Hotels in Windham

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Jul 31 - Aug 2
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Aug 7 - Aug 9

Where to stay in Windham?

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Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (834 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 $134
$162 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Vienna
Exterior

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 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 $179
$193 total
includes taxes & fees
Jul 28 - Jul 29
The Winwood Condominiums
Lushna Cabin | WiFi (free), bed sheets

Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 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
Aug 2 - Aug 3
Eastwind Windham
Front of property

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 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
Jul 28 - Jul 29
Cave Mountain Motel
Front of property

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 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
Jul 28 - Jul 29
Antique Rose Inn Windham
Exterior

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 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 $229
$297 total
includes taxes & fees
Aug 26 - Aug 27
Wylder Hotel Windham
Exterior

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 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 $174
$188 total
includes taxes & fees
Jul 28 - Jul 29
Albergo Allegria Hotel
Interior

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very Good, (32 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 $177
$272 total
includes taxes & fees
Aug 4 - Aug 5
The Haüs Windham
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, (1,006 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 $121
$152 total
includes taxes & fees
Aug 10 - Aug 11
Hunter Lodge, a Bluebird by Lark
Property amenity

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 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 $131
$142 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Treasure B&B
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 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
Jul 28 - Jul 29
Moore's Motel
Free self parking

Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.2 out of 10, Wonderful, (68 reviews)
Experience serenity at this Jewett hotel with rejuvenating spa treatments and deep-tissue massages. Just 15 minutes from Hunter Mountain and Windham Mountain Resort, this retreat offers a restaurant and convenient free parking for your mountain adventures.
The price is $150
$162 total
includes taxes & fees
Jul 28 - Jul 29
Xenia Resort
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (462 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
Jul 29 - Jul 30
The Colonial Motel
Panoramic Single Room, Valley View | Premium bedding, desk, cribs (surcharge), rollaway beds (surcharge)

The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (33 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 $197
$213 total
includes taxes & fees
Jul 30 - Jul 31
The Perch Hotel
View from property

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (146 reviews)
Discover a peaceful haven in Prattsville where tranquility meets convenience. This motel sits near Ashland Park and Bearpen Mountain State Forest, offering complimentary WiFi, parking, and daily housekeeping for a refreshing mountain getaway.
The price is $149
$161 total
includes taxes & fees
Jul 30 - Jul 31
Black Bear Lodge
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, (400 reviews)
Feel the thrill of mountain adventure at this Hunter hotel with ski-in, ski-out access. After hitting the slopes, unwind in the outdoor pool, sauna, or steam room. Van Winkles restaurant serves American favorites, while free WiFi keeps you connected in this scenic mountain escape.
The price is $197
$235 total
includes taxes & fees
Aug 25 - Aug 26
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (578 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 $229
$247 total
includes taxes & fees
Jul 29 - Jul 30
Hotel Mountain Brook
Exterior

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (439 reviews)
Situated minutes from Hunter Mountain, this charming B&B offers free breakfast and parking. Adventure seekers will love the nearby skiing and mountain biking options, while Windham Mountain Resort provides additional outdoor fun just a short drive away.
The price is $259
$280 total
includes taxes & fees
Aug 9 - Aug 10
Fairlawn 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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When is the best time to visit Windham?

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
View properties in July
Currently viewing crowd sizes and weather for July.
Typical weather for Windham
July
High 26°C / low 15°C. Sunny most days.
View properties in July
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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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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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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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Monthly weather averages (˚C)

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.
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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.

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A wooden covered bridge in a forest with autumn foliage.

Check out reviews of Windham hotels guests love

Cave Mountain Motel

Cave Mountain Motel

10/10 Excellent
"Wonderful place to stay. I will definitely go back."
Eugene 3-night trip
Posted 16 hours ago
Cave Mountain Motel

Frequently asked questions

What accommodations do travelers like in Windham?
Guests like Wylder Hotel Windham, Hotel Vienna and Eastwind 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 148 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.