Hotels & Accommodation in Windham

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Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Where to stay in Windham?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham hotels consistently deliver on quality, location and traveller experience. Last updated on 16 November 2026.
A cabin with a deck, large windows, and a mountain backdrop.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (917 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 R2 116
R2 578 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Vienna
A building with a porch and a sign that reads "Main Lodge."

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (139 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 on-site, convenience meets comfort.
The price is R3 355
R4 470 total
includes taxes & fees
18 Nov - 19 Nov
Wylder Hotel Windham
A building with a porch and outdoor seating area.

3. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (290 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 R2 942
R3 177 total
includes taxes & fees
16 Nov - 17 Nov
Albergo Allegria Hotel
A cozy wooden interior with a sofa, coffee table, and a view of a deck and greenery outside.

4. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (123 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 R4 046
R4 877 total
includes taxes & fees
16 Nov - 17 Nov
Eastwind Windham
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

5. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
3.0 star property
Windham
9.2 out of 10, Wonderful, (10 reviews)
The price is R2 514
R2 715 total
includes taxes & fees
16 Nov - 17 Nov
Jimmy OConnors Windham Mountain Inn
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

6. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (379 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 R2 861
R3 090 total
includes taxes & fees
16 Nov - 17 Nov
The Winwood Condominiums
A sign for Cave Mountain Motel with a rustic stone wall and greenery.

7. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 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 R2 353
R2 542 total
includes taxes & fees
16 Nov - 17 Nov
Cave Mountain Motel
A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

8. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 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 R2 286
R2 469 total
includes taxes & fees
16 Nov - 17 Nov
Antique Rose Inn Windham
A wooden cabin with a stone pathway leading to the entrance, surrounded by greenery.

9. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 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 R3 090
R5 877 total
includes taxes & fees
17 Nov - 18 Nov
The Haüs Windham
A wooden cabin interior with a bed, a desk, a television, and a large window.

10. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (615 reviews)
Tucked in Tannersville near Hunter Mountain, this cosy 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 R3 623
R3 913 total
includes taxes & fees
02 Dec - 03 Dec
Hotel Mountain Brook
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

11. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1 003 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 R2 231
R2 775 total
includes taxes & fees
29 Nov - 30 Nov
Hunter Lodge, a Bluebird by Lark
Front of property

12. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
The price is R7 264
R9 182 total
includes taxes & fees
16 Nov - 17 Nov
Windham NY Escape
A park with Adirondack chairs and a table, surrounded by trees.

13. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (307 reviews)
Mountain charm meets outdoor adventure at this cosy 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 R2 811
R3 035 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Treasure B&B
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

14. 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, (453 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 favourites, while free WiFi keeps you connected in this scenic mountain escape.
The price is R2 651
R3 157 total
includes taxes & fees
23 Nov - 24 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

15. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (47 reviews)
Located in tranquil Cornwallville, this charming hotel offers premium bedding for restful nights after mountain adventures. Zoom Flume and Durham Centre Museum are nearby attractions, with free WiFi and parking enhancing your Catskills getaway.
The price is R3 700
R3 996 total
includes taxes & fees
19 Nov - 20 Nov
The Perch Hotel
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

16. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (832 reviews)
Immerse in cosy comfort at this Saugerties hotel where an indoor pool and fitness centre await. Nearby Kiwanis Ice Arena and Kiersted House offer local exploration, while helpful staff, clean rooms, and free breakfast enhance every stay.
The price is R2 218
R2 484 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

17. Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.8 out of 10, Exceptional, (14 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 R6 705
R7 698 total
includes taxes & fees
07 Dec - 08 Dec
Deer Mountain Inn
A modern house with a sloped roof, large windows, and a well-maintained lawn.

18. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (598 reviews)
Immerse yourself in nature at this Saugerties luxury holiday park with Tempur-Pedic beds and plush dressing gowns. Unwind at the bar, dine at the on-site restaurant, and explore nearby Opus 40. Guests rave about the helpful staff and pristine grounds.
The price is R1 717
R2 587 total
includes taxes & fees
10 Dec - 11 Dec
AutoCamp Catskills
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

19. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (505 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 R1 676
R1 844 total
includes taxes & fees
16 Nov - 17 Nov
The Colonial Motel
A swimming pool with lounge chairs and potted plants.

20. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (185 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 R2 032
R2 194 total
includes taxes & fees
16 Nov - 17 Nov
Moore's Motel
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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Go beyond your typical stay in Windham

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When is the best time to visit Windham?

Our prices for hotels in Windham are cheapest in March

Price trends for hotels in Windham

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 7°C / low -1°C. Partly sunny.
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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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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -9 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.
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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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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 city centre 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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Two skiers on a snowy slope with a valley and mountains in the background.

Frequently Asked Questions

Can I book a refundable accommodation option in Windham?

If you want the flexibility to change your plans to Windham, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Windham if I want a holiday rental instead of a hotel?

If you want a good alternative to a hotel, browse our selection of 139 holiday homes. In addition, there are 18 apartments and 32 condos.

What will the weather in Windham be like during my visit?

The warmest months in Windham are usually July and August, with an average temperature of 18°C. January and February are the chilliest months, when the average temperature is -3°C. 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.