The Best Hotels Closest to Windham Mountain Resort in Windham for 2026

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Windham Mountain Resort hotels

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 room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

A building with a porch and outdoor seating area.

1. Albergo Allegria Hotel

2.7 km from Windham Mountain Resort

Roy

₩235,270

₩254,092 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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.

2. Hotel Vienna

2.6 km from Windham Mountain Resort

Paul

₩157,207

₩193,181 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A pool table with balls and a cue stick.

3. Jimmy OConnors Windham Mountain Inn

1.9 km from Windham Mountain Resort

James

₩180,971

₩195,449 total

includes taxes & fees

Sep 30 - Oct 1

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

A wooden cabin with a balcony, surrounded by snow-covered trees.

4. Eastwind Windham

2.9 km from Windham Mountain Resort

Sharon

₩332,282

₩399,742 total

includes taxes & fees

Oct 4 - Oct 5

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

5. Antique Rose Inn Windham

2.9 km from Windham Mountain Resort

David

₩182,799

₩197,423 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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

6. The Winwood Condominiums

2.5 km from Windham Mountain Resort

Abdul

₩202,095

₩218,263 total

includes taxes & fees

Sep 30 - Oct 1

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.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

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

7. Wylder Hotel Windham

2.8 km from Windham Mountain Resort

Yousung

₩363,752

₩460,780 total

includes taxes & fees

Oct 29 - Oct 30

A bedroom with a large window, a bed, and a view of a forest.

A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.

A wooden cabin with a door, surrounded by greenery and a stone pathway.

A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

8. The Haüs Windham

2.5 km from Windham Mountain Resort

Erica

₩167,341

₩383,826 total

includes taxes & fees

Oct 7 - Oct 8

9. Windham NY Escape

3 km from Windham Mountain Resort

Miguel

₩580,896

₩734,338 total

includes taxes & fees

Sep 30 - Oct 1

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-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

10. Hotel Mountain Brook

14.4 km from Windham Mountain Resort

Kristen

₩303,312

₩327,577 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.

11. The Colonial Motel

21 km from Windham Mountain Resort

Eric

₩120,648

₩132,699 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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.

12. Mountain Treasure B&B

5.4 km from Windham Mountain Resort

Daniel

₩224,776

₩242,758 total

includes taxes & fees

Oct 20 - Oct 21

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

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

13. Hunter Lodge, a Bluebird by Lark

11 km from Windham Mountain Resort

Shubhangi

₩197,965

₩243,049 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

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

14. Kaatskill Mountain Club & Condos by Vail Resorts

10.1 km from Windham Mountain Resort

Ryan

₩267,606

₩318,668 total

includes taxes & fees

Sep 30 - Oct 1

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

A wooden sign for Black Bear Lodge with a phone number.

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

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

15. Black Bear Lodge

11.3 km from Windham Mountain Resort

Gerald

₩201,756

₩217,897 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

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.

16. SunView Motel

15.1 km from Windham Mountain Resort

Victoria

₩141,162

₩152,455 total

includes taxes & fees

Oct 4 - Oct 5

A swimming pool with lounge chairs and potted plants.

A two-story motel with a central staircase, balconies, and a grassy front yard.

A two-story building with a large front porch, a chimney, and a balcony.

A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

17. Moore's Motel

15 km from Windham Mountain Resort

₩162,488

₩175,487 total

includes taxes & fees

Sep 30 - Oct 1

View all properties

Top Windham Mountain Resort Hotel Reviews

Albergo Allegria Hotel

10/10 Excellent

"Really nice, quaint place. We stayed here for a wedding in town, so didn’t really get to explore the property all that much. But, it is much nicer than it appeared online. Would come back here again."

Hotel Vienna

10/10 Excellent

"Very nice property with very nice rooms and great staff. Would definitely recommend!"

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."

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"

Cave Mountain Motel

10/10 Excellent

"The motel was clean. Staff friendly and very helpful. Staff went out of way to be helpful even for disabled."

Windham NY Escape

10/10 Excellent

"The best "

Other attractions near Windham Mountain Resort

Windham Country Club

8.4/10 (20 reviews)

Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.

See properties

Windham Vineyards and Winery

9.0/10 (15 reviews)

You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.

See properties

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?

See properties

Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area.

See properties

Elm Ridge Wild Forest

Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and coffeehouses in this relaxing area.

See properties

Northern Express Ski Lift

8.0/10 (13 reviews)

You can take time to visit Northern Express Ski Lift during your travels to Hunter. Discover the mountain views while you're in the area.

See properties

Zephyr Express Ski Lift

8.0/10 (23 reviews)

You can take time to visit Zephyr Express Ski Lift during your travels to Hunter. Discover the mountain views in this relaxing area.

See properties

Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area.

See properties

Frequently asked questions

What's the area like around Windham Mountain Resort?

Windham Mountain Resort is located in an area of Windham known for its magnificent mountain views. If you're looking for a convenient place to stay, check out the 53 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Windham Mountain Resort?

Hotel Vienna is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 1.6 mi (2.6 km) from Windham Mountain Resort. Other good options within 5 miles include Jimmy OConnors Windham Mountain Inn and Wylder Hotel Windham.

How many hotels will I be able to find close to Windham Mountain Resort?

Expedia has 53 hotels and other accommodations within a mile from Windham Mountain Resort.

If I need to cancel the hotel reservation for my stay near Windham Mountain Resort, will I receive a refund?

Yes, most hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the top deals on offer near Windham Mountain Resort.

Where can I learn more about changing or cancelling my trip in the area near Windham Mountain Resort?

For additional details about rescheduling or cancelling your stay near Windham Mountain Resort, go to https://www.expedia.com/service/.

What can I see and do near Windham Mountain Resort?

Explore nature at Elm Ridge Wild Forest and Ashland Park. You might plan a visit to Windham Country Club or Windham Vineyards and Winery while you're in the area. A visit to Ashland Town Hall is worth the trip when you're visiting.

Find hotels near Windham Mountain Resort, Windham from ₩132,699

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windham Mountain Resort hotels

1. Albergo Allegria Hotel

2. Hotel Vienna

3. Jimmy OConnors Windham Mountain Inn

4. Eastwind Windham

5. Antique Rose Inn Windham

6. The Winwood Condominiums

7. Wylder Hotel Windham

8. The Haüs Windham

9. Windham NY Escape

10. Hotel Mountain Brook

11. The Colonial Motel

12. Mountain Treasure B&B

13. Hunter Lodge, a Bluebird by Lark

14. Kaatskill Mountain Club & Condos by Vail Resorts

15. Black Bear Lodge

16. SunView Motel

17. Moore's Motel

Top Windham Mountain Resort Hotel Reviews

Albergo Allegria Hotel

Hotel Vienna

Jimmy OConnors Windham Mountain Inn

The Winwood Condominiums

Cave Mountain Motel

Windham NY Escape

Other attractions near Windham Mountain Resort

Windham Country Club

Windham Vineyards and Winery

Ashland Town Hall

Ashland Park

Elm Ridge Wild Forest

Northern Express Ski Lift

Zephyr Express Ski Lift

Huntersfield State Forest

Frequently asked questions