Share the news!

Weekend Vibes: John Oates, Festivals, Concerts & Sky-High Balloon Fun

A Weekend You Won’t Want to Miss!
From John Hall with the Good Road Band at Westport’s Levitt Pavilion on Friday to a lineup of annual festivals, we’ve got your weekend covered.


Don’t miss highlights like Norwalk’s Treasure Hunt and the colorful Plainville Hot Air Balloon Festival. Scroll through our full list and start planning your weekend adventures!


This week’s Featured Sponsor: Edmond Town Hall, Newtown. 

Edmond Town Hall kicks off its Fall Concert Series with two incredible nights of live music you won’t want to miss!   

 

🚨 JUST IN: $20 SEATS to Taylorville — Tomorrow Night at Edmond Town Hall! 

📅 Thursday, August 21 | 7:00-9:00pm 

 

Send the kids back to school on a high note with an energy-packed evening of Taylor Swift’s greatest hits.  

Dress in your favorite Tay Tay outfit and get ready to sing and dance the night away!  


👉 Fairfield After Dark subscribers get $20 seats with code: FAD 
🎟️ Grab your tickets now before they’re gone! 

 

🎸 The Lightfoot Band  

📅 Thursday, August 29 | Labor Day Weekend Kickoff  

 

This is not a tribute act—these are the original musicians who toured and recorded with Gordon Lightfoot for decades. Featuring Rick Haynes, Barry Keane, Mike Heffernan, Carter Lancaster, and Andy Mauck, the band delivers Gordon’s music with unmatched authenticity. 

 

On the 50th anniversary of the Edmund Fitzgerald tragedy, their performance of the iconic ballad takes on special meaning. Fans can expect classics like If You Could Read My Mind, Sundown, Early Morning Rain, plus rare deep cuts—and even meet the musicians after the show. 

🎟️ Grab your tickets here  

 

Thank you to Edmond Town Hall for bringing world-class concerts, shows and community events to Newtown this season! 

See ETH’s full Fall Line here.  

 

Browse the full calendar to plan your next summer outing. 

 

Summer Concerts, Festivals and Fun Things to Do   

Wednesday, August 20 – Saturday, Aug 23, 2025   

 

Wednesday, Aug 20 

Bethel: "Swing du Jour" Quintet On The Patio @LaZingara(7pm) 

📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 

Fairfield: Mixtape Match Musical Bingo at Elicit Brewing(7pm) 

Greenwich:  Billy & The Showmen in Roger Sherman Baldwin Park (7pm) 

📣 Newtown: Sunset Zumba in the Vineyard at Aquila's Nest Vineyards(6pm) 

New Canaan:  Fairfield Counts Band – Waveny Park (7:30-9:30pm) 

Stamford: Open Play Chess in Veterans Memorial Park – Stamford(12pm-2pm) 

📣 Stamford: Comedians Juan Nicolon, Dj Collins, Maggie Lalley, Igor Martinez at New York Comedy Club Stamford (7pm) 

Shelton: Silver Steel Band at Music Under the Stars Summer Concert Series(7pm) 

Westport: Josh Ritter & The Royal City Band w/ Bhi Bhiman LIVE at Levitt Pavilion(7:00 PM) 


Thursday, Aug 21  

📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 

Bridgeport: Bingo for a Bike at Bryac Black Rock(6pm) 

Bridgeport: Hurley Hour LIVE at Bryac Black Rock(6pm) 

Bridgeport: Party with Friends LIVE at Bryac Black Rock(9pm) 

Fairfield: Sambeleza LIVE at Jazz Society of Fairfield County, Inc.(7:30pm-10pm) 

Fairfield: Tangled Vine LIVE at The Sinclair(8:30pm) 

Greenwich: Gunsmoke at Greenwich Historical Society(6:30 pm–8:00 pm)   

New Milford: Pop Rocks + Henna by Elyse at Rock the Block(4:00pm - 6:00pm) 

📣 Newtown: Wine and Wheels Car Show at Aquila's Nest Vineyards(3pm-8pm) 

📣 Newtown: Dave King LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) 

📣 Newtown: Llamas and Llibations Aquila's Nest Vineyards(4:30pm-6:30pm) 

📣 Newtown: Yoga in the Vineayard at Aquila's Nest Vineyards(6:30pm) 

📣 Newtown: Taylorville at Edmond Town Hall - SAVE10 OFF YOUR TICKET!(7pm) 

Norwalk: Maxim Schiavone & Friends LIVE at Washington Social(8pm-11:30pm) 

Old Greenwich: Mojo LIVE at Bosco's Bar & Grill(9pm-12am) 

📣 Piermont, NY: Live Jazz with Vocalist: Livia & Pianist: Kevin Lovejoy at OTTO'S(6pm-9pm) 

Ridgefield: Live Music with Off the Hook at 850 Degree(5pm) 

Ridgefield: Chris Berry & Abe Seiferth LIVE at Nod Hill Brewery(6:30pm) 

Rowayton: HENRY JONES LIVE at Sails Bar & Grill(6pm-9pm) 

Stratford: Dawn & Greg LIVE at Outriggers(5pm-8pm) 

Stratford: Inity Reggae Band LIVE at Joey C’s Boathouse(6pm-9pm) 

📣 Stamford: Lower Summer Street Block Party in Stamford Downtown(5pm-9pm) 

📣 Stamford: Comedians Gus Tate, Lizzy Cassidy, Julio Diaz, Reg Thomas at New York Comedy Club Stamford (7pm) 

Weston: Summer Thursdays at Weston History & Culture Center(1pm-4pm) 

Westport: Skorts w/ Pond View LIVE at Levitt Pavilion(7pm) 

📣 Westport: Brazilian Night featuring Sambaleza! LIVE at Jazz at the Post(7:30pm-10pm) 

Westport: Live music with Billy Genuario(9pm) 

 

Friday, Aug 22  

Bridgeport: Sal Grillo at Port 5 (5-8:30pm) 

📣 Bridgeport: Beardsley Zoo is now part of the CT Season Pass!(10am) 

Bridgeport: Skylab LIVE at Bryac Black Rock(10pm) 

Bethel: Bethel Food Truck Fridays(5pm-8pm) 

Bethel: Tom Duffy Band LIVE at Broken Symmetry(6pm) 

Bethel: DEAN SNELLBACK LIVE at Shakedown Street Eats(6:30pm) 

Bethel: Harmonic Aggression Live at Notch 8(8pm) 

Brookfield: Future Tense LIVE at Brookfield's Concerts in the Park(6:30 PM) 

Chester: Chester Fair(6pm-11pm) 

Cos Cob: SLS Live Music featuring Tangled Vine at St. Lawerence((7pm-10pm) 

Danbury: Ct Grateful Dead All stars LIVE at Sugar Hollow Taproom(7:30pm) 

📣 Fairfield: Early Elton Trio LIVE on StageOne in FTC(8pm) 

Fairfield: Hawkins French LIVE at Elicit Brewing(9pm) 

Fairfield: DJ GOLDEN BOY in the Speakeasy LIVE at Elicit Brewing(10pm) 

Greenwich: Finders Keepers LIVE at Griff Club House(7pm-10pm) 

Litchfield: Al Fenton Big Band at Litchfield Summer Concert Series (6:00 pm - 8:00 pm) 

Milford: THE SABBS BROTHERS LIVE at Stonebridge Restaurant(5:30pm) 

Milford: Rory Gordon LIVE at Cafe Atlantique(6:30pm-9:30pm) 

📣 Mahopac, NY: Super Trans AM LIVE at Putnam County Golf Course(6:30pm) 

New Milford: Snake Dog LIVE at Housatonic River Brewing(7pm-10pm) 

Newtown: ETH DRIVE-IN: The Never-Ending Story (PG)(9pm) 

Newtown: Al Rivoli LIVE at Perfusion(8pm-11pm) 

Newtown: Tessa & Jackson LIVE at Reverie Brewing(6pm-9pm) 

Newtown: Johnny Chapman - LIVE at Newsylum Brewing Co.(6pm-9pm) 

📣 Newtown: Transformers One (PG) at Edmond Town Hall(1pm-7:30pm) 

📣 Newtown: Filo Fox LIVE at Aquila's Nest Vineyards(5:30pm-8:30pm) 

📣 Newtown: Dine in White Barbecue Under the Stars at Aquila's Nest Vineyards(6:30pm) 

Norwalk: Diggity LIVE at Washington Social(8pm-11:30pm) 

📣 Norwalk: Norwalk’s Treesure Hunt(7am-7pm) 

Norwalk: Old School 203 LIVE at 314 Beer Garden(7pm-11pm) 

Norwalk: Live Music With Geoff Hartwell!(10pm) 

Old Greenwich: Cover Story LIVE at Bosco's Bar & Grill(9pm-12am) 

📣 Plainville: Plainville Hot Air Balloon Festiva(2pm-10pm) 

Redding: Cat Lines LIVE at The Redding Roadhouse(7pm-10pm) 

Ridgefield: Mike Milazzo LIVE at Odeen’s Restaurant(6pm) 

Ridgefield: Live Music with Daniel Madeson at 850 Degree(6pm) 

Ridgefield: True North Jazz Project LIVE at Nod Hill Brewery(6:30pm) 

Rowayton: Chill & Classic Grooves LIVE at Sails Bar & Grill(9:30pm-12am) 

:Sherman: MahJongg Fridays LIVE at JCC in Sherman(12pm) 

Shelton: Brandon Mullis at Jones Winery(5–7pm) 

📣 Stamford: Sahib Singh at New York Comedy Club Stamford(7-9pm) 

Stamford: Major Trends LIVE at Half Full Brewery(7pm-9pm) 

📣 Stamford: Comedian Sahib Singh at New York Comedy Club Stamford(7pm-9:30pm) 

Stamford: Hit 'n' Run LIVE at Trirnans Bar(9pm) 

Stratford: Live Music with Frank Yantorno at Windmill Tavern(5pm) 

Stratford: Jason Schod LIVE at Outriggers(5:30pm-8:30pm) 

Stratford: The Rum Runners Trio LIVE at Two Roads(7pm-9pm) 

Stratford: Live Music with Dirty Byrds at Windmill Tavern(8pm) 

Stratford: Pop Rocks LIVE at Joey C’s Boathouse(9pm-12am) 

Terryville: Terryville Lions Country Fair(4pm-10pm) 

Woodbury: Presence (Led Zeppelin Tribute) LIVE at Woodbury Brewing Company(8:30pm) 

📣 Westport: Blonde & Grey at Music on Church Lane(6:00pm – 9:00pm)  

Westport: A 'Wicked' Sing-Along at the Westport Library(4:30pm-7:30pm) 

📣 Westport: JOHN OATES AND THE GOOD ROAD BAND LIVE at Levitt Pavilion(7pm) 

Westport: Symphonic Bodega LIVE at Walrus Alley(7:30pm-10:30pm) 


Saturday, Aug 23   

Bethel: ROSS & DAVE LIVE at Shakedown Street Eats(6:30pm) 

Bethel: Scratch 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: Clear Blue Soul LIVE at Bryac Black Rock(6pm) 

Bridgeport: Porchfest LIVE at Bryac Black Rock(6pm) 

Bridgeport: Shameless LIVE at Boca Oyster Bar(8:30pm) 

Bridgeport: Otis & The Hurricanes LIVE at Bryac Black Rock(9pm) 

Chester:Chester Fair(8am-11pm) 

Cos Cob: Kings Highway at St. Laweren(7pm-10pm) 

Danbury: Billy Michael LIVE at the Danbury Museum(1pm-2pm) 

📣 Danbury: SEALS & CROFTS 2 at The Palace Danbury Theatre(7:30pm) 

Fairfield: Doug Riccio LIVE at Elicit Brewing(9pm) 

Fairfield: Shady at Sherman Green Gazebo (6:30-8pm) 

Fairfield: Shady LIVE at Sherman Green Gazebo(6:30pm-8pm) 

Fairfield: Sunset Drive LIVE at Elicit Brewing(9pm) 

Fairfield: DJ PICKZ in the Speakeasy LIVE at Elicit Brewing(10pm) 

Milford: Tracy Santa LIVE at Cafe Atlantique(6:30pm) 

New Milford: Leds Groove LIVE at Housatonic River Brewing(7pm-10pm) 

Norwalk: Norwalk’s Treesure Hunt(7am-7pm) 

Norwalk: For Legal Reasons LIVE at 314 Beer Garden(7:30pm-10:30pm) 

Norwalk: Live Music Every Saturday!!(10pm) 

📣 Newtown: Transformers One (PG) at Edmond Town Hall(1pm-7:30pm) 

Newtown: Blimp Fest 2025: Paper Suns, Dirty Door Knockers, & Go 2 Eleven LIVE at Reverie Brewing(2pm-9pm) 

Newtown: CJ Band LIVE at Newsylum Brewing Co(4pm-7pm) 

📣 Newtown: Tony & The West Siders LIVE at Aquila's Nest Vineyards(2:30pm-5:30pm) 

📣 Newtown: Prince Tribute Show at Aquila’s Nest Vineyards(6pm) 

Newtown: Nick DiMaria Jazz Quartet LIVE at Perfusion(8pm-11pm) 

Newtown: ETH DRIVE-IN: The Never-Ending Story (PG)(9pm) 

📣 Plainville: Plainville Hot Air Balloon Festiva(2pm-10pm) 

Redding: Tin Sandwich LIVE at Milestone(9pm-12am) 

Ridgefield: Old Bob LIVE at Nod Hill Brewery(5pm) 

📣 Stamford: Sahib Singh at New York Comedy Club Stamford(7-9pm)   

📣 Stamford: Open Play Chess in Latham Park – Stamford(1pm-3pm) 

Stamford: L8er Bois LIVE at Half Full Brewery(2pm-5pm) 

Stamford: Live Music by Mesha Steele at The Beer Garden (Shippan Landing)(5pm-8pm) 

📣 Stamford: Comedian Sahib Singh at New York Comedy Club Stamford(7pm-9:30pm) 

Stratford:Shore 2 the Pour Beach Race LIVE at Two Roads Brewing(7:30am-1pm) 

Stratford: Timmy Maia LIVE at Two Roads(5pm-7pm) 

Stratford: Dawn & Greg LIVE at Outriggers(5:30pm-8:30pm) 

Stratford: Darik & The Funbags LIVE at Joey C’s Boathouse(9pm-12am) 

📣 Southbury: Southbury Arts and Eats(10am-4pm) 

📣 Sherman: Growing Up In The Woodstock Generation...in Song with Marc Black. at JCC in Sherman(7:30pm-9:30pm) 

Terryville: Terryville Lions Country Fair(10am-6pm) 

Woodbury: Almost Elton LIVE at Woodbury Brewing Company(8:30pm) 

Weston: Haley Jane Band at the Music in the Meadow concerts(6 pm) 

Weston: History Through a Lens Workshop(10am-11:30pm) 

Westport: Acoustic Elixir at Music on Church Lane(6:00pm – 9:00pm) 

Westport: The Zambonis LIVE at Walrus Alley(7:30pm-11pm) 

Weekend Vibes: John Oates, Festivals, Concerts & Sky-High Balloon Fun

Gabby’s Dollhouse LIVE! Comes to The Palace Theatre Stamford on January 24

January 6, 2026
Gabby’s Dollhouse LIVE! comes to The Palace Theatre Stamford on January 24. Enjoy a magical, music-filled family show with Gabby and friends.

Verso Studios at The Westport Library Presents First-Ever Battle of the Bands

By EJ Crawford • January 6, 2026
Westport, CT - Verso Studios, the media arm of The Westport Library, is excited to announce its first-ever Battle of the Bands , an electrifying live music event celebrating the next generation of Fairfield County talent. Taking place Saturday, January 10, in the Library’s incomparable Trefz Forum, the high-energy showcase will feature four standout teen and college-aged bands: The Breakers, Clockwork, Caravan, and MOSS . Doors open at 7 pm , with the show beginning at 8 pm . Tickets are $10 for students and $20 for general admission, and can be purchased here . More than just a concert, this interactive competition puts the outcome entirely in the hands of the audience. Attendees will vote at the end of the night to determine the winner, awarding a $500 grand prize to first place and $250 to second place. Verso Studios is dedicated to amplifying creativity, collaboration, and community, and the debut of this Battle of the Bands marks an exciting new initiative in support of local live music. The event brings together emerging artists and music fans for a night that celebrates original sound, high-energy performance, and grassroots support for the local music scene. Whether attendees come to support a favorite band or discover something new, the event promises an unforgettable experience where community engagement plays a central role. Event Details Location: Trefz Forum, The Westport Library, 20 Jesup Road, Westport, CT 06880 Doors: 7 pm Show: 8 pm Bands: The Breakers, Clockwork, Caravan, MOSS Audience-voted competition with cash prizes Tickets and additional information: https://westportlibrary.org/event/verso-studios-presents-battle-of-the-bands/

Brookfield Film Festival Submissions Deadline February 26th.

By Brookfield Arts Commission • January 6, 2026
Brookfield Film Festival: A Small Town with a Big Film Legacy Brookfield, CT - Brookfield, Connecticut may be a small town, but it holds a meaningful place in the regional film community. Located in Fairfield County within the southern foothills of the Berkshire Mountains, Brookfield is bordered by Candlewood Lake and Lake Lillinonah and sits just 43 miles northeast of New York City. With a population of approximately 17,000, the town has become a welcoming hub for independent filmmakers. Now in its 18th year, the Brookfield Film Festival continues to gain momentum inside the historic Brookfield Theatre for the Arts. Sponsored by the all-volunteer Brookfield Arts Commission, the festival not only celebrates independent film, but also supports arts education. Proceeds benefit the Brookfield Arts Commission Arts Scholarship Award, presented annually to a graduating Brookfield high school senior pursuing a degree in the arts. This year’s two-day festival features four curated program blocks. Regional Indie Afternoon showcases films from Connecticut and neighboring states, followed by filmmaker Q&A discussions. Read-Through Indie Morning, presented with the Brookfield Theatre for the Arts, gives screenwriters the opportunity to hear their work read aloud and network with actors and filmmakers in a collaborative setting, complete with complimentary coffee and pastries. Shorts and to the Point highlights a handpicked selection of Oscar-nominated and award-winning short films, while Music Indie Evening features original music videos from regional artists and filmmakers. The Brookfield Film Festival takes place March 27 through March 29 at the Brookfield Theatre for the Arts, located at 184 Whisconier Road in Brookfield, CT. A $15 suggested donation supports festival programming and scholarships. Light refreshments and festival merchandise will be available throughout the weekend. With its intimate atmosphere, diverse programming, and strong community focus, the Brookfield Film Festival proves that big creative impact can come from a small town.

Stamford Downtown Brings Back Fire & Ice Winter Festival on January 24th.

By Stamford Downtown Special Services District • January 6, 2026
Stamford, Ct - Stamford Downtown is excited to announce the return of the beloved Fire & Ice Winter Festival , bringing warmth, artistry, and winter fun back to Columbus Park on Saturday, January 24, 2026, from 1:00 to 5:00 PM . A favorite seasonal tradition, Fire & Ice offers a dynamic afternoon for all ages. Visitors can gather around cozy fire pits, watch live ice sculpting demonstrations by talented professional artists, and enjoy live music throughout the park. Nearby Columbus Park restaurants will add to the experience with inviting indoor and outdoor dining options, creating a lively and welcoming winter atmosphere. This FREE community festival celebrates the best of winter in Stamford Downtown—bundled-up fun, glowing fires, sparkling ice, and shared moments. Don’t miss this signature winter event!

75 Plus Things to Do for New Year’s Week in and Beyond Fairfield County

By Cathy Ithier • December 30, 2025
Discover 75+ things to do for New Year’s Week in Fairfield County and beyond, including live music, NYE parties, comedy, shows, and winter getaways.

Let It Snow! Fairfield After Dark’s Guide to Ski Getaways Near Connecticut

By Cathy Ithier • December 26, 2025
Snowy weather calls for adventure. Fairfield After Dark rounds up the best ski resorts near Connecticut for winter fun.
More Posts