A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check availability on Windham Ski Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Windham ski hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.
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.

1. Hotel Vienna

Hotel Vienna
Windham
  • Discover snowy splendor at Hotel Vienna where ski adventures await just minutes from Windham Mountain Resort's powdery slopes.
￥18,346
￥22,543 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Discover winter thrills at Wylder Hotel Windham, just steps from pristine ski slopes and cozy fireside retreats.
￥24,056
￥33,881 total
includes taxes & fees
Oct 30 - Oct 31
Wylder Hotel Windham
A large, two-story house with multiple porches and string lights.
A building with a porch and outdoor seating area.
A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

3. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
  • Explore snowy adventures at this Victorian bed & breakfast near Windham Mountain Resort, offering ski storage and gear rentals.
￥27,456
￥29,652 total
includes taxes & fees
Oct 19 - Oct 20
Albergo Allegria Hotel
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.

4. Eastwind Windham

Eastwind Windham
Windham
￥35,117
￥42,569 total
includes taxes & fees
Nov 18 - Nov 19
Eastwind Windham
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A glass of beer with a logo on it, placed on a straw surface.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

5. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
￥21,119
￥22,809 total
includes taxes & fees
Oct 19 - Oct 20
Jimmy OConnors Windham Mountain Inn
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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
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.

6. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Dive into winter magic at Windham Mountain Club with ski passes, lessons, and free shuttle to slopes just steps away.
￥26,705
￥28,841 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.
A garden with blooming pink flowers and green grass.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
  • Discover alpine adventure at this Victorian bed & breakfast, with ski passes and shuttle to nearby winter wonderland resorts.
￥21,333
￥23,040 total
includes taxes & fees
Oct 19 - Oct 20
Antique Rose Inn Windham
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 kitchen with wooden cabinets, a refrigerator, and a window overlooking greenery.

8. Cave Mountain Motel

Cave Mountain Motel
Windham
  • Ski enthusiasts delight in this mountain motel's proximity to Windham Mountain Resort, offering cozy rooms and adventure at your doorstep.
￥21,965
￥23,722 total
includes taxes & fees
Nov 1 - Nov 2
Cave Mountain Motel
A two-story building with large windows and a storefront.
A small, cozy room with a bed, a table with plates, a microwave, and a shelf with mugs.
A snow-covered tractor in a snowy landscape with trees.
A house with a snow-covered roof, surrounded by snow-laden trees and a mountainous backdrop.

9. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
  • Experience downtown Windham's winter charm with easy access to mountain adventures just steps from this cozy ski studio.
￥11,852
￥21,333 total
includes taxes & fees
Nov 1 - Nov 2
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.
A modern building with large windows, a covered outdoor area with seating, and a pool.
A spacious living area with a wooden staircase, a kitchen in the background, and a large window providing a view of the outdoors.
A modern living room with a stone fireplace, a large grey sectional sofa, a flat-screen TV, and a 'FAMILY' sign on the wall.

10. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
￥28,918
￥81,065 total
includes taxes & fees
Oct 20 - Oct 21
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
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Choose what matters most at ski hotels in Windham

Resort
4 stars
5 stars
Spa
Family-friendly

Top Windham Hotel Reviews

SunView Motel

SunView Motel

10/10 Excellent
"There’s nothing about the hotel that I could complain about!"
Erick 2-night trip
Posted less than an hour ago
SunView Motel
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Winwood is an excellent choice if you’re looking to explore the Catskills! It is located just up the road from amazing restaurants and shops in Windham. The staff is amazing. There are so many amenities for adults and kids. 10/10 recommendation!"
Melissa 1-night trip
Posted 10 hours ago
The Winwood Condominiums
Albergo Allegria Hotel

Albergo Allegria Hotel

10/10 Excellent
"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."
Staci 1-night trip
Posted 9 days ago
Albergo Allegria Hotel

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