June is in full swing, and Fairfield County is packed with exciting events through June 14, 2026! From outdoor concerts and strawberry festivals to wine pairings, comedy shows, and local celebrations, there's something for everyone to enjoy. Looking for live music? Head to O'Deen's BBQ in Ridgefield on Friday for Music on the Porch featuring Cheryl Ann & Co., or join the fun at Trivia Night every Thursday at O'Deen's Restaurant at Oak Hills Golf Course in Norwalk. Planning a night out in South Norwalk? Brass & Bone on Washington Street offers great food and live entertainment throughout the week. In Newtown, Aquila's Nest Vineyards continues its busy June schedule with wine pairings, speed dating events, live music, and The 80's Rock Experience Tribute Show. Need a laugh? New York Comedy Club Stamford features performances throughout the week from some of the area's funniest comedians. To help you plan your summer adventures, Fairfield After Dark has launched "Your Town. Your Music. Your Summer." —our 2026 Summer Concert Series Directory . Find your favorite bands, discover new artists, and see where free concerts are happening throughout Fairfield County and beyond. Grab a blanket or beach chair, pack a picnic, and enjoy a night of music under the stars. Many local organizers also feature food trucks, making dinner plans easy. Fairfield After Dark is also proud to partner with the inaugural Connecticut Country Music Festival . Save 10% off tickets by using FAD10 at check out. Wednesday, June 10, 2026 Bethel: Pangea World Beat Is Back! 7pcs Of Caribb, Latin & African Infused Jazz LIVE at La Zingara Restaurant(7pm) Bridgeport: Hurley Hour LIVE at BRYAC Black Rock(7pm) Bridgeport: Bingo for a Bike LIVE at BRYAC Black Rock(9pm) Danbury: Danbury Chow down at City Center Danbury GREEN (11:30am – 1:30pm) Fairfield: Live music with The Lamb Jam at The Seagrape Fairfield(8:30pm) 🎟️ Newtown: Speed Dating Ages 40-55 at Aquila's Nest Vineyards(7pm) Norwalk: Detroy Langer & Riccio Organ Trio at Greer Southern Table(6pm –9pm) 🎤 Norwalk: KARAOKE Party at BRASS & BONE(8pm) Shelton: Benny LIVE at Spotted Horse Tavern(8pm) 😆 🎟️ Stamford: Comedian Alec Flynn at New York Comedy Club Stamford(7pm) Stratford: Bruce Gregori at Joey C's Boathouse Cantina & Grill(5:30pm –8:30pm) Thursday, June 11, 2026 Bethel: Dead Set - Almost Ablaze LIVE at Shakedown Street Eats(3pm) Bethel: Dan Sawyer LIVE at Dragonfly (6pm –9pm) Bethel: Jay Prince & Friends Feat. Anderson, MacNeal, Heller & Eminizer LIVE at La Zingara Restaurant(7pm) Bridgeport: Bryac Funk Night Party with Friends LIVE at BRYAC Black Rock(9pm) Danbury: Thursday Open Jam with Sugar House LIVE at Sugar Hollow Taproom(7pm) 🎤🌅 Fairfield: Phatt James (90's Rock) at Sherman Green Gazebo(6:30pm –8pm) Fairfield: Tangled Vine LIVE at The Sinclair(8:30pm) Milford: Dueling Pianos with The Flying Ivories at Stonebridge(6pm) 🎶 Newtown: Aquila’s Nest Vineyard - Don Lowe (5:30-8:30pm) Norwalk: America 250: Visions & Voices at The Norwalk Art Space(8am) 🍽️ Norwalk: Mike Cusa at Brass & Bone (5pm) Norwalk: Music with STEVEN KEITH(5:30pm –8:30pm) Norwalk: Kristin & Ray LIVE at Public Wine Bar (7pm –9:30pm) 🧠 Norwalk: Trivia Nights at Odeen’s at Oak Hills Golf Course (7-9pm) 🍽️ Norwalk: Otis and the Hurricanes LIVE at Brass & Bones(9pm) Piermont, NY: Tune-Up Thursdays(5pm –10pm) 🎤🌅 Ridgefield: David Wax Museum at Ridgefield’s Ballard Park (7pm) Ridgefield: David Powers LIVE at Nod Hill Brewery(6:30pm) Stratford: ROUND TWO LIVE at Blackbird's Nest(6pm) Stratford: Rush Tribute Night LIVE at Joey C's Boathouse Cantina & Grill(6:30pm) 😆 🎟️ Stamford: Comedian Zak Toscani at New York Comedy Club Stamford(7pm) 🎤🌅 Westport: GREENSKY BLUEGRASS at the Levitt Pavilion(7pm) Westport: Sara Caswell and Ike Sturm - Jazz at the Post(7:30pm) Westport: Music with Billy Genuario at Spotted Horse Tavern (9pm) Friday, June 12, 2026 Bethel: Bethel Food Truck Friday at Municipal Center Lawn (5-8pm) Bethel: Beats per Minute LIVE at Dragonfly(6pm –9pm) Bethel: SHOO FLY LIVE at Whitlock’s Restaurant(6pm – 9pm) Bethel: Shawn Taylor LIVE at Shakedown Street Eats(6:30pm) Bethel: Absofunkinlutley LIVE at Notch 8(8pm) Bethel: Zac N' Fried LIVE at Michael's Tap Room(9pm) 🎤🌅 Brookfield: Bock & Blu at the Summer Concerts in the Park - Brookfield (6:30pm) 🎤🌅 Bridgeport: Ariana - Friday Night Music on the Dock at Port 5(5pm –8:30pm) Bridgeport: Mike Miles Duo LIVE at Twelvenote Brew Co.(7pm –10pm) Bridgeport: Birdseye Beers LIVE at BRYAC Black Rock(10am) 🎪 Danbury: Greek Festival at Assumption Greek Orthodox Church(5pm –9pm) Danbury: River of Dreams LIVE at Sugar Hollow Taproom(8:30pm) 🎤🌅 Milford: Rum Runners Take Over Fridays After Five at Fowler Field (6-8 pm) Goshen: Goshen Stampede at Goshen Fair Grounds (4-10pm) Milford: Rum Runners after Five at Fowler Field (6-8pm) Milford: Electric Rose LIVE at Anthony D's Bar & Grill(8:30pm) 🎟️ Newtown: Aquila’s Nest Vineyard -The 80s Rock Experience Tribute Show (6pm ) 🍽️ Norwalk: Triple Bock LIVE at Brass & Bone(6pm) Norwalk: Pimpinella LIVE at 314 Beer Garden(7:30pm –11pm) Norwalk: Suck'R Punch LIVE at BanC House(8pm –11pm) 🍽️ Norwalk: Honeydew at Brass & Bone(9:30pm) Ridgefield: ACE & Friends @ Nod Hill Brewery(6pm –9pm) Ridgefield: Cheryl Ann & Co on the porch at Odeen’s BBQ (5:30-8:30pm) Southbury: Bobby Jo Valentine Concert at South Britain Congregational Church(7pm) Stratford: Brandon Mullis Live at Windmill Tavern(5pm) Stratford: Bobby Morrell LIVE at Outriggers(5pm –8pm) Stratford: TONY FERRIGNO BAND at Blackbird's Nest(6pm) Stratford: The Void LIVE at the Windmill Tavern(8pm) Stratford: Hype & Epic Duo Show LIVE at Joey C's Boathouse Cantina & Grill(9pm) 😆 🎟️ Stamford: Comedian Dulce' Sloan at New York Comedy Club Stamford (4 Shows) (7pm –9:30pm) Stamford: The Tonic LIVE at Tiernan's Bar & Restaurant (9:30pm) 🎤🌅 Westport: THE DISCO BISCUITS at The Levitt Pavilion(6:30pm) 🎤🌅 Westport: Ethan Walmark Music on Church Lane (6-9pm) Westport: Cheese Fries & Chili Dips: Special Cabaret Fundraiser for Westport Woman’s Club(5:30pm) Westport: Zully Ramos & The OGs LIVE at Black Duck Cafe(9pm) Woodbury: Exit 9 at the Woodbury Brewing Company(8:30pm) Saturday, June 13, 2026 Bethel: Sweet Redemption LIVE at Dragonfly(6pm – 9pm) Bethel: Murray The Wheel LIVE at Shakedown Street Eats (6:30pm) Bethel: Hit 'N Run LIVE at Notch 8(8pm) Bridgeport: Herman & Co Live at Captain's Cove(4pm) Bridgeport: Charlie’s Salty Swimmers LIVE at Twelvenote Brew Co.(7pm – 10pm) Bridgeport: The Brotherhood Live at Captain's Cove(8pm) Bridgeport: Cassidy LIVE at BRYAC Black Rock(10pm) 🎤🌅Bridgeport: Black Rock Day W/ Simple Jim - Sunday Night Music on the Dock at Port 5(3pm) Brookfield: Rio Sorrentino LIVE at Pulcinella(7pm –10pm) 🎪 Bay Shore, NY: North Meets South Food & Drink Festival(12pm – 6pm) 🍓 Cheshire: Cheshire Strawberry Festival and Craft Fair(10am –4pm) 🎉🎪 Danbury: Downtown Danbury Street Festival(12pm – 6pm) 🏕️ Danbury: Flea Market & Crafts at Hatters Park(9am – 4pm) Danbury: Iris Lies LIVE at Charter Oak(5pm –7pm) Danbury: Pimpinella LIVE at Sugar Hollow Taproom (8:30pm) Danbury: SUCK-R-PUNCH LIVE at Molly Darcy’s Irish Pub & Restaurant (9:30pm) 🎤🌅 Fairfield: Triple Bock at Fairfield's Sweet Sounds of Summer Concerts Series at Sherman Green (6:30pm) Greenwich: Gil Parris LIVE at Clubhouse at the Griff(7:30pm – 10:30pm) Goshen: Goshen Stampede at Goshen Fair Grounds (11-10pm) 🍓 Mystic: Mistick Strawberry Festival(11am –6pm) 🎶 Newtown: Aquila’s Nest Vineyard - Dina DiMarco Duo (2-5pm) 🎵🎱 Newtown: Mom and Dad Prom DJ Bingo at Aquila's Nest Vineyards(6:30pm) 🦆☀️ Newtown: Newtown Duck Race & Festival (10am –2:30pm) Newtown: On the Rocks LIVE at Reverie Brewing Company(6pm –9pm) 🎪 Norwalk: Norwalk Outdoor Sunset Bazaar(4pm – 8pm) 🍽️ Norwalk: Shayla Hernandez at Brass & Bone (6pm) Norwalk: JuiceBox LIVE at 314 Beer Garden(7:30pm) 🍽️ Norwalk: Albi LIVE Brass & Bone(9:30pm) Old Greenwich: Milo and Friends LIVE at Bosco's Bar and Grill (9pm –12am) 🍓 Orange: Strawberry Festival at Orange Congregational Church (9am –5pm) Ridgefield: Frank Viele LIVE at Nod Hill Brewery(5pm) Redding: Otis & the Hurricanes LIVE at Milestone(9pm) Shelton: Tin Sandwich LIVE at Spotted Horse Tavern(8pm) Stratford: MENTAL HEALTH LIVE at Blackbird's Nest(6pm) Stratford: Sandy C and the Upbeats at Windmill Tavern(8pm) Stratford: Pop Rocks LIVE at Joey C's Boathouse Cantina & Grill(9pm) 🎨🎪 Stamford: Arts & Crafts on Bedford(10am) Stamford: Open Play Chess in Latham Park, Stamford(1pm – 3pm) 😆🎟️ Stamford: Comedians James Goff, Eli Ruffer, Michele Traina, Alaina Bamfield at New York Comedy Club Stamford (4:30pm) 😆🎟️ Stamford: Comedian Dulce' Sloan at New York Comedy Club Stamford (4 Shows) (7pm – 9:30pm) Stamford: LC Band LIVE at Third Place by Half Full Brewery(7pm – 10pm) Stamford: Lucky House LIVE at Tiernan's Bar & Restaurant(9:30pm) 🎤🌅 Weston: Music in the Meadow with Morningside (6:30pm) 🎤🌅 Westport: THE DISCO BISCUITS at The Levitt Pavilion(6:30pm) Westport: Cooked Up LIVE at Black Duck Cafe(9pm) 🎤🌅Westport: Dan Tressler - Music on Church Lane 5:30 - 9 pm Woodbury: The Zoo at the Woodbury Brewing Company (8:30pm) Sunday, June 14, 2026 Bethel: Drag Brunch LIVE at Shakedown Street Eats(12pm) Bethel: Shat Sullivan LIVE at Broken Symmetry Brew(12pm) Bethel: Five To One LIVE at Notch 8(5pm) Bethel: Junk LIVE at Dragonfly(6pm – 9pm) Bridgeport: Black Rock Day W/ Simple Jim. - Sunday Night Music on the Dock at Port 5 (3pm) Bridgeport: Black Rock Day(8am) Bridgeport: Freddy’s Platos LIVE at Twelvenote Brew Co.(1pm –5pm) Bridgeport: Chris Radz LIVE at Twelvenote Brew Co.(2pm – 5pm) Bridgeport: Shot Down LIVE at Captain's Cove(3pm) Bridgeport: Riley Johnson LIVE at BRYAC Black Rock(6pm) Bridgeport: Dancing through the Decades at Captain's Cove(7pm) Danbury: Mosaic Jazz Quartet LIVE at Charter Oak (2pm – 4pm) East Haven: Museum Tours & Trolley Rides on The Shore Line Trolley Museum(11am –3pm) 🎤🌅 Fairfield: Fountainhead (Classic Rock) at Sherman Green Gazebo (6:30pm –8pm) 🎤🌅 Greenwich: Jumpin’ Jams - Greenwich Point Summer Concerts (10am) 🎤🌅 Greenwich: Paloma Skye at Greenwich Point (4pm) Goshen: Goshen Stampede at Goshen Fair Grounds (11-7pm) Milford: NASHVILLE NIGHT (ZAC N' FRIED) at Stonebridge(4pm) 🍓 Mystic: Mistick Strawberry Festival (11am –6pm) New Canaan: What the Constitution means to me( 2pm) 🎪 New Britain: Little Poland Festival(11am –6pm) 🎶 Newtown: Aquila’s Nest Vineyard - Round Two Duo (2-5pm) ⭐ Newtown: Cheese Fondue Dip & Sip at Aquila's Nest Vineyards(12pm) ⭐ Newtown: Chocolate and Wine Pairing at Aquila's Nest Vineyards(12pm) 🎟️ Newtown: Dueling Pianos with the Flying Ivories at Aquila's Nest Vineyards(6pm) Newtown: Grateful Ghost(Dead Tribute) LIVE at Newsylum Brewing co.(2pm – 5pm ) Newtown: Hatfield LIVE at Reverie Brewing Company(2pm –5pm) 🎤🌅 Norwalk: The Fairfield Counts - Norwalk Summer Green Concerts(5pm – 6:30pm) Norwalk: Matt Fernandez LIVE at Washington Prime(11:30am –2:30pm) 🎤🌅 Old Greenwich: Jumpin' Jams - Greenwich Point Summer Concerts(10am) 🎤🌅 Old Greenwich: Paloma Skye - Greenwich Point Summer Concerts(4pm) Old Greenwich: Mike Milazzo Solo Sundays LIVE at Bosco's Bar and Grill(2pm – 4pm) Redding: Moss LIVE at Milestone(4pm) Shelton: Billy G Band LIVE at Spotted Horse Tavern(8pm) Stratford: PAT MATTO LIVE at Blackbird's Nest(11am) Stratford: Steal Your Funk LIVE at Joey C's Boathouse Cantina & Grill(3pm –7pm) Stratford: WHAT UP FUNK LIVE at Blackbird's Nest(4pm) 😆 🎟️ Stamford: Comedian Marcus Monroe at New York Comedy Club Stamford(7pm)

Stamford, CT - Art lovers, shoppers, and food enthusiasts are invited to Stamford Downtown on Saturday, June 13, for the first of two Arts & Crafts on Bedford events taking place this year. From 10 a.m. to 6 p.m., Bedford Street will transform into a vibrant outdoor marketplace featuring talented juried artisans from throughout the Northeast. Visitors will have the opportunity to browse and purchase an impressive selection of handcrafted works across a variety of mediums. Featured categories include ceramics, fiber arts, fine art, jewelry, metalwork, mixed media, photography, woodworking, and more. Each participating artisan has been selected through a juried process, ensuring a high-quality showcase of creativity and craftsmanship. Beyond the artwork, attendees can enjoy the lively atmosphere of downtown Stamford while exploring local shops and attractions. Bedford Street's restaurants will also be extending their outdoor patio cafés, offering the perfect opportunity to relax, dine al fresco, and make a day of the event. Whether you're searching for a unique gift, adding to your personal art collection, or simply looking for a fun way to spend a summer day, Arts & Crafts on Bedford offers something for everyone. Can't make it in June? The event will return for a second show on September 12, giving visitors another opportunity to discover exceptional handmade works and support regional artists. For more information and a complete list of participating vendors, visit Arts & Crafts on Bedford in Stamford Downtown.