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États-Unis
Cheshire
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Events and Things to do in Cheshire, MA

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Going fast
2026 Spring Dance Concert
Saturday at 1:00 PM
North Adams · Drury High School
Going fast
2026 Spring Dance Concert
Saturday at 1:00 PM
North Adams · Drury High School
Going fast
Let's Get Real Conference 2026
Fri, Jun 26, 8:00 AM
Pittsfield · Berkshire Community College
Going fast
Let's Get Real Conference 2026
Fri, Jun 26, 8:00 AM
Pittsfield · Berkshire Community College
Going fast
Berkshire Film and Media Collaborative's Summer Networking Night
Tue, Jun 23, 5:00 PM
Pittsfield · Berkshire Innovation Center
Going fast
Berkshire Film and Media Collaborative's Summer Networking Night
Tue, Jun 23, 5:00 PM
Pittsfield · Berkshire Innovation Center
Sales end soon
PAINT & SIP
Thursday at 6:00 PM
Lanesborough · The Venue At Skyline
Sales end soon
PAINT & SIP
Thursday at 6:00 PM
Lanesborough · The Venue At Skyline
FLIGHT OF THE BUMBLE BEE
Sat, Jun 27, 7:00 PM
Pittsfield · WANDER Berkshires
FLIGHT OF THE BUMBLE BEE
Sat, Jun 27, 7:00 PM
Pittsfield · WANDER Berkshires
Vyntyge Skynyrd at Worthington Golf Club: June 27th
Sat, Jun 27, 6:30 PM
Worthington · The Links at Worthington
Vyntyge Skynyrd at Worthington Golf Club: June 27th
Sat, Jun 27, 6:30 PM
Worthington · The Links at Worthington
Sales end soon
The Revival House Wine Parlor + Bites
Friday at 5:30 PM + 27 more
Adams · 17 Commercial St
Sales end soon
The Revival House Wine Parlor + Bites
Friday at 5:30 PM + 27 more
Adams · 17 Commercial St
FreshGrass Presents Abigail Washburn & Martha Redbone w/ the Cody Sisters
Fri, Aug 7, 7:00 PM
Williamstown · '62 Center for Theatre and Dance
FreshGrass Presents Abigail Washburn & Martha Redbone w/ the Cody Sisters
Fri, Aug 7, 7:00 PM
Williamstown · '62 Center for Theatre and Dance
Q-MoB LGBTQ+ Pride Eco-Hike: Wahconah Falls (Dalton, MA)
Sun, Jun 28, 11:00 AM
Dalton · 68 Wahconah Falls Rd
Q-MoB LGBTQ+ Pride Eco-Hike: Wahconah Falls (Dalton, MA)
Sun, Jun 28, 11:00 AM
Dalton · 68 Wahconah Falls Rd
Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)
Tue, Jun 23, 7:00 PM + 16 more
Pittsfield · 110 South St
Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)
Tue, Jun 23, 7:00 PM + 16 more
Pittsfield · 110 South St
Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM
Pittsfield, MA · Pittsfield, MA
Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM
Pittsfield, MA · Pittsfield, MA
PMP Certification 4 Days Classroom Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM
Pittsfield, MA · Pittsfield, MA
PMP Certification 4 Days Classroom Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM
Pittsfield, MA · Pittsfield, MA
Agile and Scrum Certification Training in Pittsfield, MA
Fri, Jun 26, 9:00 AM + 6 more
Pittsfield · Pittsfield, MA
Agile and Scrum Certification Training in Pittsfield, MA
Fri, Jun 26, 9:00 AM + 6 more
Pittsfield · Pittsfield, MA
PMP (Project Management) Certification Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM + 6 more
Pittsfield · Regus Business Center
PMP (Project Management) Certification Training in Pittsfield, MA
Tue, Jun 23, 9:00 AM + 6 more
Pittsfield · Regus Business Center
Sales end soon
Data Analytics Certification Training in Pittsfield, MA
Wed, Jun 24, 9:00 AM + 5 more
Pittsfield · Pittsfield, MA
Sales end soon
Data Analytics Certification Training in Pittsfield, MA
Wed, Jun 24, 9:00 AM + 5 more
Pittsfield · Pittsfield, MA
Going fast
Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)
Sunday at 1:30 PM
Stockbridge · Kripalu Center For Yoga & Health
Going fast
Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)
Sunday at 1:30 PM
Stockbridge · Kripalu Center For Yoga & Health
Self-Care City Scavenger Hunt – Based on Hot Habits Series: Pittsfield Area
Thursday at 1:00 PM + 8 more
Pittsfield · *Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Self-Care City Scavenger Hunt – Based on Hot Habits Series: Pittsfield Area
Thursday at 1:00 PM + 8 more
Pittsfield · *Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
4th Annual Pride Bike Ride around Parsons Marsh (Lenox, MA)
Sat, Jun 27, 11:00 AM
Lenox · Lilac Park
4th Annual Pride Bike Ride around Parsons Marsh (Lenox, MA)
Sat, Jun 27, 11:00 AM
Lenox · Lilac Park
Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)
Thu, Jul 2, 7:00 PM + 2 more
Pittsfield · Hot Plate Brewing Co.
Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)
Thu, Jul 2, 7:00 PM + 2 more
Pittsfield · Hot Plate Brewing Co.
Medium Night at Hilltop Orchards
Sat, Aug 1, 7:00 PM
Richmond · Hilltop Orchards Home of Furnace Brook Winery and Jmash Cidery and The Taproom at Hilltop Orchards
Medium Night at Hilltop Orchards
Sat, Aug 1, 7:00 PM
Richmond · Hilltop Orchards Home of Furnace Brook Winery and Jmash Cidery and The Taproom at Hilltop Orchards

1 of 290

Things to do around Cheshire

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Trends in Cheshire

Explore more trends

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:

Let's Get Real Conference 2026

Berkshire Film and Media Collaborative's Summer Networking Night

FLIGHT OF THE BUMBLE BEE

Vyntyge Skynyrd at Worthington Golf Club: June 27th

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:

Self-Care City Scavenger Hunt – Based on Hot Habits Series: Pittsfield Area

The Revival House Wine Parlor + Bites

2026 Spring Dance Concert

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