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12 Oct - 13 Oct
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Top 10 Windham hotels and places to stay

Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (61)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is ฿7,233
฿8,065 total
includes taxes & fees
13 Oct - 14 Oct
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (660)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
Hotel Vienna
Wylder Hotel Windham
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cots/infant beds, rollaway beds

Wylder Hotel Windham

3.5 star property
8.8 out of 10, Excellent, (73)
"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"
The price is ฿5,227
฿7,280 total
includes taxes & fees
22 Oct - 23 Oct
Wylder Hotel Windham
The Haüs Windham
Presidential Duplex, Fireplace, Mountain View | 1 bedroom, premium bedding, down duvets, memory-foam beds

The Haüs Windham

2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
The price is ฿4,902
฿7,942 total
includes taxes & fees
14 Oct - 15 Oct
The Haüs Windham
Albergo Allegria Hotel & Breakfast Restaurant
Room 15 | Premium bedding, down duvets, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
The price is ฿5,112
฿5,521 total
includes taxes & fees
13 Oct - 14 Oct
Albergo Allegria Hotel & Breakfast Restaurant
Winwood Condominiums by Windham Mountain Club
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.8 out of 10, Excellent, (340)
"Clean rooms"
The price is ฿5,852
฿6,320 total
includes taxes & fees
13 Oct - 14 Oct
Winwood Condominiums by Windham Mountain Club
Antique Rose Inn Windham
Front of property

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."
The price is ฿4,413
฿4,766 total
includes taxes & fees
16 Oct - 17 Oct
Antique Rose Inn Windham
The Outpost by Windham Mountain Club
Lobby sitting area

The Outpost by Windham Mountain Club

2.5 star property
8.0 out of 10, Very good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
The price is ฿6,506
฿7,026 total
includes taxes & fees
13 Oct - 14 Oct
The Outpost by Windham Mountain Club
Beds on Clouds
Porch

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is ฿5,978
฿6,456 total
includes taxes & fees
13 Oct - 14 Oct
Beds on Clouds
Cave Mountain Motel
Front of property

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (132)
"Beautiful view in The Catskills."
The price is ฿4,544
฿4,908 total
includes taxes & fees
13 Oct - 14 Oct
Cave Mountain Motel
Mountainside by Windham Mountain Club
Hot stone massages, deep-tissue massages, Swedish massages

Mountainside by Windham Mountain Club

3.0 star property
Mountainside by Windham Mountain Club
Catskill Motor Court Motel
Property grounds

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (120)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
The price is ฿3,678
฿3,972 total
includes taxes & fees
13 Oct - 14 Oct
Catskill Motor Court Motel
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (168)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
The price is ฿7,707
฿8,632 total
includes taxes & fees
15 Oct - 16 Oct
Urban Cowboy Lodge
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Exterior

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
8.8 out of 10, Excellent, (662)
"Property is exceptionally clean Staff polite very helpful Area around hotel is well kept "
The price is ฿4,028
฿4,511 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (294)
"Wonderful resort, clean , great facilities friendly staff "
The price is ฿5,855
฿6,973 total
includes taxes & fees
14 Oct - 15 Oct
Kaatskill Mountain Club at Hunter Mountain
Howard Johnson by Wyndham Saugerties
Restaurant

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1006)
"The property was in a good location."
The price is ฿3,737
฿4,185 total
includes taxes & fees
9 Nov - 10 Nov
Howard Johnson by Wyndham Saugerties
Eastwind Oliverea Valley
Terrace/patio

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (33)
"Very cozy for a weekend gateway "
The price is ฿17,621
฿21,446 total
includes taxes & fees
31 Oct - 1 Nov
Eastwind Oliverea Valley
The Graham & Co.
Seasonal outdoor pool

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (18)
"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."
The price is ฿4,508
฿5,050 total
includes taxes & fees
10 Nov - 11 Nov
The Graham & Co.
Catskill Seasons Inn
Mountain view

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (232)
"Bartender was awesome, Food was great "
The price is ฿3,890
฿4,357 total
includes taxes & fees
26 Oct - 27 Oct
Catskill Seasons Inn
Overlook Hotel
Exterior

Overlook Hotel

2.0 star property
8.0 out of 10, Very good, (12)
"Owners were super friendly and location was great! "
The price is ฿6,620
฿7,415 total
includes taxes & fees
31 Oct - 1 Nov
Overlook 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

Top Windham Hotel Reviews

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

10/10 Excellent
"Absolutely loved my stay. They think about everything and anything that you may need. "
Taidee 1-night trip
Posted 6 days ago
Postcard Cabins Eastern Catskills

More cheap stays in Windham

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2764 Route 32, Saugerties, NY
The price is ฿3,737 per night from 9 Nov to 10 Nov
฿3,737
฿4,185 total
9 Nov - 10 Nov
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 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 277 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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