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Events and Things to do in Chester, VT

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Frendly Gathering 2026
Fri, Jul 17, 9:00 AM
Windham · Timber Ridge
Frendly Gathering 2026
Fri, Jul 17, 9:00 AM
Windham · Timber Ridge
BBQ, Brews, and Beach Party
Sat, Jul 18, 4:30 PM
Grafton · Grafton Inn
BBQ, Brews, and Beach Party
Sat, Jul 18, 4:30 PM
Grafton · Grafton Inn
Going fast
Pass the Canvas: A Collaborative Art Session
Thu, Jul 9, 6:30 PM
Windham · 859 Hitchcock Hill Rd
Going fast
Pass the Canvas: A Collaborative Art Session
Thu, Jul 9, 6:30 PM
Windham · 859 Hitchcock Hill Rd
An Evening of Irish-American Music with Watchfire
Sun, Jul 12, 7:00 PM
Jamaica · Jamaica Town Hall
An Evening of Irish-American Music with Watchfire
Sun, Jul 12, 7:00 PM
Jamaica · Jamaica Town Hall
The tribute to The Monsters of Rock
Sat, Aug 8, 12:00 PM
Charlestown · The Clubhouse Bar and Grill
The tribute to The Monsters of Rock
Sat, Aug 8, 12:00 PM
Charlestown · The Clubhouse Bar and Grill
Myra Flynn
Fri, Jul 10, 6:30 PM
Claremont · Broad Street Park
Myra Flynn
Fri, Jul 10, 6:30 PM
Claremont · Broad Street Park
Transcend Fest VT 2026
Fri, Jul 10, 8:00 AM
Stratton · 5 Village Lodge Rd
Transcend Fest VT 2026
Fri, Jul 10, 8:00 AM
Stratton · 5 Village Lodge Rd
Sea Glass Car Charms: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Jul 2, 6:30 PM
Town of Rockingham · Vermont Vines
Sea Glass Car Charms: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Jul 2, 6:30 PM
Town of Rockingham · Vermont Vines
PMP Certification & Training Bootcamp in Charlestown, NH
Tuesday at 9:00 AM + 9 more
Charlestown · 233 Main St
PMP Certification & Training Bootcamp in Charlestown, NH
Tuesday at 9:00 AM + 9 more
Charlestown · 233 Main St
PMP Certification Weekend Classroom Training in Charlestown, NH
Sat, Jul 4, 9:00 AM + 3 more
Charlestown · 233 Main St
PMP Certification Weekend Classroom Training in Charlestown, NH
Sat, Jul 4, 9:00 AM + 3 more
Charlestown · 233 Main St
Hall Art Foundation | 2026 Season
Today at 1:00 PM + 232 more
Reading · Hall Art Foundation | Reading, Vermont
Hall Art Foundation | 2026 Season
Today at 1:00 PM + 232 more
Reading · Hall Art Foundation | Reading, Vermont
Tour: Highlights from the Exhibitions
Saturday at 10:00 AM + 45 more
Reading · Hall Art Foundation | Reading, Vermont
Tour: Highlights from the Exhibitions
Saturday at 10:00 AM + 45 more
Reading · Hall Art Foundation | Reading, Vermont
Wood Burning: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Jul 9, 6:30 PM
Town of Rockingham · Vermont Vines
Wood Burning: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Jul 9, 6:30 PM
Town of Rockingham · Vermont Vines
Lean Six Sigma Green Belt Certification Bootcamp in Charlestown, NH
Tue, Jul 7, 9:00 AM + 1 more
Charlestown · 233 Main St
Lean Six Sigma Green Belt Certification Bootcamp in Charlestown, NH
Tue, Jul 7, 9:00 AM + 1 more
Charlestown · 233 Main St
Annual Strawberry Festival - Norwegian Meatball Dinner (Dine-in/Take-out)
Sat, Jun 27, 4:30 PM
Claremont · Union Church Parish Hall
Annual Strawberry Festival - Norwegian Meatball Dinner (Dine-in/Take-out)
Sat, Jun 27, 4:30 PM
Claremont · Union Church Parish Hall
Harvest Dinner
Sat, Oct 10, 4:00 PM
Reading · Hall Art Foundation
Harvest Dinner
Sat, Oct 10, 4:00 PM
Reading · Hall Art Foundation
Hat or Bag Burning: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Aug 20, 6:30 PM
Town of Rockingham · Vermont Vines
Hat or Bag Burning: SUMMER VINES & VIBES SERIES at Vermont Vines
Thu, Aug 20, 6:30 PM
Town of Rockingham · Vermont Vines
Yankee Brass Band
Sat, Jul 25, 2:00 PM
Claremont · Union Episcopal Church
Yankee Brass Band
Sat, Jul 25, 2:00 PM
Claremont · Union Episcopal Church
West Windsor, VT Music Festival
Friday at 7:00 PM + 2 more
West Windsor · TOWN HALL BROWNSVILLE
West Windsor, VT Music Festival
Friday at 7:00 PM + 2 more
West Windsor · TOWN HALL BROWNSVILLE
Ramblin' Roads Country Fest 2026- Annual Country Music Festival
Sat, Oct 3, 12:00 PM
Winhall · Bondville Fair
Ramblin' Roads Country Fest 2026- Annual Country Music Festival
Sat, Oct 3, 12:00 PM
Winhall · Bondville Fair

Trends in Chester

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Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

Frendly Gathering 2026

BBQ, Brews, and Beach Party

Pass the Canvas: A Collaborative Art Session

An Evening of Irish-American Music with Watchfire

Which events are currently trending in Chester?

The trending searches this month in Chester are:

londonderry vt july 4

Which events are coming up?

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

Hall Art Foundation | 2026 Season

PMP Certification & Training Bootcamp in Charlestown, NH

West Windsor, VT Music Festival

Tour: Highlights from the Exhibitions