Find Luxury Hotels in Windham, NY

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Check availability on Windham Luxury Hotels

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Windham luxury hotels

Interior detail
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (192)
"Great resort, amazing dinner at the onsite restaurant! Will go back for sure "
United States
Kimberly
The price is ₩241,441
₩270,412 total
includes taxes & fees
Jan 20 - Jan 21
Urban Cowboy Lodge
Superior Room, Fireplace, River View | View from room
Woodstock Way Hotel

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (220)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel
Outdoor spa tub
The Herwood Inn

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (94)
"Great property, room, location & staff."
United States
Joseph
The price is ₩191,323
₩214,282 total
includes taxes & fees
Jan 13 - Jan 14
The Herwood Inn
Exterior
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (528)
"Wonderful, restful and relaxing stay!"
United States
Christina
The price is ₩215,740
₩232,999 total
includes taxes & fees
Jan 21 - Jan 22
Hotel Mountain Brook
Reception
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (445)
"Great location. Amazing views. "
United States
Sarig
The price is ₩206,107
₩287,656 total
includes taxes & fees
Jan 20 - Jan 21
AutoCamp Catskills
Front of property
The Hidden Inn

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (56)
"Perfect accommodations when visiting relatives in the area. "
United States
Kurt
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"Did pre-checkin, and when I arrived it was such a quick process. "
Nicolas 1-night trip
Posted 1 month ago
Howard Johnson by Wyndham Saugerties
Antique Rose Inn Windham

Antique Rose Inn Windham

10/10 Excellent
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
Simona 2-night trip
Posted 4 months ago
Antique Rose Inn Windham

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 Ashland Park.