“Laughter Gets Better with Age: Comedy Legends Take Over Edmond Town Hall Sept. 25”

🍂 Fall is here, and Fairfield County is buzzing with live music, food festivals, and family-friendly fun! Whether you’re craving lobster rolls by the beach, rocking out to a live concert, or enjoying classic carnival rides, there’s something for everyone this weekend. Mark your calendars — here are the can’t-miss events from Wednesday, September 17 through Sunday, September 21 .  Wednesday September 17 📣Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 📣 Bridgeport: Sean O'Reilly Band LIVE at Park City Music Hall(7pm) Fairfield: Mixtape Match at Elicit Brewing Fairfield(7pm) Fairfield: Rose City Band w/ Wet Tuna LIVE at StageOne FTC(8pm) 📣 Newtown: Ceremony & Sound: A Sacred Gathering at Aquila's Nest Vineyards(6pm) 📣 Newtown: Small Business Social at Aquila's Nest Vineyards(6pm) 📣 Newtown: Unapologetically Dream Big Workshop at Aquila’s Nest Vineyards(6pm) Norwalk: Trivia Night at 314 Beer Garden(7pm-9pm) 📣Stamford: Open Play Chess in Veterans Memorial Park – Stamford(12pm-2pm) 📣 Stamford: First Annual Connecticut Comedy Competition at New York Comedy Club Stamford(7pm) Westport: Art in the Barn! at Westport Country Playhouse(12pm-4pm) Thursday, September 18 📣Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Cruise Night at Port 5 - Assoc. of Naval Veterans(5pm) Bridgeport: Hurley Hour LIVE at BRYAC(6pm) Bridgeport: Party with Friends LIVE at BRYAC(9pm) Bethel: Open Mic Night at Molten Java(7pm-9pm) Danbury: Line Dancing at Elicit Brewing Danbury(7pm) Danbury: Thursday Open Jam w/ Sugar House at Sugar Hollow Taproom(8pm-11pm) Fairfield: Wine on the Water to benefit The Friends of the Bigelow Center for Senior Activites(5pm-7pm) Fairfield: Tangled Vine at THE SINCLAIR(8:30pm) Milford: Night Market returns to Milford(5pm-9pm) New Milford: Struggle Monkey at Rock the Block Summer Concerts(4pm-6pm) 📣 Newtown: Trivia Night at Newsylum Brewing Co(6:30pm) 📣 Newtown: Ponies and Wine Time at Aquila's Nest Vineyards(5pm) 📣 Newtown: What’s Good Duo LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) Norwalk: Live music with STEVEN KEITH(5:30pm-8:30pm) Norwalk: Live Himalayan Music at Himalaya SoNo(6:30pm-8:30pm) Ridgefield: Old Bob LIVE at Nod Hill Brewery(6:30pm) Stratford: Jukebox Bingo(6:30pm-9pm) 📣 Stamford: That's Fair Comedy at New York Comedy Club Stamford(7pm) Shelton: Beginner-Friendly Dance Lessons(7:30pm-9pm) Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) 📣Westport: Yale Professor Akhil Reed Amar on ‘Born Equal: Remaking America’s Constitution’at Westport Library(7-8pm) Westport: David Hazeltine Quintet LIVE at Jazz FC(7:30pm-10pm) Friday, September 19 📣Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Andrew Ibarra LIVE at Port 5(5pm-8:30pm) Bridgeport: Sugar House LIVE at BRYAC(10pm) Bethel: BluesyLand LIVE at Broken Symmetry(6pm) Bethel: BARRY from BONE DRY LIVE at Shakedown Street(6:30pm) Bethel: OKTOBERFEST at Broken Symmetry(6:30pm) Bethel: GRAVITY FEED LIVE at Notch 8(8pm) Danbury: Southern Desperation LIVE at Sugar Hollow Taproom(8:30pm) Danbury: Hijacked LIVE at Elicit Brewing Danbury(9pm) Derby: Anthony David LIVE at Badsons Beer(6pm-9pm) Fairfield: Kyle Hollingsworth Band w/ The Jauntee LIVE at StageOne FTC(7:30pm) Fairfield: Kathleen Edwards LIVE at The Warehouse FTC(8pm) Fairfield: Flannel Clad Masses LIVE at Elicit Brewing Fairfield(9pm) Milford: Milford Irish Festival at Fowler Field(5pm-10pm) New Milford: On The Rocks LIVE at Housatonic River Brewing(7pm-10pm) 📣 Newtown: Llamas and Llibations at Aquila's Nest Vineyards(5:30pm) 📣 Newtown: Bob Curiano LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) 📣 Newtown: Chocolate Fondue Dip & Sip at Aquila's Nest Vineyards(6pm) 📣 Newtown: Friends & Family Glow Night in the Vines(6pm) Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm) 📣Newtown: Fall Carnival - Newtown Parks and Rec(6pm-10pm) Newtown: Ralph Judson Jazz Quartet LIVE at Perfusion Bar(8pm-11pm) 📣 Norwalk: Bittersweet Descent LIVE at SONO 1420(6pm-9pm) Norwalk: Live Himalayan Music at Himalaya SoNo(6:30pm-8:30pm) Norwalk: THE JOHN CUTRONE TRIO Josie & Tony's(7pm-9pm) Old Greenwich: That’s What She Said LIVE at Bosco's Bar and Grill(9pm-12am) Ridgefield: Ian Tait & Friends LIVE at Nod Hill Brewery(6:30pm) Rowayton: Billy G and Friends LIVE at Sails American Grill(9:30pm-12am) Shelton: Seth Adam at Jones Winery — Season Finale!(5–7pm) Sherman: MahJongg Fridays LIVE at JCC in Sherman(12pm) Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm) Stratford: Category 5 LIVE at Joey C’s Boathouse(8pm-12am) 📣 Stamford: Comedian Ivan Decker at New York Comedy Club Stamford(7pm-9:30pm) Stamford: 80 Proof LIVE at Bobby V's Restaurant(7pm-10pm) 📣 Stamford: Parker Barrow at The Palace Stamford(8pm) Stratford: Pretty Nasty LIVE at Windmill Restaurant(8pm) Stamford: The Proper Villains LIVE at Tiernan's(9:30pm) 📣 Westport: Owen Daniel (Solo) at Music on Church Lane(6:00pm – 9:00pm) Westport: Art in the Barn! at Westport Country Playhouse(12pm-4pm) Westport: Symphonic Bodega LIVE at Walrus Alley(7:30pm-10:30pm) Westport: Not My Problem LIVE at Black Duck Cafe(9:30pm) Woodbury: Halen LIVE at Woodbury Brewing Company(8:30pm) Saturday, September 20 📣Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Tyrone Shoelaces LIVE at BRYAC(10pm) Bethel: OKTOBERFEST at Broken Symmetry(2pm-6:30pm) Bethel: Tangled Vine & Alex Cano LIVE at Broken Symmetry(6pm) Bethel: JUSTIN VIRGA LIVE at Shakedown Street(6:30pm) Bethel: HIT 'N RUN LIVE at Notch 8(8pm) 📣Danbury: 2025 Greater Danbury Irish Festival(12pm-10pm) Danbury: Milo’s Mojo LIVE at Charter Oak Brewing(5pm-7pm) 📣 Danbury: 1 WILD NIGHT - Bon Jovi Tribute at The Palace Danbury Theatre(7:30pm) Danbury: Faster Things - Allman Brothers Tribute @ Sugar Hollow(8pm-11pm) Danbury: BADFOOT LIVE at Elicit Brewing Danbury(9pm) Danbury: SEEING RED LIVE at Molly Darcy(10pm) Darien: TOUCHDOWN BOYS LIVE at The Goose(9pm-12am) Fairfield: Kendra Morris LIVE at StageOne FTC(8pm) Lebanon: 27th Annual Connecticut Renaissance Faire(10:30am-6pm) 📣Milford: Milford Lobster Roll Festival(11am-7pm) Milford: Milford Irish Festival at Fowler Field(11am-1pm) Milford: Oktoberfest at Dockside LIVE at Dockside Brewery(11:30am) Milford: PRESENCE (LED ZEPPELIN TRIBUTE) LIVE at Stonebridge Restaurant(6pm) New Milford: The Outcrops LIVE at Housatonic River Brewing(7pm-10pm) New Canaan: RETRO EXPRESS LIVE at Gates Restaurants and Bar(8:30pm) 📣 Newtown: Barn Babies Goat Cuddles at Aquila's Nest Vineyards(11:30am) 📣 Newtown: Tony & The West Siders LIVE at Aquila's Nest Vineyards(2:30pm-5:30pm) Newtown: Fall Carnival - Newtown Parks and Rec(2pm-10pm) Newtown: One Level down LIVE at Newsylum Brewing Co(3pm-6pm) 📣 Newtown: Back to School 80s and 90s DJ Bingo at Aquila's Nest Vineyards(6pm) 📣 Newtown: Fine Pastries and Wine Pairing at Aquila's Nest Vineyards(6pm) Newtown: Emma Henning LIVE at Perfusion Bar(8pm-11pm) Norwalk: Live Himalayan Music at Himalaya SoNo(6:30pm-8:30pm) Ridgefield: Free Whenever LIVE at Nod Hill Brewery(5pm) Redding: Oktoberfest Kickoff 2025 LIVE at The Redding Roadhouse(6pm-11pm) Redding: Bar Car Band LIVE at Milestone(9pm-12am) Stamford: Arts & Crafts on Bedford(10am-6:30pm) Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm) Stamford: Live Music by Last Hoorah at The Beer Garden (Shippan Landing)(5pm-8pm) 📣 Stamford: Comedian Ivan Decker at New York Comedy Club Stamford(7pm-9:30pm) 📣 Stamford: Jimmie Allen at The Palace Theater Stamford(8pm) Stamford: Mugshot LIVE at Tiernan's(9:30pm) Stratford: Round Two LIVE at Outriggers(5:30pm-8:30pm) Stratford: Stereobomb LIVE at Windmill Restaurant(8pm) Stratford: Bernadettes LIVE at Joey C’s Boathouse(8pm-12am) Sherman: MADZ Muzic LIVE at JCC in Sherman(7pm-9pm) Westport: PopUp Shop Market Returns to Westport – Saturday, September 20th(10am-3pm) Shelton: Da' Band LIVE at Pier131(9:30pm) Westport: Art in the Barn! at Westport Country Playhouse(12pm-4pm) Westport: The Girls LIVE at Black Duck Cafe(9:30pm) Westport: Argonaut & Wasp w/s/g Wild & Co. at Levitt Pavilion(7pm) Woodbury: Zac ’n’ Fried LIVE at Woodbury Brewing Company(8:30pm) Sunday, September 21 📣Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) Bridgeport: Andy & Scott LIVE at Port 5(3pm) Bridgeport: The Red Planet LIVE at BRYAC(6pm) Bethel: DIRTY MARTINIS LIVE at Shakedown Street(12pm) Bethel: OKTOBERFEST at Broken Symmetry(2pm) Bethel: MYSTERY TRAIN LIVE at Notch 8(5pm) Bethel: Tom Duffy Band LIVE at Broken Symmetry(6pm) 📣Danbury: 2025 Greater Danbury Irish Festival(12pm-6pm) Danbury: OAKtoBEERfest(1pm-3pm) at Charter Oak Brewing Danbury: Between the Keys LIVE at Charter Oak Brewing(3pm-5pm) Derby: Anthony David LIVE at Badsons Beer(2pm-5pm) Greenwich: The Annual PUTTIN' ON THE DOG(10am-4:30pm) Lebanon: 27th Annual Connecticut Renaissance Faire(10:30am-6pm) New Milford: Dan Sawyer LIVE at Housatonic River Brewing(4pm-7pm) Newtown: Girl Scout Cookies & Wine Pairing(12pm) 📣 Newtown: Sourdough 101 Class at Aquila's Nest Vineyards(12pm) 📣 Newtown: The Vanity Project LIVE at Aquila's Nest Vineyards(2pm-5pm) 📣 Newtown: Joni Mitchell and Cat Stevens Tribute at Aquila’s Nest Vineyards(6pm-9pm) Newtown: Fall Carnival - Newtown Parks and Rec(1pm-5pm) Newtown: Bone Dry Live at Reverie Brewing Co(2pm-5pm) Newtown: The Oktoberfest Band LIVE at Newsylum Brewing Co(2pm-5pm) Norwalk: Live Himalayan Music at Himalaya SoNo(6:30pm-8:30pm) 📣 Stamford: Comedian Charles McBee at New York Comedy Club Stamford(7pm) Stratford: Kathy Thompson Band LIVE at Two Roads(2pm-4:30pm) Stratford: Pimpinella LIVE at Joey C’s Boathouse(3pm-7pm) Seymour: Seymour Pumpkin Festival(10am-5pm) Shelton: Harvest Fest Live Music at Jones Family Farms(1:30pm-4:30pm) Shelton: Billy G and Friends LIVE at Spotted Horse(4pm) Westport: Hintz & Carlucci LIVE at Walrus Alley(12pm-1pm) Westport: Art in the Barn! at Westport Country Playhouse(12pm-4pm) Weston: Chamber Music w/ Harp at Weston Library September 21(4pm-6pm) Woodbury: Gender Mutiny LIVE at Woodbury Brewing Company(2pm)

The Electric Light Orchestra Experience: A Symphonic Rock Journey Comes to Life at The Palace Theatre Stamford on September 26. Get ready to be transported through time and sound as The Electric Light Orchestra Experience featuring EVIL WOMAN lands in Stamford on Friday, September 26, 2025 , for a night of symphonic rock magic. This isn’t just a concert—it’s a multimedia celebration of Jeff Lynne’s iconic Electric Light Orchestra. With stunning attention to musical detail, EVIL WOMAN , a dynamic 12-piece band, brings ELO’s soaring melodies to life with rich vocal harmonies and a lush live string section—violins, viola, and cello seamlessly fusing with electric guitars and driving rhythms. From the power of “Don’t Bring Me Down” to the euphoric lift of “Mr. Blue Sky” , the setlist features over 20 of ELO’s greatest hits, including “Telephone Line,” “Livin’ Thing,” “Roll Over Beethoven,” and of course, “Evil Woman.”

If you’ve ever found yourself laughing at how awkward adulthood is—or wondering how Trey Kennedy managed to perfectly mimic your mom, your middle school self, or your pastor—then clear your calendar for Friday, October 10 . Because Trey Kennedy is bringing his hit comedy show The Relatable Tour to The Palace Theatre Stamford , and it’s going to be a night of nonstop laughs. From Viral Star to Comedy Powerhouse Trey Kennedy first gained fame through viral sketches on Vine and YouTube, where he nailed the quirks of modern life with hilarious accuracy. From his “Middle Schoolers Be Like” series to his hilarious takes on Christian culture, relationships, and parenting, Kennedy has earned a loyal fanbase that spans generations. He’s also the star of the Hulu comedy special GROW UP , where he dives even deeper into the strange chaos of becoming an adult. Now, Trey is taking his comedy to the stage—and Fairfield County gets its chance to see him live. What to Expect from The Relatable Tour The Relatable Tour is Kennedy’s most personal and polished show yet. It’s full of all the absurdities of everyday life, delivered with the same impeccable timing and goofy charm that made him an internet favorite. Whether you’re a millennial trying to adult, a parent of toddlers, or just someone who needs a good laugh about how weird the world is—this show hits home. 💥 Bonus: He’s touring while raising two kids under two. If that doesn’t guarantee great material, we don’t know what does. Go VIP and Meet Trey! Want to take your night to the next level? Grab a VIP ticket for exclusive access to a pre-show meet & greet and photo op with Trey. It’s your chance to meet the man behind the sketches—and maybe even end up in one! Don’t Miss Out Trey’s shows regularly sell out across the country, and this one is sure to be packed with fans ready to laugh, relate, and maybe cry a little from laughing too hard. 📅 Friday, October 10 | 8:00 PM 📍 The Palace Theatre Stamford 🎟️ Buy Tickets Here Tag your comedy crew and make it a night out you’ll be talking about long after the final punchline. For more can’t-miss shows and nightlife in Fairfield County, keep it locked to FairfieldAfterDark.com. We’ve got your after-hours covered. ✨

Every fall, Stamford comes alive with one of its most cherished community gatherings: the Riverbank Ramble . What began years ago as a neighborhood get-together has grown into a can’t-miss event that blends live music and community along the beautiful countryside and fall foliage. The Ramble has never been just about music—it’s about people. It’s a place where families spread out blankets, kids dance in the grass, and neighbors reconnect after the summer . With the crisp fall air, and the sound of music, it’s the perfect way to welcome autumn together. This year’s Riverbank Ramble returns on Saturday, September 27, 2025 with an outstanding lineup featuring headliner Zully Ramos & the OGs , along with local favorites Drop Party , Cry Babi , and Fan Fiction . It’s shaping up to be a day filled with energy, fun, and memories in the making. 📅 Save the date – Saturday, September 27 | North Stamford, CT 🎟️ Tickets & details: RiverbankRamble.com Stay tuned next week as we spotlight each band performing at this year’s Ramble!

Kick off your weekend with an intimate evening of music and fall flavors. On Friday, September 19, Bittersweet Descent takes the stage at SoNo 1420 America’s Maritime Distillery for a night of heartfelt country-folk music. Known for their emotional lyrics, soulful harmonies, and original songs with a country twist, this talented duo has earned a loyal following across Connecticut. Their music pairs perfectly with a hand-crafted cocktail in SoNo 1420’s cozy, inviting atmosphere. 🍂 Whether you’re a longtime fan or discovering them for the first time, Bittersweet Descent promises a night of unforgettable melodies and genuine artistry. 📍 SoNo 1420 America’s Maritime Distillery 19 Day Street, Norwalk, CT 📅 Friday, September 19 ⏰ Show starts at 6-9pm ✨ Grab your friends, sip something special, and soak in the intimate vibes.