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Fun Things To Do This Weekend in and around Fairfield County.

Looking for the best ways to spend your weekend in and around Fairfield County? From live music and comedy to fairs, festivals, and family fun πŸŽ‘πŸ‘¨‍πŸ‘©‍πŸ‘§, there’s something for everyone.

Here are the top picks for each day, Wednesday through Sunday:


Wednesday, September 3

🎢 Charlie Apicella & Iron City LIVE   – Catch this jazz-soul fusion at La Zingara in Bethel (7–9:15pm).

🦁   Beardsley Zoo Joins the CT Season Pass   – A family-friendly outing in Bridgeport (10am).

🎢 The Short Bus Band at Waveny Park   – Free outdoor concert in New Canaan (7:30–9:30pm).


Thursday, September 4

🎢 Sun Kings: A Beatles Tribute – Live on the Great Lawn in Cos Cob (6:30–8pm).

🎑 North Haven Fair – Classic rides, games, and fair food (5–10pm).

πŸ˜‚πŸ“£ Josh Wolf: The Campfire Tour – Nationally known comedian at Edmond Town Hall, Newtown (8–10pm).



Friday, September 5

πŸŽ‘πŸ“£ Norwalk Oyster Festival – A beloved tradition with music, food, and fun (6–11pm).

πŸŽΆπŸ“£ Eliot Lewis (from Hall & Oates) LIVE – Reverie Brewing, Newtown (7–10pm).

πŸŽ€πŸ“£ Funny Marco – Comedy night at New York Comedy Club, Stamford (7–9pm).



Saturday, September 6

πŸŽ‰πŸ“£ 14th Annual Health, Wellness & Lifestyle Expo – Stamford’s Harbor Point (10am–5pm).

🎢 Mihali (Full Band Show) – Levitt Pavilion, Westport (5pm).

🎑 North Haven Fair – A full day of rides, food, and entertainment (10am–11pm).


Sunday, September 7

🎑 Norwalk Oyster Festival – Family fun, live music, and great seafood (11am–8pm).

🎢 πŸ“£Memories of Patsy – Tribute Show – The Palace Danbury Theatre (3pm).

🐝 Honey Harvest Festival – A sweet day out at Stamford Museum & Nature Center (11am–3pm).


πŸ‘‰ Whether you’re into live concerts, community festivals, or family fun, this week is packed with experiences that bring people together. Grab your friends and family, and make the most of this long list of things to do in and around Fairfield County!


Fun Things To Do This Weekend in and around Fairfield County.
By Cathy Ithier September 2, 2025
From piano bars to center stage, Sean O’Reilly is redefining the local music scene with a sound that blends harp, piano, and poetic lyricism. Influenced by Tori Amos and Jeff Buckley, Sean’s music fuses classical depth with indie edge—offering a performance that feels more like a conversation than a concert. Catch him September 17, 2025, at Park City Music Hall in Black Rock , where he’ll debut his brand-new five-piece band. Expect lush arrangements, original songs, and a few surprises. 🎟️ Tickets: ParkCityMusicHall.com
September 2, 2025
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.
By Jan McLean September 1, 2025
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: πŸ“… Tuesday, September 9 & Tuesday, September 16 πŸ•’ 7:30–9:00 PM πŸ“ 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? πŸ‘£ No experience needed – It’s as easy as walking to music. πŸ’ƒ No partner required – Come solo or bring friends. πŸ‘Ÿ No special attire – Just wear comfortable shoes. πŸ˜€ 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. πŸ“§ Email: happycaller558@gmail.com ? ? Call: 203-270-9676 🌐 Visit: www.rockingroosters.net ο»Ώ 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. πŸ‘‰ Mark your calendar for September 9 and 16—you’ll be glad you did!
September 1, 2025
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: πŸ“… Date & Time: Friday, September 12 · 8:00 PM EDT πŸ“ Location: Milford Veterans Memorial Auditorium 70 West River St. (Corner of West River St. and West Main St.) Milford, CT 06460 πŸš— Parking: Free venue parking πŸ’΅ 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!
By Cathy Ithier September 1, 2025
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: πŸ“… 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. πŸ“… 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. πŸ“… 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. πŸ“… 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. πŸ‘‰ 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!
By Linda Kavanagh August 31, 2025
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
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