Events and Things to do in Cheshire, MA

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"Be Good!" with Paulette
Fri, Sep 25, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
"Be Good!" with Paulette
Fri, Sep 25, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Sales end soon
SYP Summer Soirée – Presented by The Bank of Bennington
Sat, Jun 20, 5:00 PM
Bennington · Mount Anthony Country Club
Sales end soon
SYP Summer Soirée – Presented by The Bank of Bennington
Sat, Jun 20, 5:00 PM
Bennington · Mount Anthony Country Club
Just added
Penny Arcade: Longing Lasts Longer
Fri, Nov 6, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Just added
Penny Arcade: Longing Lasts Longer
Fri, Nov 6, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Desperately Seeking The Exit
Sat, Nov 14, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Desperately Seeking The Exit
Sat, Nov 14, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Show Up, Kids!
Sat, Nov 14, 2:00 PM
West Stockbridge · The Foundry West Stockbridge
Show Up, Kids!
Sat, Nov 14, 2:00 PM
West Stockbridge · The Foundry West Stockbridge
Just added
Come Back to Love Weekend Retreat Sept 4-6, 2026
Fri, Sep 4, 4:00 PM
Plainfield · 9 Mountain St
Just added
Come Back to Love Weekend Retreat Sept 4-6, 2026
Fri, Sep 4, 4:00 PM
Plainfield · 9 Mountain St
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
Thunderstruck: A Classic Rock Tribute (Bennington VT)
Wed, Jun 17, 7:30 PM
Bennington · Bennington Theater
Thunderstruck: A Classic Rock Tribute (Bennington VT)
Wed, Jun 17, 7:30 PM
Bennington · Bennington Theater
Q-MoB Queer Men's Film Salon (Old Chatham, NY)
Fri, Jun 5, 6:00 PM
Old Chatham · 115 White Bridge Rd
Q-MoB Queer Men's Film Salon (Old Chatham, NY)
Fri, Jun 5, 6:00 PM
Old Chatham · 115 White Bridge Rd
Berkshire LGBTQ+ Community Potluck @ Wander Berkshires (Pittsfield, MA)
Thu, Feb 6, 4:00 PM
Pittsfield · WANDER Berkshires
Berkshire LGBTQ+ Community Potluck @ Wander Berkshires (Pittsfield, MA)
Thu, Feb 6, 4:00 PM
Pittsfield · WANDER Berkshires
The Bidwell Artisan Fair
Sat, Jun 27, 11:00 AM
Monterey · The Bidwell House Museum
The Bidwell Artisan Fair
Sat, Jun 27, 11:00 AM
Monterey · The Bidwell House Museum
PERFORMANCE PISTOL w/ Benjamin DeWalt & Erick Gelhaus - Cropseyville, NY
Fri, Jun 26, 9:00 AM
Cropseyville · Brunswick Sportsman Club Road
PERFORMANCE PISTOL w/ Benjamin DeWalt & Erick Gelhaus - Cropseyville, NY
Fri, Jun 26, 9:00 AM
Cropseyville · Brunswick Sportsman Club Road
Eastbound Jesus Live at the Unihog w/ JD and 6' DEEP
Sat, Jun 27, 6:00 PM
Hoosick Falls · UNIHOG
Eastbound Jesus Live at the Unihog w/ JD and 6' DEEP
Sat, Jun 27, 6:00 PM
Hoosick Falls · UNIHOG
Q-MoB Queer Men's Coffee Klatch @ #6 Depot (West Stockbridge, MA)
Sun, Jun 21, 10:00 AM
West Stockbridge · 6 Depot St
Q-MoB Queer Men's Coffee Klatch @ #6 Depot (West Stockbridge, MA)
Sun, Jun 21, 10:00 AM
West Stockbridge · 6 Depot St
COA YTH CAMP
Thu, Jul 23, 10:00 AM
Huntington · The Retreat at Norwich Lake
COA YTH CAMP
Thu, Jul 23, 10:00 AM
Huntington · The Retreat at Norwich Lake
TWO GUN (Rifle / Pistol Transition)
Fri, Jul 10, 8:30 AM
Cropseyville · Brunswick sportsmans club
TWO GUN (Rifle / Pistol Transition)
Fri, Jul 10, 8:30 AM
Cropseyville · Brunswick sportsmans club
Going fast
How to Make Chocolate
Sun, Jun 7, 11:00 AM
Williamsburg · Tangle Chocolate
Going fast
How to Make Chocolate
Sun, Jun 7, 11:00 AM
Williamsburg · Tangle Chocolate
Making Chocolate for Father's Day
Sun, Jun 21, 11:00 AM
Williamsburg · Tangle Chocolate
Making Chocolate for Father's Day
Sun, Jun 21, 11:00 AM
Williamsburg · Tangle Chocolate
DEFENSIVE PISTOL II - Cropseyville, NY
Sat, Jul 25, 9:00 AM
Cropseyville · Brunswick Sportsman Club Road
DEFENSIVE PISTOL II - Cropseyville, NY
Sat, Jul 25, 9:00 AM
Cropseyville · Brunswick Sportsman Club Road
The Mallett Brothers Band Live at the UNIHOG
Fri, Jul 17, 7:00 PM
Hoosick Falls · UNIHOG
The Mallett Brothers Band Live at the UNIHOG
Fri, Jul 17, 7:00 PM
Hoosick Falls · UNIHOG

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:

"Be Good!" with Paulette

Penny Arcade: Longing Lasts Longer

Desperately Seeking The Exit

Show Up, Kids!

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 Queer Men's Film Salon (Old Chatham, NY)

How to Make Chocolate

Thunderstruck: A Classic Rock Tribute (Bennington VT)

SYP Summer Soirée – Presented by The Bank of Bennington

"Be Good!" with Paulette

"Be Good!" with Paulette

SYP Summer Soirée – Presented by The Bank of Bennington

SYP Summer Soirée – Presented by The Bank of Bennington

Penny Arcade: Longing Lasts Longer

Penny Arcade: Longing Lasts Longer

Desperately Seeking The Exit

Desperately Seeking The Exit

Show Up, Kids!

Show Up, Kids!

Come Back to Love Weekend Retreat Sept 4-6, 2026

Come Back to Love Weekend Retreat Sept 4-6, 2026

Garlic Town, USA Festival 2026

Garlic Town, USA Festival 2026

Thunderstruck: A Classic Rock Tribute (Bennington VT)

Thunderstruck: A Classic Rock Tribute (Bennington VT)

Q-MoB Queer Men's Film Salon (Old Chatham, NY)

Q-MoB Queer Men's Film Salon (Old Chatham, NY)

Berkshire LGBTQ+ Community Potluck @ Wander Berkshires (Pittsfield, MA)

Berkshire LGBTQ+ Community Potluck @ Wander Berkshires (Pittsfield, MA)

The Bidwell Artisan Fair

The Bidwell Artisan Fair

PERFORMANCE PISTOL w/ Benjamin DeWalt & Erick Gelhaus - Cropseyville, NY

PERFORMANCE PISTOL w/ Benjamin DeWalt & Erick Gelhaus - Cropseyville, NY

Eastbound Jesus Live at the Unihog w/ JD and 6' DEEP

Eastbound Jesus Live at the Unihog w/ JD and 6' DEEP

Q-MoB Queer Men's Coffee Klatch @ #6 Depot (West Stockbridge, MA)

Q-MoB Queer Men's Coffee Klatch @ #6 Depot (West Stockbridge, MA)

COA YTH CAMP

COA YTH CAMP

TWO GUN (Rifle / Pistol Transition)

TWO GUN (Rifle / Pistol Transition)

How to Make Chocolate

How to Make Chocolate

Making Chocolate for Father's Day

Making Chocolate for Father's Day

DEFENSIVE PISTOL II - Cropseyville, NY

DEFENSIVE PISTOL II - Cropseyville, NY

The Mallett Brothers Band Live at the UNIHOG

The Mallett Brothers Band Live at the UNIHOG

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?