Hotels in Windham, NY - Best Windham Hotels from £66 - Fully Refundable Options

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

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Go beyond your typical stay in Windham

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Our top choices for Windham hotels

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

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.

1. Hotel Vienna

Windham

Hongtao

£107

includes taxes & fees

21 Oct - 22 Oct

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

2. Wylder Hotel Windham

Windham

Yassaman Modarres

£161

includes taxes & fees

31 Oct - 1 Nov

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

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.

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.

3. The Winwood Condominiums

Windham

Zihe

£135

includes taxes & fees

25 Oct - 26 Oct

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.

4. Jimmy OConnors Windham Mountain Inn

Windham

Robin

£108

includes taxes & fees

21 Oct - 22 Oct

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 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.

5. Albergo Allegria Hotel

Windham

Roy

£141

includes taxes & fees

21 Oct - 22 Oct

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

Windham

David

£109

includes taxes & fees

22 Oct - 23 Oct

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

Windham

Sharon

£203

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

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.

A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

8. Cave Mountain Motel

Windham

Nancy

£113

includes taxes & fees

2 Nov - 3 Nov

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 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.

9. The Haüs Windham

Windham

Erica

£268

includes taxes & fees

18 Nov - 19 Nov

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

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

10. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

£118

includes taxes & fees

19 Nov - 20 Nov

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 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.

11. Mountain Treasure B&B

Maplecrest

Daniel

£135

includes taxes & fees

22 Oct - 23 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 sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

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".

12. The Colonial Motel

Grand Gorge

Eric

£66

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 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.

13. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

£154

includes taxes & fees

20 Nov - 21 Nov

A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.

A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

A chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.

A spacious living area with a wooden floor, leather sofas, and a dining table.

14. The Perch Hotel

East Windham

Pushpavalli

£132

includes taxes & fees

22 Oct - 23 Oct

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

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.

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.

15. Hotel Mountain Brook

Tannersville

Stephen

£182

includes taxes & fees

16 Nov - 17 Nov

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

Two white Adirondack chairs in a forest with fallen leaves.

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

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

16. Black Bear Lodge

Prattsville

Adam

£121

includes taxes & fees

21 Oct - 22 Oct

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

A stone building with a chimney, a pool, and a sign for Shandaken Inn.

A bar area with wooden paneling, a central arch, and multiple liquor bottles.

17. Shandaken Inn

Shandaken

Lianne

£120

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and potted plants.

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

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

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

18. Moore's Motel

Prattsville

Marika

£97

includes taxes & fees

21 Oct - 22 Oct

19. The Wheelhouse Inn

Pine Hill

Victoria

£76

includes taxes & fees

6 Nov - 7 Nov

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

A black RV with a wooden deck, steps leading to a door, and a sign reading "MIRL".

20. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Darryl

£156

includes taxes & fees

18 Nov - 19 Nov

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Stay near popular Windham attractions

Windham Mountain Resort

9.0/10 (313 reviews)

This four-season Catskills resort offers 54 trails across 285 skiable acres for all ability levels. Experience winter's pristine slopes or summer's mountain biking and golf on the championship course.

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Windham Country Club

8.4/10 (20 reviews)

Nestled in the Great Northern Catskills, Windham Country Club features an 18-hole course with mountain views and stream-side fairways. After your round, unwind at Mulligan's Pub with panoramic vistas of the peaks.

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Windham Vineyards and Winery

9.0/10 (15 reviews)

Nestled in the Catskills, The Vineyard at Windham offers tastings from New York's finest wine regions. Savour diverse selections on their outdoor terrace while taking in spectacular Windham Mountain views.

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Huntersfield State Forest

This serene 1,300-acre forest offers a mix of evergreen plantations and northern hardwood trees. Hike the designated trail to the summit lean-to for panoramic views of the majestic Catskill Mountains.

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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 cafes in this relaxing area.

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Ashland Park

This serene community park offers peaceful green spaces perfect for picnics and casual strolls. Enjoy a quiet retreat in nature, where locals gather for leisure activities away from the bustle of everyday life.

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Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

See all hotels in Windham

Two skiers on a snowy slope with a valley and mountains in the background.

Top Windham Hotel Reviews

Red Ranch Motel

8/10 Good

"They need longer curtains to keep the bright lights outside from entering the room, otherwise it was a great stay. Very nice, clean and friendly place."

Eastwind Windham

10/10 Excellent

"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Clean room, location was great. Staff was friendly and helpful. I'd stay here again!"

Howard Johnson by Wyndham Saugerties

8/10 Good

"Traveling with my husband for NY Sheep and Wool Festival. Worked for what we needed. Could use updating."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"10/10 experience! Can’t wait to go back! One overnight stay isn’t enough stay for multiple days!!!!"

Emerson Resort & Spa

10/10 Excellent

"The Emmerson Resort & Spa is great! The room was super clean and the bed was very comfortable. The resort is great and has everything you need. We loved staying here!"

SunView Motel

10/10 Excellent

"There’s nothing about the hotel that I could complain about!"

Wylder Hotel Windham

10/10 Excellent

"Cozy stay"

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!"