Our Favorites in Windham
Food scene
Enjoy live music, great food, and a fun atmosphere. Behind the restaurant is a music stage, firepit, outdoor seating, beach volleyball court, and fun games for the kids.
214 locals recommend
Chicken Run Family Restaurant and Steak House
5639 NY-23Enjoy live music, great food, and a fun atmosphere. Behind the restaurant is a music stage, firepit, outdoor seating, beach volleyball court, and fun games for the kids.
Delicious steak and cheeseburgers are waiting for you here! Enjoy the rustic atmosphere in this favorite on the main street in town.
26 locals recommend
Prime
5335 NY-23Delicious steak and cheeseburgers are waiting for you here! Enjoy the rustic atmosphere in this favorite on the main street in town.
We love coming to Nana Gail's for breakfast. Family run, the restaurant is cozy and charming
27 locals recommend
Nana Gail's
387 NY-296We love coming to Nana Gail's for breakfast. Family run, the restaurant is cozy and charming
My favorite coffee shop - a trip to Windham isn't complete without stopping in Higher Grounds. Enjoy beautiful photography of fall foliage, mountains covered in snow, and nature scenes by local photographer Francis X. Driscoll. The "Big Hollow Blend" coffee is a favorite type of brew to enjoy. Higher Grounds also has delicious sandwiches - we recommend the Caprese Panini and Veggie Wraps
48 locals recommend
Higher Grounds
61 NY-296My favorite coffee shop - a trip to Windham isn't complete without stopping in Higher Grounds. Enjoy beautiful photography of fall foliage, mountains covered in snow, and nature scenes by local photographer Francis X. Driscoll. The "Big Hollow Blend" coffee is a favorite type of brew to enjoy. Higher Grounds also has delicious sandwiches - we recommend the Caprese Panini and Veggie Wraps
Delicious Italian food awaits you at this white-tablecloth restaurant. It's a cozy place to enjoy a classic meal, in a classy atmosphere. We recommend choosing Vesuvio to celebrate special occasions such as birthdays, anniversaries, and when dining with large groups.
62 locals recommend
Vesuvio
49 Co Rd 65Delicious Italian food awaits you at this white-tablecloth restaurant. It's a cozy place to enjoy a classic meal, in a classy atmosphere. We recommend choosing Vesuvio to celebrate special occasions such as birthdays, anniversaries, and when dining with large groups.
Ze Windham Wine Bar
5369 Main StreetA cute and charming place to enjoy wine, cheese, and more!
A trip to Windham isn't complete without stopping by the Country Store. Pick up some local honey, homemade jams & breads, balsam gifts, and more.
105 locals recommend
Catskill Mountain Country Store - Windham
5510 NY-23A trip to Windham isn't complete without stopping by the Country Store. Pick up some local honey, homemade jams & breads, balsam gifts, and more.
Spa Experiences
Alpine Spa At Windham Mountain Resort
11 Resort DrEnjoy a wonderful massage in the spa. Afterwards, you can upgrade your experience by purchasing a day pass to the outdoor heated pool (it's open year-round, and kept as hot as a jacuzzi! There is an entrance to the pool from inside the building, so you never have to step outside).
6 locals recommend
Kaatskill Mountain Club
62 Liftside DrEnjoy a wonderful massage in the spa. Afterwards, you can upgrade your experience by purchasing a day pass to the outdoor heated pool (it's open year-round, and kept as hot as a jacuzzi! There is an entrance to the pool from inside the building, so you never have to step outside).
Skiing, Snowboarding, and Snow Tubing
Hunter Mountain offers more options and slopes for the advanced skiier or snowboarder.
FYI - If you are looking for a more family-friendly place, we recommend Windham Mountain instead.
892 locals recommend
Hunter Mountain
Hunter Mountain offers more options and slopes for the advanced skiier or snowboarder.
FYI - If you are looking for a more family-friendly place, we recommend Windham Mountain instead.
Windham Mountain is a family-friendly ski place, and offers great lessons for first timers. Enjoy the waffle house located on the slope, and great views of the Catskills from the top and the chair lifts.
We also recommend relaxing inside and enjoying the view - save us a seat at the bonfire pit!
20 locals recommend
Windham Mountain Village
Windham Mountain is a family-friendly ski place, and offers great lessons for first timers. Enjoy the waffle house located on the slope, and great views of the Catskills from the top and the chair lifts.
We also recommend relaxing inside and enjoying the view - save us a seat at the bonfire pit!
Walking & Hiking Paths
The Windham Path is a beloved part of the Catskills. Approximately 2 miles long, the path will take you alongside fields of tall grass, a rumbling river, over a covered bridge, and through patches of tall trees.
There are some hills (not very strenuous) on the path. It is a local favorite place to stretch your legs and take in the great views of the mountains.
114 locals recommend
The Windham Path
4982 NY-23The Windham Path is a beloved part of the Catskills. Approximately 2 miles long, the path will take you alongside fields of tall grass, a rumbling river, over a covered bridge, and through patches of tall trees.
There are some hills (not very strenuous) on the path. It is a local favorite place to stretch your legs and take in the great views of the mountains.
Kaaterskill Falls offers breathtaking views, a tremendous waterfall, and moderate-to-more-strenuous hiking options.
Please note - to access the hiking path, it is necessary to park in a lot and walk alongside a highway (roughly 5 min walk). There is not a sidewalk along the highway, so we recommend exercising caution when walking to the path.
It is also not recommended to hike directly behind the waterfall, or to cliff dive, as this can result in serious injury.
668 locals recommend
Kaaterskill Falls
Kaaterskill Falls offers breathtaking views, a tremendous waterfall, and moderate-to-more-strenuous hiking options.
Please note - to access the hiking path, it is necessary to park in a lot and walk alongside a highway (roughly 5 min walk). There is not a sidewalk along the highway, so we recommend exercising caution when walking to the path.
It is also not recommended to hike directly behind the waterfall, or to cliff dive, as this can result in serious injury.