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Performance Events and Things to do in Pittsfield, MA

Stay Proud and Drag On! Saratoga Winery's Third Annual Drag Brunch
Sun, Jun 7, 10:00 AM + 2 more
Saratoga Springs · The Saratoga Winery
Stay Proud and Drag On! Saratoga Winery's Third Annual Drag Brunch
Sun, Jun 7, 10:00 AM + 2 more
Saratoga Springs · The Saratoga Winery
Eastbound Throwdown '26
Fri, Sep 11, 12:00 PM
Salem · The Irwin Farm
Eastbound Throwdown '26
Fri, Sep 11, 12:00 PM
Salem · The Irwin Farm
The Nields
Thu, Aug 6, 7:00 PM
Saratoga Springs · Caffe Lena
The Nields
Thu, Aug 6, 7:00 PM
Saratoga Springs · Caffe Lena
RAWdance presents the CONCEPT series: Hudson Valley Edition 2026
Fri, Jun 26, 7:30 PM + 2 more
Kingston · Senate Garage
RAWdance presents the CONCEPT series: Hudson Valley Edition 2026
Fri, Jun 26, 7:30 PM + 2 more
Kingston · Senate Garage
Bossa Blue presents: James Taylor ReIMAGINED
Sun, Jul 12, 7:00 PM
Woodstock · Colony
Bossa Blue presents: James Taylor ReIMAGINED
Sun, Jul 12, 7:00 PM
Woodstock · Colony
Folk Heritage Series: Robin and Linda Williams
Sun, Aug 9, 7:00 PM
Saratoga Springs · Caffe Lena
Folk Heritage Series: Robin and Linda Williams
Sun, Aug 9, 7:00 PM
Saratoga Springs · Caffe Lena
New York State Writers Institute Fiction and Poetry Reading
Thu, Jun 25, 8:00 PM
Saratoga Springs · Caffe Lena
New York State Writers Institute Fiction and Poetry Reading
Thu, Jun 25, 8:00 PM
Saratoga Springs · Caffe Lena
ARTSeed: Open Studios, Performances and Readings
Sun, Jun 7, 1:00 PM
Dorset · Marble House Project
ARTSeed: Open Studios, Performances and Readings
Sun, Jun 7, 1:00 PM
Dorset · Marble House Project
The Skidmore Summer Jazz Institute Students Concert
Sun, Jul 5, 7:00 PM
Saratoga Springs · Caffe Lena
The Skidmore Summer Jazz Institute Students Concert
Sun, Jul 5, 7:00 PM
Saratoga Springs · Caffe Lena
Jillith Fair - Loving Jill Sobule - A Pride Month Event
Fri, Jun 12, 7:00 PM
Woodstock · Colony
Jillith Fair - Loving Jill Sobule - A Pride Month Event
Fri, Jun 12, 7:00 PM
Woodstock · Colony
The Brighton Beat x EMEFE
Sat, Jul 11, 7:00 PM
Woodstock · Colony
The Brighton Beat x EMEFE
Sat, Jul 11, 7:00 PM
Woodstock · Colony
Sales end soon
For Whom The Cuckoo Clucks: A Wacky Comedy Show
Saturday at 8:30 PM
West Hartford · The Elbow Room
Sales end soon
For Whom The Cuckoo Clucks: A Wacky Comedy Show
Saturday at 8:30 PM
West Hartford · The Elbow Room
'Peg 'n Awl' On the Patio
Sunday at 5:30 PM
Woodstock · Colony
'Peg 'n Awl' On the Patio
Sunday at 5:30 PM
Woodstock · Colony
Jerry Garcia Birthday Bash w/ Gratefully Yours In The Garden!
Sat, Aug 1, 5:00 PM
Woodstock · Colony
Jerry Garcia Birthday Bash w/ Gratefully Yours In The Garden!
Sat, Aug 1, 5:00 PM
Woodstock · Colony
Sales end soon
Hudson Valley Improv Touring Company
Saturday at 7:00 PM
Kingston · Arts Society of Kingston
Sales end soon
Hudson Valley Improv Touring Company
Saturday at 7:00 PM
Kingston · Arts Society of Kingston
The Sweet Clementines
Wed, Jun 3, 7:00 PM
Woodstock · Colony
The Sweet Clementines
Wed, Jun 3, 7:00 PM
Woodstock · Colony
The Skatalites w/ Mona Freaka
Sat, Jun 27, 7:00 PM
Woodstock · Colony
The Skatalites w/ Mona Freaka
Sat, Jun 27, 7:00 PM
Woodstock · Colony
Punk Night featuring Mickey Leigh's Mutated Music and more!
Thu, Jun 18, 7:00 PM
Woodstock · Colony
Punk Night featuring Mickey Leigh's Mutated Music and more!
Thu, Jun 18, 7:00 PM
Woodstock · Colony
Tu-Ner ft. members of King Crimson
Wed, Jul 29, 7:00 PM
Woodstock · Colony
Tu-Ner ft. members of King Crimson
Wed, Jul 29, 7:00 PM
Woodstock · Colony
The Wildwoods
Sat, Jul 18, 4:00 PM
Saratoga Springs · Caffe Lena
The Wildwoods
Sat, Jul 18, 4:00 PM
Saratoga Springs · Caffe Lena

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