Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham hotels consistently deliver on comfort, location and traveler experience. Last updated on .
Hotels in Windham
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Aug 16 - Aug 17Tomorrow
Aug 17 - Aug 18Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Where to stay in Windham?
The Winwood Condominiums
The Winwood CondominiumsWindham
CNY1,123
CNY1,213 total
includes taxes & fees
Aug 17 - Aug 18
Eastwind Windham
Eastwind WindhamWindham
CNY1,219
CNY1,505 total
includes taxes & fees
Aug 17 - Aug 18
Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
CNY819
CNY885 total
includes taxes & fees
Aug 18 - Aug 19
Cave Mountain Motel
Cave Mountain MotelWindham
CNY938
CNY1,013 total
includes taxes & fees
Aug 17 - Aug 18
Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
CNY911
CNY983 total
includes taxes & fees
Aug 17 - Aug 18
Wylder Hotel Windham
Wylder Hotel WindhamWindham
CNY1,472
CNY1,927 total
includes taxes & fees
Aug 23 - Aug 24
Albergo Allegria Hotel
Albergo Allegria HotelWindham
CNY1,172
CNY1,266 total
includes taxes & fees
Aug 17 - Aug 18
The Haüs Windham
The Haüs WindhamWindham
CNY1,266
CNY1,368 total
includes taxes & fees
Aug 17 - Aug 18
'the Mountain House:' Windham Retreat w/ Hot Tub!
'the Mountain House:' Windham Retreat w/ Hot Tub!Windham
'the Mountain House:' Windham Retreat w/ Hot Tub!
Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
CNY985
CNY1,064 total
includes taxes & fees
Aug 24 - Aug 25
The Perch Hotel
The Perch HotelEast Windham
CNY1,095
CNY1,182 total
includes taxes & fees
Aug 20 - Aug 21
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
CNY854
CNY1,068 total
includes taxes & fees
Aug 31 - Sep 1
The Wheelhouse Inn
The Wheelhouse InnPine Hill
CNY1,147
CNY1,284 total
includes taxes & fees
Aug 28 - Aug 29
Moore's Motel
Moore's MotelPrattsville
CNY809
CNY874 total
includes taxes & fees
Aug 17 - Aug 18
Xenia Resort
Xenia ResortJewett
CNY1,012
CNY1,093 total
includes taxes & fees
Aug 17 - Aug 18
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
CNY1,339
CNY1,595 total
includes taxes & fees
Sep 14 - Sep 15
Fairlawn Inn
Fairlawn InnHunter
CNY1,882
CNY2,032 total
includes taxes & fees
Aug 29 - Aug 30
Black Bear Lodge
Black Bear LodgePrattsville
CNY1,005
CNY1,085 total
includes taxes & fees
Aug 17 - Aug 18
Windham NY Escape
Windham NY EscapeHensonville
CNY2,893
CNY3,658 total
includes taxes & fees
Aug 17 - Aug 18
Go beyond your typical stay in Windham
Pet friendly
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Family friendly
Cottage
Our prices for hotels in Windham are cheapest in March
Our prices for hotels in Windham are cheapest in March
Price trends for hotels in Windham
Pricing is based on two traveler single night rates
Top landmarks in Windham
Windham Mountain Resort
9.0/10 (313 reviews)
Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.
Windham Country Club
8.4/10 (20 reviews)
You might want to practice your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.
Windham Vineyards and Winery
9.0/10 (15 reviews)
Travelers might want a tour of Windham Vineyards and Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Windham.
Huntersfield State Forest
Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay.
Elm Ridge Wild Forest
Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay.
Ashland Park
Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay.
Learn more about Windham
Tucked into the Catskills, this mountain hamlet transforms with the seasons. Carve fresh powder at Windham Mountain Resort in winter, where the slopes welcome skiers of all abilities. Summer brings hikers to scenic trails throughout Catskill State Park, with panoramic vistas worth every uphill step. The Windham Country Club offers 18 challenging holes for golfers seeking mountain backdrops with their birdies. After outdoor adventures, explore the quaint downtown where coffeehouses serve perfect post-adventure refreshments. Wine enthusiasts can sample local vintages at Windham Vineyards and Winery. For additional outdoor pursuits, nearby Hunter Mountain provides more terrain to explore, while Huntersfield State Forest offers quieter woodland escapes away from the resort crowds.
See all hotels in Windham
Check out reviews of Windham hotels guests love
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"This is a great getaway trip. It was relaxing and very enjoyable. The place was beautiful and everything was perfectly set up. From easy check in to easy check out. I would recommend and definitely come back!"
AutoCamp Catskills
10/10 Excellent
"I had a great experience at AutoCamp! The property was beautiful, clean, and very peaceful. The staff was friendly and welcoming, and everything was well maintained. I also really loved how pet-friendly it is, which made the experience even better. It was such a relaxing getaway and a great way to enjoy the outdoors while still being comfortable. I would definitely recommend AutoCamp and would love to come back again!"
Urban Cowboy Lodge
8/10 Good
"Room has unique personality, however the room is too small for what I paid for. And we've been told the room will be cleaned daily, never happened. The overall experience is tranquil weekend getaway."
Emerson Resort & Spa
8/10 Good
"The property was not nearly full yet they would not allow do early checkin"
Wylder Hotel Windham
10/10 Excellent
"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."
Jimmy OConnors Windham Mountain Inn
8/10 Good
"This place is definitely dated but it was clean and the beds were comfortable. Chose to stay here when riding into tue area on the bike becasue of it had a detached restaurant/bar which makes dinner easier. Food was ok and bar was cool."
The Winwood Condominiums
10/10 Excellent
"Very clean property....helpful staff ...lovely setting for the outdoor pool."
Cave Mountain Motel
10/10 Excellent
"Wonderful place to stay. I will definitely go back."
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