- The Windham Path: 2.5 mile walking path that starts right in town (AllTrails)

- Kaaterskill Falls: 1.7 mile hike to picturesque waterfalls (AllTrails)

- Windham High Peak via Elm Ridge Trail: This 6-mile trail is the most popular trail in the area (AllTrails)

- North/ South Lake: Whether you're looking to hike, bike, run, or explore the outdoors in other ways, there are 35 scenic trails in the North-South Lake Campground area (AllTrails)

- Christman's Golf Course

- Golf at Windham Country Club

- Scenic chairlift ride up Windham Mountain

- Windham Farmer’s Market: Near The Windham Local on Saturday 9am-1pm

- The Windham Local: Coffee, Breakfast and Lunch

- Catskill Mountain Country Store: Brunch and Lunch

- Day June: Brunch

- The Windham Diner: Breakfast, Lunch, and Dinner

- Chicken Run: Dinner

- Brandywine: Dinner

- Prominence Restaurant: Dinner & Drinks

- Millrock Restaurant: Dinner & Drinks

- La Patisserie Normande: French bakery. Don't skip the deep fried croissant!

- Babblers Restaurant, Bar & Bakery: All day cafe and restaurant located in The Wylder

- Higher Grounds: Coffee, breakfast, and sandwich shop

- Main Street Market: Italian deli counter

- West Kill Brewing: Beers and Food Truck

- Rip Van Winkle Brewing Company: Dinner and Beers

- Hunter Mountain Brewery: Lunch, Dinner and Beers

- The Vineyard at Windham: Vineyard and tasting room. Reservations only.