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Dec 2 - Dec 3
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Dec 5 - Dec 7
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Dec 12 - Dec 14

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Compare 2,088 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Pet-friendly
Eastwind Windham

Eastwind Windham

2.0 star property
Windham
9.4 out of 10, Exceptional, (71)
"I loved our stay!"
United States
Erika
Eastwind Windham
Exterior
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (713)
"Really great spot!"
United States
Aria
Hotel Vienna
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is ￥26,363
￥36,251 total
includes taxes & fees
Dec 6 - Dec 7
Wylder Hotel Windham
Presidential Duplex, Fireplace, Mountain View | Premium bedding, down comforters, memory foam beds, free WiFi
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
The price is ￥22,392
￥36,785 total
includes taxes & fees
Dec 4 - Dec 5
The Haüs Windham
Room 15 | Premium bedding, down comforters, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is ￥34,825
￥37,613 total
includes taxes & fees
Dec 19 - Dec 20
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is ￥21,001
￥22,681 total
includes taxes & fees
Dec 4 - Dec 5
Antique Rose Inn Windham
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

2.5 star property
Windham
8.0 out of 10, Very Good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ￥38,890
￥42,001 total
includes taxes & fees
Dec 3 - Dec 4
The Outpost by Windham Mountain Club
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (343)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ￥27,845
￥30,073 total
includes taxes & fees
Dec 4 - Dec 5
Winwood Condominiums by Windham Mountain Club
Front of property
Cave Mountain Motel

Cave Mountain Motel

2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
"Great stay"
United States
Greg
The price is ￥21,623
￥23,353 total
includes taxes & fees
Dec 16 - Dec 17
Cave Mountain Motel
Porch
Beds on Clouds

Beds on Clouds

3.0 star property
Windham
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
The price is ￥32,022
￥34,583 total
includes taxes & fees
Dec 4 - Dec 5
Beds on Clouds
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2.0 star property
Big Indian
9.4 out of 10, Exceptional, (34)
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is ￥65,235
￥80,569 total
includes taxes & fees
Dec 5 - Dec 6
Eastwind Oliverea Valley
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets
Hotel Mountain Brook

Hotel Mountain Brook

4.0 star property
Tannersville
9.8 out of 10, Exceptional, (515)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ￥23,178
￥25,032 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Mountain Brook
Exterior
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (315)
"Great stay"
United States
Son
The price is ￥30,743
￥36,611 total
includes taxes & fees
Dec 16 - Dec 17
Kaatskill Mountain Club at Hunter Mountain
Exterior
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
Saugerties
8.8 out of 10, Excellent, (686)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is ￥16,118
￥18,053 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1005)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is ￥13,751
￥15,401 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Saugerties
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (186)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is ￥23,439
￥26,250 total
includes taxes & fees
Dec 3 - Dec 4
Urban Cowboy Lodge
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (21)
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
United States
Brian
The price is ￥21,304
￥23,861 total
includes taxes & fees
Dec 16 - Dec 17
The Graham & Co.
Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar
Woodstock Way Hotel

Woodstock Way Hotel

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (209)
"Room was great, highly recommend staying here! "
United States
Jared E
Woodstock Way Hotel
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very Good, (239)
"Great Stay would definitely recommend "
United States
Jay
The price is ￥18,512
￥20,733 total
includes taxes & fees
Dec 16 - Dec 17
Catskill Seasons 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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Great weekend hotel deals in Windham, NY

Showing deals for:Dec 12 - Dec 14

Image gallery for Magical Home Located in Windham and Catskills

Property grounds

Magical Home Located in Windham and Catskills

2.0 star property
Windham
10/10Exceptional (12 reviews)
10% off
Price is ￥55,302
￥168,005 total
includes taxes & fees
Magical Home Located in Windham and Catskills
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Stay near popular Windham attractions

Windham Mountain Resort

4.4/5 (192 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
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Windham Vineyards and Winery

4.7/5 (10 reviews)
You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.
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Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

See all hotels in Windham
Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter

Top Windham Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Superb experience. Definitely will come back. From amenities to staff, everything is amazing."
Maricar 1-night trip
Posted 3 days ago
AutoCamp Catskills

More cheap stays in Windham

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY
The price is ￥13,751 per night from Dec 14 to Dec 15
￥13,751
￥15,401 total
Dec 14 - Dec 15
includes taxes & fees
7.4/10 Good! (1,004 reviews)

Frequently asked questions

What's the best place to stay in Windham?
Albergo Allegria Hotel & Breakfast Restaurant is a favorite with Expedia customers. This B&B offers a restaurant and free parking. Reviews from our site also recommend Hotel Vienna and Eastwind Windham as top choices for your trip. See all available top hotels, or vacation rentals in Windham.
What are some of the best vacation home rentals that Windham has to offer?
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts: This highly rated vacation home rental in Windham is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate A'Neils Windham Ski Lodge & Family Retreat as a favorite home for rent in Windham. See all vacation rentals in Windham.
If I need to cancel my hotel reservation in Windham, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
Where can I learn more about changing or cancelling my trip to Windham?
For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.
What's the best accommodation for families in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another good choice for your kid-friendly vacation. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.
What's the best pet-friendly hotel in Windham?
Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options for you and your pet's trip include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best place to stay close to Windham Mountain Resort?
Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.
What about the best place to stay close to Windham Vineyards and Winery?
One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.
What's the best golf hotel in Windham?
Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Another good choice is Albergo Allegria Hotel & Breakfast Restaurant if you'd like to stay near a golf course while in town. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.
What's the best place to stay to stay near the slopes in Windham?
Winwood Condominiums by Windham Mountain Club is a top hotel for a winter getaway, and features a free ski shuttle and free WiFi. This hotel is adjacent to Windham Mountain Resort. Other good options for your winter getaway include Antique Rose Inn Windham and The Outpost by Windham Mountain Club. See all ski hotels in Windham.
What are some accommodations with pools in Windham?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Wylder Hotel Windham and Winwood Condominiums by Windham Mountain Club are two additional hotels that feature an onsite pool. View all hotels with pools in Windham.
What is the best spa hotel in Windham?
Mountainside by Windham Mountain Club is a highly recommended spa hotel with an outdoor pool. Spend an afternoon at The Spa where you'll find Swedish massages, deep-tissue massages, and hot stone massages and more. See all spa hotels in Windham.
What's the best hotel in Windham with a water park on-site or close by?
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is a popular lodge featuring in-room kitchens and water park access. You'll find Zoom Flume within 18 minutes by car. Check out all hotels with or near waterparks in Windham.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Windham like?
Visitors to Windham are sure to enjoy the ski areas, mountain views, and coffeehouses. Tourists can also enjoy the city's breweries, golf courses, and wineries. A top sight in the area is Hunter Mountain. In Windham, there are 280 hotels and other accommodations to choose from. Find out more about Windham.
What should I do while I'm visiting Windham?
Skiing is a great activity, and Windham Country Club is one place to visit. Additionally, you'll find Hunter Mountain in the area. Check out what more to see and do in Expedia's Windham guide.
What's the 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.

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