Book a Windham Resort

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Windham

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (747 reviews)
"clean room friendly staff great option for quick stay if snowboarding near by"
United States
Aleksandra
Hotel Vienna

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (137 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is ¥21,203
¥22,899 total
includes taxes & fees
Feb 4 - Feb 5
Cave Mountain Motel

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (271 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is ¥20,421
¥22,056 total
includes taxes & fees
Feb 4 - Feb 5
Albergo Allegria Hotel & Breakfast Restaurant

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (126 reviews)
"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. "
United States
Simona
The price is ¥20,593
¥22,240 total
includes taxes & fees
Feb 2 - Feb 3
Antique Rose Inn Windham

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (23 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is ¥32,183
¥47,114 total
includes taxes & fees
Feb 17 - Feb 18
The Haüs Windham

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
United States
Bertrand
The price is ¥28,769
¥31,069 total
includes taxes & fees
Feb 2 - Feb 3
Beds on Clouds

Redwood Retreat in Windham - minutes to Mtn!

Redwood Retreat in Windham - minutes to Mtn!
Windham
9.6 out of 10, Exceptional, (59 reviews)
"We had such a wonderful and relaxing stay. Our kids really enjoyed the time here, and we were happy to find a helpful binder with things to do and great suggestions for places to eat. The hosts were eager to make sure we were happy and checked in on us throughout our stay, which made us feel well cared for. We’ve already decided we’ll be returning next year!"
United States
Sonia M.
The price is ¥20,456
¥42,190 total
includes taxes & fees
Feb 3 - Feb 4
Redwood Retreat in Windham - minutes to Mtn!

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (41 reviews)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is ¥16,017
¥25,535 total
includes taxes & fees
Feb 1 - Feb 2
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (346 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ¥30,355
¥32,783 total
includes taxes & fees
Feb 4 - Feb 5
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is ¥27,889
¥37,748 total
includes taxes & fees
Feb 4 - Feb 5
Wylder Hotel Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (86 reviews)
"Loved our stay. Our room was very cozy, I loved the easy access to the fireplace and the s’mores kit was a nice addition. Will come back to try out the Lushna suites. "
United States
Grisel
The price is ¥33,763
¥40,942 total
includes taxes & fees
Feb 18 - Feb 19
Eastwind Windham

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
10.0 out of 10, Exceptional, (1 review)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
The price is ¥343,215
¥501,973 total
includes taxes & fees
Feb 3 - Feb 4
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (55 reviews)
"Nice place and great little town "
United States
PAUL V.
The price is ¥18,756
¥32,427 total
includes taxes & fees
Jan 29 - Jan 30
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is ¥114,405
¥232,123 total
includes taxes & fees
Feb 1 - Feb 2
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

LUXURY SUITE WITH 2 FULL BEDS

LUXURY SUITE WITH 2 FULL BEDS
Windham
The price is ¥24,506
¥31,788 total
includes taxes & fees
Feb 9 - Feb 10
LUXURY SUITE WITH 2 FULL BEDS

2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (1 review)
"It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with."
United States
Hadassah S.
The price is ¥32,033
¥84,513 total
includes taxes & fees
Feb 2 - Feb 3
2 Min Walk to Windham Town | Hot Tub | Fire Pit

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
The price is ¥31,553
¥40,992 total
includes taxes & fees
Feb 9 - Feb 10
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ¥38,135
¥41,186 total
includes taxes & fees
Jan 29 - Jan 30
The Outpost by Windham Mountain Club

Cozy 1-bedroom studio in peaceful Ashland with AC

Cozy 1-bedroom studio in peaceful Ashland with AC
Ashland
The price is ¥22,576
¥45,634 total
includes taxes & fees
Jan 29 - Jan 30
Cozy 1-bedroom studio in peaceful Ashland with AC

MIRROR CABIN IN THE FOREST WITH HOT TUB

MIRROR CABIN IN THE FOREST WITH HOT TUB
Windham
8.0 out of 10, Very Good, (2 reviews)
"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"
United States
Erin J.
The price is ¥50,186
¥64,258 total
includes taxes & fees
Feb 2 - Feb 3
MIRROR CABIN IN THE FOREST WITH HOT TUB
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Find out more about Windham

Windham Resorts information

Number of reviews
2,061
Accommodation
0 Resorts
Lowest Price
¥22,056
Highest Price
¥501,973

Frequently asked questions

What can I expect from a resort vacation in Windham?
You deserve some time off, and a resort is the ideal place to indulge in all the amenities and services you need for a relaxing stay in Windham. One of the comfortable resorts in the area could be just what you're looking for, whether you want great restaurants on site, shopping possibilities, or fun activities to try.
What can I do in Windham?
Travelers like the mountain scenery in Windham, and enjoy its skiing and other winter sports. Grab your golf clubs for a game at Windham Country Club, or head for the ski slopes at Windham Mountain Resort. For more to see in the area, you can spend time at Catskill State Park or Windham Vineyards and Winery.
What's the seasonal weather like in Windham?
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 the best way to get to and around Windham?
Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia