Events and Things to do in Cheshire, MA

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Going fast
2026 Spring Dance Concert
Sat, Jun 20, 1:00 PM
North Adams · Drury High School
Going fast
2026 Spring Dance Concert
Sat, Jun 20, 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
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
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
The Revival House Wine Parlor + Bites
Friday at 5:30 PM + 27 more
Adams · 17 Commercial St
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
Sales end soon
Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)
Today at 2:00 PM + 18 more
Pittsfield · 110 South St
Sales end soon
Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)
Today at 2:00 PM + 18 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
Just added
Outdoor Partner Thai Yoga Class
Sun, Jul 12, 10:00 AM
Lanesborough · 220 Old State Rd
Just added
Outdoor Partner Thai Yoga Class
Sun, Jul 12, 10:00 AM
Lanesborough · 220 Old State Rd
Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)
Sun, Jun 21, 1:30 PM
Stockbridge · Kripalu Center For Yoga & Health
Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)
Sun, Jun 21, 1:30 PM
Stockbridge · Kripalu Center For Yoga & Health
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.

Trends in Cheshire

Explore more trends

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

Q-MoB LGBTQ+ Pride Eco-Hike: Wahconah Falls (Dalton, MA)

Which events are currently trending in Cheshire?

The trending searches this month in Cheshire are:

winter holiday

Which events are coming up?

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

Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)

PAINT & SIP

The Revival House Wine Parlor + Bites

2026 Spring Dance Concert

2026 Spring Dance Concert

2026 Spring Dance Concert

Let's Get Real Conference 2026

Let's Get Real Conference 2026

Berkshire Film and Media Collaborative's Summer Networking Night

Berkshire Film and Media Collaborative's Summer Networking Night

PAINT & SIP

PAINT & SIP

FLIGHT OF THE BUMBLE BEE

FLIGHT OF THE BUMBLE BEE

Q-MoB LGBTQ+ Pride Eco-Hike: Wahconah Falls (Dalton, MA)

Q-MoB LGBTQ+ Pride Eco-Hike: Wahconah Falls (Dalton, MA)

Vyntyge Skynyrd at Worthington Golf Club: June 27th

Vyntyge Skynyrd at Worthington Golf Club: June 27th

The Revival House Wine Parlor + Bites

The Revival House Wine Parlor + Bites

FreshGrass Presents Abigail Washburn & Martha Redbone w/ the Cody Sisters

FreshGrass Presents Abigail Washburn & Martha Redbone w/ the Cody Sisters

Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)

Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)

Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA

Lean Six Sigma Green Belt (LSSGB) Certification Training in Pittsfield, MA

PMP Certification 4 Days Classroom Training in Pittsfield, MA

PMP Certification 4 Days Classroom Training in Pittsfield, MA

Agile and Scrum Certification Training in Pittsfield, MA

Agile and Scrum Certification Training in Pittsfield, MA

PMP (Project Management) Certification Training in Pittsfield, MA

PMP (Project Management) Certification Training in Pittsfield, MA

Data Analytics Certification Training in Pittsfield, MA

Data Analytics Certification Training in Pittsfield, MA

Outdoor Partner Thai Yoga Class

Outdoor Partner Thai Yoga Class

Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)

Q-MoB 3rd Annual LGBTQ Pride Paddle @ Kripalu (Stockbridge, MA)

4th Annual Pride Bike Ride around Parsons Marsh (Lenox, MA)

4th Annual Pride Bike Ride around Parsons Marsh (Lenox, MA)

Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)

Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)

Things to do around Cheshire

Trends in Cheshire

1. Winter holiday

What are the best events to attend?

Which events are currently trending in Cheshire?

Which events are coming up?