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

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Our top choices for Windham Mountain Resort hotels

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

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

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

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

₩232,955

₩251,591 total

includes taxes & fees

Sep 13 - Sep 14

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 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.

2. Hotel Vienna

2.6 km from Windham Mountain Resort

Jerrold

₩139,106

₩173,486 total

includes taxes & fees

Sep 10 - Sep 11

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

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.

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

3. Eastwind Windham

2.9 km from Windham Mountain Resort

Claire

₩325,910

₩392,349 total

includes taxes & fees

Sep 16 - Sep 17

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

A garden with blooming pink flowers and green grass.

4. Antique Rose Inn Windham

2.9 km from Windham Mountain Resort

David

₩181,001

₩195,481 total

includes taxes & fees

Sep 10 - Sep 11

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 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.

5. The Winwood Condominiums

2.5 km from Windham Mountain Resort

Abdul

₩200,107

₩216,116 total

includes taxes & fees

Sep 13 - Sep 14

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.

6. Wylder Hotel Windham

2.8 km from Windham Mountain Resort

Yousung

₩342,238

₩436,654 total

includes taxes & fees

Sep 24 - Sep 25

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

A pool table with balls and a cue stick.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

7. Jimmy OConnors Windham Mountain Inn

1.9 km from Windham Mountain Resort

"This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would...

Jeffrey

₩199,101

₩215,031 total

includes taxes & fees

Sep 13 - Sep 14

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

A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

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.

8. The Haüs Windham

2.5 km from Windham Mountain Resort

"Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up...

Raven Jane

₩125,148

₩444,859 total

includes taxes & fees

Sep 10 - Sep 11

9. Windham NY Escape

3 km from Windham Mountain Resort

Miguel

₩575,182

₩727,115 total

includes taxes & fees

Sep 10 - Sep 11

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

10. Hotel Mountain Brook

14.4 km from Windham Mountain Resort

Qiang

₩235,463

₩254,300 total

includes taxes & fees

Sep 15 - Sep 16

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

₩119,461

₩131,406 total

includes taxes & fees

Sep 13 - Sep 14

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

A wooden interior with a staircase, a wooden desk with a lamp, and a vase with flowers.

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

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

12. Deer Mountain Inn

13.7 km from Windham Mountain Resort

"Where do I begin? My husband and I fell in love with this property from the moment we arrived. The staff were all so kind and helpful, from the front desk to the bartenders and servers in the restaurant. Our room was one of the cozier ones but was so well decorated with custom window treatments, wood paneling, Frette towels, sheets and robes. We enjoyed a wonderful dinner, the hiking trails on property, as well all of the little spots to sit an enjoy happy hour drinks and bites, which were...

Kylene

₩530,937

₩609,613 total

includes taxes & fees

Sep 14 - Sep 15

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 vintage car parked in front of a house surrounded by trees.

A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

13. Mountain Treasure B&B

5.4 km from Windham Mountain Resort

Daniel

₩226,587

₩244,714 total

includes taxes & fees

Sep 10 - Sep 11

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 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.

14. Hunter Lodge, a Bluebird by Lark

11 km from Windham Mountain Resort

Yaacov

₩181,202

₩224,658 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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

15. Kaatskill Mountain Club & Condos by Vail Resorts

10.1 km from Windham Mountain Resort

Nuria

₩264,959

₩315,505 total

includes taxes & fees

Sep 14 - Sep 15

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 wooden sign for Black Bear Lodge with a phone number.

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

16. Black Bear Lodge

11.3 km from Windham Mountain Resort

Gerald

₩199,772

₩215,754 total

includes taxes & fees

Sep 10 - Sep 11

A swimming pool with lounge chairs and potted plants.

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

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.

17. Moore's Motel

15 km from Windham Mountain Resort

Cory

₩160,890

₩173,761 total

includes taxes & fees

Sep 11 - Sep 12

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Compare popular hotels close to Windham Mountain Resort

Property	Property class	Guest rating
Albergo Allegria Hotel	9.6 Exceptional 286 reviews	View
Hotel Vienna	9.4 Exceptional 866 reviews	View
Eastwind Windham	9.2 Wonderful 116 reviews	View
Antique Rose Inn Windham	9.0 Wonderful 137 reviews	View
The Winwood Condominiums	8.8 Excellent 363 reviews	View

Top Windham Mountain Resort Hotel Reviews

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲"

Hotel Vienna

10/10 Excellent

"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"

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."

The Winwood Condominiums

10/10 Excellent

"Clean room with nice couch plus kitchenette. Enjoyed setting on patio. Great location, easy walk into town with several restaurants."

Eastwind Windham

10/10 Excellent

"The staff was friendly and the room was clean and comfortable. Would love to come back again!"

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.

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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.

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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?

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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.

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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.

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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.

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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.

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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.

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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 52 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 Wylder Hotel Windham and Jimmy OConnors Windham Mountain Inn.

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

Expedia has 52 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 ₩131,406

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. Eastwind Windham

4. Antique Rose Inn Windham

5. The Winwood Condominiums

6. Wylder Hotel Windham

7. Jimmy OConnors Windham Mountain Inn

8. The Haüs Windham

9. Windham NY Escape

10. Hotel Mountain Brook

11. The Colonial Motel

12. Deer Mountain Inn

13. Mountain Treasure B&B

14. Hunter Lodge, a Bluebird by Lark

15. Kaatskill Mountain Club & Condos by Vail Resorts

16. Black Bear Lodge

17. Moore's Motel

Compare popular hotels close to Windham Mountain Resort

Top Windham Mountain Resort Hotel Reviews

Jimmy OConnors Windham Mountain Inn

Hotel Vienna

Cave Mountain Motel

The Winwood Condominiums

Eastwind Windham

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