Template:Wp-Windham (town), New York-History

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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. In 1900, the town's population was 1,240.

In 1937, Camp Highland, a Nazi summer camp for German-American boys, ran at a site near Windham, NY.

The major source of income in Windham is the Windham Mountain ski resort, formerly called "Ski Windham". This ski area brings a lot of its skiers up from the New York City area as well as other areas in the Northeast. In August 2010, Windham hosted the 2010 World Cup Mountain Bike Race, the first time its finals occurred on American soil in 20 years of competition. In August 2014, Windham again hosted the World Cup Mountain Bike Race, as the only US stop of the UCI Mountain Bike World Cup.

In August 2011, Hurricane Irene dumped more than 10 inches of rain into the Batavia Kill creek in just a matter of a couple of hours in a devastating flood.