Walk the Windham Path - 5 mile walking path that starts right in town
Hike the Kaaterskill Falls - 1.4 mile hike to picturesque waterfalls
Hiking the Windham High Peak via Elm Ridge Trail - This 5.9-mile trail near Windham
Scenic chairlift ride up Windham Mountain
Windham Farmer’s Market - Near The Windham Local on Saturday 9am-1pm
Golf at Windham Country Club
The Vineyard at Windham - Vineyard and tasting room. Reservations only.
Prominence restaurant and bar
55 New York 296, Windham, NY 12496 The Windham Local Public House
5410 New York 23, Windham, NY 12496 Higher Grounds Coffee Co.
3 South Street, Windham, NY 12496 WINDHAM DINER
5339 New York 23, Windham, NY 12496 Clutch and Throttle Cookies
5383 Main Street, Windham, NY 12496 
For all the days along the way