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
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Windham luxury hotels

Exterior

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (581 reviews)
The price is ₩330,355
₩356,783 total
includes taxes & fees
Aug 6 - Aug 7
Hotel Mountain Brook
Free daily local cuisine breakfast

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (301 reviews)
The price is ₩297,320
₩332,981 total
includes taxes & fees
Aug 3 - Aug 4
Shandaken Inn
Interior detail

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 ₩379,909
₩425,497 total
includes taxes & fees
Aug 19 - Aug 20
Urban Cowboy Lodge
Superior Room, Fireplace, River View | View from room

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (295 reviews)
The price is ₩435,030
₩543,484 total
includes taxes & fees
Aug 24 - Aug 25
Woodstock Way Hotel
Reception

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (535 reviews)
  • cleanliness
    Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendor.
The price is ₩252,455
₩339,302 total
includes taxes & fees
Aug 27 - Aug 28
AutoCamp Catskills
Outdoor spa tub

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 ₩422,105
₩472,757 total
includes taxes & fees
Aug 3 - Aug 4
The Herwood Inn
Front of property

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (79 reviews)
The price is ₩223,964
₩246,361 total
includes taxes & fees
Aug 5 - Aug 6
The Hidden 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

10/10 Excellent
"We were only here for 12 hours but it was perfect for what we were looking for. The location was perfect, the hotel was very clean and the rooms were nice. The price was also well within reason. We would stay here again while visiting the area."
John 1-night trip
Posted 4 days ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"This hotel met our needs. It was comfortable and quiet. Coffee and tea were in the lobby. It was a convenient to Saugerties for dinner and shopping and not far from Woodstock."
James 1-night trip
Posted 6 days 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.