Events and Things to do in Windsor, VT

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

Spring Celebration
Sat, May 23, 4:00 PM
Reading · Hall Art Foundation
Spring Celebration
Sat, May 23, 4:00 PM
Reading · Hall Art Foundation
Sullivan County Republicans Lincoln Reagan Dinner
Sat, Jun 6, 6:00 PM
Croydon · Croydon Fire Department
Sullivan County Republicans Lincoln Reagan Dinner
Sat, Jun 6, 6:00 PM
Croydon · Croydon Fire Department
Omari Banks Live Music
Sun, Jun 7, 5:30 PM
Hartford · Public House Pub Quechee
Omari Banks Live Music
Sun, Jun 7, 5:30 PM
Hartford · Public House Pub Quechee
Pride of Woodstock 2026 High Heel Race
Sat, Jun 6, 9:30 AM
Woodstock · Elm Street, Woodstock, VT, USA
Pride of Woodstock 2026 High Heel Race
Sat, Jun 6, 9:30 AM
Woodstock · Elm Street, Woodstock, VT, USA
Wing Walkers Stand Up Comedy
Fri, May 29, 8:00 PM
Lebanon · Bright Side Brewing
Wing Walkers Stand Up Comedy
Fri, May 29, 8:00 PM
Lebanon · Bright Side Brewing
The 11th Newport Nano Brewfest
Sat, Jun 20, 12:00 PM
Newport · Newport Town Common
The 11th Newport Nano Brewfest
Sat, Jun 20, 12:00 PM
Newport · Newport Town Common
Stress Detox: A 2-Day Holistic Inner Journey
Sat, May 30, 9:00 AM
Woodstock · North Universalist Chapel Society
Stress Detox: A 2-Day Holistic Inner Journey
Sat, May 30, 9:00 AM
Woodstock · North Universalist Chapel Society
Almost full
Classic Sole Meunière
Thu, May 21, 5:30 PM
Lebanon · Coop Food Store—Lebanon
Almost full
Classic Sole Meunière
Thu, May 21, 5:30 PM
Lebanon · Coop Food Store—Lebanon
Sales end soon
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ryan Shea!
Saturday at 8:00 PM
Bridgewater · Woolen Mill Comedy Club
Sales end soon
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ryan Shea!
Saturday at 8:00 PM
Bridgewater · Woolen Mill Comedy Club
Sales end soon
Let's do Lunch: Pasta Puttanesca
Wednesday at 11:30 AM
Lebanon · Coop Food Store—Lebanon
Sales end soon
Let's do Lunch: Pasta Puttanesca
Wednesday at 11:30 AM
Lebanon · Coop Food Store—Lebanon
Let's do Lunch: Pork Lettuce Wraps
Wed, May 20, 11:30 AM
Lebanon · Coop Food Store—Lebanon
Let's do Lunch: Pork Lettuce Wraps
Wed, May 20, 11:30 AM
Lebanon · Coop Food Store—Lebanon
5th Newport Wings & Wheels Car Show - Pre-Registration
Sat, Jun 27, 11:00 AM
Newport · 14 Airport Rd
5th Newport Wings & Wheels Car Show - Pre-Registration
Sat, Jun 27, 11:00 AM
Newport · 14 Airport Rd
Sales end soon
Hall Art Foundation | 2026 Season
Saturday at 11:00 AM + 289 more
Reading · Hall Art Foundation | Reading, Vermont
Sales end soon
Hall Art Foundation | 2026 Season
Saturday at 11:00 AM + 289 more
Reading · Hall Art Foundation | Reading, Vermont
Sales end soon
Tour: Highlights from the Exhibitions
Saturday at 10:00 AM + 57 more
Reading · Hall Art Foundation | Reading, Vermont
Sales end soon
Tour: Highlights from the Exhibitions
Saturday at 10:00 AM + 57 more
Reading · Hall Art Foundation | Reading, Vermont
Beginner's Comics With Cartoonist Wayne Carter
Saturday at 11:00 AM
Claremont · Claremont Creative Center
Beginner's Comics With Cartoonist Wayne Carter
Saturday at 11:00 AM
Claremont · Claremont Creative Center
Body of Work
Fri, Jun 5, 7:00 PM + 1 more
Hartford · Briggs Opera House
Body of Work
Fri, Jun 5, 7:00 PM + 1 more
Hartford · Briggs Opera House
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Avery Quinn!
Sat, May 23, 8:00 PM
Bridgewater · Woolen Mill Comedy Club
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Avery Quinn!
Sat, May 23, 8:00 PM
Bridgewater · Woolen Mill Comedy Club
Arts and Crafts Day
Saturday at 11:00 AM
Claremont · Claremont Creative Center
Arts and Crafts Day
Saturday at 11:00 AM
Claremont · Claremont Creative Center
West Windsor, VT Music Festival
Fri, Jun 26, 7:00 PM + 2 more
West Windsor · TOWN HALL BROWNSVILLE
West Windsor, VT Music Festival
Fri, Jun 26, 7:00 PM + 2 more
West Windsor · TOWN HALL BROWNSVILLE
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ish Gupta!
Sat, May 30, 8:00 PM
Bridgewater · Woolen Mill Comedy Club
Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ish Gupta!
Sat, May 30, 8:00 PM
Bridgewater · Woolen Mill Comedy Club

Frequently asked questions about Windsor

What are the best events to attend?

According to Eventbrite, the best events are:

Spring Celebration

Sullivan County Republicans Lincoln Reagan Dinner

Omari Banks Live Music

Pride of Woodstock 2026 High Heel Race

Which events are coming up?

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

Let's do Lunch: Pasta Puttanesca

Tour: Highlights from the Exhibitions

Hall Art Foundation | 2026 Season

Beginner's Comics With Cartoonist Wayne Carter

Spring Celebration

Spring Celebration

Sullivan County Republicans Lincoln Reagan Dinner

Sullivan County Republicans Lincoln Reagan Dinner

Omari Banks Live Music

Omari Banks Live Music

Pride of Woodstock 2026 High Heel Race

Pride of Woodstock 2026 High Heel Race

Wing Walkers Stand Up Comedy

Wing Walkers Stand Up Comedy

The 11th Newport Nano Brewfest

The 11th Newport Nano Brewfest

Stress Detox: A 2-Day Holistic Inner Journey

Stress Detox: A 2-Day Holistic Inner Journey

Classic Sole Meunière

Classic Sole Meunière

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ryan Shea!

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ryan Shea!

Let's do Lunch: Pasta Puttanesca

Let's do Lunch: Pasta Puttanesca

Let's do Lunch: Pork Lettuce Wraps

Let's do Lunch: Pork Lettuce Wraps

5th Newport Wings & Wheels Car Show - Pre-Registration

5th Newport Wings & Wheels Car Show - Pre-Registration

Hall Art Foundation | 2026 Season

Hall Art Foundation | 2026 Season

Tour: Highlights from the Exhibitions

Tour: Highlights from the Exhibitions

Beginner's Comics With Cartoonist Wayne Carter

Beginner's Comics With Cartoonist Wayne Carter

Body of Work

Body of Work

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Avery Quinn!

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Avery Quinn!

Arts and Crafts Day

Arts and Crafts Day

West Windsor, VT Music Festival

West Windsor, VT Music Festival

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ish Gupta!

Stand Up Comedy At Woolen Mill Comedy Club With Headliner Ish Gupta!

Things to do around Windsor

What are the best events to attend?

Which events are coming up?