Hotels in Windham

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Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
Nestled 5 minutes from Windham Mountain Resort, this charming hotel offers an indoor pool, complimentary breakfast, and free bike rentals. Explore nearby hiking trails or golfing options, then unwind on the peaceful terrace surrounded by mountain views.
The price is $145
$174 total
includes taxes & fees
Jun 1 - Jun 2
Hotel Vienna
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (129 reviews)
Escape to this charming Victorian B&B, just minutes from Windham Mountain Resort. Wake up to a complimentary full breakfast before heading out with ski passes. After a day on the slopes, unwind in the garden or terrace, with free WiFi and parking.
The price is $135
$146 total
includes taxes & fees
May 11 - May 12
Antique Rose Inn Windham
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
Feel the winter magic at this Windham hotel offering complimentary ski shuttle service just 5 minutes from Windham Mountain Resort. Enjoy sledding on-site, access to ski passes, and relax in the seasonal outdoor pool after a day on the slopes. Free WiFi and parking add value.
The price is $159
$172 total
includes taxes & fees
May 10 - May 11
Winwood Condominiums by Windham Mountain Club
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (140 reviews)
Immerse in adventure at this welcoming mountain motel, just 5 minutes from Windham Mountain Resort. Hiking and biking trails await nearby, while complimentary breakfast, Wi-Fi, and parking enhance your Catskills getaway.
The price is $139
$150 total
includes taxes & fees
May 10 - May 11
Cave Mountain Motel
Eastwind Windham
Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (102 reviews)
Escape to the mountains near Windham Mountain Resort at this charming hotel. Enjoy convenient perks like free WiFi and parking while you explore nearby attractions. After a day outdoors, unwind with a refreshing drink at the inviting bar.
The price is $183
$225 total
includes taxes & fees
May 12 - May 13
Eastwind Windham
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (28 reviews)
Feel the mountain magic at this Windham hotel, just 5 minutes from Windham Mountain Resort. After a day of skiing and snowboarding, return to comfort with free WiFi and parking. The Windham Country Club and Hudson Valley's natural beauty await your exploration nearby.
The price is $202
$299 total
includes taxes & fees
Jun 4 - Jun 5
The Haüs Windham
Albergo Allegria Hotel
Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (278 reviews)
Explore Windham Mountain from this Victorian B&B offering free WiFi and parking. Discover nearby hiking trails and mountain biking, then unwind in the garden or terrace. Bike cleaning facilities and exceptional staff create a memorable Catskills escape.
The price is $163
$176 total
includes taxes & fees
May 10 - May 11
Albergo Allegria Hotel
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (97 reviews)
Mountain adventurers will love this hotel's prime location, just a 5-minute drive from Windham Mountain Resort. After exploring nearby attractions, cool off in the outdoor pool or grab a drink at the bar. With free WiFi, parking, and a café onsite, convenience meets comfort.
The price is $260
$331 total
includes taxes & fees
May 25 - May 26
Wylder Hotel Windham
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)
Discover this charming Windham ski hotel just 5 minutes from Windham Mountain Resort. Take advantage of the complimentary ski shuttle, WiFi, and parking while enjoying easy access to Windham Country Club. The outdoor pool offers refreshing relaxation after adventurous mountain excursions.
The price is $400
$432 total
includes taxes & fees
May 15 - May 16
The Outpost by Windham Mountain Club
Red Feather Lodge
Red Feather Lodge
3.0 star property
Windham
The price is $1,999
$2,159 total
includes taxes & fees
May 10 - May 11
Red Feather Lodge
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
Mountain charm meets outdoor adventure at this cozy B&B. Located in Maplecrest, just a short drive from Windham Mountain Resort and Hunter Mountain. Enjoy free breakfast and WiFi, then explore hiking trails, kayaking, and mountain biking nearby.
The price is $159
$172 total
includes taxes & fees
May 10 - May 11
Mountain Treasure B&B
The Perch Hotel
The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (29 reviews)
Located in tranquil Cornwallville, this charming hotel offers premium bedding for restful nights after mountain adventures. Zoom Flume and Durham Center Museum are nearby attractions, with free WiFi and parking enhancing your Catskills getaway.
The price is $144
$156 total
includes taxes & fees
May 31 - Jun 1
The Perch Hotel
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (935 reviews)
Just a short drive from Hunter Mountain and Kaaterskill Falls, this lodge offers free breakfast, WiFi, and parking. Guests rave about the clean rooms and helpful staff. Enjoy dinner at Hunter Tavern after a day of outdoor adventures.
The price is $120
$151 total
includes taxes & fees
May 19 - May 20
Hunter Lodge, a Bluebird by Lark
Scribner's Catskill Lodge, A Member Of Design Hotels
Scribner's Catskill Lodge, A Member Of Design Hotels
4.0 star property
Hunter
5.4 out of 10, (3 reviews)
The price is $275
$324 total
includes taxes & fees
May 10 - May 11
Scribner's Catskill Lodge, A Member Of Design Hotels
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (12 reviews)
The price is $405
$437 total
includes taxes & fees
May 10 - May 11
Amaya Bed&Breakfast
Deer Mountain Inn
Deer Mountain Inn
2.0 star property
Haines Falls
9.4 out of 10, Exceptional, (6 reviews)
Escape to this charming Haines Falls retreat with Hunter Mountain just a short drive away. Free breakfast fuels your adventures while the on-site restaurant and bar provide perfect evening relaxation. Enjoy complimentary WiFi and parking amid serene garden and terrace views.
The price is $298
$346 total
includes taxes & fees
May 12 - May 13
Deer Mountain Inn
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
Unwind in this tranquil motel offering quiet rooms and a refreshing outdoor pool. Free WiFi and parking make exploring nearby Pratt Museum and Zadock Pratt Museum convenient, while daily housekeeping ensures a comfortable countryside retreat.
The price is $120
$130 total
includes taxes & fees
May 10 - May 11
Moore's Motel
Hotel Mountain Brook
Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (557 reviews)
Tucked in Tannersville near Hunter Mountain, this cozy hotel offers adventure seekers access to hiking, biking, and kayaking. Enjoy free continental breakfast daily and convenient parking, with mountain trails and ski centers just moments away.
The price is $179
$193 total
includes taxes & fees
May 12 - May 13
Hotel Mountain Brook
The Colonial Motel
The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (440 reviews)
Explore the Catskills from this welcoming motel near hiking trails and kayaking spots. The seasonal pool offers refreshing relaxation after outdoor adventures, while free WiFi and parking add convenience for nature enthusiasts.
The price is $99
$109 total
includes taxes & fees
May 10 - May 11
The Colonial Motel
Catskill Seasons Inn
Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (252 reviews)
Nestled in Shandaken among the Catskill Mountains, this inn offers free breakfast, WiFi, and parking. Enjoy outdoor tennis or cool off in the seasonal pool after exploring nearby attractions and natural beauty.
The price is $123
$138 total
includes taxes & fees
May 10 - May 11
Catskill Seasons Inn
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.

When is the best time to visit Windham?

Our prices for hotels in Windham are cheapest in April
Price trends for hotels in Windham
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Windham
May
High 19°C / low 8°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Top landmarks in Windham

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.

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

Check out reviews of Windham hotels guests love

Frequently asked questions

What accommodations do travelers like in Windham?
Can I book refundable accommodations in Windham?
If you're looking for the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Windham if I'm looking for a cheap accommodation?
The Haüs Windham is an accommodation you might want to consider that'll save you money.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 152 vacation homes. In addition, there are 18 apartments and 32 condos.
What will the weather in Windham be like during my vacation?
The warmest months in Windham are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are July and August.
Why should I book my Windham hotel with Hotels.com?
There are plenty of reasons to book your Windham travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.