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.
SEARCH OUR DIRECTORY
Connecting You to Windham
TALK OF THE TOWN
-
01SepUpstate Grooves
AMPLIFIED: Music Notes from the Hudson Valley | September 2026
When an artist has joy and passion for creating music,
-
31AugFood + Drink
A Taste of New York: Inside the 2026 Hudson Valley Wine & Food Festival
The ultimate food + wine weekend returns to Rhinebeck! Clear
-
26AugDay Trippin'
2026 Editor’s Picks: What to Do in the Hudson Valley on Aug 28 – Aug 30
Late summer has a certain kind of magic up here
-
24AugAnimals + Pets
The Mindset Shift: Rewriting the Rules of Modern Dog Training
If you’ve ever found yourself wondering who’s actually training who,

































