Hotels in Windham
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Aug 10 - Aug 11Tomorrow
Aug 11 - Aug 12This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Top 5 hotels in Windham at a glance
- Hotel Vienna — 3-star hotel in Windham. Guest rating: 9.4/10 — Exceptional.
- Jimmy OConnors Windham Mountain Inn — Located in Windham. Guest rating: 8.6/10 — Excellent.
- Eastwind Windham — 3.5-star hotel in Windham. Guest rating: 9.2/10 — Wonderful.
- The Winwood Condominiums — 3-star hotel in Windham. Guest rating: 8.8/10 — Excellent.
- Cave Mountain Motel — 2.5-star hotel in Windham. Guest rating: 9.4/10 — Exceptional.
Where to stay in Windham?
Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
$122
$131 total
includes taxes & fees
Aug 18 - Aug 19
Eastwind Windham
Eastwind WindhamWindham
$201
$246 total
includes taxes & fees
Aug 11 - Aug 12
The Winwood Condominiums
The Winwood CondominiumsWindham
$185
$200 total
includes taxes & fees
Aug 11 - Aug 12
Cave Mountain Motel
Cave Mountain MotelWindham
$139
$150 total
includes taxes & fees
Aug 11 - Aug 12
Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
$135
$146 total
includes taxes & fees
Aug 11 - Aug 12
Wylder Hotel Windham
Wylder Hotel WindhamWindham
$218
$286 total
includes taxes & fees
Aug 23 - Aug 24
Albergo Allegria Hotel
Albergo Allegria HotelWindham
$174
$188 total
includes taxes & fees
Aug 11 - Aug 12
The Haüs Windham
The Haüs WindhamWindham
$209
$225 total
includes taxes & fees
Aug 11 - Aug 12
'the Mountain House:' Windham Retreat w/ Hot Tub!
'the Mountain House:' Windham Retreat w/ Hot Tub!Windham
$426
$790 total
includes taxes & fees
Aug 23 - Aug 24
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
$118
$149 total
includes taxes & fees
Sep 1 - Sep 2
Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
$146
$158 total
includes taxes & fees
Aug 11 - Aug 12
Moore's Motel
Moore's MotelPrattsville
$120
$130 total
includes taxes & fees
Aug 11 - Aug 12
The Wheelhouse Inn
The Wheelhouse InnPine Hill
$90
$101 total
includes taxes & fees
Aug 29 - Aug 30
The Colonial Motel
The Colonial MotelGrand Gorge
$99
$109 total
includes taxes & fees
Aug 11 - Aug 12
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
$199
$236 total
includes taxes & fees
Sep 8 - Sep 9
Black Bear Lodge
Black Bear LodgePrattsville
$149
$161 total
includes taxes & fees
Aug 11 - Aug 12
SunView Motel
SunView MotelTannersville
$139
$150 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Mountain Brook
Hotel Mountain BrookTannersville
$175
$189 total
includes taxes & fees
Sep 8 - Sep 9
The Perch Hotel
The Perch HotelEast Windham
$174
$188 total
includes taxes & fees
Sep 10 - Sep 11
Go beyond your typical stay in Windham
Pet friendly
Apartment
Family friendly
Cottage
Our prices for hotels in Windham are cheapest in September
Our prices for hotels in Windham are cheapest in September
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.
Huntersfield State Forest
Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay.
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.
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
Hotel Vienna
10/10 Excellent
"Great weekend visit at Hotel Vienna with our 2 small dogs! Check in and check out were super easy, staff was helpful and accommodating, and the property was really quiet, very clean and super well maintained. The bathrooms were obviously recently renovated and very tastefully done, the bed was firm and linens soft and comfy. Breakfast was pastries, cereal, and yogurt; all were high quality, fresh and delicious. Cappuccino and tea were lovely. Shower pressure could have been a bit better, but that was literally the only downside. We did not have a chance to use the pool, but it looked very clean, located in a nice, stand-alone building with windows and skylights. Barrel sauna is just outside on the deck, and both are is surrounded by beautiful landscaping. The main building also has two sunny, well furnished decks, and there are fire pits with Adirondack chairs located about the property, and there's direct access to the Windham Path and dog park. Sad I missed the free Saturday morning yoga, but I'll definitely try to make it next time. All in all, this hotel was perfect, peaceful, and we'll definitely be back to explore all the things we missed!"
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 Graham & Co.
10/10 Excellent
"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
10/10 Excellent
"Will stay again!"
Emerson Resort & Spa
8/10 Good
"We had a really beautiful stay, staff was wonderful- everything was clean."
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."
Urban Cowboy Lodge
10/10 Excellent
"Fabulous resort, food, service. We visited from the UK and for sure will be returning. Highly recommend."