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Top hotels and accommodation in Windham

Eastwind Windham

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

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (713)
"Really great spot!"
United States
Aria
Hotel Vienna

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 AU$356
includes taxes & fees
5 Dec - 6 Dec
Wylder Hotel Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
The price is AU$356
includes taxes & fees
4 Dec - 5 Dec
The Haüs Windham

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 AU$369
includes taxes & fees
12 Dec - 13 Dec
Albergo Allegria Hotel & Breakfast Restaurant

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 AU$223
includes taxes & fees
3 Dec - 4 Dec
Antique Rose Inn Windham

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 AU$412
includes taxes & fees
3 Dec - 4 Dec
The Outpost 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 AU$295
includes taxes & fees
3 Dec - 4 Dec
Winwood Condominiums by Windham Mountain Club

Cave Mountain Motel

2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
"Great stay"
United States
Greg
The price is AU$229
includes taxes & fees
3 Dec - 4 Dec
Cave Mountain Motel

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 AU$339
includes taxes & fees
3 Dec - 4 Dec
Beds on Clouds

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 AU$605
includes taxes & fees
21 Dec - 22 Dec
Eastwind Oliverea Valley

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 AU$246
includes taxes & fees
17 Dec - 18 Dec
Hotel Mountain Brook

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 AU$359
includes taxes & fees
3 Dec - 4 Dec
Kaatskill Mountain Club at Hunter Mountain

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 AU$274
includes taxes & fees
3 Dec - 4 Dec
Urban Cowboy Lodge

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 AU$176
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

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 AU$151
includes taxes & fees
7 Dec - 8 Dec
Howard Johnson by Wyndham Saugerties

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 AU$234
includes taxes & fees
17 Dec - 18 Dec
The Graham & Co.

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
The price is AU$969
includes taxes & fees
28 Dec - 29 Dec
Woodstock Way Hotel

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 AU$203
includes taxes & fees
17 Dec - 18 Dec
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.

Great weekend hotel deals in Windham, NY

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Stay near popular Windham attractions

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.

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

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Frequently asked questions

What's the best place to stay in Windham?
Albergo Allegria Hotel & Breakfast Restaurant is a favourite 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 stay. See all available top hotels, or vacation rentals in Windham.
What are some of the best holiday rentals that Windham has to offer?
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts: This highly rated holiday home rental in Windham is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate A'Neils Windham Ski Lodge & Family Retreat as a favourite 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! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
What's the best family accommodation 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 choice for your stay with the kids. Also, attractions in the area such as Zoom Flume and Empire State Railway Museum are fun for children of all ages. Find more child-friendly accommodations in Windham.
What's the best dog-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 to stay with your pet include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
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 hotel for a trip to 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 WiFiThis hotel is adjacent to Windham Mountain Resort. Other good options for your ski trip include Antique Rose Inn Windham and The Outpost by Windham Mountain Club. See all ski hotels in Windham.
What are some accommodation options 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 offer an on-site 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 is staying in Windham like?
Visitors to Windham will definitely enjoy the skiing, mountain views and cafes. 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 accommodation options to choose from. Find out more about Windham.
What should I see while I'm in Windham?
Skiing is a great activity, and Windham Country Club is one place to visit. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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