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Stay

Windham has a wealth of beautiful places to stay during your trip to the mountain. From bed and breakfasts to cabins in the woods, there's plenty of funny and different options to experience!

Places

Beds on Clouds - Catskill Lodging

Situated atop majestic Windham Mountain, Beds on Clouds is a jewel in the crown of the Great Northern Catskill Mountains. Windham is considered the “Gem of the Catskills” and the “Land in the Sky”, making Beds on Clouds the ideal Windham, NY Boutique Hotel for experiencing spectacular views of our historic town. Revel in the beauty of our guest rooms all featuring hand painted clouds by Artist Betty Sweet on each bedroom ceiling. Enjoy a restful night’s sleep with feather beds, down comforters and pillows. Room rates start at $99/night during midweek and $125/night on weekends.

East Wind Hotel

This is the place for your getaway, whether it's to gather with family and friends, run away for a quiet escape or a new adventure. Eastwind is a year-around boutique hotel nestled on a quaint hillside in Windham, NY, surrounded by the beautiful landscape of the Catskill Mountains.

The Thompson House

Nestled in the picturesque Catskill Mountains, The Thompson House offers breathtaking views. The traditional hospitality, wholesome entertainment, and location next to Windham Country Club bring people back to this Northern Catskill Mountain resort. South Mountain provides the backdrop for our family resort. The Thompson House has something for everyone! Whether your vacation plans call for an action packed day or a quiet escape, The Thompson House is the perfect setting.

The Mountain House

Welcome to the Mountain House, The Perfect 4 Season Getaway. Boasting a Newly constructed Natural Swimming Pond- 8 bedrooms, 6.5 baths and a dining room table that seats 22 there is room for the whole family! Sitting on 5 acres with views of 4 of the highest peaks in the Catskills. 8 Bedrooms, 6.5 Bathrooms, Sleeps 22 Welcome to the Mountain House. Sitting on five beautiful acres with views of 4 of the highest peaks in the Catskills, and now featuring The Natural Swimming Pond, this is the perfect family getaway spot for all seasons.

Hotel Vienna

Looking for Windham, New York hotels nestled within the beauty of the Northern Catskills Mountains? Hotel Vienna provides guests with a comfortable lodging experience. We offer 30 Windham, New York chalet-style hotel accommodations for a relaxing upstate New York stay. Hotel Vienna is centrally located to Woodstock, Hudson and Cooperstown and close to Windham Mountain and Hunter Mountain

Cave Mountain Motel

Come and enjoy the relaxed and friendly hospitality that is Cave Mountain Motel. We are located in the Northern Catskills, 1.5 miles west of the picturesque Village of Windham, and 10 miles North of Hunter Mountain. Our motel is directly across from Cave Mountain, affording a beautiful, ever changing view from our front door. Enjoy the impressive sights nature has to offer across the mountains as the seasons change. You might even catch a glimpse of a black bear, coyote, or mountain lion.

Catskill Lodge

Built in 1893, our Victorian home offers historic charm, modern amenities, and a relaxed, communal feel. Start your morning with a freshly prepared hot breakfast. In the evening, gather round the campfire or soak in the hot tub while gazing at the star-studded sky. Catskill Lodge, a registered historic site, sits atop a hill on five lush acres of property, complete with our own wooded nature trail and plenty of friendly wildlife

Christman's Windham House

Set on 300 acres, this Colonial-era inn and golf resort is 2 miles from both Windham Village and Windham Mountain Ski Resort.Casual rooms in the original inn and 4 annexes are decorated in a traditional style and include free Wi-Fi, cable TV and minifridges; some add porches, balconies, fireplaces, kitchenettes and/or whirlpool tubs.

Union and Post - Windham, N.Y.

Union + Post is a boutique hotel and restaurant set in New York’s Northern Catskills. An authentic four-season experience with natural surroundings and design-minded accommodations.

Winwood Inn

Nestled a few minutes away from Windham mountain is the Winwood inn offering cozy rooms and beautiful restaurant on the main floor

Rodrigue & Sons, LLC

Premier four-season short-term rentals on Windham Mountain catering to families and corporate retreats. Luxury properties include 4 to 7 bedroom homes with direct trailside ski-in / ski-out access.