Ski Hotels in Windham

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Ski Hotels in Windham

A log cabin with a deck, outdoor seating, and a view of a forest.

A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

A wooden covered bridge in a forested area with a paved path leading to it.

1. Hotel Vienna

Windham

Ski lifts nearby
Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby

$129

$157 total

includes taxes & fees

Oct 1 - Oct 2

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A compact living space with a kitchen, dining area, and seating.

A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

2. The Winwood Condominiums

Windham

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski equipment rentals nearby
Ski shuttle included

$169

$183 total

includes taxes & fees

Sep 24 - Sep 25

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

3. Antique Rose Inn Windham

Windham

Snowboarding nearby
Ski passes
Ski equipment rentals nearby
Ski shuttle

$135

$146 total

includes taxes & fees

Sep 24 - Sep 25

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A pool table with balls and a cue stick.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

4. Jimmy OConnors Windham Mountain Inn

Windham

Snowboarding on site
Ski passes

$134

$144 total

includes taxes & fees

Oct 6 - Oct 7

A large, two-story house with multiple porches and string lights.

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

A building with a porch and outdoor seating area.

5. Albergo Allegria Hotel

Windham

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski equipment rentals nearby

$174

$188 total

includes taxes & fees

Sep 24 - Sep 25

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

A hotel room with two beds, wooden paneling on the walls, and two framed pictures.

A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

A grassy field with a bench and a mountain in the background.

6. Cave Mountain Motel

Windham

Ski passes

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A bar area with wooden beams, a bar counter, and four bar stools.

A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

7. Eastwind Windham

Windham

Ski lifts nearby
Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby
Sauna

$289

$344 total

includes taxes & fees

Sep 24 - Sep 25

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

8. Wylder Hotel Windham

Windham

Snowboarding nearby

$300

$374 total

includes taxes & fees

Sep 24 - Sep 25

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

A bedroom with a large window offering a view of a forested mountain.

9. Hunter Lodge, a Bluebird by Lark

Hunter

Ski lifts nearby
Snowboarding nearby

$144

$177 total

includes taxes & fees

Oct 5 - Oct 6

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.

A bathroom with three sinks, a trash can, and a chair.

A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.

10. SunView Motel

Tannersville

Ski lifts nearby
Snowboarding nearby
Ski passes

$118

$128 total

includes taxes & fees

Oct 1 - Oct 2

A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.

A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

A chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.

11. The Perch Hotel

East Windham

Ski lifts nearby
Snowboarding nearby
Ski equipment rentals nearby

$208

$225 total

includes taxes & fees

Sep 24 - Sep 25

A multi-story building with outdoor seating and a stone-paved patio.

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

12. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ski lifts nearby
Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby
2 hot tubs

$198

$235 total

includes taxes & fees

Sep 24 - Sep 25

A park with Adirondack chairs and a table, surrounded by trees.

A dining table set with breakfast items, a red mug, and a glass of orange juice.

A vintage car parked in front of a house surrounded by trees.

A lamp post in a grassy area with autumn foliage in the background.

13. Mountain Treasure B&B

Maplecrest

Ski passes
Ski equipment rentals nearby

$166

$179 total

includes taxes & fees

Oct 18 - Oct 19

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

14. Hotel Mountain Brook

Tannersville

Free breakfast
Pet friendly
Free parking
Free WiFi
Bar
Non-smoking

$204

$220 total

includes taxes & fees

Sep 30 - Oct 1

A covered porch with outdoor seating, a staircase, and potted plants.

A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

15. The Colonial Motel

Grand Gorge

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning

$89

$98 total

includes taxes & fees

Sep 30 - Oct 1

A river flowing through a forested area with rocks and autumn-colored trees.

Two white Adirondack chairs in a forest with fallen leaves.

A dining area with a wooden table and a single green chair.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

16. Black Bear Lodge

Prattsville

Ski passes

$149

$161 total

includes taxes & fees

Sep 27 - Sep 28

A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.

A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

17. Spark by Hilton West Coxsackie

West Coxsackie

Snowboarding nearby
Ski passes

$89

$97 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

A modern kitchen with dark cabinets, a brick backsplash, and a central island.

A covered outdoor seating area with picnic tables and umbrellas, surrounded by a forest.

A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.

18. Starlite Motel

Big Indian

Ski passes

$125

$140 total

includes taxes & fees

Sep 24 - Sep 25

A dining area with a stone fireplace, wooden beams, and large windows.

A hammock between trees, a red cabin, and a blue chair in a wooded area.

A spacious living room with a stone fireplace, wooden beams, and large windows.

19. Phoenicia Lodge

Phoenicia

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski equipment rentals nearby
Ski shuttle nearby

$192

$215 total

includes taxes & fees

Sep 28 - Sep 29

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Discover your perfect ski hotel in Windham

Resort

4 stars

5 stars

Spa

Family-friendly

Top landmarks in Windham

Windham Mountain Resort

9.0/10 (313 reviews)

Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.

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Windham Country Club

8.4/10 (20 reviews)

You might want to practice your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.

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Windham Vineyards and Winery

9.0/10 (15 reviews)

Travelers might want a tour of Windham Vineyards and Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Windham.

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Huntersfield State Forest

Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay.

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Elm Ridge Wild Forest

Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay.

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Ashland Park

Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay.

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