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

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
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.
A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

1. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
₩313,640
₩338,731 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Mountain Brook
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 house with a large garage and a vintage camper parked in the driveway.
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 interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.

2. AutoCamp Catskills

AutoCamp Catskills
Saugerties
  • Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendor.
₩169,754
₩242,665 total
includes taxes & fees
Nov 4 - Nov 5
AutoCamp Catskills
A rustic interior with a stone fireplace, wooden beams, and a chandelier.
A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.
A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.
A rustic bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.

3. Urban Cowboy Lodge

Urban Cowboy Lodge
Big Indian
  • River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
₩190,748
₩213,638 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 two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
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.

4. Shandaken Inn

Shandaken Inn
Shandaken
₩190,596
₩213,476 total
includes taxes & fees
Oct 27 - Oct 28
Shandaken Inn
A wooden cabin with large windows overlooking a forested area with a waterfall.
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.
A modern living room with a grey sofa, a small round table, and a hanging light fixture.

5. Woodstock Way Hotel

Woodstock Way Hotel
Woodstock
₩437,969
₩542,796 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Way Hotel
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A room with two beige armchairs, a wooden table, and a lamp.
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 window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.

6. The Hidden Inn

The Hidden Inn
South Kortright
₩184,967
₩203,464 total
includes taxes & fees
Oct 6 - Oct 7
The Hidden Inn
A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.
A modern kitchen with a wooden island, black cabinets, and a built-in refrigerator. There are hanging plants, a coffee machine, and shelves with dishes and utensils.
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.

7. 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.
₩365,068
₩408,874 total
includes taxes & fees
Oct 22 - Oct 23
The Herwood Inn
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Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Clean and well maintained hotel."
Uri 1-night trip
Posted 15 hours ago
Spark by Hilton West Coxsackie
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 21 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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