Windham
Lovingly known as the “Gem of the Catskills, Windham was established in 1798 and is one of the oldest small towns in the region.
Both a town and a hamlet, you’ll find an abundance of outdoor activities for all seasons, exceptional lodging and eateries.
The Town of Windham includes an historic main street that runs though Windham itself, and the surrounding hamlets of East Windham, Hensonville, and North Settlement, as well as the hamlets of Maplecrest and Brooksburg in the Catskill Park.
The town has two nicknames: “Land in the Sky” and “Gem of the Catskills”.
The region was first settled around 1780. The town was formed from the town of Woodstock in 1798 while still part of Ulster County. After the formation of Greene County, several other towns were formed from parts of Windham. These towns include Hunter and Lexington (1813), Prattsville (1833), and part of Ashland in 1848.
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Connecting You to Windham
TALK OF THE TOWN
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11AugGimme Shelter
On the Market: A Modern Catskills Estate with Endless Mountain Views
Walk through the front door, take in the views, and
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10AugFood + Drink
Shelter From the Ordinary
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06AugUpstate Grooves
Darryl Jenifer: Hudson Valley’s Hardcore Pioneer Gets Jazzy
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05AugDay Trippin'
2026 Editor’s Picks: What to Do in the Hudson Valley on Aug 7 – Aug 9
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