Find hotels in Windham, NY from ฿3,045

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Check prices for these dates

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Windham hotels

View from room

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (770 reviews)
"Always stay here during the skies season."
United States
Benjamin
Hotel Vienna
Exterior

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (93 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is ฿6,157
฿8,203 total
includes taxes & fees
1 Mar - 2 Mar
Wylder Hotel Windham
Lushna Cabin | Free WiFi, bed sheets

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (92 reviews)
"I loved our stay!"
United States
Erika
The price is ฿6,875
฿8,337 total
includes taxes & fees
27 Feb - 28 Feb
Eastwind Windham
Exterior

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (350 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ฿6,184
฿6,678 total
includes taxes & fees
1 Mar - 2 Mar
Winwood Condominiums by Windham Mountain Club
Exterior

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is ฿4,195
฿4,530 total
includes taxes & fees
2 Mar - 3 Mar
Antique Rose Inn Windham
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (275 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is ฿4,859
฿5,248 total
includes taxes & fees
1 Mar - 2 Mar
Albergo Allegria Hotel & Breakfast Restaurant
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very good, (5 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ฿7,768
฿8,390 total
includes taxes & fees
1 Mar - 2 Mar
The Outpost by Windham Mountain Club
Porch

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
United States
Bertrand
The price is ฿5,860
฿6,329 total
includes taxes & fees
2 Mar - 3 Mar
Beds on Clouds
Interior

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.6 out of 10, Good, (25 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is ฿5,442
฿8,394 total
includes taxes & fees
24 Mar - 25 Mar
The Haüs Windham
Mountain view

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is ฿4,319
฿4,665 total
includes taxes & fees
1 Mar - 2 Mar
Cave Mountain Motel
Outdoor spa tub

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (101 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is ฿5,520
฿6,183 total
includes taxes & fees
1 Mar - 2 Mar
The Herwood Inn
Premium bedding, desk, cots/infant beds, rollaway beds

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (26 reviews)
"Lovely stay"
United States
Barry
The price is ฿7,458
฿8,054 total
includes taxes & fees
1 Mar - 2 Mar
The Perch Hotel
Front of property

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (197 reviews)
"Staff very accommodating, great vibe and location. "
United States
Lynn
The price is ฿4,941
฿5,533 total
includes taxes & fees
2 Mar - 3 Mar
Twin Gables of Woodstock
Superior Room, Fireplace, River View | View from room

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (237 reviews)
"Perfect room . Perfect stay "
United States
Kim
Woodstock Way Hotel
Exterior

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (204 reviews)
"Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!"
United States
Amber
The price is ฿5,562
฿6,230 total
includes taxes & fees
1 Mar - 2 Mar
The Woodstock Inn on the Millstream
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very good, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
The price is ฿6,184
฿6,926 total
includes taxes & fees
27 Feb - 28 Feb
Morning Glory B n B Woodstock NY
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (425 reviews)
"Awesome place!"
United States
Richard
The price is ฿2,769
฿3,045 total
includes taxes & fees
1 Mar - 2 Mar
The Colonial Motel
View from property

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
"I always have a great stay."
United States
Kathlleen
The price is ฿4,630
฿5,000 total
includes taxes & fees
1 Mar - 2 Mar
Black Bear Lodge
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (165 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is ฿3,729
฿4,027 total
includes taxes & fees
27 Feb - 28 Feb
Moore's Motel
Suite, Multiple Beds (2 Queen Beds with Sofa bed) | Pillow-top beds, in-room safe, desk, iron/ironing board

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very good, (999 reviews)
"Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated."
United States
Vincent
The price is ฿2,952
฿3,188 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
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)
This four-season Catskills resort offers 54 trails across 285 skiable acres for all ability levels. Experience winter's pristine slopes or summer's mountain biking and golf on the championship course.
See properties

Windham Country Club

4.7/5 (10 reviews)
Nestled in the Great Northern Catskills, Windham Country Club features an 18-hole course with mountain views and stream-side fairways. After your round, unwind at Mulligan's Pub with panoramic vistas of the peaks.
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

Eastwind Windham

Eastwind Windham

10/10 Excellent
"Great ty, sauna was not working unfortunately "
Michael 2-night trip
Posted 2 days ago
Eastwind Windham

More cheap stays in Windham

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

12740 State Route 9 W West Coxsackie NY
The price is ฿2,952 per night from 1 Mar to 2 Mar
฿2,952
฿3,188 total
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (999 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 Pine Hill Community Center are fun for children of all ages. Find more child-friendly accommodations in Windham.
What's the best dog-friendly hotel in Windham?
Eastwind Windham is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Two other good options to stay with your pet include Hotel Vienna and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best golf hotel in Windham?
Eastwind Windham is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Hotel Vienna and Albergo Allegria Hotel & Breakfast Restaurant. 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 284 hotels and other accommodation options to choose from. Find out more about Windham.
What should I see while I'm in Windham?
The picturesque setting of Ashland Park and Elm Ridge Wild Forest exemplify the area's natural beauty. 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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