Share the news!

Summer Concert Series in and around Fairfield County are kicking off this week!

Celebrate Fairfield After Dark's 15th Anniversary with Our Summer Concert Series Kickoff!

Fairfield After Dark is turning 15 this September, and we couldn't be more excited to celebrate with you! To mark this milestone, we're launching our highly anticipated weekly Summer Concerts & Happenings list. Let's make this summer unforgettable!

This Week's Sponsor: 1920 Bar & Bistro

We're thrilled to have 1920 Bar & Bistro as our sponsor this week. Nestled at 2 Wilton Avenue in Norwalk, this unique venue pays homage to the past while offering a fresh twist on classic dining and entertainment. With an exquisite selection of traditional cocktails and craft beers, 1920 Bar & Bistro provides the perfect backdrop for enjoying a diverse and seasonal menu inspired by contemporary American cuisine.

But that's not all! 1920 Bar & Bistro is home to the 1920 Sound Studio, a vibrant space dedicated to showcasing both seasoned and emerging musical talent. Each week, the studio presents an awe-inspiring lineup of experimental music performances.

Stop by on Sunday, June 2, for brunch and enjoy live music featuring Jack Ryan from 12 PM to 3 PM. Make your reservation here.


Tuesday, May 28 

Ridgefield: CHIRP featuring RHS Symphony Orchestra @ 7pm 

 

Wednesday, May 29 

Stamford: Stuff Island: Live Stand-up Comedy Tommy Pope & Chris O'Connor @ New York Comedy Club Stamford @ 7pm  

 

Thursday, May 30 

Danbury: City Center Downtown Chowdown @ 11:30 am-1:30 pm 

Fairfield: Ace & Friends at Summer Concert on Sherman Greeen 6:30 pm 

Fairfield: Andy Summers at SHU Community Theatre 7 pm 

Fairfield: John Hiatt in the Warehouse – Fairfield Theatre Company 7 pm 

Greenwich: Music on the Great Lawn featuring Chasing Romeo at 6: 30 pm 

Milford: Rock The Dock @5:30-8pm 

Newtown/Sandy Hook: Kevin Kennedy at Aquila’s Nest Vineyards 6-8:30 pm 

Norwalk: Art Bash at The Norwalk Art Space 6 – 9 pm 

Stamford: New York Comedy Club Stamford featuring Comedian JESS LEESON 7 pm. 

Stamford: Dillion Carmichael at The Palace Stamford Theatre 8 pm 


Friday, May 31 

Bridgeport: Cole Swindell: Win the Night Tour 2024 at Hartford HealthCare Amphitheater 7pm 

Fairfield: Eaglemania at SHU Community Theatre 8pm 

Milford: Fridays after Five Concert featuring Shakedown 6-8pm 

Newtown/Sandy Hook: Live Rockoustic Duo at Aquila’s Nest Vineyards 6-8:30 pm 

New Canaan: New Canaan Museum & Historical Society Annual Spring Celebration 6:30 – 10 pm 

Shelton: Food Trucks on the River 5-10 pm 

Ridgefield: CHAZZ PALMINTERI’S ONE MAN SHOW – A BRONX TALE at the Ridgefield Playhouse 8 pm. 

Stamford: Jo Dee Messina at The Palace Stamford Theatre 8 pm 

Westport Levitt Pavilion Concert featuring Prince/Bowie: The Music of Prince & David Bowie 7pm 

 

Saturday, June 1 

Bridgeport: Bryson Tiller w/ DJ Nitrane & Slum Tiller 

Bridgeport: Wild Wine, Beer & Food Safari at Connecticut’s Beardsley Zoo 6pm 

Danbury: Street Festival 12pm - 6pm 

Danbury: Draw The Line – Aerosmith Tribute at The Palace Danbury Theatre 8 pm 

Fairfield: Sweet Sounds of Summer featuring Jim Royle – Sherman Town Green 6:30pm 

Fairfield: Early Elton Trio in the Warehouse – Fairfield Theatre Company 7pm 

Fairfield: Tom Papa “Good Stuff” Tour at SHU Community Theatre 7pm 

Harwinton: Robin Hood’s Medieval Faire 10:30am - 6pm 

Newtown/Sandy Hook: Lady & The Kampe Swing Trio at Aquila’s Nest Vineyards 2:30-5:30pm 

Newtown/Sandy Hook: Serenata Night w/ Arberie, Ernest & Nora at Aquila’s Nest Vineyards 6-9 pm 

Norwalk: ShakesBeer on the Sound – Pinkney Park 6 - 10pm 

Norwalk: 62nd Annual Spring Concert - “With a song in her heart” at Norwalk Concert Hall 7:30pm 

Shelton: Food Trucks on the River 12-8 pm 

Stratford: Main Street Festival 10am – 4pm 

West Haven: Summer Health & Wellness Fair at Old Grove Park 10am - 3pm 

Weston: Renee Elise Goldsberry at Lachat Town Farm 7 – 8:30 pm 

Westport: Music on Church Lane with AMBER ANCHOR 6-9 pm 

Westport: Levitt Pavilion Concert featuring Couch 7:30 pm 

Wilton: Pride Be You Festival 11 am – 4 pm at Wilton Library 


Sunday, June 2 

Danbury: Music at the Ridge featuring Reggie Harris 4 pm 

Fairfield: The Sun Kings (Beatles Tribute Band) at Sherman Town Green 6:30pm 

Milford: 22nd Annual Pirate’s Day at Lisman Landing Marina 8am - 2pm 

Newtown/Sandy Hook: Frandango Trio at Aquila’s Nest Vineyards 2-5pm 

Newtown/Sandy Hook: Dueling Pianos with the Flying Ivories at Aquila’s Nest Vineyards 6pm 

New Canaan: Ice Cream Social at New Canaan Museum & History Society 1-3pm 

Norwalk: Sunday Brunch Music featuring Jack Ryan at 1920 Bar & Bistro 12:30 – 2:30pm 

Stamford: Bark in the Park – Latham Park 11am - 3pm 

Stamford: Comedy night with Liz Miele at New York Comedy Club Stamford 7pm 

Westport: Levitt Pavilion Summer Concert featuring Arun Ramamurthy Trio 7pm 

 

This week’s Town by Town Summer Concert Series List has been brought to you by 1920 Bar & Bistro, Norwalk. 

Summer Concert Series in and around Fairfield County are kicking off this week!
By Cathy Ithier December 3, 2025
Discover Fairfield County’s best weekend events—from live music to comedy—no holiday themes needed. Enjoy pure fun and great nights out with our curated guide.
December 3, 2025
Experience the magic of Mannheim Steamroller Christmas on December 7 at The Palace Theatre Stamford. A festive night of timeless holiday music and tradition awaits.
Holiday Happenings: Holiday Fests, Sip & Strolls, Shows,  & More!
By Cathy Ithier December 3, 2025
Discover Fairfield County’s top holiday events, including Newtown’s Holiday Festival, sip & shops, tree lightings, festive shows, and Repeal Day celebrations.
By Cathy Ithier December 2, 2025
Country fans, mark your calendars — Julia Cole is coming to The Palace Theatre Stamford on December 6, 2025, and this is one high-energy show you won’t want to miss. Please note: the originally scheduled September 27 & 28 performances have been rescheduled to December 6 , and all tickets from those dates will be honored. The show has also moved from the UpStage to the Mainstage and will remain general admission . Nashville recording artist Julia Cole continues her rapid rise as one of country music’s most empowering and influential new voices. With over 500 million streams , more than 2 million social followers , and a debut on the Grand Ole Opry , Julia’s star power is undeniable. She’s been named a CMT Next Woman of Country and featured on CMT, SiriusXM, Circle TV, CBS, The CW, and more. Blending authentic country storytelling with real-life moments, Julia’s musical journey began singing the national anthem at her high school volleyball games—eventually performing for NFL, MLB, MLS, NASCAR, and ESPN crowds of 75,000. She’s toured internationally, opening for major acts like Dierks Bentley, Dan + Shay, Jon Pardi, Carrie Underwood, Kenny Chesney, Kane Brown, The Chainsmokers, Lee Brice and more. 🎟️ Tickets are on sale now! Purchase here: palacestamford.org Don’t miss Julia Cole live at The Palace Theatre Stamford’s Mainstage!
By Cathy Ithier December 2, 2025
Celebrate Repeal Day at SONO 1420 with a Great Gatsby Party featuring Prohibition cocktails, a Land & Sea menu, and live jazz from DTHREE Music.
By Aquila's Nest Vineyards November 30, 2025
Enjoy five live jazz performances, gourmet food trucks, and cozy vibes at Aquila’s December Jazz Fest in Newtown, CT. Tickets just $20 for the full weekend.
More Posts