Top 10 Hotels Near 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

Next weekend

In two weeks

Our top choices for Windham Mountain Resort hotels

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

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

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

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

1. Albergo Allegria Hotel

2.7 km from Windham Mountain Resort

Roy

RM709

RM766 total

includes taxes & fees

19 Oct - 20 Oct

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

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

2. Hotel Vienna

2.6 km from Windham Mountain Resort

Hongtao

RM474

RM582 total

includes taxes & fees

29 Oct - 30 Oct

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.

3. Cave Mountain Motel

3.1 km from Windham Mountain Resort

Nancy

RM567

RM613 total

includes taxes & fees

1 Nov - 2 Nov

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

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

4. Eastwind Windham

2.9 km from Windham Mountain Resort

Sharon

RM954

RM1,151 total

includes taxes & fees

15 Nov - 16 Nov

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

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

5. Wylder Hotel Windham

2.8 km from Windham Mountain Resort

Yassaman Modarres

RM621

RM875 total

includes taxes & fees

30 Oct - 31 Oct

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

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

A garden with blooming pink flowers and green grass.

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

6. Antique Rose Inn Windham

2.9 km from Windham Mountain Resort

David

RM551

RM595 total

includes taxes & fees

19 Oct - 20 Oct

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

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

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

7. The Winwood Condominiums

2.5 km from Windham Mountain Resort

Zihe

RM690

RM745 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

8. The Haüs Windham

2.5 km from Windham Mountain Resort

Erica

RM759

RM1,432 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

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

9. Hotel Mountain Brook

14.4 km from Windham Mountain Resort

Kristen

RM914

RM987 total

includes taxes & fees

17 Nov - 18 Nov

A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

A wooden room with a bed, a window with curtains, a nightstand with a lamp, and a vase with flowers.

A wooden deck with a fire pit surrounded by Adirondack chairs.

A bar area with wooden bar stools, a fireplace, and a variety of bottles and glasses on shelves.

10. Deer Mountain Inn

13.7 km from Windham Mountain Resort

Julia

RM1,616

RM1,856 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".

11. The Colonial Motel

21 km from Windham Mountain Resort

Eric

RM364

RM400 total

includes taxes & fees

19 Oct - 20 Oct

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

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

RM678

RM732 total

includes taxes & fees

20 Oct - 21 Oct

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

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

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

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

13. Hunter Lodge, a Bluebird by Lark

11 km from Windham Mountain Resort

Marina

RM517

RM646 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

14. Kaatskill Mountain Club & Condos by Vail Resorts

10.1 km from Windham Mountain Resort

Ryan

RM733

RM873 total

includes taxes & fees

16 Nov - 17 Nov

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

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.

Two white Adirondack chairs in a forest with fallen leaves.

15. Black Bear Lodge

11.3 km from Windham Mountain Resort

Adam

RM608

RM657 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with lounge chairs and potted plants.

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

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

A hotel room with two beds, a desk, a chair, and a TV on a stand.

16. Moore's Motel

15 km from Windham Mountain Resort

Marika

RM490

RM529 total

includes taxes & fees

19 Oct - 20 Oct

View all properties

Compare popular hotels close to Windham Mountain Resort

Property	Property class	Guest rating
Albergo Allegria Hotel	9.6 Exceptional 289 reviews	View
Hotel Vienna	9.4 Exceptional 888 reviews	View
Cave Mountain Motel	9.4 Exceptional 151 reviews	View
Eastwind Windham	9.2 Wonderful 121 reviews	View
Wylder Hotel Windham	9.0 Wonderful 131 reviews	View

Top Windham Mountain Resort Hotel Reviews

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!"

The Haüs Windham

10/10 Excellent

"Definitely see this place its great"

Antique Rose Inn Windham

8/10 Good

"Beautiful old home, clean, very comfortable bed, nice breakfast. The only downside was a shared bathroom with 3 rooms. Expedia didn't show that, we wouldn't have booked it if we knew. Very nice host."

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."

Cave Mountain Motel

10/10 Excellent

"Room was very clean and quiet would be nice to have a small microwave . It was very convenient to restaurants and Hunter Mountain."

Jimmy OConnors Windham Mountain Inn

8/10 Good

"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."

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 cafes 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 cafes 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 cafes 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, take a look at the 51 hotels and other accommodation options 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 traveller 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 should I expect to find close to Windham Mountain Resort?

Expedia has 51 hotels and other accommodation options 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! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best deals near Windham Mountain Resort.

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.

Hotels near Windham Mountain Resort

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. Cave Mountain Motel

4. Eastwind Windham

5. Wylder Hotel Windham

6. Antique Rose Inn Windham

7. The Winwood Condominiums

8. The Haüs Windham

9. Hotel Mountain Brook

10. Deer Mountain Inn

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. Moore's Motel

Compare popular hotels close to Windham Mountain Resort

Top Windham Mountain Resort Hotel Reviews

The Winwood Condominiums

The Haüs Windham

Antique Rose Inn Windham

Albergo Allegria Hotel

Cave Mountain Motel

Jimmy OConnors Windham Mountain Inn

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