Hotels in Windham
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Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
9.6/10
Exceptional
(270)
- Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
The price is $134
$134
$145 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (722)
9.4/10
Exceptional
(722)
- Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $159
$159
$172 total
includes taxes & fees
Dec 22 - Dec 23
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
9.0/10
Wonderful
(125)
- Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$135
$146 total
includes taxes & fees
Dec 22 - Dec 23
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (74)
9.4/10
Exceptional
(74)
- Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
The price is $221
$221
$268 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
- Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$139
$150 total
includes taxes & fees
Dec 22 - Dec 23
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
8.6 out of 10, Excellent, (19)
8.6/10
Excellent
(19)
- Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $202
$202
$299 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
8.8/10
Excellent
(344)
- Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$199
$215 total
includes taxes & fees
Dec 22 - Dec 23
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
8.6/10
Excellent
(89)
- Experience this charming retreat minutes from Windham Mountain Resort.
The price is $224
$224
$292 total
includes taxes & fees
Dec 22 - Dec 23
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68)
7.4/10
Good
(68)
- Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$189
$204 total
includes taxes & fees
Dec 22 - Dec 23
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
Windham
8.0 out of 10, Very Good, (3)
8.0/10
Very Good
(3)
- Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
The price is $250
$250
$270 total
includes taxes & fees
Dec 24 - Dec 25
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
9.4/10
Exceptional
(287)
- Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $148
$148
$160 total
includes taxes & fees
Dec 23 - Dec 24
Xenia Resort
Xenia Resort
2.5 star property
Jewett
9.0 out of 10, Wonderful, (56)
9.0/10
Wonderful
(56)
- Restore at this mountain escape with spa treatments and nearby skiing.
The price is $150
$150
$162 total
includes taxes & fees
Dec 22 - Dec 23
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
9.4 out of 10, Exceptional, (22)
9.4/10
Exceptional
(22)
- Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $582
$582
$629 total
includes taxes & fees
Dec 26 - Dec 27
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436)
8.8/10
Excellent
(436)
- Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$259
$280 total
includes taxes & fees
Jan 10 - Jan 11, 2026
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, (322)
9.2/10
Wonderful
(322)
- Get cozy with Hunter Mountain right outside your door at this ski-in, ski-out retreat.
The price is $219
$219
$261 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (827)
9.2/10
Wonderful
(827)
- Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $154
$154
$188 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
9.0/10
Wonderful
(131)
- Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$149
$161 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
10/10
Exceptional
(7)
The price is $338
$338
$365 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Mountain Brook
Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (516)
9.8/10
Exceptional
(516)
- Rustic mountain retreat with hiking trails, complimentary breakfast, and attentive staff.
The price is $149
$149
$161 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
8.6/10
Excellent
(158)
- Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$120
$130 total
includes taxes & fees
Dec 22 - Dec 23
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.
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.
Go beyond your typical stay in Windham
Pet friendly
Apartment
Family friendly
Cottage
When is the best time to visit Windham?
When is the best time to visit Windham?Our prices for hotels in Windham are cheapest in January
When is the best time to visit Windham?
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
Currently viewing crowd sizes and weather for December.
Typical weather for Windham
December
High crowds
High 2°C / low -5°C. Snow likely.
View properties in December 2°
December, High crowds, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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-2°
January, Moderate crowds, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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0°
February, Moderate crowds, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
4°
March, Low crowds, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
11°
April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
1°
19°
May, Low crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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23°
June, Low crowds, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
26°
July, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
25°
August, High crowds, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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21°
September, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
14°
October, High crowds, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
7°
November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)
Top landmarks in Windham
Windham Mountain Resort
4.4/5 (192 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.
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.
Check out reviews of Windham hotels guests love
AutoCamp Catskills
10/10 Excellent
"Every time I'm looking for a quick, quiet getaway, this is my place. I love that my dog was able to join me and different types of camping rooms are available to choose from. I loved the space of the family cabin and the perfect size kitchen for our specific needs (morning coffee, late dinner), but unfortunately my bed had hair under the covers and my mom woke up with bites on her ankles. However, I will still choose Auto Camp as a getaway spot, I will just double check our room before agreeing to the room. "
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"It excellent.. "
Hunter Lodge, a Bluebird by Lark
10/10 Excellent
"Great quick and easy, receptionist was awesome"
Hotel Vienna
10/10 Excellent
"Staff was extremely helpful and friendly
The room was very clean as well as the rest of the hotel"
Kaatskill Mountain Club at Hunter Mountain
10/10 Excellent
"Nice"
Urban Cowboy Lodge
10/10 Excellent
"In room 205 at Forest Haus, there is no curtain over the balcony door window. Because of this it got very bright in the room as soon as the sun came up. There were also lady bugs all over the room. They didn’t really bother us but also didn’t expect that. "
Eastwind Windham
10/10 Excellent
"Staff helpful and friendly."
The Haüs Windham
10/10 Excellent
"Clean and excellent space. We love it."
Wylder Hotel Windham
10/10 Excellent
"everything was clean and new. gorgeous pillows, mattress and bedding. Restaurant was wonderful. Loved the balcony view of mountains and stream. Too cold to go bike riding but they had electric bikes."
Frequently asked questions
What accommodations do travelers like in Windham?
Hotel Vienna, Eastwind Windham and Antique Rose Inn 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?
Hotel Vienna, Eastwind Windham and The Haüs Windham are a few accommodations 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 151 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.