A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Find hotels in Windham, NY from SAR 331

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windham hotels

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (910 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is SAR 422
SAR 521 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Vienna

2. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is SAR 652
SAR 704 total
includes taxes & fees
10 Nov - 11 Nov
Albergo Allegria Hotel

3. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"Room super clean and beautiful property!"
United States
Daniela
The price is SAR 870
SAR 1,128 total
includes taxes & fees
23 Nov - 24 Nov
Wylder Hotel Windham

4. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
United States
Danica
The price is SAR 857
SAR 1,037 total
includes taxes & fees
22 Nov - 23 Nov
Eastwind Windham

5. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (377 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is SAR 634
SAR 685 total
includes taxes & fees
10 Nov - 11 Nov
The Winwood Condominiums

6. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is SAR 557
SAR 602 total
includes taxes & fees
12 Nov - 13 Nov
Jimmy OConnors Windham Mountain Inn

7. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is SAR 522
SAR 564 total
includes taxes & fees
10 Nov - 11 Nov
Cave Mountain Motel

8. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is SAR 507
SAR 547 total
includes taxes & fees
11 Nov - 12 Nov
Antique Rose Inn Windham

9. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is SAR 564
SAR 1,172 total
includes taxes & fees
10 Nov - 11 Nov
The Haüs Windham

10. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (307 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is SAR 623
SAR 673 total
includes taxes & fees
15 Nov - 16 Nov
Mountain Treasure B&B

11. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,011 reviews)
"Always a nice stay."
United States
Marina
The price is SAR 482
SAR 602 total
includes taxes & fees
10 Dec - 11 Dec
Hunter Lodge, a Bluebird by Lark

12. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (614 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is SAR 841
SAR 908 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Mountain Brook

13. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"The best "
United States
Miguel
The price is SAR 1,610
SAR 2,036 total
includes taxes & fees
10 Nov - 11 Nov
Windham NY Escape

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, (451 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is SAR 639
SAR 760 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts

15. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (47 reviews)
"Mountain View and cozy vibes are on point."
United States
Pushpavalli
The price is SAR 711
SAR 768 total
includes taxes & fees
12 Nov - 13 Nov
The Perch Hotel

16. Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.8 out of 10, Exceptional, (14 reviews)
"Best hotel I’ve ever stayed at! Staff is so friendly and there are so many thoughtful touches, like the beautiful delicious breakfast each morning and the guest attic to hang out in upstairs. Cannot wait to come back!!"
United States
Julia
The price is SAR 1,472
SAR 1,691 total
includes taxes & fees
7 Dec - 8 Dec
Deer Mountain Inn

17. 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, (830 reviews)
"Our stay was great. Facility was clean and staff was very hospitable. Traveled with small children and we enjoyed the pool and the workout room."
United States
Leah
The price is SAR 477
SAR 534 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

18. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (160 reviews)
"We had a nice stay at the Black Bear. Great location and Kim was very accommodating."
United States
Adam
The price is SAR 559
SAR 604 total
includes taxes & fees
10 Nov - 11 Nov
Black Bear Lodge

19. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (504 reviews)
"Great place to stay!"
United States
Eric
The price is SAR 301
SAR 331 total
includes taxes & fees
10 Nov - 11 Nov
The Colonial Motel

20. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (184 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is SAR 450
SAR 487 total
includes taxes & fees
10 Nov - 11 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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Windham attractions

Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

Two skiers on a snowy slope with a valley and mountains in the background.

Top Windham Hotel Reviews

More cheap stays in Windham

Hotels in Windham with star-rating

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing: Experience fantastic skiing opportunities at Windham Mountain, catering to all skill levels.
  • Vibrant Nightlife: Enjoy lively nightlife options that add excitement to your evenings in Windham.
  • Scenic Hiking Trails: Explore breathtaking hiking trails and discover nearby waterfalls and state parks.
  • Charming Local Shops: Indulge in window shopping at delightful local boutiques for unique finds.
  • Hudson Valley Vineyards: Discover local vineyards and enjoy wine tasting in the beautiful Hudson Valley.

Find great hotels in and around Windham

Discover the charm of Windham, New York, with a variety of hotel accommodations designed to meet the needs of every traveler. Whether you're seeking an adventurous getaway, a family-friendly retreat, or a pet-friendly vacation, Windham offers an array of lodging options, including agritourism properties and hotels. Explore the best hotels, read reviews, and find competitive room rates to make your stay unforgettable.

  • Hunter Lodge, a Bluebird by Lark: Embrace adventure and inclusivity at Hunter Lodge, a Bluebird by Lark, located 12.9km from Windham. This hotel is a haven for pet lovers and LGBTQIA travelers, offering a warm, welcoming atmosphere. Enjoy an array of outdoor activities, from snowshoeing and skiing to kayaking and fishing, all just moments away. The property is designed with adventure seekers in mind, and it allows pets with specific amenities like food and water bowls. Experience a unique blend of comfort and camaraderie in a setting that celebrates diversity.
  • Hotel Vienna: Situated in the heart of Windham, Hotel Vienna caters to business travelers and golf enthusiasts alike. This charming hotel offers golf-themed experiences and is close to various recreational activities, including snowboarding, swimming, and biking rentals. With a focus on adventure and professional needs, guests appreciate the well-appointed rooms and convenient access to local attractions. Whether you're here for work or play, Hotel Vienna provides a perfect balance of comfort and functionality.
  • Hotel Mountain Brook: Located 16.1km from Windham, Hotel Mountain Brook is a 4-star retreat that welcomes both adventure seekers and pet owners. This property offers a range of exciting activities, including horseback riding, birdwatching, and skiing. With a pet-friendly policy that includes amenities for furry friends, guests can enjoy the great outdoors without leaving their pets behind. The hotel combines luxury with a rustic charm, making it an ideal spot for those looking to explore the natural beauty of the area.

Where to stay in and around Windham

Windham, New York, offers a perfect blend of adventure and relaxation for travelers. Enjoy skiing in winter or explore local vineyards in the beautiful Hudson Valley. Experience the charming atmosphere of nearby Woodstock, with its friendly vibe and scenic views. Whether you're seeking a fall getaway or a secluded retreat, Windham and its surrounding areas promise unforgettable experiences for families and adventurers alike.

  • Hunter: Nestled 11.3km from Windham, Hunter is a charming city renowned for its outdoor adventures, particularly skiing. The area sees a moderate influx of tourists, peaking from December to February when winter sports enthusiasts flock to its ski resorts and picturesque fields. Beyond skiing, visitors can explore the stunning local landmarks, including breathtaking mountains, serene lakes, and captivating waterfalls. The vibrant community offers various sports experiences that make it a perfect destination for adventure seekers looking to embrace the thrill of the outdoors.
  • Hensonville: Just 3.2km away from Windham, Hensonville is a delightful city that attracts visitors year-round, with a peak in the summer months from June to August. Like its neighboring towns, Hensonville is a hub for skiing and outdoor sports, featuring excellent ski fields and resorts. The surrounding natural beauty, including mountains, lakes, and waterfalls, provides an idyllic backdrop for adventure. Hensonville’s inviting atmosphere and numerous recreational opportunities make it a great choice for those seeking both relaxation and excitement amidst nature.
  • East Windham: Located within the Windham area, East Windham is a quaint village that draws visitors with its outdoor activities and ski resorts. The peak tourist season occurs from July to August and in October, making it an ideal summer getaway. East Windham is perfect for those who love adventure, offering access to ski fields and stunning mountain vistas. Additionally, the village features family-friendly attractions such as a theme park and a waterpark, ensuring a well-rounded experience for travelers of all ages looking to enjoy the great outdoors.

Things to do in and around Windham

Windham, New York, offers a thrilling vacation experience with its fantastic skiing opportunities at local ski resorts. In addition to hitting the slopes, visitors can enjoy the vibrant nightlife, explore the Zoom Flume water park, and discover scenic hiking trails, making it a haven for adventure enthusiasts. Don’t forget to take some time for window shopping in the charming local shops to complete your visit.

Shopping

In Windham, you can visit Vinnie's Farm Market for fresh products and local goods. If you're up for a drive, check out the Woodstock Music Shop for unique music-related gifts, or head to the Hudson Valley Mall for a wider selection of shops and entertainment options.

Recreation

Experience the Windham Country Club for a round of golf amidst beautiful landscapes and a vibrant outdoor atmosphere. For a unique retreat, visit Copperhood Retreat & Spa, where you can indulge in rejuvenating body treatments that emphasize wellness and relaxation, just a short drive from Windham.

Adventure

At Windham Mountain Resort, experience thrilling skiing and snowboarding on pristine slopes. For family fun, visit Zoom Flume waterpark, where you can enjoy exhilarating water rides. Take a scenic ride on the Northern Express Ski Lift for breathtaking views of the snowy landscape.

Nightlife

Experience the vibrant nightlife in Windham by visiting Mount Tremper Arts, located 29.0km away, offering a mix of romance and culture. Colony, 32.2km from Windham, also promises an entertaining evening. For a grander experience, check out the Ulster Performing Arts Center, 46.7km away, showcasing diverse performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windham

To save money on your trip to Windham, plan your visit during the off-peak months of March to April or November, when prices are lower. Tuesdays offer the cheapest accommodation rates, while Fridays are the most expensive. Use Expedia to compare hotel rates and look for vacation packages that combine flights and activities for additional savings. Explore the town on foot to avoid public transport costs, and check for free activities in the area to enhance your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windham are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windham is Tuesday. The most expensive day to stay in Windham is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Wyndham hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions in and around Windham

Windham, New York, is a prime destination for adventure seekers, offering skiing at Windham Mountain and breathtaking views at nearby waterfalls and state parks. Visitors can enjoy outdoor activities while exploring the Windham Mountain Club and immersing themselves in the local culture and scenery. Whether you're looking to hit the slopes or enjoy nature's beauty, Windham promises an unforgettable experience for all types of travelers.

  • Windham Mountain Resort: Experience the thrill of skiing at Windham Mountain Resort, a premier destination for outdoor adventure. Whether you’re a seasoned skier or a beginner, the resort offers diverse slopes and breathtaking views, making it perfect for a winter getaway.
  • Kaaterskill Falls: Discover the enchanting Kaaterskill Falls, a stunning waterfall located 19.3km from Windham. This natural wonder is perfect for romantic hikes and outdoor exploration, surrounded by lush landscapes and breathtaking vistas.
  • Mountain Top Arboretum: Visit the Mountain Top Arboretum, an 12.9km journey from Windham, where families can enjoy peaceful trails and a variety of native plants. This tranquil setting is ideal for picnics and leisurely strolls in nature.

Best time to go to Windham

The best time to visit Windham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windham falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Windham falls in January, visitor numbers are slightly high and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)Light RainMostly CloudySlightly HighAverage
February24.1°F (-4.4°C)Light RainMostly CloudySlightly HighAverage
March31.6°F (-0.2°C)Light RainMostly CloudyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageSlightly Low
May55.6°F (13.1°C)Light RainMostly SunnySlightly LowAverage
June63.0°F (17.2°C)Light RainMostly SunnySlightly LowAverage
July68.7°F (20.4°C)Light RainMostly SunnyAverageSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
September59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
October48.9°F (9.4°C)Light RainMostly SunnySlightly LowSlightly High
November36.7°F (2.6°C)Light RainMostly SunnyAverageSlightly Low
December28.8°F (-1.8°C)Light RainMostly CloudySlightly HighAverage

The nearest major airports for your trip to Windham

When planning your visit to Windham, New York, there are several major airports to consider. ALBany International Airport (ALB) is 61.2km away, with nearby hotel options like the 4-star Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Newburgh's Stewart International Airport (SWF) is 90.1km away, with the 3.5-star Dutchess Inn and Spa at Beacon located 9.7km from SWF. Lastly, Hudson's Columbia County Airport (HCC) is 212.9km away, featuring hotels like The Wick, Hudson, a 4-star property just 8.0km from HCC, offering transfers and shuttles for convenient access.

Frequently asked questions

What's the best place to stay in Windham?
Based on our traveler data, Hotel Vienna is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good choices for your visit include Wylder Hotel Windham and Eastwind Windham. See all available top hotels, or vacation rentals in Windham.
What are some of the best vacation home rentals that Windham has to offer?
Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home rental outside of Windham is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Windham.
If I need to cancel my hotel reservation in Windham, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
Where can I learn more about changing or cancelling my trip to Windham?
For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.
What's the best accommodation for families in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another good choice for your kid-friendly vacation. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.
What's the best pet-friendly hotel in Windham?
Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options for you and your pet's trip include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best place to stay close to Windham Mountain Resort?
Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.
What about the best place to stay close to Windham Vineyards and Winery?
One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.
What's the best golf hotel in Windham?
Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include Eastwind Windham and Albergo Allegria Hotel. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.
What's the best place to stay to stay near the slopes in Windham?
The Winwood Condominiums is a top hotel for a winter getaway, and features a free ski shuttle and free WiFi. This hotel is adjacent to Windham Mountain Resort. Other good options for your winter getaway include Jimmy OConnors Windham Mountain Inn and Antique Rose Inn Windham. See all ski hotels in Windham.
What are some accommodations with pools in Windham?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Wylder Hotel Windham and The Winwood Condominiums are two additional hotels that feature an onsite pool. View all hotels with pools in Windham.
What is the best spa hotel in Windham?
Mountainside by Windham Mountain Club is a highly recommended spa hotel with an outdoor pool. Spend an afternoon at The Spa where you'll find Swedish massages, deep-tissue massages, and hot stone massages and more. See all spa hotels in Windham.
What's the best hotel in Windham with a water park on-site or close by?
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is a popular lodge featuring in-room kitchens and water park access. You'll find Zoom Flume within 18 minutes by car. Check out all hotels with or near waterparks in Windham.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Windham like?
Visitors to Windham are sure to enjoy the ski areas, mountain views, and coffeehouses. Tourists can also enjoy the city's breweries, golf courses, and wineries. In Windham, there are 268 hotels and other accommodations to choose from. Find out more about Windham.
What should I do while I'm visiting Windham?
The picturesque setting of Elm Ridge Wild Forest and Ashland Park exemplify the area's natural beauty. Skiing is a great activity, and Windham Country Club is one place to visit. A couple of additional sights to add to your agenda are Windham Mountain Resort and Windham Vineyards and Winery. Check out what more to see and do in Expedia's Windham guide.
What's the weather like in Windham?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.