Find Luxury Hotels in Windham, NY

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Check prices for these dates

Tonight
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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.

1. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (615 reviews)
The price is NT$7,352
NT$7,941 total
includes taxes & fees
Nov 17 - Nov 18
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.

2. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (595 reviews)
  • cleanliness
    Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendor.
The price is NT$4,680
NT$6,528 total
includes taxes & fees
Dec 9 - Dec 10
AutoCamp Catskills
A rustic interior with a stone fireplace, wooden beams, and a chandelier.

3. Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (271 reviews)
  • cleanliness
    River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
The price is NT$6,228
NT$6,976 total
includes taxes & fees
Dec 1 - Dec 2
Urban Cowboy Lodge
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

4. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (334 reviews)
The price is NT$4,667
NT$5,228 total
includes taxes & fees
Nov 15 - Nov 16
Shandaken Inn
A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

5. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (327 reviews)
The price is NT$9,071
NT$11,439 total
includes taxes & fees
Nov 18 - Nov 19
Woodstock Way Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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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