSET LIVE at Stonebridge Restaurant(5:30pm) Milford: Lindsey & Shelley LIVE at Cafe Atlantique(6:30pm-9:30pm) New Milford: Lost Rebel LIVE at Housatonic River Brewing(7pm-10pm) Norwalk: Live Music With Geoff Hartwell(10pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: Pimpinella - at the Sand Bar(8pm-11pm) Norwalk: Tom Petty Night at Washington Social(8pm-11:30pm) Norwalk: Tangled Vine at SOHO bar(9pm) Newtown: Johnny Chapman at Newsylum Brewing Co.(6pm-9pm) Newtown: Blimp Fest 2025: Case Galv & Code, Drink Baby, & Atlas AltaLIVE at Reverie Brewing(6:30pm-10pm) 📣 Newtown: Bobby Wheeler LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) 📣 Newtown: Belgian Chocolate and Wine Pairing at Aquila's Nest Vineyards(6pm) 📣 Newtown: Baked Brie & Vino Nights at Aquila's Nest Vineyards(6:30pm) 📣 Newtown: Yappy Hour - Bring Your Furry Friends at Aquila's Nest Vineyards(6pm) 📣 Newtown: The Lightfoot Band at Edmond Town Hall(8pm) Newtown: Orb Mellon at Perfusion(8pm-11pm) 📣 Newtown: ETH DRIVE-IN: Dirty Dancing (PG-13)(9pm) Old Greenwich: Dad Bod Band at Bosco's Bar & Grill(9pm-11:30pm) Orange: GREEK FESTIVAL – St. Barbara (12pm-10pm) Redding: Jonny Chapman Trio at The Redding Roadhouse(7pm-10pm) Ridgefield: Phil & Isabel at Odeen’s Restaurant(5:30pm) Ridgefield: Corey Lewin at 850 Degree(6pm-9pm) Ridgefield: Nathaniel Hintz at Nod Hill Brewery(6:30pm) Rowayton: Not My Problem at Sails Bar & Grill(9:30pm-12am) Shelton: Riley Johnson at Jones Winery(5–7pm) 📣 Stamford: That's Fair Comedy at New York Comedy Club Stamford(9:30pm) Stamford: Dive Bar Confessional at Half Full Brewery(7pm-9pm) 📣 Stamford: Comedian Troy Bond at New York Comedy Club Stamford(7pm-9:30pm) Stratford: No Strings Attached at Windmill Tavern(5pm) Stratford: Frank Chiafari at Outriggers(5:30pm-8:30pm) Stratford: Stairway to Halen at Joey C’s Boathouse(9pm-12am) Woodbury: Macalas at Woodbury Brewing Company(8:30pm) 📣 Westport: Picnic on the 4th of July at Music on Church Lane(6pm-9pm) Westport: Union Rail at Walrus Alley(7:30pm-11pm) Westport: Shell Shockt at Black Duck Cafe(9:30pm) 📣 West Redding: Book Fair - Mark Twain Library(9am-4pm) Saturday, Aug 30 – Festivals & Fairs Galore 🍴 Fairfield International Food Fest at FTC (Fairfield, 4pm) A global food adventure with live music and entertainment — perfect for families with adventurous eaters. 📚📖West Redding: Book Fair - Mark Twain Library(9am-4pm) - Discover treasures for every reader at the annual Mark Twain Library Book Fair — thousands of books, family fun, and great summer reads! 🎠 Haddam Neck Fair (East Hampton, 3pm) Tractor pulls, rides, and fireworks make this a highlight of the weekend. 🏰 Connecticut Renaissance Faire – Opening Weekend (Lebanon, 10:30am–6pm) Step back in time with jousting, costumed performers, and themed family fun. 🐅 Beardsley Zoo + Skyhunters (Bridgeport, 10am–2pm) Perfect for a morning family outing before hitting the fairs. Bethel: MUDDY RIVER BLUES at Notch 8(8pm) Bridgeport: Acoustic Mafia at Boca Oyster Bar(5pm) Bridgeport: Ryan Collins at The Castle(8pm-11pm) Bridgeport: Sneaky Pete at Bryac Black Rock(9:30pm) Danbury: The Light w/Atom Rush at Sugar Hollow Taproom(8:30pm) Danbury: Get Lit at Elicit Brewing(9pm) Fairfield: El Camino at Sherman Green Gazebo(6:30-8:00 PM) 📣🌟 Fairfield: Fairfield International Food Fest at FTC(4pm) Fairfield: DJ DONNY D in the Speakeasy at Elicit Brewing(10pm) Fairfield: El Camino at Sherman Green Gazebo(6:30pm-8pm) Goshen: Goshen Fair(8am-9pm) Milford: STILETTO (BILLY JOEL TRIBUTE) at Stonebridge Restaurant(5pm) Milford: Bob Gotta at Cafe Atlantique(6:30pm-9:30pm) Middlefield: Corn Maze & Cider Donut Festival at Lyman Orchards(10am-4pm) New Milford: Street Survivors - Tribute to Lynyrd Skynyrd at Housatonic River Brewing(7pm-10pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: What Up Funk Band at 314 Beer Garden(7:30pm-10:30pm) 📣 Newtown: Mini Cheesecakes & Sweet Wines Pairing at Aquila's Nest Vineyards(12pm) 📣 Newtown: Frandango at Aquila's Nest Vineyards(2:30pm-5:30pm) 📣 Newtown: I Love the 80s to Death Murder Mystery at Aquila's Nest Vineyards(6pm) Newtown: Seth Adam at Newsylum Brewing Co(3pm-6pm) Newtown: Eric Christensen at Perfusion(8pm-11pm) 📣 Newtown: ETH DRIVE-IN: Dirty Dancing (PG-13)(9pm) Orange: GREEK FESTIVAL – St. Barbara (12pm-10pm) Redding: Pimpinella at Milestone(9pm-12am) Ridgefield: Don Lowe at 850 Degree(6pm) Ridgefield: The Last Minutemen at Nod Hill Brewery(6:30pm) Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm) Stamford: Outsiders at Half Full Brewery(2pm-5pm) Stamford: St. Leo's Fair(2pm-11pm) Stamford: Cobblestone Road at The Beer Garden (Shippan Landing)(5pm-8pm) 📣 Stamford: Comedians Meka Mo, Adam Muller, JC Mendoza, Brendan Sagalow at New York Comedy Club Stamford(4:30pm) 📣 Stamford: Comedian Troy Bond at New York Comedy Club Stamford(7pm-9:30pm) Stamford: Superhero at Tigín Irish Pub(10pm) Stratford: Dawn & Greg at Outriggers(5:30pm-8:30pm) Stratford: Zac & Fried at Joey C’s Boathouse(9pm-12am) Shelton: SOME HACKS at Pier 131 Kitchen(9:30pm) Woodstock: Woodstock Fair - 164th Annual Fair!(12pm-9:30pm) 📣 Westport: Vinnie Ferrone at Music on Church Lane(6pm-9pm) Westport: Massive Diva at Walrus Alley(7:30pm-11pm) Westport: Sucker Punch at Black Duck Cafe(9:30pm) Woodbury: Second Nature at Woodbury Brewing Company(8:30pm) Sunday, August 31 🎭✨ Bethel: Drag Brunch at Shakedown Street Eats (10am) – Brunch, glam, and fabulous performances! 🎡🎶 Goshen: Goshen Fair (8am–9pm) – Rides, food, live music & family fun all day. 🍷🐾 Newtown: Wine & Wags at Aquila's Nest Vineyards (12pm) – Sip wine with your furry friends. 🏖️🎶 Norwalk: Bim Skala Bim w/Demolition Brass Band at Pinkney Park(5:30PM) – Outdoor ska & brass grooves by the water. 📚📖 West Redding: Book Fair – Mark Twain Library (10am–4pm) – Thousands of books & treasures for readers. Bethel: Bethel Holiday Weekend Craft Festival(11am-5pm) Bethel: BLACK ROCK BLUES Live at Notch 8(8pm) Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm) Bridgeport: Chuck & Andy from the C-Sides LIVE at The Castle(5pm-8pm) East Hampton: Haddam Neck Fair(7:30am) Goshen: Goshen Fair(8am-9pm) Lebanon: 27th Annual Connecticut Renaissance Faire(10:30am-6pm) Milford: Rum Runners at Walnut Beach Pavillion(4-7pm) Milford: LABOR DAY SUNDAY W/ KATHY THOMPSON BAND LIVE at Stonebridge Restaurant(5pm) Middlefield: Corn Maze & Cider Donut Festival at Lyman Orchards(10am-4pm) New Milford: Parrothead Party Celebrating Jimmy Buffett with JAMIE'S JUNK SHOW at Housatonic River Brewing(4pm-7pm) Newtown: ZAC N' FRIED LIVE at Newsylum Brewing Co(12pm-5pm) 📣 Newtown: Wine & Wags at Aquila's Nest Vineyards(12pm) 📣 Newtown: Silent Disco White Party at Aquila's Nest Vineyards(6pm) 📣 Newtown: On the Road Again LIVE at Aquila's Nest Vineyards(2pm-5pm) 📣 Newtown: Summer Lovin' Drag Bingo at Aquila’s Nest Vineyards(12 pm) Norwalk: Fairfield County 9 Band at Calf Pasture Beach(5:00 pm - 7:00 pm) Norwalk: Bim Skala Bim w/Demolition Brass Band at Pinkney Park(5:30PM) Norwalk: Billy G and Friends at 314 Beer Garden(2:30pm-6pm) 📣 Orange: GREEK FESTIVAL – St. Barbara (12pm-10pm) 📣 Piermont, NY: Piano Brunch with Conal Fowkes at OTTO's(12pm-3pm) Ridgefield: Skylab at Nod Hill Brewery(2:30pm) Shelton: Griffin Anthony at Jones Winery(2–4pm) Shelton: Suck'R Punch at the Spotted Horse(4pm) Shelton: Da' Band at Pier 131 Kitchen(9:30pm) Stratford: Labor Day Weekend Hop Yard Clambake at Two Roads Brewing(12pm-4pm) Stratford: Mike LoQuidice at Outriggers(2pm-5pm) Stratford: What Up Funk at Joey C’s Boathouse(3pm-7pm) Stratford: Cooked Up at Windmill Tavern(8pm) 📣 Stamford: Comedians Matt Vita, Talal Alyan, Tyler Groce, Molly Brenner at New York Comedy Club Stamford(7pm) Westport: Savitsky Jazz Trio at Walrus Alley(5pm-7:30pm) Monday, Sept 1 – Labor Day 🎡🎶 Woodstock: 164th Annual Woodstock Fair (9am–7pm) – A true New England fair tradition. 🐅🦅 Bridgeport: Beardsley Zoo + Skyhunters in Flight (10am–2pm) – Animal adventures & bird show. 🎶🍷 Newtown: Nayra & Cyril Acoustic Duo at Aquila’s Nest Vineyards (2:30pm–5:30pm) – Chill vineyard vibes. 🍇🇬🇷 Orange: St. Barbara Greek Festival (12pm–6pm) – Food, music, culture & dancing. 🎶🎤 East Haven: Bluegrass Jam at the Museum (6pm–8:30pm) – Live Americana pickin’ to close out the holiday. East Hampton: Haddam Neck Fair(7:30am) Goshen: Goshen Fair(8am-6pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) 📣 Newtown: Nayra & Cyril Acoustic Duo LIVE at Aquila's Nest Vineyards(2:30pm-5:30pm) 📣 Stamford: Monday Night Mic at New York Comedy Club Stamford(7:30pm)
Labor Day is almost here, and Fairfield County (plus surrounding towns) is packed with family-friendly events to enjoy before summer officially winds down. From classic New England fairs 🎡 to wildlife encounters 🐅 , live music 🎶 , and food fests 🍴 , there’s something happening every single day. We’ve rounded up the Top 5 Family Fun Picks each day to help you plan your week. Sponsor Spotlight: ConnectFairfield We’re thrilled to feature ConnectFairfield as this week’s sponsor—proud host of the inaugural Fairfield International Food Festival at Fairfield Theatre Company on Saturday, August 30 . ConnectFairfield curates' experiences that unite neighbors, businesses, and nonprofits. From hands-on culinary fundraisers to cultural celebrations and local arts events, their gatherings reflect the town’s spirit—while giving back. A portion of this festival’s proceeds support Operation Hope , continuing their tradition of community care in Fairfield. About ConnectFairfield ConnectFairfield, founded in 2021 by Debbi O’Keefe, is a community platform dedicated to hosting events that connect residents, businesses, and nonprofits in the town of Fairfield. With 30+ years of event planning experience, Debbi uses her local ties to strengthen Fairfield’s community spirit. ConnectFairfield produces cultural festivals, fundraisers, and interactive gatherings that bring neighbors together, while donating a portion of proceeds to local nonprofits such as Operation Hope . Sunday, Aug 24 – Fairs, Festivals & Outdoor Music 🦅 Skyhunters in Flight at Connecticut’s Beardsley Zoo (Bridgeport, 11am–2pm) Watch majestic birds of prey soar overhead in this thrilling live presentation — a must-see for families and animal lovers. 🐯 Beardsley Zoo Joins the CT Season Pass (Bridgeport, all day) Great news: Beardsley Zoo is now part of the statewide attraction pass, making it the perfect day trip with extra value. 🎡 Danbury San Gennaro Festival (Danbury, 1pm–10pm) A family favorite with Italian food, carnival rides, live music, and cultural fun for all ages. 🎭 Chester Fair ( Chester, 9am–6pm) A slice of old-fashioned New England with livestock, games, rides, and local crafts. 🎶 Sound Beach Community Band – An Evening of Stephen Schwartz (Greenwich, 7pm) Families can picnic at Binney Park while enjoying Broadway favorites under the stars. Bethel: DIRTY MARTINIS LIVE at Shakedown Street Eats(12pm) Bethel: $2 CAP Live at Notch 8(5pm) Bridgeport: The Rum Runners 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 atBoca Oyster Bar(5pm) Bridgeport: Fred & Ethel LIVE at The Castle(5pm-8pm) Brooklyn: CT Brooklyn Fair(9am-6pm) Danbury: Danbury San Gennaro Festival(1pm-10pm) Chester: Chester Fair(9am-6pm) Fairfield: Jazz Rabbi Greg Wall at Fairfield Museum (6:30 PM – 8:00 PM) Greenwich: Sound Beach Community Band-An Evening of Stephen Schwartz at Binney Park(7pm) Greenwich: Chris brown LIVE at Griff Club House(3pm-5pm) Greenwich: Kenny Weiss and Vicky Dussich LIVE at Bosco's Bar & Grill(4pm-7pm) Milford: Kathy Thompson Band at Walnut Beach Pavillion(4-9pm) Milford: BEATLES A TO Z (TRIBUTE TO THE BEATLES) LIVE at Stonebridge Restaurant(5pm) Middlefield: Lyman Orchards Sunflower Maze ~ Sesame Street(9am) Norwalk: Sensational Soul Cruisers at Calf Pasture Beach(5:00pm – 7:00pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: Brunch with Fuzz LIVE at Washington Social(12pm-3pm) Newtown: Transformers One (PG) at Edmond Town Hall(1pm) Newtown: Pinot and Pilates at Aquila's Nest Vineyards(11am) Newtown: Sip & Shimmy Belly Dancing at Aquila's Nest Vineyards(12pm) Newtown: Bittersweet Descent LIVE at Aquila's Nest Vineyards(2pm-5pm) Newtown: Fine Cigars Night at Aquila's Nest Vineyards(6pm) Newtown: Reggae Meets Soul with Rho & The Nomads at Aquila’s Nest Vineyards(6pm-9pm) Newtown: Chris Cavaliere LIVE at Reverie Brewing(2p-5pm) Newtown: Dan's Garage Band LIVE at Newsylum Brewing Co(2pm-5pm) Piermont, NY: Sunday Piano Brunch with Kevin Lovejoy at OTTO's(12pm-3pm) Ridgefield: Abby Payne LIVE at Nod Hill Brewery(2:30pm) Ridgefield: Live Music with Gab Kallay at 850 Degree(5pm-8pm) Redding: On the Count of Two LIVE at Milestone(4pm-7pm) Stratford: Nashville Drive LIVE at Joey C’s Boathouse(3pm-7pm) Stratford: Alex Cano LIVE at Two Roads(2pm-4:30pm) Stratford: Brittany LIVE at Outriggers(2pm-5pm) Stamford: Sun Kings at Bartlett Arboretum & Gardens (5-7pm) Stamford: Comedy Jackpot Finals at New York Comedy Club Stamford(4pm) Shelton: Canyon at Jones Winery( 2–4pm) Shelton: Live Music from Tangled Vine! at Pier 131 Kitchen(5:30pm-8pm) Shelton: The Scratch Band LIVE at Spotted Horse(4pm) Valhalla, NY: Westchester Muslim Heritage Festival(12pm-6pm) Woodbury: Dan Ringrose LIVE at Woodbury Brewing Company(2pm) Westport: Elektrik Trio LIVE at Walrus Alley(5pm-8pm ) Westport: Eight to the Bar LIVE at Levitt Pavilion(7pm) Monday, Aug 25 – Family Adventures 🐾 Beardsley Zoo with CT Season Pass (Bridgeport, all day) A perfect family outing that now stretches your dollar even further. 🌳 Norwalk’s Treesure Hunt (Norwalk, 7am–7pm) An interactive scavenger hunt through town — kids love the adventure while parents enjoy the fresh air. 🍦 Family Ice Cream Stops + Evening Strolls Pair a zoo or hunt outing with your favorite local ice cream shop for a classic summer day. 🗓️ Plan Ahead for St. Leo’s Fair (Stamford, opening Tuesday) Get the kids excited for rides, food, and games later in the week. ️🗓️ Plan Ahead for Woodstock Fair ( Opening Thursday) Celebrate summer’s end at the 164th Annual Woodstock Fair , one of Connecticut’s longest-running traditions, with fun for all ages. Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Stamford: Monday Night Mic at New York Comedy Club Stamford(7:30pm) Tuesday, Aug 26 – Fair Fun Begins 🎡 St. Leo’s Fair (Stamford, 6pm–10pm) One of the area’s biggest family events with rides, carnival games, and treats — fun for all ages. 🐅 Beardsley Zoo (Bridgeport, all day) Always a family favorite, especially with the CT Pass perk. 🌳 Norwalk’s Treesure Hunt (Norwalk, all day) Keep the kids busy exploring hidden gems throughout town. 🎶 Michelle Pauker LIVE at Villa Italia (Stamford, 6:30pm) A great dinner outing with live entertainment. 🎠 Classic Fair Food & Rides Grab funnel cakes and cotton candy — the true taste of late summer. Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Stamford: St. Leo's Fair(6pm-10pm) Stamford: Michelle Pauker LIVE at Villa Italia Restaurant(6:30pm) Wednesday, Aug 27 – Outdoor Music & Family Nights 🎡 St. Leo’s Fair (Stamford, 6pm–10pm) The rides, food, and family fun continue. 🎶 ROYAL KINGS at Waveny Park Summer Concert (New Canaan, 7:30pm–9:30pm) Free live music under the stars — bring a blanket and snacks. 🎼 The Bernadettes – Music Under the Stars (Shelton, 7pm) A family dance-along favorite! 🧩 Open Play Chess at Veterans Park (Stamford, 12pm–2pm) A fun mix of strategy, fresh air, and community. 🐾 Zoo & Treesure Hunt Combo (Bridgeport/Norwalk) Perfect daytime adventures before the music begins. Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bethel: "Nothing But The Blues" LIVE at La Zingara Restaurant(7pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Newtown: Meditation on Twin Hearts at Aquila's Nest Vineyards(7pm) New Canaan: ROYAL KINGS at Waveny Park (7:30pm-9:30pm) Stamford: Open Play Chess in Veterans Memorial Park – Stamford(12pm-2pm) Stamford: St. Leo's Fair(6pm-10pm) Stamford: History Hyenas w/ Chris Distefano & Yannis Pappas at New York Comedy Club Stamford(7pm) Shelton: The Bernadettes at Music Under the Stars Summer Concert Series(7pm) Thursday, Aug 28 – Fairs, Culture & History 🎡 St. Leo’s Fair (Stamford, 6pm–11pm) A Labor Day week tradition for many families. 🐅 Beardsley Zoo + Skyhunters (Bridgeport, all day) A great daytime activity before heading to evening fun. 🎪 Woodstock Fair – 164th Annual Kickoff (Woodstock, 4pm–9:30pm) A classic agricultural fair with rides, food, and livestock — New England tradition at its best. 🎨 Summer Thursdays at Weston History & Culture Center (1pm–4pm) Kid-friendly hands-on activities mixed with local history. 🎶 Outdoor Family-Friendly Music Across Fairfield County Multiple towns host live music — an easygoing family night out. Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Hurley Hour LIVE at Bryac Black Rock(6pm) Bridgeport: Chris Radz LIVE at The Castle(7pm-10pm) Danbury: Line Dancing at Elicit Danbury(7pm) Fairfield: Jake Shimabukuro in The Warehouse at FTC(8pm) Fairfield: Suck'R Punch LIVE at The Sinclair(8:30pm) Milford: Young Dan & Jumpin Johnny LIVE at Cafe Atlantique(5pm-8pm) Milford: HAVANA NIGHT LIVE at Stonebridge Restaurant(6pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: Party with Friends LIVE at Washington Social(8pm-11:30pm) Newtown: Glen Roth LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) Newtown: Tarot Reading with Jenny Gypsy at Aquila's Nest Vineyards(5:30pm-9pm) Piermont, NY: Live Jazz with Trumpet: Antoine Drye & Pianist: Kevin Lovejoy at OTTO'S(6pm-9pm) Rowayton: Mike Millazo LIVE at Sails Bar & Grill(6pm-9:30pm) Stamford: St. Leo's Fair(6pm-11pm) Stratford: Dawn & Greg LIVE at Outriggers(5pm-8pm) Stratford: The Groove Grove Band LIVE at Joey C’s Boathouse(6pm-9pm) Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) Westport: Live music with Billy Genuario(9pm) Woodstock: Woodstock Fair - 164th Annual Fair!(4pm-9:30pm) Friday, Aug 29 – Fairs & Outdoor Concerts 🎡 St. Leo’s Fair (Stamford, 6pm–9pm) Friday night rides and lights! 🐾 Beardsley Zoo (Bridgeport, all day) Always a top family adventure. 🎠 Haddam Neck Fair (East Hampton, opens 3pm) A long-running fair with rides, farm animals, and fireworks. 🎭 Woodstock Fair (Woodstock, 12pm–9:30pm) Day two of one of CT’s largest agricultural fairs. 🎶 Free Outdoor Concerts (Brookfield, Bethlehem, Fairfield & more) Pack a picnic and enjoy a community night out with music. Bethel: John Fazio Jr LIVE at Broken Symmetry(6pm) Bethel: BRANDON MULLIS LIVE at Shakedown Street Eats(6:30pm) Bethel: FIVE TO ONE Live at Notch 8(8pm) Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: The Two J's at Port 5(5-8:30pm) Bridgeport: Scratch Band LIVE at The Castle(8pm-11pm) Bridgeport: TBA LIVE at Bryac Black Rock(10pm) Bethlehem: The Rakes at Friends Friday Summer Concerts at March Farm(6-8pm) Brookfield: Dan’s Garage LIVE at Brookfield's Concerts in the Park(6:30 PM) Danbury: Zach Anderson LIVE at Charter Oak Brewing(7pm-9pm) Danbury: DERT LIVE at Sugar Hollow Taproom(8:30pm) Danbury: Vivid LIVE at Elicit Danbury(9pm) East Hampton: Haddam Neck Fair(3pm) Fairfield: Chris Coogan at Jazz Fridays(6:30 PM – 8:00 PM) Fairfield: Jazz Fridays w/Chris Coogan at Fairfield Museum(6:30pm-8pm) Fairfield: Black Rock Fire LIVE at Elicit Brewing(9pm) Fairfield: DJ Durso in the Speakeasy LIVE at Elicit Brewing(10pm) Greenwich: TNT Band LIVE at Griff Club House(7pm-10pm) Milford: Handpan Concert – Spirit Voices 2(7:30pm-9:30pm) Milford: RECKLESS SUNSET LIVE at Stonebridge Restaurant(5:30pm) Milford: Lindsey & Shelley LIVE at Cafe Atlantique(6:30pm-9:30pm) New Milford: Lost Rebel LIVE at Housatonic River Brewing(7pm-10pm) Norwalk: Live Music With Geoff Hartwell(10pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: Pimpinella - LIVE at the Sand Bar(8pm-11pm) Norwalk: Tom Petty Night LIVE at Washington Social(8pm-11:30pm) Norwalk: Tangled Vine - LIVE at SOHO bar(9pm) Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm) Newtown: Blimp Fest 2025: Case Galv & Code, Drink Baby, & Atlas AltaLIVE at Reverie Brewing(6:30pm-10pm) Newtown: Bobby Wheeler LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) Newtown: Belgian Chocolate and Wine Pairing at Aquila's Nest Vineyards(6pm) Newtown: Baked Brie & Vino Nights at Aquila's Nest Vineyards(6:30pm) Newtown: The Lightfoot Band at Edmond Town Hall(8pm) Newtown: Orb Mellon LIVE at Perfusion(8pm-11pm) Newtown: ETH DRIVE-IN: Dirty Dancing (PG-13)(9pm) Old Greenwich: Dad Bod Band LIVE at Bosco's Bar & Grill(9pm-11:30pm) Redding: Jonny Chapman Trio LIVE at The Redding Roadhouse(7pm-10pm) Ridgefield: Phil & Isabel LIVE at Odeen’s Restaurant(5:30pm) Ridgefield: Live Music with Corey Lewin at 850 Degree(6pm-9pm) Ridgefield: Nathaniel Hintz LIVE at Nod Hill Brewery(6:30pm) Rowayton: Not My Problem LIVE at Sails Bar & Grill(9:30pm-12am) Shelton: Riley Johnson at Jones Winery(5–7pm) Stamford: That's Fair Comedy at New York Comedy Club Stamford(9:30pm) Stamford: St. Leo's Fair(6pm-9pm) Stamford: Dive Bar Confessional LIVE at Half Full Brewery(7pm-9pm) Stamford: Comedian Troy Bond at New York Comedy Club Stamford(7pm-9:30pm) Stratford: Live Music with No Strings Attached at Windmill Tavern(5pm) Stratford: Frank Chiafari LIVE at Outriggers(5:30pm-8;30pm) Stratford: Stairway to Halen LIVE at Joey C’s Boathouse(9pm-12am) Sherman: MahJongg Fridays LIVE at JCC in Sherman(12pm) Woodstock: Woodstock Fair - 164th Annual Fair!(12pm-9:30pm) Westport: Picnic on the 4th of July at Music on Church Lane(6pm-9pm) Westport: Union Rail LIVE at Walrus Alley(7:30pm-11pm) Westport: Shell Shockt LIVE at Black Duck Cafe(9:30pm) Saturday, Aug 30 – Festivals & Fairs Galore 🍴 Fairfield International Food Fest at FTC (Fairfield, 4pm) A global food adventure with live music and entertainment — perfect for families with adventurous eaters. 🎠 Haddam Neck Fair (East Hampton, 3pm) Tractor pulls, rides, and fireworks make this a highlight of the weekend. 🏰 Connecticut Renaissance Faire – Opening Weekend (Lebanon, 10:30am–6pm) Step back in time with jousting, costumed performers, and themed family fun. 🎡 St. Leo’s Fair (Stamford, 2pm–11pm) A full day of rides, games, and food — kids’ favorite stop of the week. 🐅 Beardsley Zoo + Skyhunters (Bridgeport, 10am–2pm) Perfect for a morning family outing before hitting the fairs. Bethel: MUDDY RIVER BLUES Live at Notch 8(8pm) Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Skyhunters in Flight at Connecticut's Beardsley Zoo(11am-2pm) Bridgeport: Acoustic Mafia LIVE at Boca Oyster Bar(5pm) Bridgeport: Ryan Collins LIVE at The Castle(8pm-11pm) Bridgeport: Sneaky Pete LIVE at Bryac Black Rock(9:30pm) Danbury: The Light w/Atom Rush LIVE at Sugar Hollow Taproom(8:30pm) Danbury: BADFOOT LIVE at Elicit Danbury(9pm) Danbury: Get Lit LIVE at Elicit Brewing(9pm) East Hampton: Haddam Neck Fair(3pm) Fairfield: El Camino LIVE at Sherman Green Gazebo(6:30-8:00 PM) Fairfield: Movie Day - featuring Alice in Wonderland (Live Action)! at Elicit Brewing(1pm) Fairfield: Fairfield International Food Fest at FTC(4pm) Fairfield: DJ DONNY D in the Speakeasy LIVE at Elicit Brewing(10pm) Fairfield: El Camino LIVE at Sherman Green Gazebo(6:30pm-8pm) Lebanon: 27th Annual Connecticut Renaissance Faire(10:30am-6pm) Milford: STILETTO (BILLY JOEL TRIBUTE) LIVE at Stonebridge Restaurant(5pm) Milford: Bob Gotta LIVE at Cafe Atlantique(6:30pm-9:30pm) New Milford: Street Survivors - Tribute to Lynyrd Skynyrd LIVE at Housatonic River Brewing(7pm-10pm) Norwalk: Norwalk’s Treesure Hunt(7am-7pm) Norwalk: SoNo Saturday Market(10am-1pm) Norwalk: What Up Funk Band LIVE at 314 Beer Garden(7:30pm-10:30pm) Norwalk: The Last Hoorah LIVE at Washington Social(8pm-11:30pm) Newtown: Mini Cheesecakes & Sweet Wines Pairing at Aquila's Nest Vineyards(12pm) Newtown: Frandango LIVE at Aquila's Nest Vineyards(2:30pm-5:30pm) Newtown: I Love the 80s to Death Murder Mystery at Aquila's Nest Vineyards(6pm) Newtown: Seth Adam LIVE at Newsylum Brewing Co(3pm-6pm) Newtown: Eric Christensen LIVE at Perfusion(8pm-11pm) Newtown: ETH DRIVE-IN: Dirty Dancing (PG-13)(9pm) Redding: Pimpinella LIVE at Milestone(9pm-12am) Ridgefield: Live Music with Don Lowe at 850 Degree(6pm) Ridgefield: The Last Minutemen LIVE at Nod Hill Brewery(6:30pm ) Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm) Stamford: Outsyders LIVE at Half Full Brewery(2pm-5pm) Stamford: St. Leo's Fair(2pm-11pm) Stamford: Live Music by Cobblestone Road at The Beer Garden (Shippan Landing)(5pm-8pm) Stamford: Comedian Troy Bond at New York Comedy Club Stamford(7pm-9:30pm) Stamford: Superhero LIVE at Tigín Irish Pub(10pm) Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm) Stratford: Zac & Fried LIVE at Joey C’s Boathouse(9pm-12am) Shelton: SOME HACKS at Pier 131 Kitchen(9:30pm) Woodstock: Woodstock Fair - 164th Annual Fair!(12pm-9:30pm) Westport: Vinnie Ferrone at Music on Church Lane(6pm-9pm) Westport: Massive Diva LIVE at Walrus Alley(7:30pm-11pm) Westport: Sucker Punch LIVE at Black Duck Cafe(9:30pm) Woodbury: Second Nature LIVE at Woodbury Brewing Company(8:30pm) 👉 This guide keeps families busy all week long leading into Labor Day . Whether you love animals, live music, or classic fair traditions, there’s no shortage of fun.