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26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
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28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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Top 10 Windham hotels and places to stay

Pet-friendly
Eastwind Windham

Eastwind Windham

2.0 star property
Windham
9.2 out of 10, Wonderful, (70)
"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, (709)
"Really great spot!"
United States
Aria
Hotel Vienna
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cots/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.8 out of 10, Excellent, (83)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is ฿5,459
฿7,506 total
includes taxes & fees
11 Dec - 12 Dec
Wylder Hotel Windham
Presidential Duplex, Fireplace, Mountain View | 1 bedroom, premium bedding, down duvets, memory-foam beds
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (17)
"Great place nice and clean"
United States
henry
The price is ฿4,830
฿7,825 total
includes taxes & fees
9 Dec - 10 Dec
The Haüs Windham
Room 15 | Premium bedding, down duvets, 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 ฿7,227
฿7,806 total
includes taxes & fees
29 Nov - 30 Nov
Albergo Allegria Hotel & Breakfast Restaurant
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 ฿6,457
฿6,973 total
includes taxes & fees
30 Nov - 1 Dec
The Outpost by Windham Mountain Club
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 ฿4,349
฿4,697 total
includes taxes & fees
9 Dec - 10 Dec
Antique Rose Inn Windham
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 ฿4,477
฿4,836 total
includes taxes & fees
30 Nov - 1 Dec
Cave Mountain Motel
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)
"Wonderful property "
United States
Irina
The price is ฿5,766
฿6,227 total
includes taxes & fees
7 Dec - 8 Dec
Winwood Condominiums by Windham Mountain Club
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 ฿6,631
฿7,161 total
includes taxes & fees
9 Dec - 10 Dec
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 ฿11,267
฿14,094 total
includes taxes & fees
21 Dec - 22 Dec
Eastwind Oliverea Valley
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly | 3 bedrooms, premium bedding, bed sheets
Hotel Mountain Brook

Hotel Mountain Brook

4.0 star property
Tannersville
9.8 out of 10, Exceptional, (513)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ฿4,810
฿5,195 total
includes taxes & fees
1 Dec - 2 Dec
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 ฿6,380
฿7,597 total
includes taxes & fees
16 Dec - 17 Dec
Kaatskill Mountain Club at Hunter Mountain
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 ฿5,383
฿6,029 total
includes taxes & fees
2 Dec - 3 Dec
Urban Cowboy Lodge
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, (682)
"We just stayed overnight, our room was clean and staff are friendly. "
United States
MERLITA
The price is ฿3,461
฿3,876 total
includes taxes & fees
21 Dec - 22 Dec
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, (1004)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is ฿2,744
฿3,073 total
includes taxes & fees
7 Dec - 8 Dec
Howard Johnson by Wyndham Saugerties
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (20)
"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 ฿4,421
฿4,952 total
includes taxes & fees
14 Dec - 15 Dec
The Graham & Co.
Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down duvets, minibar
Woodstock Way Hotel

Woodstock Way Hotel

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (208)
"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, (238)
"Great Stay would definitely recommend "
United States
Jay
The price is ฿3,842
฿4,303 total
includes taxes & fees
15 Dec - 16 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.
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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

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"I had a wonderful winter escape at this Catskills hotel. The staff was truly stellar—kind, attentive, and incredibly helpful throughout my stay. The location was perfect for a peaceful reset, with quiet mountain views that felt worlds away from the city. The amenities were exactly what I needed to unwind and recharge. I left feeling refreshed and can’t wait to return."
Cerille 1-night trip
Posted 6 days ago
Wylder Hotel Windham

More cheap stays in Windham

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY
The price is ฿2,744 per night from 7 Dec to 8 Dec
฿2,744
฿3,073 total
7 Dec - 8 Dec
includes taxes & fees
7.4/10 Good! (1,003 reviews)

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.
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. 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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