1. Attend The Autumn Affair Festival
What better way to get in the spirit of fall than by attending the annual Autumn Affair festival?
Hosted on the historic Main Street in downtown Windham, you’ll find a variety of local vendors, tasty food, and live music. Whether you’re in the market for handmade jewelry, tea, treats, or decor, you’ll find it all here.
2. Scenic Chair Lift at Windham Mountain
While known for its skiing in winter, the scenic chair lifts is a favorite activity for fall. In 10 minutes you’ll be transported above dozens of trees changing color, before reaching the top of Windham Mountain. Rest and take in the scenery, or have a picnic at one of the tables.
3. Eat Fresh Pie at Babbler’s
If you’re a foodie looking for things to do in the Catskills, nothing beats a homemade pie at Babbler’s Bakery. Serving a variety of freshly-made pies, you’ll find everything from coconut cream pie, to the famed strawberry-rhubarb. Enjoy a slice and coffee from their outdoor patio, offering scenic views of the surrounding mountains.
4. Peruse Shops on Main Street
When looking for things to do in the fall, shopping at historic Main Street in Windham is a must. Stop by Carole’s for locally-made jewelry, Briars for indie titlees, or the European Craft Store for handmade chess sets. Plus, with colorful tree-lined streets and views of the surrounding Catskills, it’s the perfect cozy fall activitiy.
5. Relax in a Wood-Fired Sauna
As the air cools down, taking a moment to warm up in a wood-fired sauna is essential. Located on the grounds of Wylder Hotel near Windham Mountain, the wood-fired sauna will soothe your body and mind. Guests of the hotel get complimentary access.
6. Play Pickleball
If adventure is more your speed, head to the pickleball courts at Wylder Hotel, as it is surrounded by beautiful fall foliage. Gather with friends or meet other hotel guests as you gather in the breathtaking scenery of the Catskills.
7. Walk The Windham Path
For leaf lovers, we recommend walking the scenic Windham Path. Offering a relatively flat loop that crosses through fall foliage, The Windham Path is the perfect place to slow down and take in nature. And if you’re feeling more adventurous, you can bike or run the loop.
8. Get Crafty at Wylder Hotel
If you’re looking for things to do in Windham this fall, we recommend checking out the calendar of events at Wylder Hotel. Hosting several unique autumn-inspired events, you can find everything from cocktail making classes, to fall crafts, and more. So gather your friends or family and head to Wylder for a fun fall event.