Arts Events and Things to do in Windsor, VT

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

Artful Gatherings
Tue, Jun 30, 4:00 PM + 6 more
Plymouth · 57 Main St
Artful Gatherings
Tue, Jun 30, 4:00 PM + 6 more
Plymouth · 57 Main St
Going fast
Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B
Sat, Jul 11, 6:00 PM
Orange · 75 E Main St
Going fast
Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B
Sat, Jul 11, 6:00 PM
Orange · 75 E Main St
Ciderhouse Fools!
Fri, Jun 19, 7:00 PM
Greenfield · Four Phantoms Brewery
Ciderhouse Fools!
Fri, Jun 19, 7:00 PM
Greenfield · Four Phantoms Brewery
Sales end soon
NMOP Presents: An Evening with Tania Léon (BARN Opera Concert)
Saturday at 4:00 PM
Brandon · BARN OPERA
Sales end soon
NMOP Presents: An Evening with Tania Léon (BARN Opera Concert)
Saturday at 4:00 PM
Brandon · BARN OPERA
"At the Movies" featuring Sara Heaton, soprano
Sun, Aug 2, 4:00 PM
Haverhill · Alumni Hall Cultural
"At the Movies" featuring Sara Heaton, soprano
Sun, Aug 2, 4:00 PM
Haverhill · Alumni Hall Cultural
Comedy Night @ Sunstone Brewing Company
Sat, Jun 20, 7:30 PM
Londonderry · Sunstone Brewing Company
Comedy Night @ Sunstone Brewing Company
Sat, Jun 20, 7:30 PM
Londonderry · Sunstone Brewing Company
Just added
Comedy Night @ The Gathering Grounds
Fri, Jul 31, 8:00 PM
Brookline · The Gathering Grounds
Just added
Comedy Night @ The Gathering Grounds
Fri, Jul 31, 8:00 PM
Brookline · The Gathering Grounds
Alex Clark | Jokes From The Brink | Stand-Up Comedy
Sat, Sep 26, 8:00 PM
Brattleboro · Hooker-Dunham Theater & Gallery
Alex Clark | Jokes From The Brink | Stand-Up Comedy
Sat, Sep 26, 8:00 PM
Brattleboro · Hooker-Dunham Theater & Gallery
Paint & Sip - Summer Paradise
Fri, Jun 19, 6:30 PM
Brookline · Brookline Event Center
Paint & Sip - Summer Paradise
Fri, Jun 19, 6:30 PM
Brookline · Brookline Event Center
Comedy On Tap at Bright Ideas Brewing in North Adams, MA!
Sat, Jun 13, 7:30 PM
North Adams · Bright Ideas Brewing
Comedy On Tap at Bright Ideas Brewing in North Adams, MA!
Sat, Jun 13, 7:30 PM
North Adams · Bright Ideas Brewing
"The Lily Pond", an AFTERNOON PAINTING EVENT with Lisa, Littleton NH
Wed, Jun 10, 1:00 PM
Littleton · Littleton Studio School, Ammonoosuc Street, Littleton, NH, USA
"The Lily Pond", an AFTERNOON PAINTING EVENT with Lisa, Littleton NH
Wed, Jun 10, 1:00 PM
Littleton · Littleton Studio School, Ammonoosuc Street, Littleton, NH, USA
"Summer Hooters", a BYOB PAINT & SIP with Lisa, Littleton NH
Fri, Jun 26, 6:00 PM
Littleton · Littleton Studio School, Ammonoosuc Street, Littleton, NH, USA
"Summer Hooters", a BYOB PAINT & SIP with Lisa, Littleton NH
Fri, Jun 26, 6:00 PM
Littleton · Littleton Studio School, Ammonoosuc Street, Littleton, NH, USA
Just added
2026 Spring Dance Concert
Sat, Jun 20, 1:00 PM
North Adams · Drury High School
Just added
2026 Spring Dance Concert
Sat, Jun 20, 1:00 PM
North Adams · Drury High School
Comedy Night @ Hobbs Brewing Company
Sat, Jun 13, 6:30 PM
Ossipee · Hobbs Brewing Company
Comedy Night @ Hobbs Brewing Company
Sat, Jun 13, 6:30 PM
Ossipee · Hobbs Brewing Company
ARTS IN THE PARKS
Saturday at 10:00 AM + 4 more
Concord · Rollins Park
ARTS IN THE PARKS
Saturday at 10:00 AM + 4 more
Concord · Rollins Park
Lecture Series: Why is this art? Earthworks and Light
Wed, Jun 17, 1:30 PM
Jaffrey · Jaffrey Civic Center
Lecture Series: Why is this art? Earthworks and Light
Wed, Jun 17, 1:30 PM
Jaffrey · Jaffrey Civic Center
Town Meeting's "If I Die" Tenth Anniversary Show w/ Dean Adrien
Sat, Jun 13, 7:00 PM
Fitchburg · CANVAS by CoFF33 Corp
Town Meeting's "If I Die" Tenth Anniversary Show w/ Dean Adrien
Sat, Jun 13, 7:00 PM
Fitchburg · CANVAS by CoFF33 Corp
Stowe Foliage Arts Festival 2026
Fri, Oct 9, 10:00 AM + 2 more
Stowe · 120 Weeks Hill Rd
Stowe Foliage Arts Festival 2026
Fri, Oct 9, 10:00 AM + 2 more
Stowe · 120 Weeks Hill Rd
Dwayne Haggins - Evenings on Elm
Thu, Jul 9, 6:30 PM
Freedom · 12 Elm St
Dwayne Haggins - Evenings on Elm
Thu, Jul 9, 6:30 PM
Freedom · 12 Elm St

Frequently asked questions about Windsor

What are the best events to attend?

According to Eventbrite, the best events are:

Artful Gatherings

Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B

Ciderhouse Fools!

"At the Movies" featuring Sara Heaton, soprano

Which events are coming up?

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

ARTS IN THE PARKS

NMOP Presents: An Evening with Tania Léon (BARN Opera Concert)

"The Lily Pond", an AFTERNOON PAINTING EVENT with Lisa, Littleton NH

Comedy Night @ Hobbs Brewing Company

Artful Gatherings

Artful Gatherings

Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B

Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B

Ciderhouse Fools!

Ciderhouse Fools!

NMOP Presents: An Evening with Tania Léon (BARN Opera Concert)

NMOP Presents: An Evening with Tania Léon (BARN Opera Concert)

"At the Movies" featuring Sara Heaton, soprano

"At the Movies" featuring Sara Heaton, soprano

Comedy Night @ Sunstone Brewing Company

Comedy Night @ Sunstone Brewing Company

Comedy Night @ The Gathering Grounds

Comedy Night @ The Gathering Grounds

Alex Clark | Jokes From The Brink | Stand-Up Comedy

Alex Clark | Jokes From The Brink | Stand-Up Comedy

Paint & Sip - Summer Paradise

Paint & Sip - Summer Paradise

Comedy On Tap at Bright Ideas Brewing in North Adams, MA!

Comedy On Tap at Bright Ideas Brewing in North Adams, MA!

"The Lily Pond", an AFTERNOON PAINTING EVENT with Lisa, Littleton NH

"The Lily Pond", an AFTERNOON PAINTING EVENT with Lisa, Littleton NH

"Summer Hooters", a BYOB PAINT & SIP with Lisa, Littleton NH

"Summer Hooters", a BYOB PAINT & SIP with Lisa, Littleton NH

2026 Spring Dance Concert

2026 Spring Dance Concert

Comedy Night @ Hobbs Brewing Company

Comedy Night @ Hobbs Brewing Company

ARTS IN THE PARKS

ARTS IN THE PARKS

Lecture Series: Why is this art? Earthworks and Light

Lecture Series: Why is this art? Earthworks and Light

Town Meeting's "If I Die" Tenth Anniversary Show w/ Dean Adrien

Town Meeting's "If I Die" Tenth Anniversary Show w/ Dean Adrien

Stowe Foliage Arts Festival 2026

Stowe Foliage Arts Festival 2026

Dwayne Haggins - Evenings on Elm

Dwayne Haggins - Evenings on Elm

Things to do around Windsor

What are the best events to attend?

Which events are coming up?