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

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Windham luxury hotels

Exterior

1. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (583 reviews)
The price is ₩327,241
₩353,420 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Mountain Brook
Free daily local cuisine breakfast

2. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (304 reviews)
The price is ₩361,418
₩404,771 total
includes taxes & fees
Aug 11 - Aug 12
Shandaken Inn
Interior detail

3. Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (251 reviews)
  • cleanliness
    River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
The price is ₩376,327
₩421,486 total
includes taxes & fees
Aug 10 - Aug 11
Urban Cowboy Lodge
Superior Room, Fireplace, River View | View from room

4. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (297 reviews)
The price is ₩434,047
₩542,256 total
includes taxes & fees
Aug 25 - Aug 26
Woodstock Way Hotel
Front of property

5. The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (81 reviews)
The price is ₩221,853
₩244,038 total
includes taxes & fees
Aug 9 - Aug 10
The Hidden Inn
Reception

6. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (539 reviews)
  • cleanliness
    Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendor.
The price is ₩247,217
₩332,901 total
includes taxes & fees
Aug 12 - Aug 13
AutoCamp Catskills
Outdoor spa tub

7. The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (128 reviews)
  • cleanliness
    Indulge in mountain serenity at this luxury Catskill guesthouse, where deep soaking tubs and champagne service create memorable moments.
The price is ₩373,326
₩418,125 total
includes taxes & fees
Aug 6 - Aug 7
The Herwood Inn
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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Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"I especially liked that the remedied a complaint I made the last visit. No more red and blue flashing lights from the heater."
KATHRYN 1-night trip
Posted 4 hours ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"Great place for a long weekend stay! Very comfortable king size bed, great shower/water pressure, clean room, very helpful staff. Well located in Saugerties, can also easily get to Hudson, Kingston, Hudson Brick walkway (paved). The connected restaurant Abby’s was a wonderful diner, with great service, food, and prices, where we went to breakfast twice."
miriam 2-night trip
Posted 1 day 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 Catskill State Park. If you have a little extra time during your trip, you might want to check out Windham Vineyards and Winery and Elm Ridge Wild Forest.