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Performance Events and Things to do in Pittsfield, MA

Winkfest 2026
Sat, Jun 20, 3:00 PM
Swanzey · Frogg Brewing
Winkfest 2026
Sat, Jun 20, 3:00 PM
Swanzey · Frogg Brewing
CONNIE MARIE RAO& LIVE BAND "LOVE LETTERS LOST & FOUND" DINNER SHOW
Sat, Nov 14, 6:00 PM
Saratoga Springs · Saratoga Springs City Center
CONNIE MARIE RAO& LIVE BAND "LOVE LETTERS LOST & FOUND" DINNER SHOW
Sat, Nov 14, 6:00 PM
Saratoga Springs · Saratoga Springs City Center
Hundo and Friends Live In Concert
Sat, Jun 6, 8:00 PM
East Hartford · 87 Church St
Hundo and Friends Live In Concert
Sat, Jun 6, 8:00 PM
East Hartford · 87 Church St
Lucy Kaplansky
Fri, Dec 11, 8:00 PM
Saratoga Springs · Caffe Lena
Lucy Kaplansky
Fri, Dec 11, 8:00 PM
Saratoga Springs · Caffe Lena
31st Annual Litchfield Jazz Festival
Washington · Thomas Perakos Performing Arts Center
31st Annual Litchfield Jazz Festival
Washington · Thomas Perakos Performing Arts Center
Damage Inc. Metallica Tribute wsg Headwrench
Saturday at 8:00 PM
Bristol · Bleachers
Damage Inc. Metallica Tribute wsg Headwrench
Saturday at 8:00 PM
Bristol · Bleachers
The Wrecking Krewe: Best of the Fest
Fri, Jun 5, 9:00 PM
Hartford · Arch Street Tavern
The Wrecking Krewe: Best of the Fest
Fri, Jun 5, 9:00 PM
Hartford · Arch Street Tavern
Mystic Bowie’s Talking Dreads + Late Night DJ
Fri, Sep 18, 7:00 PM
Woodstock · Colony
Mystic Bowie’s Talking Dreads + Late Night DJ
Fri, Sep 18, 7:00 PM
Woodstock · Colony
Sales end soon
Presenting: Presentations - The Best Slideshow Night You'll Ever Attend
Saturday at 7:00 PM
Hartford · Sea Tea Comedy Theater
Sales end soon
Presenting: Presentations - The Best Slideshow Night You'll Ever Attend
Saturday at 7:00 PM
Hartford · Sea Tea Comedy Theater
The Great Hartford Story Slam 2026
Sat, Oct 3, 7:00 PM
Hartford, CT · Hartford Flavor Company
The Great Hartford Story Slam 2026
Sat, Oct 3, 7:00 PM
Hartford, CT · Hartford Flavor Company
VOICES & VIBES
Sat, Jun 6, 6:00 PM
New Britain · 1340 East St
VOICES & VIBES
Sat, Jun 6, 6:00 PM
New Britain · 1340 East St
West Hartford Juneteenth Block Party Series 2026
Thu, Jun 4, 6:00 PM + 3 more
West Hartford · Blue Back Square
West Hartford Juneteenth Block Party Series 2026
Thu, Jun 4, 6:00 PM + 3 more
West Hartford · Blue Back Square
Juneteenth Celebration with 'Ras T Asheber Posse' In The Garden
Fri, Jun 19, 6:00 PM
Woodstock · Colony
Juneteenth Celebration with 'Ras T Asheber Posse' In The Garden
Fri, Jun 19, 6:00 PM
Woodstock · Colony
Halfway to the Holidays!, Big Band Style (Benefit for Sparrow's Nest)
Saturday at 6:00 PM + 1 more
Lagrangeville · Freedom Park Bandshell
Halfway to the Holidays!, Big Band Style (Benefit for Sparrow's Nest)
Saturday at 6:00 PM + 1 more
Lagrangeville · Freedom Park Bandshell
Sales end soon
Improv Comedy Night feat. Robot Love, The Hall of Presidents, and Rooster
Tomorrow at 9:00 PM
Hartford · Sea Tea Comedy Theater
Sales end soon
Improv Comedy Night feat. Robot Love, The Hall of Presidents, and Rooster
Tomorrow at 9:00 PM
Hartford · Sea Tea Comedy Theater
MINI KISS - Hartford, CT
Sat, Jun 27, 8:00 PM
Hartford · The Webster
MINI KISS - Hartford, CT
Sat, Jun 27, 8:00 PM
Hartford · The Webster
Lyrical Ballad Presents: Sabrina Trueheart and Girl Love
Mon, Jun 8, 7:30 PM
Saratoga Springs · Lyrical Ballad Bookstore
Lyrical Ballad Presents: Sabrina Trueheart and Girl Love
Mon, Jun 8, 7:30 PM
Saratoga Springs · Lyrical Ballad Bookstore
Member Social with Laura Leigh Band
Today at 6:00 PM
Albany · The Eleven
Member Social with Laura Leigh Band
Today at 6:00 PM
Albany · The Eleven
PRIDE COMEDY featuring Pete Angelo!
Fri, Jun 12, 8:00 PM
West Hartford · GastroPark
PRIDE COMEDY featuring Pete Angelo!
Fri, Jun 12, 8:00 PM
West Hartford · GastroPark
LATE NIGHT MAJOR MAYHEM KARAOKE with Sabrina
Sat, Jun 20, 10:00 PM
Woodstock · Colony
LATE NIGHT MAJOR MAYHEM KARAOKE with Sabrina
Sat, Jun 20, 10:00 PM
Woodstock · Colony

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