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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
Western Mass Vegan Food Fest: September Edition
Sun, Sep 13, 11:00 AM
Easthampton Town · Abandoned Building Brewery
Western Mass Vegan Food Fest: September Edition
Sun, Sep 13, 11:00 AM
Easthampton Town · Abandoned Building Brewery
Benefit for Jodi Christiansen at The Garage in Shortstop Bar & Grill
Sun, Aug 30, 12:00 PM
Little River · Shortstop Bar & Grill
Benefit for Jodi Christiansen at The Garage in Shortstop Bar & Grill
Sun, Aug 30, 12:00 PM
Little River · Shortstop Bar & Grill
WORK of LOVE :: a community song circle with Lyndsey Scott ((NOHO))
Mon, Sep 7, 5:30 PM
Northampton · The Hidden Temple
WORK of LOVE :: a community song circle with Lyndsey Scott ((NOHO))
Mon, Sep 7, 5:30 PM
Northampton · The Hidden Temple
Garden Grove Sublime Tribute
Saturday at 7:00 PM
Westfield · Great Awakening Brewing Co
Garden Grove Sublime Tribute
Saturday at 7:00 PM
Westfield · Great Awakening Brewing Co
Alice Hoffman in Person
Thu, Sep 10, 7:00 PM
Moody Corner · First Congregational Church at the Center
Alice Hoffman in Person
Thu, Sep 10, 7:00 PM
Moody Corner · First Congregational Church at the Center
Failed To Say
Sat, Sep 12, 7:00 PM
Westfield · Great Awakening Brewing Co
Failed To Say
Sat, Sep 12, 7:00 PM
Westfield · Great Awakening Brewing Co
Shooting Star Bad Company Tribute
Sun, Sep 20, 3:30 PM
North Farms · Look Memorial Park
Shooting Star Bad Company Tribute
Sun, Sep 20, 3:30 PM
North Farms · Look Memorial Park
Native Tree Identification and Ecological Forestry Concepts with Tom Ryan
Sun, Sep 13, 9:00 AM
Massachusetts · The Bidwell House Museum
Native Tree Identification and Ecological Forestry Concepts with Tom Ryan
Sun, Sep 13, 9:00 AM
Massachusetts · The Bidwell House Museum
Stargaze Festival - LesbianNightLife, Sapphic, Non-Binary, & Trans Camping
Friday at 10:00 AM
Massachusetts · Camp Timber Trails
Stargaze Festival - LesbianNightLife, Sapphic, Non-Binary, & Trans Camping
Friday at 10:00 AM
Massachusetts · Camp Timber Trails
A Ramble in the Bidwell Woods
Sun, Sep 20, 10:00 AM
Massachusetts · The Bidwell House Museum
A Ramble in the Bidwell Woods
Sun, Sep 20, 10:00 AM
Massachusetts · The Bidwell House Museum
OFFICIAL Fairy and Arts Festival at Daley Field Nonotuck Park Easthampton
Sat, Sep 12, 12:00 PM
Easthampton Town · 1 Daley Field Rd
OFFICIAL Fairy and Arts Festival at Daley Field Nonotuck Park Easthampton
Sat, Sep 12, 12:00 PM
Easthampton Town · 1 Daley Field Rd
Stronger Together: A Night of Improv
Thu, Sep 10, 5:30 PM
Smith Highlands · Mill 1 Events
Stronger Together: A Night of Improv
Thu, Sep 10, 5:30 PM
Smith Highlands · Mill 1 Events
Oktoberfest Beer Dinner
Wed, Sep 16, 6:00 PM
Little River · Tin Bridge Brewing Co.
Oktoberfest Beer Dinner
Wed, Sep 16, 6:00 PM
Little River · Tin Bridge Brewing Co.
sweet prince
Thursday at 7:00 PM
Northampton · Northampton Center for the Arts
sweet prince
Thursday at 7:00 PM
Northampton · Northampton Center for the Arts
LULU FEST Berkshires 2026
Sat, Sep 19, 5:00 PM
Massachusetts · Lenox Meeting House
LULU FEST Berkshires 2026
Sat, Sep 19, 5:00 PM
Massachusetts · Lenox Meeting House
Paint Night!
Saturday at 5:00 PM
Little River · 22 Little River Rd
Paint Night!
Saturday at 5:00 PM
Little River · 22 Little River Rd
Lenox, MA September 10th!
Thu, Sep 10, 7:30 PM
New Lenox · Antimony Brewing - Craft Brewery & Kitchen
Lenox, MA September 10th!
Thu, Sep 10, 7:30 PM
New Lenox · Antimony Brewing - Craft Brewery & Kitchen
Cornhole Tournament & Family Fun Day
Sun, Aug 30, 11:00 AM
East Hadley · Young Men's Club of Hadley
Cornhole Tournament & Family Fun Day
Sun, Aug 30, 11:00 AM
East Hadley · Young Men's Club of Hadley

1 of 452

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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

Western Mass Vegan Food Fest: September Edition

Benefit for Jodi Christiansen at The Garage in Shortstop Bar & Grill

Which events are currently trending in Chester?

The trending searches this month in Chester are:

Which events are coming up?

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

Stargaze Festival - LesbianNightLife, Sapphic, Non-Binary, & Trans Camping

Garden Grove Sublime Tribute

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