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Outdoor Events and Things to do in Windham, NY

Junior Toots w/ Song of Solomon + DJ Sarah The Selector
Sat, May 30, 7:00 PM
Woodstock · Colony
Junior Toots w/ Song of Solomon + DJ Sarah The Selector
Sat, May 30, 7:00 PM
Woodstock · Colony
Jillith Fair - Loving Jill Sobule - A Pride Month Event
Fri, Jun 12, 7:00 PM
Woodstock · Colony
Jillith Fair - Loving Jill Sobule - A Pride Month Event
Fri, Jun 12, 7:00 PM
Woodstock · Colony
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
Danny Ayala Presents: Only Fools Love Again live at Utopia
Sun, Jun 7, 6:00 PM
Woodstock · Utopia Studios Bearsville
Danny Ayala Presents: Only Fools Love Again live at Utopia
Sun, Jun 7, 6:00 PM
Woodstock · Utopia Studios Bearsville
Doug Howard's "Summer of '72"
Thu, Jun 11, 7:00 PM
Woodstock · Colony
Doug Howard's "Summer of '72"
Thu, Jun 11, 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
Sales end soon
Pound Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
Thursday at 1:00 PM + 336 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 + 336 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)
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
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
Lunar Faire Night Market 6/20: Pride at Sussex Fairgrounds
Sat, Jun 20, 5:00 PM
Augusta · The Sussex County Fairgrounds
Lunar Faire Night Market 6/20: Pride at Sussex Fairgrounds
Sat, Jun 20, 5:00 PM
Augusta · The Sussex County Fairgrounds
'Dead Last Wednesday' with The Deadbeats
Wed, May 27, 7:00 PM
Woodstock · Colony
'Dead Last Wednesday' with The Deadbeats
Wed, May 27, 7:00 PM
Woodstock · Colony
The NolaNauts
Wednesday at 7:00 PM
Woodstock · Colony
The NolaNauts
Wednesday at 7:00 PM
Woodstock · Colony
Just added
Back to the Garden 1969 - Woodstock Experience Tribute Show.
Sat, Jun 13, 7:00 PM
Woodstock · Colony
Just added
Back to the Garden 1969 - Woodstock Experience Tribute Show.
Sat, Jun 13, 7:00 PM
Woodstock · Colony
Sales end soon
Littles Academy: MORNING MOVEMENT CLASS— "Our Very Big Ocean"Day (Ages 0–4)
Wednesday at 9:30 AM
Woodstock · Mountain View Studio
Sales end soon
Littles Academy: MORNING MOVEMENT CLASS— "Our Very Big Ocean"Day (Ages 0–4)
Wednesday at 9:30 AM
Woodstock · Mountain View Studio
Littles Academy: MORNING MOVEMENT CLASS— "On the Farm" Day (Ages 0–4)
Wed, May 27, 8:15 AM
Woodstock · Mountain View Studio
Littles Academy: MORNING MOVEMENT CLASS— "On the Farm" Day (Ages 0–4)
Wed, May 27, 8:15 AM
Woodstock · Mountain View Studio
Littles Academy: MORNING MOVEMENT CLASS— "Our Big Music" Day (Ages 0–4)
Wed, Jun 3, 9:30 AM
Woodstock · Mountain View Studio
Littles Academy: MORNING MOVEMENT CLASS— "Our Big Music" Day (Ages 0–4)
Wed, Jun 3, 9:30 AM
Woodstock · Mountain View Studio
Just added
Fruition — Something More Tour
Fri, Aug 7, 7:00 PM
Woodstock · Colony
Just added
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
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
Brian Mitchell & Friends
Wed, Jun 17, 7:00 PM
Woodstock · Colony
Brian Mitchell & Friends
Wed, Jun 17, 7:00 PM
Woodstock · Colony

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