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FAD’S TOP PICKS THIS WEEK!🎶😂🍷🛍️
September 14–20, 2026
Fall entertainment is kicking into high gear, and Fairfield After Dark has your week covered! From comedy and live music to vineyard happenings, a legendary cultural commentator and artisan shopping, there are plenty of reasons to get out this week.
Here are FAD’s Top Picks for September 14–20!
🍷 TUESDAY, SEPTEMBER 15 | AQUILA’S NEST VINEYARDS — NEWTOWN
Kick off the week at Aquila’s Nest Vineyards with Whispers From Heaven with Patricia Griffin. Enjoy the vineyard setting while checking out one of the many special experiences happening throughout the week. 👉 GET THE DETAILS & PLAN YOUR VISIT HERE
😂 WEDNESDAY, SEPTEMBER 16 | NEW YORK COMEDY CLUB — STAMFORD
Need a midweek laugh? Mike Cannon hits the stage at New York Comedy Club Stamford Wednesday at 7 PM. 👉 GRAB YOUR TICKETS HERE
🍷 WEDNESDAY, SEPTEMBER 16 | AQUILA’S NEST VINEYARDS — NEWTOWN
Put on those boots and head to Newtown! Country Line Dancing is on the schedule Wednesday at Aquila’s Nest Vineyards. 👉 GET THE DETAILS HERE
🎹 THURSDAY, SEPTEMBER 17 | THE BILLY JOEL LEGACY — THE PALACE STAMFORD
The music of the Piano Man comes alive when The Billy Joel Legacy: A Tribute Experience takes the stage at The Palace Stamford Thursday at 7:30 PM.
Billy Joel fans, this one's for you! 👉 GRAB YOUR TICKETS HERE
🍷 THURSDAY, SEPTEMBER 17 | AQUILA’S NEST VINEYARDS — NEWTOWN
Aquila’s Nest keeps the week going with several Thursday experiences, including Pilates, Plant Bingo and special workshops. 👉 GET THE DETAILS HERE
🎤 FRIDAY, SEPTEMBER 18 | FRAN LEBOWITZ — EDMOND TOWN HALL, NEWTOWN
Known for her razor-sharp wit, unapologetic opinions and hilarious observations on modern life, Fran Lebowitz comes to Edmond Town Hall Friday at 8 PM. Doors open at 7 PM. 👉 GRAB YOUR TICKETS HERE
🎤 FRIDAY, SEPTEMBER 18 | SIMPLY THE BEST — THE PALACE STAMFORD
Get ready for the music of Tina Turner! Simply The Best: A Tribute to the Music of Tina Turner takes over The Palace Stamford Friday at 8 PM. 👉 GRAB YOUR TICKETS HERE
😂 FRIDAY, SEPTEMBER 18 | CAITLIN PELUFFO — NEW YORK COMEDY CLUB STAMFORD
Start your weekend laughing with Caitlin Peluffo, performing two shows Friday night at 7 PM and 9:30 PM. 👉 GRAB YOUR TICKETS HERE
🦙🍷 FRIDAY, SEPTEMBER 18 | AQUILA’S NEST VINEYARDS — NEWTOWN
Friday brings even more fun to Aquila’s Nest with Llamas & Llibations and Cruise Night.
🛍️ SATURDAY, SEPTEMBER 19 | POP SHOP MARKET — DARIEN COMMONS
Shop small and discover something different when PopShop Market returns to Darien Commons Saturday from 11 AM–5 PM. Explore a curated collection of independent makers and small businesses offering apparel, jewelry, home décor, self-care products, gifts and plenty of one-of-a-kind finds. 👉 GET ALL THE DETAILS HERE
😂 SATURDAY, SEPTEMBER 19 | NEW YORK COMEDY CLUB — STAMFORD
Saturday starts early with Early Bird Comedy at 4:30 PM, followed by another performance from Caitlin Peluffo at 7 PM. 👉 GRAB YOUR TICKETS HERE
🍷🎸 SATURDAY, SEPTEMBER 19 | THE 80s ROCK EXPERIENCE — AQUILA’S NEST VINEYARDS
Turn back the clock at Aquila’s Nest with The 80s Rock Experience Tribute Show, happening Saturday from 6–9 PM. 👉 GRAB YOUR TICKETS & GET THE DETAILS HERE
🎹 SATURDAY, SEPTEMBER 19 | THE MIGHTY FRANKLIN BROTHERS — THE PALACE DANBURY
Steely Dan fans, this one's for you!
The Mighty Franklin Brothers take over The Palace Danbury Saturday at 7:30 PM. Led by brothers Jay and Carl Franklin and backed by a powerhouse lineup of musicians and horns, the band brings the sophisticated arrangements, soulful vocals and unmistakable sound of Steely Dan to the stage. 👉 GRAB YOUR TICKETS HERE
🎬🎶 SATURDAY, SEPTEMBER 19 | LABYRINTH IN CONCERT — THE PALACE STAMFORD
Celebrate 40 years of a cult classic with Jim Henson’s Labyrinth: In Concert — 40th Anniversary at The Palace Stamford Saturday at 7:30 PM. 👉 GRAB YOUR TICKETS HERE
🎶 SUNDAY, SEPTEMBER 20 | GREEN EYED LADY — ODEEN’S OAK HILLS, NORWALK
Wrap up the weekend with dinner and live music! Green Eyed Lady performs at Odeen’s Oak Hills Sunday from 4–7 PM. 👉 Make a Reservation here!
⭐ GET OUT & HAVE SOME FUN!
From Newtown to Danbury, Stamford, Darien, Ridgefield and Norwalk, there’s plenty happening this week.
These are just a few of FAD’s Top Picks — grab your tickets, make those reservations and start planning your week early!
🎶 😂 🍷 🛍️ 🎭 Get Out. Have Fun. Live Local.
See even more concerts, comedy, festivals, fairs, fall happenings and Things To Do in and around Fairfield County at FairfieldAfterDark.com.
Milford, CT: Downtown Milford will come alive with the sounds of jazz on Saturday, October 3, 2026 , as the Milford Arts Council presents the inaugural Jazz’n Downtown , a new immersive celebration combining live music, local art, dining and the charm of one of Connecticut’s favorite shoreline downtowns. Presented with lead Presenting Sponsor Coastal Bridge Advisors , Jazz’n Downtown is designed to be explored at your own pace. Visitors can arrive by train, car, boat, bike or foot and spend the day strolling Milford’s historic neighborhoods, waterways, boutiques, restaurants and artisan displays — all while live jazz provides the soundtrack. Jazz Throughout Downtown Milford Award-winning jazz performers will take the stage at three outdoor venues , including locations along Milford’s scenic waterfront. The music continues throughout the downtown experience, with solo and duo jazz performers appearing at participating restaurants during brunch, lunch and dinner. It’s more than a traditional music festival. Jazz’n Downtown brings music, art, food and community together throughout the heart of Milford, allowing guests to create their own experience and discover something new around every corner. An Evening Celebrating Ella & Louis The celebration continues that evening at Parsons Veterans’ Memorial Hall with a special tribute concert honoring two of jazz music’s most legendary performers, Ella Fitzgerald and Louis Armstrong . The evening concert requires a separate ticket, while VIP packages offer an enhanced Jazz’n Downtown experience with reserved seating areas, an early reservation window for brunch, lunch and dinner, parking and reserved seating for the evening concert. About the Milford Arts Council Founded in 1972, the Milford Arts Council (MAC) is a nonprofit organization dedicated to connecting and enriching the community through music, theater, visual arts, dance, film and creative expression. MAC presents more than 200 events annually and operates from the beautifully restored historic eastbound Milford train station, as well as the Firehouse Gallery at Walnut Beach. Jazz’n Downtown 📅 Saturday, October 3, 2026 📍 Downtown Milford, Connecticut 🎷 Event Information: jazzndowntown.org 🎟️ Tickets: Eventbrite – Jazz’n Downtown: The Ultimate Jazz & Arts Experience 🎨 Milford Arts Council: milfordarts.org ☎️ Information: 203-878-6647 Come for the jazz, explore downtown Milford, discover local artists, enjoy great food and make a full day — and night — of this brand-new Connecticut arts experience.
Stamford, CT: Early Bird pricing ends Sept. 15 at 11:59 PM for WineFest on Bedford, happening Oct. 3 at Latham Park in Stamford Downtown.
There’s something about fall in Connecticut that just makes you want to grab a sweater, jump in the car and head to a farm. Pumpkin patches are opening, cider donuts are calling, corn mazes are ready to be conquered, and our Fairfield County countryside is about to put on its annual show of spectacular fall color. Whether you're searching for the perfect pumpkin to carve, planning a family outing with the kids, looking for a fall date-day destination or simply want an excuse to get outside and enjoy autumn, Fairfield After Dark has rounded up some of our favorite pumpkin-picking destinations in and around Fairfield County. And we’re not stopping at the county line! We’ve included farms in neighboring New Haven and Litchfield Counties, plus some great destinations just across the New York border in Westchester, Putnam and nearby Dutchess County. FAIRFIELD COUNTY PUMPKIN PATCHES BETHEL Blue Jay Orchards - 125 Plumtrees Road, Bethel A Fairfield County fall classic! Blue Jay Orchards combines its beautiful orchard setting with a seasonal pumpkin patch, farm market and bakery. The 2026 pumpkin patch opened September 12 with pumpkins ranging from decorative minis and specialty varieties to jumbo jack-o'-lantern candidates. Be sure to make time for cider and those famous cider donuts before heading home. EASTON Silverman's Farm - 451 Sport Hill Road, Easton Silverman’s has been part of the Easton landscape for generations and remains one of Fairfield County’s quintessential fall destinations. Stop for pumpkins and fall decorations, visit the country market for pies, cider and seasonal goodies, and make some time for the farm’s popular Animal Farm. NEWTOWN Castle Hill Farm - Sugar Lane, Newtown If you want the full pumpkin-picking experience, Castle Hill deserves a spot on your fall bucket list. The family farm features a four-acre pick-your-own pumpkin patch with dozens of varieties of pumpkins, gourds and squash, along with its popular corn maze and hayrides. It’s one of those places where pumpkin picking can easily turn into an entire fall afternoon. REDDING Warrup’s Farm - 11 John Read Road, Redding For those who prefer a smaller, old-fashioned farm experience, Warrup’s is a wonderful Redding tradition. The working family farm has long been associated with seasonal produce and fall pumpkin activities and offers a decidedly more rustic alternative to some of the larger fall attractions. SHELTON Pumpkinseed Hill Farm of Jones Family Farms 120 Beardsley Road, Shelton One of the biggest names in Connecticut pumpkin picking, Jones Family Farms turns Pumpkinseed Hill into a fall destination each year. Search the fields for pumpkins in all shapes, colors and sizes, explore the farm, tackle the mini corn maze and add a tractor-drawn hayride to your visit. Reservations are encouraged for the Pumpkinseed Hill Exploration, particularly on busy weekends. Wells Hollow Farms - 656 Bridgeport Avenue, Shelton Another Shelton option for families looking to make an afternoon of it. Wells Hollow offers a festive farm atmosphere with pumpkins, seasonal decorations, a corn maze, animals and plenty of opportunities to enjoy a classic New England fall day. STAMFORD St. John's Luthern Church – 884 Newfield Avenue, Stamford The St. John’s Lutheran Church Pumpkin Patch is an annual October tradition and mission fundraiser featuring hundreds of pumpkins for sale throughout the month. Best of all, proceeds from every pumpkin sold are donated to support those in need. TRUMBULL Plasko's Farm Creamery & Cafe - 670 Daniels Farm Road, Trumbull A longtime Trumbull farm and a fun stop during fall. Plasko’s combines its farm setting with a bakery, café and homemade ice cream, making it an easy addition to a Fairfield County fall drive — especially when cider donuts and ice cream are part of the plan. JUST OVER THE FAIRFIELD COUNTY LINE Some of Connecticut's best pumpkin-picking destinations are only a short drive beyond Fairfield County. These New Haven and Litchfield County farms are particularly convenient for residents of northern and eastern Fairfield County. NEW HAVEN COUNTY BETHANY Clover Nook Farm - 50 Fairwood Road, Bethany This historic family farm dates back generations and offers a traditional farm-market experience. During fall, pumpkins join the farm’s lineup of seasonal produce, flowers, corn stalks, mums and other harvest favorites. Connecticut tourism resources also identify Clover Nook as a pick-your-own pumpkin destination. ORANGE Treat Farm 361 Old Tavern Road, Orange Treat Farm is a great choice for families who like a less commercial farm experience. In addition to seasonal farm offerings, its corn maze has become a fall attraction of its own. It’s an easy trip from lower Fairfield County and the Valley. OXFORD Belinsky Farm - 124 Moose Hill Road, Oxford Right above the Fairfield County line, Belinsky Farm is a terrific option for residents of Shelton, Monroe and Newtown. This smaller family farm offers an old-school farm atmosphere with seasonal pick-your-own crops and fall favorites including pumpkins, gourds and squash. LITCHFIELD COUNTY — WORTH THE SHORT DRIVE NORTH BETHLEHEM March Farm - 160 Munger Lane, Bethlehem This one deserves a fall road trip. March Farm's Hilltop offers beautiful Litchfield County views along with pick-your-own apples and pumpkins, a corn maze, hayrides, food and seasonal activities. Pick-your-own pumpkins generally begins in late September or early October and continues through October. Weekend visits can also include rotating food vendors and live music. WOODBURY Logue Farms, Inc. - Woodbury Looking for a classic country pumpkin-picking experience? Logue Farms is known for its seasonal pumpkin patch and hayride experience. It’s a particularly convenient Litchfield County destination from Southbury, Newtown and northern Fairfield County. LITCHFIELD Bunnell Farm - 498 Maple Street, Litchfield Make a fall foliage drive out of this one. Bunnell Farm's pumpkin season is typically centered around weekends and combines a traditional farm setting with some beautiful Litchfield County scenery. Fox and the Buck Farm, Inc. - 280 Northfield Road, Litchfield If unusual pumpkins are more your style, put Fox and the Buck on your radar. The seasonal family farm specializes in flowers and heirloom pumpkins — perfect for anyone searching for something a little different for the front porch. PUMPKIN PICKING JUST ACROSS THE NEW YORK BORDER Fairfield County residents shouldn't forget about our neighbors to the west. Northern Westchester and Putnam County are practically an extension of our fall playground, and several farms are an easy drive from Greenwich, Stamford, New Canaan, Ridgefield, Danbury and surrounding towns. NORTH SALEM, WESTCHESTER COUNTY Outhouse Orchards - 139 Hardscrabble Road, North Salem If you're looking for a full-scale fall festival, this is one to know. Outhouse Orchards' 2026 Fall Festival runs from August 30 through November 1 and includes a pumpkin patch, apple picking, corn maze, hayrides, photo opportunities, family attractions, farm market, food and seasonal treats. Admission is ticketed during the festival, so check ahead before heading across the border. Harvest Moon Farm & Orchard - 130 Hardscrabble Road, North Salem Practically next door to Outhouse Orchards, Harvest Moon is another popular Westchester fall destination. Expect the combination of orchard scenery, seasonal pumpkin experiences, family activities, food, cider and plenty of fall photo opportunities. GRANITE SPRINGS / SOMERS, WESTCHESTER COUNTY Stuarts Farm - 62 Granite Springs Road, Granite Springs If the giant fall-festival atmosphere isn't your thing, Stuart's is worth considering. This longtime family farm offers a more traditional Hudson Valley orchard experience with seasonal pumpkin picking, apples, a farm stand, bakery treats and a relaxed country setting. BREWSTER, PUTNAM COUNTY Salinger's Orchard - 230 Guinea Road, Brewster Salinger's is an easy ride from the Danbury and Ridgefield areas and a great stop for anyone who loves the farm-market side of fall. The longtime family orchard is especially known for its bakery, pies, cider donuts and seasonal produce. Think of this one more as a fall farm-market destination than a major pick-your-own pumpkin attraction. PAWLING, DUTCHESS COUNTY Dykeman Farm - 31 Dykeman Lane, Pawling Just beyond Putnam County, Dykeman Farm is worth adding to the list for northern Fairfield County residents. The fourth-generation family farm is known for a genuine pick-your-own pumpkin experience with a huge variety of pumpkins and a refreshingly traditional farm atmosphere. 🎃 MAKE A DAY OF IT! One of the best things about living in Fairfield County is that you don't have to travel very far to experience a picture-perfect New England fall. Start close to home in Bethel, Easton, Newtown, Redding, Shelton, Westport, Ridgefield or Trumbull — or turn pumpkin picking into a fall road trip through the rolling hills of Litchfield County or across the border into Westchester and the Hudson Valley. Pack the kids. Grab the camera. Bring home a pumpkin — or five. And whatever you do, don't forget the cider donuts! FAD TIP: Pumpkin availability, hayrides, corn mazes and special activities can change because of weather and crop conditions. Always check directly with the farm before heading out, particularly later in October. Happy Pumpkin Picking from Fairfield After Dark! 🎃🍎🍂
Love shopping small and discovering something you won’t find everywhere else? PopShop Market is bringing its popular curated artisan markets to Fairfield, Darien, Westport and Milford throughout the rest of 2026. PopShop isn’t your typical vendor fair. Each market features a carefully curated, hand-picked selection of artisans, makers, designers, boutiques and small businesses , offering everything from clothing and jewelry to home décor, specialty goods, self-care products and unique gifts. 🛍️ Save the Dates! DARIEN — Darien Commons 📅 September 19 • October 17 • November 21 FAIRFIELD — Elicit Brewing Co. 📅 September 27 • November 22 • December 6 WESTPORT — Westport Museum for History & Culture 📅 October 3 • November 15 MILFORD — Historic Milford Green 📅 November 7 With the holiday season approaching, PopShop is a great place to shop small, support local and find one-of-a-kind gifts while meeting some of the talented people behind the products. The best part? Every PopShop is different. The vendor lineup changes from market to market, so there’s always something new to discover. Grab a friend, make a day of it and see what catches your eye! SHOP SMALL 💛 SUPPORT LOCAL 💛 DISCOVER THE UNIQUE!
PROST! Oktoberfest season has arrived! 🍺 Break out the lederhosen and dirndls because September and October are packed with Oktoberfest celebrations throughout Connecticut and just across the New York border. From German beer and bratwurst to giant pretzels, live Bavarian music, stein-holding contests and plenty of fall fun, Fairfield After Dark has rounded up some of our Hot Picks for Oktoberfest Happenings in and around Fairfield County. Whether you want to stay close to home or turn Oktoberfest into a fall road trip, here's where to raise a stein this season! 🍺 FAIRFIELD COUNTY Danbury Elks Oktoberfest — Danbury | Sept. 26 The Danbury Elks bring a traditional flavor to Oktoberfest with German beer, hot pretzels, music and your choice of a Sauerbraten or Wurst Sausage platter. Lederhosen and dirndls are encouraged! Westoberfest — Westport | Oct. 3 One of Fairfield County's signature beer events returns to Downtown Westport. Expect 50+ local and regional beers , live music and a lively downtown atmosphere for an afternoon celebrating craft beer and fall. 🥨 NEW HAVEN COUNTY Counter Weight Brewing Oktoberfest — Cheshire | Sept. 19 Counterweight kicks off Oktoberfest season with German-inspired beer and traditional Bavarian entertainment, including a scheduled appearance by HSV Bavaria. Haven Beer Company Oktoberfest — Hamden | Sept. 19 Another Sept. 19 option! Haven Beer Company gets into the Oktoberfest spirit with beer, food and traditional entertainment from HSV Bavaria. Milford Oktoberfest — Milford | Sept. 25–26 Raise your stein at Fowler Field! Presented by the Devon Rotary, Milford Oktoberfest brings together beer, music, food and traditional Oktoberfest festivities for two days of celebration. East Rock Brewing Oktoberfest — New Haven | Sept. 26 If you're looking for the full beer-hall experience, put this one on the list. East Rock Brewing celebrates its 7th Annual Oktoberfest with German-inspired craft beer, fresh lagers, cider, German food, pretzels, traditional HSV Bavaria entertainment, live music, stein-holding and yodeling competitions. 🍺 LITCHFIELD COUNTY Clocktoberfest — Clocktown Brewing, Thomaston | Sept. 20 Clocktown puts its own spin on Oktoberfest with Clocktoberfest , featuring live music, food, games and plenty of beer. Little Red Barn Brewers Oktoberfest — Winsted | Sept. 27 Head north into Litchfield County for an Oktoberfest celebration at Little Red Barn Brewers with beer and traditional German-inspired festivities. Kent Falls Brewing Oktoberfest — Kent | Oct. 4 Make this one a fall foliage road trip! Kent Falls Brewing celebrates Oktoberfest with its fall lager Wooded Streams , beer pretzels, German-inspired food and live music from Tim Palmieri. Oktoberfest Friday Feast & Dancing Feet — Litchfield | Oct. 9 Here's something a little different: an afternoon Oktoberfest celebration featuring bratwurst, sauerkraut, German potato salad, pretzels, dessert and beer from Norbrook Farm Brewery, plus live music and dancing. 🍺 WESTCHESTER COUNTY, NY Sleepy Hollow Oktoberfest — Sept. 26 Oktoberfest with the Hudson River as your backdrop? Yes, please! The 14th Annual Sleepy Hollow Oktoberfest returns to Kingsland Point Park with German food and beer, live Bavarian music, refreshments, games and activities for the kids. Downtown White Plains Oktoberfest — Oct. 11 Downtown White Plains transforms Mamaroneck Avenue into an Oktoberfest celebration with beer, Bavarian food, live Oompah music, games and competitions. Whether you stay local in Fairfield County, head toward New Haven for an authentic beer-hall experience, take a fall foliage drive through Litchfield County, or cross the New York border for Oktoberfest along the Hudson, there are plenty of ways to celebrate the season. Just remember: some Oktoberfest celebrations are 21+ , while others are family-friendly festivals with food, music, games and activities for all ages. Admission, ticket requirements and schedules can change, so be sure to check with the event organizer before heading out. So, grab a pretzel, order the bratwurst, raise your stein and celebrate fall the Oktoberfest way. PROST! 🍺🥨🍂 Looking for even more fun? See our entire Fall Happenings Calendar featuring Festivals, Fairs, Music Fests, Corn Mazes, Pumpkin Picking, Halloween Happenings and more at FairfieldAfterDark.com!
This week, Fairfield After Dark is giving a special shout-out to Beth-El Center in Milford as they get ready for their big Benefit Concert featuring The Yacht Lobsters this Friday, September 11! Get ready for an evening of smooth yacht rock while supporting an important local cause. Proceeds from the concert will help Beth-El Center provide vital services to individuals and families experiencing homelessness. 🎶 The Yacht Lobsters Benefit Concert 📅 Friday, September 11 📍 Milford Veterans Memorial Auditorium, Milford, CT 🚪 Doors Open: 7 PM | Show: 8 PM 🎟️ Tickets start at $29 — Purchase Tickets Here: https://bit.ly/3TlcjeK Great music. A great night out. An even greater cause. Can’t make the show? Consider making a donation to Beth-El Center and helping support individuals and families in our community who need a helping hand. As Outdoor Summer Concert Series begin winding down throughout Fairfield County , we can officially say Summer 2026 was one for the books! Great concerts, incredible shows, fantastic festivals, and plenty of memorable summer nights. But the fun isn't slowing down— fall events are kicking into gear, and the calendar is filling up fast! Whether you're looking for something to do today, tomorrow, or this weekend , Fairfield After Dark makes it easy to see what’s happening throughout the area. Check back every day for the latest happenings and plan your weekend early with our updated lineup of concerts, festivals, fairs, live music, comedy, theater, and more. There’s always something happening in Fairfield County and beyond— so check out this week’s list and start making plans! Wednesday, September 9, 2026 Bridgeport: Hurley Hour LIVE at BRYAC Black Rock(7pm) Bridgeport: Bingo for a Bike LIVE at BRYAC Black Rock(9pm) Danbury: Wed Open Mic LIVE at Sugar Hollow Taproom(7pm) Fairfield: Music with The Lamb Jam at The Seagrape Fairfield(8:30pm) ⭐🎟️Newtown: FREE Mahjong Open Play at Aquila's Nest Vineyards(5pm) ⭐🎟️Newtown: Pilates in the Vineyard. with Lauren Mika at Aquila's Nest Vineyards(6:30pm) ⭐🎟️Newtown: Speed Dating Ages 40-55 at Aquila's Nest Vineyards(7pm) Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table(6pm - 9pm) Thursday, September 10, 2026 Bridgeport: Bryac Funk Night / Party with Friends LIVE at BRYAC Black Rock(9pm) Bridgeport: Jason Heffernan LIVE at The Castle, Black Rock(7pm - 10pm) Danbury: Thursday Open Jam with Sugar LIVE at Sugar Hollow Taproom(8pm) Fairfield: Some Hacks LIVE at The Sinclair(8:30pm) 🎪🛍️Hebron: Hebron Harvest Fair(4pm - 10:30pm) Milford: Pete Grossi LIVE at Cafe Atlantique(5pm) ⭐🎟️Newtown: Don Lowe LIVE at Aquila's Nest Vineyards(5:30pm) ⭐🎟️Newtown: A Golden Hour Yoga Experience at Aquila's Nest Vineyards(6pm) 🎪🛍️North Haven: North Haven Fair(5pm - 10pm) 🍔🍺🧠Norwalk: Trivia Night at ODEEN'S(7pm - 9pm) Port Chester, NY: An Evening with Phunk & Roses LIVE at Garcia's at The Capitol Theatre(8pm) 🎪🛍️South Windsor: Wapping Fair(5pm - 10pm) Shelton: Jack + Allie at The Gilded Whitlocks(6pm) Stratford: TONY MAC LIVE at Blackbird's Nest(5pm) ⭐😂🎟️Stamford: That's Fair Comedy ft: Connor O'Brien, Dan Kalwhite, Chris Warren, Joe Russell, Cody Marino at New York Comedy Club Stamford(7pm) Westport: Janice Friedman LIVE at Jazz at the Post at VFW Post 399(7:30pm - 10pm) Friday, September 11, 2026 Bethel: AL RIVOLI LIVE at Whitlock’s Restaurant(6pm - 9pm) Bethel: Mike and Ike LIVE at DragonFly(6pm - 9pm) Bethel: Erik Rabasca LIVE at Shakedown Street Eats(6:30pm - 9:30pm) ☀️🎶Bridgeport: Hesitation Blues Band LIVE at Twelvenote Brew Co.(7pm - 10pm) Bethel: Black Rock Blues LIVE at Notch8 Bar(8pm) Bridgeport: Black Ties & Bourbon LIVE at Boca Oyster Bar(8pm - 11pm) Bridgeport: Herman & Company LIVE at The Castle, Black Rock(8pm - 11pm) ☀️🎶Bridgeport: Gab Kallay - Friday Night Music on the Dock at Port 5(5pm –8:30pm) 🎪🛍️Bethlehem: Bethlehem Fair(5pm - 10pm) Bridgeport: Fake ID LIVE at Boca Oyster Bar(3pm - 6pm) Danbury: DJ Jake Z LIVE at Elicit Brewing Co - Danbury(10pm) Danbury: Tangled Vine w/ Classic Waze LIVE at Sugar Hollow Taproom(8pm) 🎪🛍️Hebron: Hebron Harvest Fair(12pm - 12am) New Milford: ShineBox (Formerly The Winnie Shins) LIVE at Housatonic River Brewing(7pm - 10pm) ⭐🎟️Newtown: John Shavers LIVE at Aquila's Nest Vineyards(5:30pm - 8:30pm) ⭐🎟️Newtown: Girl Scout Cookies & Wine Pairing at Aquila's Nest Vineyards(6pm) ⭐🎟️Newtown: Speed Dating Ages 35-49 at Aquila's Nest Vineyards(7pm) Newtown: Tom Ardise LIVE at Perfusion Bar(8pm - 11pm) 🎪🛍️North Haven : North Haven Fair(3pm - 11pm) Norwalk: The Bernadettes LIVE at 314 Beer Garden(7:30pm - 10:30pm) ⭐🍽️ 🎶Norwalk: Skunk Rockets LIVE at Odeen's Oak Hills(7pm - 10pm) 🎪Norwalk: Norwalk Oyster Festival at Veteran's Memorial Park(6pm - 11pm) Norwalk: Pimpinella LIVE at Sails American Grill(9pm - 12am) Redding: Bone Dry LIVE at The Redding Roadhouse(7pm - 10pm) Ridgefield: Dr. B and the Remedy LIVE at Nod Hill Brewery(6:30pm) 🎪🛍️South Windsor: Wapping Fair(5pm - 11pm) Stratford: DAVE + CRISSY ACCOUSTIC LIVE at Blackbird's Nest(6pm) Stratford: Suckr' Punch LIVE at Windmill Tavern(8pm) Stratford: The Rajsaan Langley Project LIVE at Joey C's Boathouse Cantina & Grill (9pm) ⭐😂🎟️Stamford: Comedian Jiaoying Summers at New York Comedy Club Stamford (4 shows)(7pm - 9:30pm) Stamford: Nothing Serious LIVE at Tiernan's Bar & Restaurant(9:30pm) Stamford: That’s What She Said LIVE at Third Place by Half Full Brewery(8pm - 10pm) Westport: Not My Problem LIVE at Black Duck Cafe(9pm) Westport: MASSIVE DIVA LIVE at Walrus Alley(7:30pm - 10:30pm) ☀️🎶Westport: Steve Keith - Music on Church Lane(5:30pm –9pm) Woodbury: Iris Lies LIVE at Woodbury Brewing Company(8:30pm - 11pm) Saturday, September 12, 2026 Bethel: Al Rivoli LIVE at Shakedown Street Eats(6:30pm - 9:30pm) Bethel: Jake Kulak LIVE at Notch8 Bar(8pm) 🎪🛍️Bethlehem: Bethlehem Fair(8am - 10pm) Brookfield: Rio Sorrentino LIVE at Pulcinella(7pm - 10pm) ☀️🎶Bridgeport: Harborfest W/Tangled Vine (Saturday) - Sunday Night Music on the Dock at Port 5(3pm) Bridgeport: Black Rock Harbor Fest(7pm) ☀️🎶Bridgeport: The Doctors' Jones LIVE at Twelvenote Brew Co.(7pm - 10pm) Bridgeport: Havana Night LIVE at Captain's Cove Seaport (Marina, Restaurant & Bar)(8pm - 12am) Bridgeport: Red Bull Express LIVE at The Castle, Black Rock (8pm - 11pm) Bridgeport: C-Sides LIVE at BRYAC Black Rock(10pm) Danbury: Bryan Bielanski LIVE at Charter Oak Brewing and Taproom(4pm - 6pm) Danbury: The Proper Villains LIVE at Elicit Brewing Co - Danbury(9pm) Danbury: DJ Ilardi LIVE at Elicit Brewing Co - Danbury(10am) Danbury: Breath w/Entrance LIVE at Sugar Hollow Taproom(8pm) Danbury: HIJACKED LIVE at Molly Darcy’s Irish Pub & Restaurant(11pm) 🎪🛍️Hebron: Hebron Harvest Fair(10am-12am) Milford: Matt Popp LIVE at Cafe Atlantique(6:30pm) New Milford: Nashville Drive LIVE at Housatonic River Brewing(7pm - 10pm) New Canaan: MIND THE GAP LIVE at Gates Restaurant + Bar(8:30pm) ⭐🎟️Newtown: Slumber Party Drag Bingo at Aquila's Nest Vineyards(12pm) ⭐🎟️Newtown: Tony & The West Siders LIVE at Aquila's Nest Vineyards(2:30pm - 5:30pm) ⭐🎟️Newtown: Cuboricua Salsa Band Show at Aquila's Nest Vineyards(6pm) Newtown: The Barn Rats LIVE at NewSylum Brewing Co.(3pm - 6pm) Newtown: Emma Henning LIVE at Perfusion Bar(8pm - 11pm) 🎪🛍️North Haven: North Haven Fair(10am-11pm) 🎪Norwalk: Norwalk Oyster Festival at Veteran's Memorial Park(11am-11am) ⭐🍽️ 🎶Norwalk: Gray Rock Band LIVE at Odeen's Oak Hills(7:30pm - 10:30pm) Norwalk: Ron Wilson LIVE at Sails American Grill(9pm - 12am) Old Greenwich: Liquid Courage LIVE at Bosco's Bar and Grill(9pm - 12am) Port Chester, NY: A Farewell to Kings - Rush Tribute LIVE at Garcia's at The Capitol Theatre(8pm) Redding: Fuzz LIVE at Milestone(9pm - 11:30pm) Ridgefield: The Oktoberfest Band LIVE at Nod Hill Brewery(1pm) Ridgefield: Liz Ashkins LIVE at Nod Hill Brewery(5pm) 🎪🍷🍔Rhinebeck, NY: Hudson Valley Wine & Food Festival(11am - 6pm) 🎪🛍️South Windsor: Wapping Fair(10am-11pm) Shelton: Dj Nate LIVE at Pier131 Kitchen + Bar(9:30pm - 12am) Stratford: RYAN COLLINS LIVE at Blackbird's Nest(6pm) ⭐😂🎟️Stamford: Comedian Jiaoying Summers at New York Comedy Club Stamford (4 shows)(7pm - 9:30pm) Stamford: Get Lit LIVE at Tiernan's Bar & Restaurant(9:30pm) Stamford: Taste of Egypt - Egyptian Festival(12pm - 6pm) Stamford: TEN $ GRAND LIVE at Third Place by Half Full Brewery(7pm - 10pm) Tarrytown, NY: MH Studio: Bill Kelly LIVE at Tarrytown Music Hall(7:30pm) Westport: Old Bob LIVE at Walrus Alley(7:30pm - 10:30pm) ☀️🎶Westport: TBA - Music on Church Lane(5:30pm –9pm) Woodbury: KISS Alive! NYC LIVE at Woodbury Brewing Company(8:30pm - 11pm) Sunday, September 13, 2026 Bethel: Rob Glassman Duo - 3pm Dead Set LIVE at Shakedown Street Eats(3pm - 6pm) Bethel: Exit 5 LIVE at Notch8 Bar(5pm) 🎪🛍️Bethlehem: Bethlehem Fair(8am - 5:30pm) ☀️🎶Bridgeport: The Signature Duo - Sunday Night Music on the Dock at Port 5(3pm) Bridgeport: SHAMELESS LIVE at Captain's Cove Seaport (Marina, Restaurant & Bar)(3pm - 7pm) ☀️🎶Bridgeport: Jared Sage Cowen LIVE at Twelvenote Brew Co.(2pm - 5pm) Bridgeport: Free Form Filth LIVE at BRYAC Black Rock(6pm) Bridgeport: Joey Whelan LIVE at The Castle, Black Rock(5pm - 8pm) Danbury: Mosaic Jazz Quartet LIVE at Charter Oak Brewing and Taproom(2pm - 4pm) Danbury: Jim Lapine LIVE at Molly Darcy’s Irish Pub & Restaurant(6pm) 🎪🛍️Hebron: Hebron Harvest Fair(10am - 7:30pm) Milford: Shilelagh Law at Stonebridge Restaurant(2pm) Newtown: Jeff Summa & the Roasters LIVE at Newsylum Brewing(2pm - 5pm) ⭐🎟️Newtown: Bobby Wheeler LIVE at Aquila's Nest Vineyards(2:30pm - 5:30pm) ⭐🎟️Newtown: Andrea Bocelli Tribute at Aquila's Nest Vineyards(6pm) 🎪🛍️North Haven: North Haven Fair(10am - 7pm) Norwalk: The Last Hoorah LIVE at 314 Beer Garden(3pm - 6pm) 🎪Norwalk: Norwalk Oyster Festival at Veteran's Memorial Park(11am - 8pm) Norwalk: Christopher Brown LIVE at Washington Prime(12pm - 3pm) ⭐🍽️ 🎶Norwalk: Pat Lavery Band LIVE at Odeen's Oak Hills(7:30pm - 10:30pm) ☀️🎶Old Greenwich: Jamie McClean Band - Greenwich Point Summer Concerts(4pm) Piermont, NY: Piano Brunch Sunday at OTTO'S(12pm - 3pm) Redding: Fake ID Duo LIVE at Milestone(4pm) 🎪🍷🍔Rhinebeck, NY: Hudson Valley Wine & Food Festival(11am - 5pm) Shelton: Sunday Jazz Series at The Gilded Whitlocks(2pm - 5pm) Shelton: Ferigno Band LIVE at Spotted Horse Tavern(8pm) Shelton: DJ Revuelo LIVE at Pier131 Kitchen + Bar(11:30am - 3:30pm) 🎪🛍️South Windsor: Wapping Fair(10am - 6pm) 🎪🎷Stratford: Latin Music Festival(10am) Stratford: WHAT UP FUNK LIVE at Blackbird's Nest(4pm) Stratford: Tangled Vine LIVE at Joey C's Boathouse Cantina & Grill(3pm - 7pm) ⭐😂🎟️Stamford: Comedian Katie Boyle at New York Comedy Club Stamford(7pm) Stamford: Taste of Egypt - Egyptian Festival(12pm - 6pm) Westport: Hitch Trio LIVE at Walrus Alley(12pm - 3pm) Woodbury: The Michael Allman Band w/sg Greg Mattson LIVE at Woodbury Brewing Company (5pm - 9pm)