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23 Oct - 24 Oct
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24 Oct - 26 Oct
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Top 10 Windham hotels and places to stay

Pet-friendly
Eastwind Windham
Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (64)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
United States
Calista
The price is Rp10.239.413
Rp11.416.944 total
includes taxes & fees
1 Nov - 2 Nov
Eastwind Windham
Exterior
Hotel Vienna
Hotel Vienna
2.5 star property
9.4 out of 10, Exceptional, (676)
"Beautiful hotel "
United States
Chali
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
8.8 out of 10, Excellent, (74)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
Germany
Saliha
The price is Rp2.524.818
Rp3.556.054 total
includes taxes & fees
27 Oct - 28 Oct
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
8.6 out of 10, Excellent, (15)
"Great place nice and clean"
United States
henry
The price is Rp2.487.055
Rp4.029.566 total
includes taxes & fees
27 Oct - 28 Oct
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
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is Rp2.593.396
Rp2.801.041 total
includes taxes & fees
26 Oct - 27 Oct
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (124)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
United States
Pam
The price is Rp2.238.975
Rp2.418.093 total
includes taxes & fees
29 Oct - 30 Oct
Antique Rose Inn Windham
Front of property
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (132)
"Beautiful view in The Catskills."
United States
Glen
The price is Rp2.305.315
Rp2.489.740 total
includes taxes & fees
26 Oct - 27 Oct
Cave Mountain Motel
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
United States
Bertrand
The price is Rp3.032.567
Rp3.275.040 total
includes taxes & fees
27 Oct - 28 Oct
Beds on Clouds
Hot stone massages, deep-tissue massages, Swedish massages
Mountainside by Windham Mountain Club
Mountainside by Windham Mountain Club
3.0 star property
The price is Rp21.892.200
Rp23.643.576 total
includes taxes & fees
14 Nov - 15 Nov
Mountainside by Windham Mountain Club
Property grounds
Catskill Motor Court Motel
Catskill Motor Court Motel
2.5 star property
5.8 out of 10, (122)
"."
United States
Jennifer
The price is Rp1.865.813
Rp2.015.077 total
includes taxes & fees
29 Oct - 30 Oct
Catskill Motor Court Motel
Terrace/patio
Eastwind Oliverea Valley
Eastwind Oliverea Valley
2.0 star property
9.4 out of 10, Exceptional, (33)
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is Rp9.934.415
Rp12.029.101 total
includes taxes & fees
21 Nov - 22 Nov
Eastwind Oliverea Valley
Restaurant
Urban Cowboy Lodge
Urban Cowboy Lodge
5.0 star property
9.2 out of 10, Wonderful, (172)
"Scary hotel "
United States
Chali
The price is Rp4.863.551
Rp5.447.177 total
includes taxes & fees
17 Nov - 18 Nov
Urban Cowboy Lodge
Restaurant
Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2.0 star property
7.6 out of 10, Good, (1001)
"The staff were awesome and I was easily able to extend our stay another night. "
United States
Elizabeth NF
The price is Rp1.776.253
Rp1.989.406 total
includes taxes & fees
28 Oct - 29 Oct
Howard Johnson by Wyndham Saugerties
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain
Kaatskill Mountain Club at Hunter Mountain
2.0 star property
9.2 out of 10, Wonderful, (300)
"Great stay"
United States
Son
The price is Rp3.277.528
Rp3.902.782 total
includes taxes & fees
29 Oct - 30 Oct
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
8.8 out of 10, Excellent, (667)
"We just stayed overnight, our room was clean and staff are friendly. "
United States
MERLITA
The price is Rp2.371.655
Rp2.656.253 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Seasonal outdoor pool
The Graham & Co.
The Graham & Co.
3.0 star property
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 Rp2.271.316
Rp2.543.973 total
includes taxes & fees
12 Nov - 13 Nov
The Graham & Co.
Mountain view
Catskill Seasons Inn
Catskill Seasons Inn
2.5 star property
8.2 out of 10, Very good, (235)
"Bartender was awesome, Food was great "
United States
Ramon
The price is Rp1.973.615
Rp2.210.449 total
includes taxes & fees
28 Oct - 29 Oct
Catskill Seasons Inn
Exterior
Overlook Hotel
Overlook Hotel
2.0 star property
7.6 out of 10, Good, (14)
"Owners were super friendly and location was great! "
United States
Elliott
The price is Rp3.656.992
Rp4.095.829 total
includes taxes & fees
9 Nov - 10 Nov
Overlook Hotel
Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down duvets, minibar
Woodstock Way Hotel
Woodstock Way Hotel
4.0 star property
9.6 out of 10, Exceptional, (194)
"Awesome property, cute town and excellent service. "
Canada
Daryn
Woodstock Way Hotel
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.
See properties

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.
See properties

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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Good "
MARKESE 1-night trip
Posted 5 days ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

10/10 Excellent
"Clean rooms"
Christopher 1-night trip
Posted 12 days ago
Winwood Condominiums by Windham Mountain Club

More cheap stays in Windham

Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY
Get rates
9.2/10 Wonderful! (671 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 Gilboa 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 275 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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