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Events and Things to do in Cheshire, MA

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Laboratory of Belonging
Today at 1:30 PM
Lakewood · WANDER Berkshires
Laboratory of Belonging
Today at 1:30 PM
Lakewood · WANDER Berkshires
Comedy On Tap at Bright Ideas Brewing in North Adams, MA!
Sat, Oct 17, 7:30 PM
Houghtonville · Bright Ideas Brewing
Comedy On Tap at Bright Ideas Brewing in North Adams, MA!
Sat, Oct 17, 7:30 PM
Houghtonville · Bright Ideas Brewing
Selling fast
CULTIVATING RESISTANCE
Fri, Sep 4, 3:00 PM
New York · Soul Fire Farm
Selling fast
CULTIVATING RESISTANCE
Fri, Sep 4, 3:00 PM
New York · Soul Fire Farm
Garlic Town, USA Festival 2026
Sat, Sep 5, 10:00 AM
Bennington · 113 Depot St
Garlic Town, USA Festival 2026
Sat, Sep 5, 10:00 AM
Bennington · 113 Depot St
Almost full
Bill Miller
Thursday at 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Almost full
Bill Miller
Thursday at 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Open Stage Drag Night at Door Prize
Fri, Sep 4, 8:00 PM
Houghtonville · Door Prize
Open Stage Drag Night at Door Prize
Fri, Sep 4, 8:00 PM
Houghtonville · Door Prize
PAINT & SIP
Thu, Sep 10, 6:00 PM
Lakeview Terrace · The Venue At Skyline
PAINT & SIP
Thu, Sep 10, 6:00 PM
Lakeview Terrace · The Venue At Skyline
LULU FEST Berkshires 2026
Sat, Sep 19, 5:00 PM
Massachusetts · Lenox Meeting House
LULU FEST Berkshires 2026
Sat, Sep 19, 5:00 PM
Massachusetts · Lenox Meeting House
The Berkshire Coven: A Sanderson Sisters Spectacle
Fri, Oct 16, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
The Berkshire Coven: A Sanderson Sisters Spectacle
Fri, Oct 16, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Chantell: Healing in Music
Sat, Oct 10, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Chantell: Healing in Music
Sat, Oct 10, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM
Lakewood · Pittsfield, MA
Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM
Lakewood · Pittsfield, MA
PMP Certification 4 Days Classroom Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM
Lakewood · Pittsfield, MA
PMP Certification 4 Days Classroom Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM
Lakewood · Pittsfield, MA
Agile and Scrum Certification Training in Pittsfield, MA
Fri, Aug 28, 9:00 AM + 4 more
Lakewood · Pittsfield, MA
Agile and Scrum Certification Training in Pittsfield, MA
Fri, Aug 28, 9:00 AM + 4 more
Lakewood · Pittsfield, MA
PMP (Project Management) Certification Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM + 4 more
Lakewood · Regus Business Center
PMP (Project Management) Certification Training in Pittsfield, MA
Tue, Aug 25, 9:00 AM + 4 more
Lakewood · Regus Business Center
Sales end soon
Data Analytics Certification Training in Pittsfield, MA
Wed, Aug 26, 9:00 AM + 3 more
Lakewood · Pittsfield, MA
Sales end soon
Data Analytics Certification Training in Pittsfield, MA
Wed, Aug 26, 9:00 AM + 3 more
Lakewood · Pittsfield, MA
Lenox Wine Festival
Sat, Sep 19, 1:00 PM
Lenox · Pizzeria Boema
Lenox Wine Festival
Sat, Sep 19, 1:00 PM
Lenox · Pizzeria Boema
Noren Making Workshop With Megumi Shauna Arai
Saturday at 10:30 AM
Lenox · Walker Street Market
Noren Making Workshop With Megumi Shauna Arai
Saturday at 10:30 AM
Lenox · Walker Street Market
É.T.É
Sat, Sep 5, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
É.T.É
Sat, Sep 5, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Just Add Water
Sat, Aug 22, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Just Add Water
Sat, Aug 22, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Queen For A Day
Thu, Sep 10, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge
Queen For A Day
Thu, Sep 10, 7:30 PM
Crane Lake Camp · The Foundry West Stockbridge

1 of 318

Things to do around Cheshire

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Things to do in Holyoke

Things to do in North Amherst

Trends in Cheshire

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1. Winter holiday

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Frequently asked questions about Cheshire

What are the best events to attend?

According to Eventbrite, the best events are:

Comedy On Tap at Bright Ideas Brewing in North Adams, MA!

CULTIVATING RESISTANCE

Garlic Town, USA Festival 2026

Open Stage Drag Night at Door Prize

Which events are currently trending in Cheshire?

The trending searches this month in Cheshire are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Laboratory of Belonging

Noren Making Workshop With Megumi Shauna Arai

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