Events and Things to do in Cheshire, MA

Search for something you love or check out popular events in your area.

Sales end soon
Q-MoB Queer Men's Peer Grief Support Group (Lenox, MA)
Saturday at 10:00 AM + 15 more
Lenox · 7 Yokun Brook Dr
Sales end soon
Q-MoB Queer Men's Peer Grief Support Group (Lenox, MA)
Saturday at 10:00 AM + 15 more
Lenox · 7 Yokun Brook Dr
Nutshell Playhouse: SpyJinks!
Sun, Jul 19, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
Nutshell Playhouse: SpyJinks!
Sun, Jul 19, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
Jackie Beat's Birthday Blow-Out!
Wed, Jul 29, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
Jackie Beat's Birthday Blow-Out!
Wed, Jul 29, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
The Great Escape
Thu, Aug 6, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
The Great Escape
Thu, Aug 6, 7:30 PM
West Stockbridge · The Foundry West Stockbridge
SHORT & GREAT! A NIGHT OF SHORT FILMS
Sat, Jun 6, 7:30 PM
Shelburne Falls · Shelburne Falls Theatre
SHORT & GREAT! A NIGHT OF SHORT FILMS
Sat, Jun 6, 7:30 PM
Shelburne Falls · Shelburne Falls Theatre
Bindlestiff Family Cirkus: "Mr. Pennygaff's Cirkus Sideshow Spectacular"
Sun, Sep 13, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
Bindlestiff Family Cirkus: "Mr. Pennygaff's Cirkus Sideshow Spectacular"
Sun, Sep 13, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
"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
SYP Summer Soirée – Presented by The Bank of Bennington
Sat, Jun 20, 5:00 PM
Bennington · Mount Anthony Country Club
SYP Summer Soirée – Presented by The Bank of Bennington
Sat, Jun 20, 5:00 PM
Bennington · Mount Anthony Country Club
Gaslight Tinkers Outdoor Summertime Show!!! At The Mill in Shelburne Falls
Thu, Jul 30, 7:00 PM
Buckland · The Permaculture Place, Exhibit Center & Gift Shop
Gaslight Tinkers Outdoor Summertime Show!!! At The Mill in Shelburne Falls
Thu, Jul 30, 7:00 PM
Buckland · The Permaculture Place, Exhibit Center & Gift Shop
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
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
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
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Surprising But True
Sunday at 2:00 PM
Monterey · The Bidwell House Museum
Sales end soon
Surprising But True
Sunday at 2:00 PM
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
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
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
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
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
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

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:

Nutshell Playhouse: SpyJinks!

Jackie Beat's Birthday Blow-Out!

The Great Escape

Bindlestiff Family Cirkus: "Mr. Pennygaff's Cirkus Sideshow Spectacular"

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 Peer Grief Support Group (Lenox, MA)

Surprising But True

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

SHORT & GREAT! A NIGHT OF SHORT FILMS

Q-MoB Queer Men's Peer Grief Support Group (Lenox, MA)

Q-MoB Queer Men's Peer Grief Support Group (Lenox, MA)

Nutshell Playhouse: SpyJinks!

Nutshell Playhouse: SpyJinks!

Jackie Beat's Birthday Blow-Out!

Jackie Beat's Birthday Blow-Out!

The Great Escape

The Great Escape

SHORT & GREAT! A NIGHT OF SHORT FILMS

SHORT & GREAT! A NIGHT OF SHORT FILMS

Bindlestiff Family Cirkus: "Mr. Pennygaff's Cirkus Sideshow Spectacular"

Bindlestiff Family Cirkus: "Mr. Pennygaff's Cirkus Sideshow Spectacular"

"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

Gaslight Tinkers Outdoor Summertime Show!!! At The Mill in Shelburne Falls

Gaslight Tinkers Outdoor Summertime Show!!! At The Mill in Shelburne Falls

Desperately Seeking The Exit

Desperately Seeking The Exit

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)

Garlic Town, USA Festival 2026

Garlic Town, USA Festival 2026

Surprising But True

Surprising But True

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

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

COA YTH CAMP

COA YTH CAMP

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

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

The Bidwell Artisan Fair

The Bidwell Artisan Fair

TWO GUN (Rifle / Pistol Transition)

TWO GUN (Rifle / Pistol Transition)

DEFENSIVE PISTOL II - Cropseyville, NY

DEFENSIVE PISTOL II - Cropseyville, NY

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?