Events and Things to do in Chester, MA

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New England Noir Wine Festival 2026
Fri, Oct 9, 6:00 PM
West Farms · Glendale Ridge Vineyard
New England Noir Wine Festival 2026
Fri, Oct 9, 6:00 PM
West Farms · Glendale Ridge Vineyard
Billy Woods with Curly Castro
Thu, Sep 24, 7:00 PM
Easthampton Town · Daily Operation
Billy Woods with Curly Castro
Thu, Sep 24, 7:00 PM
Easthampton Town · Daily Operation
Shooting Star Bad Company Tribute
Sunday at 3:30 PM
North Farms · Look Memorial Park
Shooting Star Bad Company Tribute
Sunday at 3:30 PM
North Farms · Look Memorial Park
Manon Hutton-DeWys Trio
Saturday at 4:30 PM
Massachusetts · New Marlborough Meeting House
Manon Hutton-DeWys Trio
Saturday at 4:30 PM
Massachusetts · New Marlborough Meeting House
A Walk Through History At The Bidwell House Museum
Sat, Oct 3, 1:00 PM
Massachusetts · The Bidwell House Museum
A Walk Through History At The Bidwell House Museum
Sat, Oct 3, 1:00 PM
Massachusetts · The Bidwell House Museum
LULU FEST Berkshires 2026
Saturday at 5:00 PM
Massachusetts · Lenox Meeting House
LULU FEST Berkshires 2026
Saturday at 5:00 PM
Massachusetts · Lenox Meeting House
A Ramble in the Bidwell Woods
Sunday at 10:00 AM
Massachusetts · The Bidwell House Museum
A Ramble in the Bidwell Woods
Sunday at 10:00 AM
Massachusetts · The Bidwell House Museum
CHANGES IN LATTITUDE is the premiere JIMMY BUFFET tribute show.
Sat, Sep 26, 8:00 PM
Little River · Shortstop Bar & Grill
CHANGES IN LATTITUDE is the premiere JIMMY BUFFET tribute show.
Sat, Sep 26, 8:00 PM
Little River · Shortstop Bar & Grill
Pro Wrestling GRIND presents "DAMAGE CASE"
Saturday at 7:30 PM
Northampton · Veterans of Foreign Wars
Pro Wrestling GRIND presents "DAMAGE CASE"
Saturday at 7:30 PM
Northampton · Veterans of Foreign Wars
The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms
Sun, Nov 22, 6:00 PM
Easthampton Town · The Boylston Rooms
The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms
Sun, Nov 22, 6:00 PM
Easthampton Town · The Boylston Rooms
8th Annual Salute to Soldiers - Fundraiser to Benefit America's VetDogs
Tomorrow at 12:30 PM
Great Swamp · Ledges Golf Club
8th Annual Salute to Soldiers - Fundraiser to Benefit America's VetDogs
Tomorrow at 12:30 PM
Great Swamp · Ledges Golf Club
Hero And The Horror
Sat, Oct 10, 6:00 PM
Westfield · Gabes 252
Hero And The Horror
Sat, Oct 10, 6:00 PM
Westfield · Gabes 252
Big Yellow Taxi - The music of Joni Mitchell
Sat, Oct 17, 8:00 PM
Westfield · 109 Apremont Way
Big Yellow Taxi - The music of Joni Mitchell
Sat, Oct 17, 8:00 PM
Westfield · 109 Apremont Way
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
Fleetwood Mac & Stevie Nicks: Wild Heart Tribute
Sat, Nov 7, 8:00 PM
Westfield · 109 Apremont Way
Fleetwood Mac & Stevie Nicks: Wild Heart Tribute
Sat, Nov 7, 8:00 PM
Westfield · 109 Apremont Way
Rocktoberfest
Sunday at 12:00 PM
Smiths Ferry · Hamel's Summit View
Rocktoberfest
Sunday at 12:00 PM
Smiths Ferry · Hamel's Summit View
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
¡Buen Provecho! Drag Brunch - Halloween!
Sat, Oct 3, 11:00 AM
Smith Highlands · Fame Lounge
¡Buen Provecho! Drag Brunch - Halloween!
Sat, Oct 3, 11:00 AM
Smith Highlands · Fame Lounge
The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms
Sun, Nov 22, 6:00 PM
Easthampton Town · The Boylston Rooms
The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms
Sun, Nov 22, 6:00 PM
Easthampton Town · The Boylston Rooms
Lenox Wine Festival
Saturday at 1:00 PM
Lenox · Pizzeria Boema
Lenox Wine Festival
Saturday at 1:00 PM
Lenox · Pizzeria Boema

Trends in Chester

Explore more trends

Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

New England Noir Wine Festival 2026

Billy Woods with Curly Castro

Shooting Star Bad Company Tribute

A Walk Through History At The Bidwell House Museum

Which events are currently trending in Chester?

The trending searches this month in Chester are:

trampoline

Which events are coming up?

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

8th Annual Salute to Soldiers - Fundraiser to Benefit America's VetDogs

Lenox Wine Festival

Manon Hutton-DeWys Trio

LULU FEST Berkshires 2026

New England Noir Wine Festival 2026

New England Noir Wine Festival 2026

Billy Woods with Curly Castro

Billy Woods with Curly Castro

Shooting Star Bad Company Tribute

Shooting Star Bad Company Tribute

Manon Hutton-DeWys Trio

Manon Hutton-DeWys Trio

A Walk Through History At The Bidwell House Museum

A Walk Through History At The Bidwell House Museum

LULU FEST Berkshires 2026

LULU FEST Berkshires 2026

A Ramble in the Bidwell Woods

A Ramble in the Bidwell Woods

CHANGES IN LATTITUDE is the premiere JIMMY BUFFET tribute show.

CHANGES IN LATTITUDE is the premiere JIMMY BUFFET tribute show.

Pro Wrestling GRIND presents "DAMAGE CASE"

Pro Wrestling GRIND presents "DAMAGE CASE"

The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms

The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms

8th Annual Salute to Soldiers - Fundraiser to Benefit America's VetDogs

8th Annual Salute to Soldiers - Fundraiser to Benefit America's VetDogs

Hero And The Horror

Hero And The Horror

Big Yellow Taxi - The music of Joni Mitchell

Big Yellow Taxi - The music of Joni Mitchell

The Berkshire Coven: A Sanderson Sisters Spectacle

The Berkshire Coven: A Sanderson Sisters Spectacle

Fleetwood Mac & Stevie Nicks: Wild Heart Tribute

Fleetwood Mac & Stevie Nicks: Wild Heart Tribute

Rocktoberfest

Rocktoberfest

Chantell: Healing in Music

Chantell: Healing in Music

¡Buen Provecho! Drag Brunch - Halloween!

¡Buen Provecho! Drag Brunch - Halloween!

The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms

The Ten Year Anniversary of Nicole Wzorek Designs & The Boylston Rooms

Lenox Wine Festival

Lenox Wine Festival

Things to do around Chester

Trends in Chester

1. Trampoline

What are the best events to attend?

Which events are currently trending in Chester?

Which events are coming up?