Find Luxury Hotels in Windham, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Luxury Hotels

Our top choices for Windham luxury hotels

Reception

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (454 reviews)
"Clean room, staff, amenity options. Nicely sized and outfitted streamers. What could be improved— because it was winter: more/extra blankets in the drawers, additional space heater if possible since the streamers aren’t superbly insulated, or heat trapping curtains as an option, double check sealants because of drafts. "
United States
Matteo
The price is ￥19,859
￥28,227 total
includes taxes & fees
Mar 8 - Mar 9
AutoCamp Catskills
Exterior

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (539 reviews)
"Wonderful, restful and relaxing stay!"
United States
Christina
The price is ￥25,806
￥27,871 total
includes taxes & fees
Mar 3 - Mar 4
Hotel Mountain Brook
Interior detail

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (202 reviews)
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
The price is ￥22,917
￥25,668 total
includes taxes & fees
Feb 23 - Feb 24
Urban Cowboy Lodge
Outdoor spa tub

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (100 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is ￥26,313
￥29,472 total
includes taxes & fees
Mar 1 - Mar 2
The Herwood Inn
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, (232 reviews)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel
Front of property

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (56 reviews)
"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.
View all properties

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 Windham Vineyards and Winery. If you have a little extra time during your trip, you might want to check out Catskill State Park and Ashland Park.