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

Find Ski Hotels in Windham, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Ski Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Windham ski hotels

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 woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

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.
￥18,353
￥22,552 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
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 triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
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.

2. Eastwind Windham

Eastwind Windham
Windham
￥36,940
￥44,604 total
includes taxes & fees
Nov 15 - Nov 16
Eastwind Windham
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.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Discover winter thrills at Wylder Hotel Windham, just steps from pristine ski slopes and cozy fireside retreats.
￥24,069
￥33,898 total
includes taxes & fees
Oct 30 - Oct 31
Wylder Hotel Windham
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 building with a porch and outdoor seating area.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

4. 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.
￥27,466
￥29,663 total
includes taxes & fees
Oct 18 - Oct 19
Albergo Allegria Hotel
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.
A pool table with balls and a cue stick.
A glass of beer with a logo on it, placed on a straw surface.

5. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
￥21,128
￥22,818 total
includes taxes & fees
Oct 18 - Oct 19
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 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.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

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.
￥26,716
￥28,853 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 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.

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.
￥21,341
￥23,048 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 kitchen with wooden cabinets, a refrigerator, and a window overlooking greenery.
A hotel room with two beds, wooden paneling on the walls, and two framed pictures.
A grassy field with a bench and a mountain in the background.

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.
￥21,973
￥23,731 total
includes taxes & fees
Nov 12 - Nov 13
Cave Mountain Motel
A two-story building with large windows and a storefront.
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.
A dining area with a table and chairs, a lamp, a shelf with kitchen items, and a view through a window with curtains.

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.
￥11,858
￥21,344 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.
An indoor swimming pool area with a hot tub, seating, and a caution sign.
A modern building with large windows, a covered outdoor area with seating, and a pool.
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
￥31,620
￥84,350 total
includes taxes & fees
Oct 19 - Oct 20
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
View all properties

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
"We had a pleasant stay at Sunview Motel. The staff were helpful and responsive when we reached out for assistance. The room served our needs, and we appreciated the support during our visit. Overall, we had a good experience and thank the staff for their help."
Fengsuey 2-night trip
Posted 22 hours ago
SunView Motel
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Clean room and helpful staff, good location."
Hongtao 1-night trip
Posted 1 day ago
Hotel Vienna
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
Zihe 1-night trip
Posted 3 days 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 7 days ago
Albergo Allegria Hotel

Explore a world of travel with Expedia