Hotels in Windham

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Check prices for these dates

Tonight
Feb 9 - Feb 10
Tomorrow
Feb 10 - Feb 11
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

Where to stay in Windham?

View from room
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (759 reviews)
  • cleanliness
    Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $149
$161 total
includes taxes & fees
Feb 22 - Feb 23
Hotel Vienna
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (273 reviews)
  • cleanliness
    Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
The price is $134
$145 total
includes taxes & fees
Feb 10 - Feb 11
Albergo Allegria Hotel & Breakfast Restaurant
Exterior
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (348 reviews)
  • cleanliness
    Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$215 total
includes taxes & fees
Feb 10 - Feb 11
Winwood Condominiums by Windham Mountain Club
Exterior
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (127 reviews)
  • cleanliness
    Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$146 total
includes taxes & fees
Feb 10 - Feb 11
Antique Rose Inn Windham
Lushna Cabin | Free WiFi, bed sheets
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (88 reviews)
  • cleanliness
    Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
The price is $183
$225 total
includes taxes & fees
Mar 1 - Mar 2
Eastwind Windham
Mountain view
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 reviews)
  • cleanliness
    Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$150 total
includes taxes & fees
Feb 10 - Feb 11
Cave Mountain Motel
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
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)
  • cleanliness
    Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
The price is $250
$270 total
includes taxes & fees
Feb 11 - Feb 12
The Outpost by Windham Mountain Club
Exterior
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
  • cleanliness
    Experience this charming retreat minutes from Windham Mountain Resort.
The price is $233
$302 total
includes taxes & fees
Feb 23 - Feb 24
Wylder Hotel Windham
Interior
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
7.6 out of 10, Good, (25 reviews)
  • cleanliness
    Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $226
$244 total
includes taxes & fees
Feb 11 - Feb 12
The Haüs Windham
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
  • cleanliness
    Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$204 total
includes taxes & fees
Feb 10 - Feb 11
Beds on Clouds
Property amenity
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $133
$143 total
includes taxes & fees
Feb 10 - Feb 11
Mountain Treasure B&B
Dinner served
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (860 reviews)
  • cleanliness
    Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $144
$177 total
includes taxes & fees
Mar 2 - Mar 3
Hunter Lodge, a Bluebird by Lark
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (346 reviews)
  • cleanliness
    Get cozy with Hunter Mountain right outside your door at this ski-in, ski-out retreat.
The price is $249
$297 total
includes taxes & fees
Feb 11 - Feb 12
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
  • cleanliness
    Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$280 total
includes taxes & fees
Feb 22 - Feb 23
Fairlawn Inn
View from property
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$161 total
includes taxes & fees
Feb 10 - Feb 11
Black Bear Lodge
Exterior
Hotel Mountain Brook
Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (536 reviews)
  • cleanliness
    Rustic mountain retreat with hiking trails, complimentary breakfast, and attentive staff.
The price is $169
$183 total
includes taxes & fees
Mar 3 - Mar 4
Hotel Mountain Brook
Premium bedding, desk, cribs/infant beds, rollaway beds
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (24 reviews)
  • cleanliness
    Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $208
$225 total
includes taxes & fees
Feb 12 - Feb 13
The Perch Hotel
Outdoor pool
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (164 reviews)
  • cleanliness
    Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$130 total
includes taxes & fees
Feb 10 - Feb 11
Moore's Motel
Garden
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (10 reviews)
The price is $338
$365 total
includes taxes & fees
Feb 10 - Feb 11
Amaya Bed&Breakfast
Exterior
Deer Mountain Inn
Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5 reviews)
  • cleanliness
    Discover woodland serenity at Deer Mountain Inn, surrounded by Hudson Valley treasures.
The price is $396
$453 total
includes taxes & fees
Feb 10 - Feb 11
Deer Mountain 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.
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You may also like pet-friendly hotels in Windham

View from room
Hotel Vienna

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (759)
The price is $149
$161 total
includes taxes & fees
Feb 22 - Feb 23
Hotel Vienna
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.
View all properties

When is the best time to visit Windham?

Our prices for hotels in Windham are cheapest in January
Price trends for hotels in Windham
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Windham
February
High 0°C / low -9°C. Snow likely.
View properties in February
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy 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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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 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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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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Monthly weather averages (˚C)

Top landmarks in Windham

Windham Mountain Resort

4.4/5 (192 reviews)
Carve through 54 trails across 285 skiable acres at this four-season Catskills resort. Beyond winter, try mountain biking, zip-lining, or golfing while enjoying the perfect blend of small-town charm and modern amenities.
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Windham Country Club

4.7/5 (10 reviews)
Swing through mountain views on this challenging 18-hole course nestled in the Great Northern Catskills. After your round, unwind at Mulligan's Pub with panoramic vistas of the surrounding peaks.
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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
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Great room. Good continental breakfast. "
Clayon 1-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

Frequently asked questions

What accommodations do travelers like in Windham?
Albergo Allegria Hotel & Breakfast Restaurant, Hotel Vienna and Eastwind Windham are all accommodations that are popular with guests.
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?
Two inexpensive options worth considering are Eastwind Windham and The Haüs Windham.
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 19 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.