Hotels in Windham
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Sep 10 - Sep 11Tomorrow
Sep 11 - Sep 12This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Where to stay in Windham?
2. Albergo Allegria Hotel
Albergo Allegria HotelWindham
$174
$188 total
includes taxes & fees
Sep 13 - Sep 14
3. Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
$134
$144 total
includes taxes & fees
Oct 6 - Oct 7
4. The Winwood Condominiums
The Winwood CondominiumsWindham
$169
$183 total
includes taxes & fees
Sep 13 - Sep 14
5. Cave Mountain Motel
Cave Mountain MotelWindham
$139
$150 total
includes taxes & fees
Oct 1 - Oct 2
6. Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
$135
$146 total
includes taxes & fees
Sep 14 - Sep 15
7. Eastwind Windham
Eastwind WindhamWindham
$289
$344 total
includes taxes & fees
Sep 13 - Sep 14
8. Wylder Hotel Windham
Wylder Hotel WindhamWindham
$300
$374 total
includes taxes & fees
Sep 24 - Sep 25
9. The Haüs Windham
The Haüs WindhamWindham
$135
$295 total
includes taxes & fees
Sep 30 - Oct 1
10. Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
$135
$168 total
includes taxes & fees
Sep 20 - Sep 21
11. Moore's Motel
Moore's MotelPrattsville
$120
$130 total
includes taxes & fees
Sep 12 - Sep 13
12. The Perch Hotel
The Perch HotelEast Windham
$208
$225 total
includes taxes & fees
Sep 17 - Sep 18
13. Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
$169
$183 total
includes taxes & fees
Sep 13 - Sep 14
14. Hotel Mountain Brook
Hotel Mountain BrookTannersville
$175
$189 total
includes taxes & fees
Sep 14 - Sep 15
15. The Colonial Motel
The Colonial MotelGrand Gorge
$99
$109 total
includes taxes & fees
Sep 13 - Sep 14
16. Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
$198
$235 total
includes taxes & fees
Sep 28 - Sep 29
17. SunView Motel
SunView MotelTannersville
$118
$128 total
includes taxes & fees
Oct 1 - Oct 2
18. Black Bear Lodge
Black Bear LodgePrattsville
$149
$161 total
includes taxes & fees
Sep 13 - Sep 14
20. AutoCamp Catskills
AutoCamp CatskillsSaugerties
$148
$205 total
includes taxes & fees
Sep 30 - Oct 1
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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.
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
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
10/10 Excellent
"Great hotel, very clean very helpful staff. Water pressure in shower in second floor was not good"
Hunter Lodge, a Bluebird by Lark
10/10 Excellent
"This was an extremely delightful stay for end of summer! Great setting with beautiful grounds, easy to get anywhere in Hunter and all the other nearby towns. Stayed in a King loft which was great, lots of room to relax, very clean and well maintained. It was very handy to have a mini-fridge and microwave, but also enjoyed dinner downstairs at the Tavern. The complementary breakfast hit just right before hitting the road for the day."
Kaatskill Mountain Club & Condos by Vail Resorts
10/10 Excellent
"It was a wonderful hotel. Although it had gotten quite chilly, the pool was heated and there was also a hot tub, so the kids really enjoyed swimming and relaxing in the pool after our trek. Since it was the off-season, the hotel was quiet and not crowded. The restaurant was excellent, with great service and delicious food that truly impressed us. All of the staff were friendly and helpful, and we appreciated how well the property was maintained. We had a really enjoyable stay and would love to come back during the ski season next time!"
Urban Cowboy Lodge
8/10 Good
"The property and stay was great. The reason for four stars vs. five were the expectations. The descriptions and their Instagram oversells the place so you go expecting more. A little more transparency and marketing the property for its true self - it's a fantastic spot."
Jimmy OConnors Windham Mountain Inn
10/10 Excellent
"Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲"
AutoCamp Catskills
10/10 Excellent
"Over all everything is good"
Hotel Vienna
10/10 Excellent
"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"
The Winwood Condominiums
10/10 Excellent
"Clean room with nice couch plus kitchenette. Enjoyed setting on patio. Great location, easy walk into town with several restaurants."
Eastwind Windham
10/10 Excellent
"The staff was friendly and the room was clean and comfortable. Would love to come back again!"