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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Our top choices for Windham luxury hotels

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

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

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

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

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

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

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.

Top Windham Hotel Reviews

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.