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Outdoor Events and Things to do in Windham, NY

Bearly Dead - The Grateful Dead Touring Tribute
Sun, Jun 7, 7:00 PM
Woodstock · Colony
Bearly Dead - The Grateful Dead Touring Tribute
Sun, Jun 7, 7:00 PM
Woodstock · Colony
Sales end soon
Junior Toots w/ Song of Solomon + DJ Sarah The Selector
Saturday at 7:00 PM
Woodstock · Colony
Sales end soon
Junior Toots w/ Song of Solomon + DJ Sarah The Selector
Saturday at 7:00 PM
Woodstock · Colony
Back to the Garden 1969 - Woodstock Experience Tribute Show.
Sat, Jun 13, 7:00 PM
Woodstock · Colony
Back to the Garden 1969 - Woodstock Experience Tribute Show.
Sat, Jun 13, 7:00 PM
Woodstock · Colony
Sales end soon
Michael Arnone’s Crawfish Fest. Tickets are now live. Samantha Fish & more
Friday at 10:00 AM
Frankford · The Sussex County Fairgrounds
Sales end soon
Michael Arnone’s Crawfish Fest. Tickets are now live. Samantha Fish & more
Friday at 10:00 AM
Frankford · The Sussex County Fairgrounds
The Sweet Clementines
Wed, Jun 3, 7:00 PM
Woodstock · Colony
The Sweet Clementines
Wed, Jun 3, 7:00 PM
Woodstock · Colony
The Pink Floyd Project
Fri, Jul 3, 7:00 PM
Woodstock · Colony
The Pink Floyd Project
Fri, Jul 3, 7:00 PM
Woodstock · Colony
Festival of Women Writers 2026
Fri, Jun 5, 11:00 AM
Hobart · Hobart Book Village
Festival of Women Writers 2026
Fri, Jun 5, 11:00 AM
Hobart · Hobart Book Village
Doug Howard's "Summer of '72" w/ Special Guest MaryLou Arnold-Gress
Thu, Jun 11, 7:00 PM
Woodstock · Colony
Doug Howard's "Summer of '72" w/ Special Guest MaryLou Arnold-Gress
Thu, Jun 11, 7:00 PM
Woodstock · Colony
The 420 Funk Mob's Super Melt Down Trip Fest (ft. Clip Payne)
Fri, Jun 26, 7:00 PM
Woodstock · Colony
The 420 Funk Mob's Super Melt Down Trip Fest (ft. Clip Payne)
Fri, Jun 26, 7:00 PM
Woodstock · Colony
Mr. Sun
Fri, Jul 10, 7:00 PM
Woodstock · Colony
Mr. Sun
Fri, Jul 10, 7:00 PM
Woodstock · Colony
Rainbow Full of Sound x Dead Zep
Sun, Jul 5, 7:00 PM
Woodstock · Colony
Rainbow Full of Sound x Dead Zep
Sun, Jul 5, 7:00 PM
Woodstock · Colony
Sean Rowe w/ Amelie Lucille
Thu, Jul 9, 7:00 PM
Woodstock · Colony
Sean Rowe w/ Amelie Lucille
Thu, Jul 9, 7:00 PM
Woodstock · Colony
"The Boss"
Sun, Jun 14, 2:00 PM
Germantown · Germantown Central School
"The Boss"
Sun, Jun 14, 2:00 PM
Germantown · Germantown Central School
The Brighton Beat x EMEFE
Sat, Jul 11, 7:00 PM
Woodstock · Colony
The Brighton Beat x EMEFE
Sat, Jul 11, 7:00 PM
Woodstock · Colony
Sales end soon
Pound Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
Thursday at 1:00 PM + 332 more
Pound Ridge · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Sales end soon
Pound Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
Thursday at 1:00 PM + 332 more
Pound Ridge · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
2026 Connecticut CPCU Society Chapter's Annual Golf Tournament
Tue, Sep 22, 10:30 AM
West Hartford · Wampanoag Country Club
2026 Connecticut CPCU Society Chapter's Annual Golf Tournament
Tue, Sep 22, 10:30 AM
West Hartford · Wampanoag Country Club
Fruition — Something More Tour
Fri, Aug 7, 7:00 PM
Woodstock · Colony
Fruition — Something More Tour
Fri, Aug 7, 7:00 PM
Woodstock · Colony
Oliver Hazard
Sun, Aug 2, 7:00 PM
Woodstock · Colony
Oliver Hazard
Sun, Aug 2, 7:00 PM
Woodstock · Colony
Jim Lauderdale w/ Reed Foehl
Sun, Jul 19, 7:00 PM
Woodstock · Colony
Jim Lauderdale w/ Reed Foehl
Sun, Jul 19, 7:00 PM
Woodstock · Colony
Sourcing Revolution with Jonathan Palmer
Sat, Jul 11, 1:00 PM
Athens · The Willows at Brandow Point
Sourcing Revolution with Jonathan Palmer
Sat, Jul 11, 1:00 PM
Athens · The Willows at Brandow Point

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