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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Check availability on Windham Luxury Hotels

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Windham luxury hotels

Dining
Exterior
Interior
A modern kitchen with a large island, stainless steel appliances, and a view of the outdoors.

1. Lux Mansion, Windham: Hot Tub, Sauna

Lux Mansion, Windham: Hot Tub, Sauna
Windham
￥137,330
￥279,414 total
includes taxes & fees
Oct 19 - Oct 20
Lux Mansion, Windham: Hot Tub, Sauna
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.

2. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
￥36,937
￥39,892 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Mountain Brook
A wooden cabin with large windows overlooking a forested area with a waterfall.
A modern living room with a grey sofa, a small round table, and a hanging light fixture.
A modern bedroom with a wooden bed, a desk, and large windows.
A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.

3. Woodstock Way Hotel

Woodstock Way Hotel
Woodstock
￥51,579
￥63,924 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Way Hotel
A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.
A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.
A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.
A modern house with a sloped roof, large windows, and a well-maintained lawn.

4. AutoCamp Catskills

AutoCamp Catskills
Saugerties
  • Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendor.
￥19,992
￥28,580 total
includes taxes & fees
Nov 4 - Nov 5
AutoCamp Catskills
A rustic interior with a stone fireplace, wooden beams, and a chandelier.
A rustic bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.
A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.
A table set for two with a view of a lush green landscape and hills in the background.

5. Urban Cowboy Lodge

Urban Cowboy Lodge
Big Indian
  • River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
￥22,464
￥25,161 total
includes taxes & fees
Nov 2 - Nov 3
Urban Cowboy Lodge
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

6. Shandaken Inn

Shandaken Inn
Shandaken
￥22,446
￥25,140 total
includes taxes & fees
Oct 27 - Oct 28
Shandaken Inn
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A room with a brown leather sofa with patterned cushions, a tall floor lamp, and a white air conditioning unit mounted on the wall.
A room with two beige armchairs, a wooden table, and a lamp.
A cozy bedroom with a wooden bed, two bedside tables with lamps, a chair, and a large window with curtains.

7. The Hidden Inn

The Hidden Inn
South Kortright
￥23,281
￥25,609 total
includes taxes & fees
Nov 4 - Nov 5
The Hidden Inn
A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.
A two-story house with a porch, a sign for 'The Herwood Inn', and a well-maintained lawn.
A modern bedroom with a bed, a small desk, and a kitchenette area.
A wooden sign with the text "Mitchell Manor" hanging from a building.

8. The Herwood Inn

The Herwood Inn
Woodstock
  • Indulge in mountain serenity at this luxury Catskill guesthouse, where deep soaking tubs and champagne service create memorable moments.
￥42,993
￥48,153 total
includes taxes & fees
Oct 22 - Oct 23
The Herwood Inn
A log cabin with a porch, a staircase, and a garage.
A kitchen with dark green cabinets, a tiled backsplash, a stainless steel sink, and a decorative Buddha head.
An outdoor wicker furniture set with red cushions on a wooden deck.
A living room with a flat-screen TV on a wooden stand, a fireplace, a clock, and two framed artworks on the wall.

9. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
￥20,521
￥35,119 total
includes taxes & fees
Oct 6 - Oct 7
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A bedroom with a bed, bedside lamps, a bench, and large windows.
A two-story house with a deck, surrounded by dense trees and a body of water with algae.
A deck with a hot tub, outdoor furniture, and string lights.
A spacious living area with a wooden staircase, a dining table with chairs, and a view of the outdoors through large windows.

10. Great Lodge at Carter Bridge Estate

Great Lodge at Carter Bridge Estate
East Durham
￥59,667
￥307,372 total
includes taxes & fees
Oct 21 - Oct 22
Great Lodge at Carter Bridge Estate
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Top Windham Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"The room was clean and staff very pleasant and helpful. I would stay again."
Shirley 1-night trip
Posted 13 hours ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

Are you looking for a luxury hotel for your Windham vacation?
Use Expedia to arrange your flight to Hudson, NY (HCC-Columbia County) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Windham offers. During your visit, you might want to enjoy the coffee shops which Windham is known for.
When can I expect good weather in Windham?
Planning for the weather is an important factor for making your trip to Windham a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Windham?
Experience Windham with a stop at Windham Country Club, Windham Mountain Resort, and Windham Vineyards and Winery. If you have a little extra time during your trip, you might want to check out Catskill State Park and Huntersfield State Forest.

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