Find hotels in Windham, NY from CA $109

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Windham hotel prices

Tonight
May 17 - May 18
Tomorrow night
May 18 - May 19
This weekend
May 17 - May 19

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Windham hotels and places to stay

Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (352)
"Solid not spectacular. Staff was great"
The price is CA $187
CA $202 total
includes taxes & fees
May 20 - May 21
Hotel Vienna
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (232)
"It was a quaint and pleasant place. The breakfast was outstanding! "
The price is CA $171
CA $184 total
includes taxes & fees
May 19 - May 20
Albergo Allegria Hotel & Breakfast Restaurant
Dining
Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, (270)
"It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil."
The price is CA $189
CA $204 total
includes taxes & fees
May 19 - May 20
Winwood Inn & Condominiums
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Premium Suite
Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (13)
"Interesting and different property but more expensive for drinks and dinner than I anticipated in such a quiet town. I enjoyed the communal dinner where we ate w other guests."
The price is CA $313
CA $350 total
includes taxes & fees
May 19 - May 20
Eastwind Windham
Exterior
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (247)
"I have never had such a warm welcome from a B&B as I got at Mountain Treasure. Everything was amazing here, and the hosts couldn't do enough for me, from tips on where to go mountain biking, to actually driving me to a trail head to go hiking so I didn't have to walk a loop. Heavenly breakfasts and great coffee in the mornings too. Also, very strong, fast wifi in my room. Would definitely go back again."
The price is CA $198
CA $214 total
includes taxes & fees
May 20 - May 21
Mountain Treasure B&B
Front of property
Georgian Garden Inn
3.0 star property
9.0 out of 10, Wonderful, (27)
"My kids (12 and 3 y.o.) and I had a wonderful experience at the place. Victoria (the owner) was very attentive to our needs. The place is clean, our room had a gorgeous view of the mountains, there’s plenty of space in the backyard for the kids to play. They even have the access to the creek. Just bring water shoes if you visit in the summer. "
Georgian Garden Inn
View from property
Black Bear Lodge
2.5 star property
8.8 out of 10, Excellent, (99)
"Great "
The price is CA $203
CA $219 total
includes taxes & fees
Jun 17 - Jun 18
Black Bear Lodge
Exterior
The Colonial Motel
2.5 star property
9.4 out of 10, Exceptional, (247)
"Nice people. Nice room. Everything we needed for the night"
The price is CA $109
CA $120 total
includes taxes & fees
May 19 - May 20
The Colonial Motel
Front of property
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (108)
"A great escape for those looking for a getaway from city life. A beautiful historic house with quirks and charms. The owner Laureen is very kind and personable and always delivers a delicious warm breakfast. "
The price is CA $177
CA $191 total
includes taxes & fees
May 20 - May 21
Antique Rose Inn Windham
Front of property
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (114)
"Nice place the beds are comfortable very clean. "
The price is CA $176
CA $190 total
includes taxes & fees
May 27 - May 28
Cave Mountain Motel
Exterior
Beds on Clouds
3.0 star property
7.6 out of 10, Good, (64)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is CA $233
CA $252 total
includes taxes & fees
May 20 - May 21
Beds on Clouds
Outdoor pool
Moore's Motel
2.5 star property
8.6 out of 10, Excellent, (116)
" Nice Mom and Pop motel in a small town with in walking access to stores and restaurants"
The price is CA $163
CA $176 total
includes taxes & fees
May 28 - May 29
Moore's Motel
Dining
Xenia Resort
2.5 star property
9.0 out of 10, Wonderful, (42)
"Great little place to stay. Scenic by the river. Close to mountain. "
Xenia Resort
Living area
Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street
10.0 out of 10, Exceptional, (5)
"Came to do some hiking with some friends. Central location if you are looking to do the fire towers! House as described, though with an older home, the doors are a little wonky. Kitchen pretty well supplied, could use a pasta pot and regular frying pans (there is a cast iron pan). The crock pot was a plus! Nice Solo Stove out back - we were lucky with the weather and had a nice cocktail hour outside!"
The price is CA $238
CA $507 total
includes taxes & fees
May 19 - May 20
Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street
Interior
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
10.0 out of 10, Exceptional, (15)
"This was a very peaceful place to stay. It was clean, tastefully decorated, and with modern appliances. We would definitely stay here again ! Marc "
The price is CA $407
CA $776 total
includes taxes & fees
May 19 - May 20
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
Property grounds
Secluded Catskills cabin on a private road.
10.0 out of 10, Exceptional, (13)
"This was the perfect spot for a quick break to reset. The place was clean, comfortable and relaxing. The chickens in the back were an added bonus, so cute!"
The price is CA $231
CA $407 total
includes taxes & fees
May 23 - May 24
Secluded Catskills cabin on a private road.
Property grounds
Cutest Cabin in Windham with walking trail to the pond & kayaks - Weber grill
10.0 out of 10, Exceptional, (59)
"Clean, comfortable cabin close to skiing and services. Very friendly and helpful hosts."
Cutest Cabin in Windham with walking trail to the pond & kayaks - Weber grill
Exterior
Catskills Windham Hunter Mountain Cabin Getaway
9.4 out of 10, Exceptional, (19)
"This was such a great house! The property is beautiful. Running stream, plenty of room inside and out, hot tub, etc. Perfect place for couples or families to relax and get away from the hassle of life."
The price is CA $366
CA $822 total
includes taxes & fees
May 19 - May 20
Catskills Windham Hunter Mountain Cabin Getaway
Aerial view
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
9.0 out of 10, Wonderful, (34)
"Fantastic location, friendly and responsive property manager. We would stay here again especially if we wanted to go out at night where everything is walkable. Easy ride to the mountain (2 minutes). Challenge - still uses multiple keys which can be lost. Only one distinct bedroom, with multiple beds. First floor has kitchen sitting area that also has twin beds. It worked well for our family but it wasn’t explicit in the listing."
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
Lobby lounge
The Country Place Resort - Home of Zoom Flume Water Park
3.0 star property
3.6 out of 10, (17)
"Only open seasonally. They closed Sept. 6th. Had a booking for Oct. Not sure whybit let us book but they were not open and we had to scramble to find a playlce to stay in an area that was very booked up. "
The Country Place Resort - Home of Zoom Flume Water Park
Don't see what you're looking for?
See all available properties in Windham
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.

More cheap stays in Windham

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

7433 Main St, Hunter, NY
The price is CA $164 per night from May 21 to May 22
CA $164
CA $178 total
includes taxes & fees
May 21 - May 22
9.2/10 Wonderful! (361 reviews)

Hotels near Popular Windham Attractions

Image for Windham Mountain Resort

Windham Mountain Resort

5/5(2 reviews)

Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.

See properties
Windham Mountain Resort

Windham Travel Info

Number of hotels
1,945
Highest price
CA $407
Lowest price
CA $109
Known attractions
Hunter Mountain, Zoom Flume and Mountain Top Arboretum
Hotels with skiing
62

Frequently asked questions

What's the best place to stay in Windham?

Albergo Allegria Hotel & Breakfast Restaurant is a favorite with Expedia customers. This B&B offers a restaurant and free parking. Reviews from our site also recommend Cave Mountain Motel and Hotel Vienna as top choices for your trip. See all available top hotels, or vacation rentals in Windham.

What are some of the best vacation home rentals that Windham has to offer?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter: This Windham vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Windham.

If I need to cancel my hotel reservation in Windham, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.

Where can I learn more about changing or cancelling my trip to Windham?

For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.

What's the best place to stay on a budget in Windham?

Based on reviews, Winwood Inn & Condominiums is a popular 3-star resort for our travelers looking for an economical choice, and features free WiFi and free parking.

What's the best accommodation for families in Windham?

Winwood Inn & Condominiums is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other choices for your family trip include Hotel Vienna and Eastwind Windham. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.

What's the best hotel for couples in Windham?

Winwood Inn & Condominiums is a favorite hotel for couples, and features flat-screen TVs and a full-service spa. Another choice for a stay with your sweetheart is Hammo’s Lodge. See all romantic hotels in Windham.

What's the best pet-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 for you and your pet's trip include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.

What's the best place to stay close to Windham Mountain Resort?

Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.

What about the best place to stay close to Windham Vineyards and Winery?

One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.

What's the best golf hotel in Windham?

Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include Winwood Inn & Condominiums 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 place to stay to stay near the slopes in Windham?

Winwood Inn & Condominiums is a top hotel for a winter getaway, and features a free ski shuttle and a full-service spa. This hotel is adjacent to Windham Mountain Resort. Antique Rose Inn Windham is another good option for your ski trip. See all ski hotels in Windham.

Recent Reviews in Windham
Expedia verified reviews

Urban Cowboy Lodge

Urban Cowboy Lodge

5/5 Excellent
"Property was absolutely gorgeous quiet, staff was accommodating. Our room was perfect with the Mountain View and tub. The restaurant had a very small menu and food was not that great. We had to order 2 appetizers and 5 dinners just get to full. Overall satisfied. "
A verified traveller stayed at Urban Cowboy Lodge
Posted 5 days ago
Urban Cowboy Lodge