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
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Windham ski hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A wooden covered bridge in a forested area with a paved path leading to it.
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.
NT$3,700
NT$4,547 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Vienna
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 pool table with balls and a cue stick.
A bar with wooden chairs, a bar counter, and various bottles and glasses.

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
NT$4,719
NT$5,096 total
includes taxes & fees
Sep 24 - Sep 25
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 dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

3. 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.
NT$4,757
NT$5,137 total
includes taxes & fees
Sep 17 - Sep 18
The Winwood Condominiums
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.
NT$5,521
NT$5,963 total
includes taxes & fees
Sep 17 - Sep 18
Albergo Allegria Hotel
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.
A grassy field with a bench and a mountain in the background.
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.

5. 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.
NT$4,430
NT$4,784 total
includes taxes & fees
Oct 1 - Oct 2
Cave Mountain Motel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A garden with blooming pink flowers and green grass.
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.

6. 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.
NT$4,290
NT$4,633 total
includes taxes & fees
Sep 17 - Sep 18
Antique Rose Inn Windham
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
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 wooden cabin with a balcony, surrounded by snow-covered trees.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

7. Eastwind Windham

Eastwind Windham
Windham
NT$7,821
NT$9,409 total
includes taxes & fees
Sep 20 - Sep 21
Eastwind Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
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.

8. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Discover winter thrills at Wylder Hotel Windham, just steps from pristine ski slopes and cozy fireside retreats.
NT$8,212
NT$10,462 total
includes taxes & fees
Sep 27 - Sep 28
Wylder Hotel Windham
View all properties

Choose what matters most at ski hotels in Windham

Resort
4 stars
5 stars
Spa
Family-friendly

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice view of the mountains"
Eileen 1-night trip
Posted 2 days ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"We stayed here once before. Staff were nice. Room was okay. Kinda old. But okay for a short stay. Internet was in and out. Bathroom water never got real hot for showers. Toilet was very low... my knees were in my mouth. The toilet bowl seat was close to broken. We MAY come back if necessary. Hopefully, some of our current concerns will be remedied. Thanks"
Richard 2-night trip
Posted 3 days ago
Howard Johnson by Wyndham Saugerties
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay"
Dorothy 2-night trip
Posted 5 days ago
The Winwood Condominiums

Explore a world of travel with Expedia