Find hotels in Windham, NY from Rp1.500.663

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Our top choices for Windham hotels

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (728)
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
"Spotless room and great staff "
United States
Josue
The price is Rp3.829.253
Rp4.972.643 total
includes taxes & fees
6 Jan - 7 Jan 2026
Wylder Hotel Windham

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is Rp3.164.886
Rp3.418.010 total
includes taxes & fees
4 Jan - 5 Jan 2026
Winwood Condominiums by Windham Mountain Club

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (76)
"I loved our stay!"
United States
Erika
The price is Rp4.352.660
Rp5.214.822 total
includes taxes & fees
28 Dec - 29 Dec
Eastwind Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is Rp2.260.035
Rp2.440.838 total
includes taxes & fees
5 Jan - 6 Jan 2026
Antique Rose Inn Windham

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.6 out of 10, Excellent, (4)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is Rp4.185.250
Rp4.520.070 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Outpost by Windham Mountain Club

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is Rp2.241.118
Rp2.420.581 total
includes taxes & fees
4 Jan - 5 Jan 2026
Albergo Allegria Hotel & Breakfast Restaurant

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
The price is Rp3.775.766
Rp5.433.849 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Haüs Windham

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
The price is Rp3.157.353
Rp3.409.807 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beds on Clouds

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is Rp2.326.999
Rp2.513.159 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cave Mountain Motel

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (193)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is Rp2.159.589
Rp2.418.740 total
includes taxes & fees
4 Jan - 5 Jan 2026
Twin Gables of Woodstock

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (93)
"Quaint, quirky, very environmentally conscious, fun old vinyls, and a cedar fragrant hot tub!"
United States
Dietlinde
The price is Rp2.974.039
Rp3.331.124 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Herwood Inn

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (217)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very good, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveller
The price is Rp3.164.049
Rp3.543.735 total
includes taxes & fees
4 Jan - 5 Jan 2026
Morning Glory B n B Woodstock NY

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (203)
"Love this place!"
United States
Robert
The price is Rp2.996.639
Rp3.356.236 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Woodstock Inn on the Millstream

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is Rp2.494.409
Rp2.693.962 total
includes taxes & fees
4 Jan - 5 Jan 2026
Black Bear Lodge

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (241)
"Great Stay would definitely recommend "
United States
Jay
The price is Rp2.494.409
Rp2.793.738 total
includes taxes & fees
4 Jan - 5 Jan 2026
Catskill Seasons Inn

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is Rp2.008.920
Rp2.169.634 total
includes taxes & fees
31 Dec - 1 Jan 2026
Moore's Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is Rp1.491.623
Rp1.640.786 total
includes taxes & fees
30 Dec - 31 Dec
The Colonial Motel

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (487)
"Super pleasant stay wonderful staff "
United States
Madeleine
The price is Rp1.611.452
Rp1.740.207 total
includes taxes & fees
25 Jan - 26 Jan 2026
Red Ranch Motel
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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.

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

Top Windham Hotel Reviews

More cheap stays in Windham

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing Adventures: Windham is renowned for its excellent ski resorts, making it a prime destination for winter sports enthusiasts.
  • Scenic Natural Beauty: Visitors can enjoy breathtaking waterfalls and the stunning landscapes of nearby state parks.
  • Exciting Adventure Activities: The area offers a range of adventure excursions and an adventure park for adrenaline seekers.
  • Welcoming Accommodation: A variety of lodging options cater to families, adventure seekers, and pet owners.
  • Charming Local Culture: Experience the warm atmosphere created by friendly locals amidst the stunning mountain backdrop.

Find great hotels in and around Windham

Windham, New York, offers a delightful selection of lodging options, including charming agritourism properties and welcoming hotels. Ideal for families, adventure seekers, and pet owners, visitors can find accommodations that cater to various needs. Notable options such as a'neils Windham Ski Lodge provide accessible features and rooms, ensuring a comfortable stay for all. Explore the perfect base for your holiday amidst Windham's stunning landscapes.

  • Winwood Condominiums by Windham Mountain Club: This 3-star accommodation is the perfect retreat for those seeking adventure and family-friendly experiences in Windham. Nestled close to ski lifts and shuttles, it promises a thrilling ski vacation. Guests can indulge in various onsite and nearby activities, including sailing, snowboarding, and kayaking. With amenities tailored for children, such as an arcade game room and onsite sledding, families will find this property a delightful choice for their winter escapades.
  • Hunter Lodge, a Bluebird by Lark: Located 12.9km away from Windham, Hunter Lodge offers a warm and welcoming environment for adventure seekers and pet owners alike. This LGBTQIA-friendly establishment is ideal for those wishing to explore the great outdoors, with nearby activities such as snow tubing, mountain biking, and hiking. Pets are welcome, and the property provides essential amenities like food and water bowls, making it a convenient choice for travellers who wish to bring their furry companions along for the journey.
  • Hotel Vienna: Situated in Windham, Hotel Vienna is an excellent option for golf enthusiasts seeking an adventurous yet pet-friendly getaway. Guests can participate in golf-themed activities while enjoying the scenic surroundings. The hotel also offers a range of nearby activities, including fishing, zip-lining, and skiing lessons, ensuring a memorable stay. With a pet policy that accommodates dogs, this hotel is ideal for those travelling with their four-legged friends.

Where to stay in and around Windham

Windham, New York, is a delightful destination for adventurers and families alike, offering a perfect blend of relaxation and thrilling outdoor activities. Nestled amidst stunning mountains and expansive wilderness, visitors can indulge in skiing and sports while enjoying the warm atmosphere created by friendly locals. Nearby, you'll find secluded spots and scenic views that promise unforgettable experiences. Adventure awaits in this charming area, making Windham a must-visit for any traveller seeking both excitement and tranquillity.

  • Hunter: Nestled approximately 11.3km from Windham, Hunter is a charming city that thrives on seasonal tourism. Visitors flock here primarily during the winter months from December to February, drawn by its renowned ski resorts and adventure sports. The surrounding mountains, serene lakes, and stunning waterfalls make it a picturesque destination for outdoor enthusiasts. Whether you're hitting the slopes or exploring the natural beauty of the area, Hunter offers a vibrant experience for thrill-seekers and nature lovers alike.
  • Hensonville: Located just 3.2km from Windham, Hensonville exudes a welcoming charm that captivates visitors year-round. While its peak tourist season runs from June to August, the city's year-round appeal lies in its exciting ski activities and adventurous spirit. With easy access to ski fields and resorts, Hensonville is perfect for those seeking a blend of winter sports and summer adventures. The breathtaking landscape, featuring mountains, lakes, and waterfalls, provides an ideal backdrop for various outdoor activities.
  • East Windham: As a quaint village situated within the Windham area, East Windham invites visitors to enjoy its outdoor adventures throughout the year. The village sees a surge in visitors during the warmer months from July to August and again in October. Known for its ski resorts and recreational opportunities, East Windham is a haven for outdoor enthusiasts. With local landmarks like beautiful mountains and exciting theme and water parks, it promises a delightful experience for families and adventure seekers alike.

Things to do in and around Windham

Windham is an ideal destination for an active getaway, offering a plethora of exhilarating activities. Visitors can indulge in skiing at the local ski resorts and fields, perfect for those seeking an adrenaline rush. The area also features various adventure excursions and an adventure park, ensuring a thrilling experience for sports enthusiasts and adventurers alike.

Shopping

In Windham, visit the local Woodstock Music Shop, located 32.2km away, for unique musical souvenirs. If you're up for a drive, Vinnie's Farm Market, 27.4km away, offers fresh produce and local goods. For a larger selection, the Hudson Valley Mall, 43.5km away, features various shops and entertainment.

Recreation

At Windham Country Club, enjoy a round of golf amidst serene outdoor surroundings, perfect for relaxation and sport. Meanwhile, Copperhood Retreat & Spa offers rejuvenating body treatments, providing a tranquil escape just 24.1km away, ensuring a holistic wellness experience surrounded by nature.

Adventure

Experience the thrill of skiing at Windham Mountain Resort, where adventure meets snowy slopes. For a fun-filled day, visit Zoom Flume waterpark, offering excitement for the whole family. Lastly, take a scenic ride on the Northern Express Ski Lift, providing breathtaking views of the winter wonderland.

Nightlife

Experience the vibrant nightlife in Windham by visiting the Mount Tremper Arts theatre for a captivating show, or head to the Colony theatre for a romantic evening filled with culture. For more entertainment, the Ulster Performing Arts Center offers an array of performances that will surely delight you.

*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, consider visiting during the cheaper months of March to April or November, and aim to book your stay on a Tuesday for the best rates. Use Expedia to compare hotel prices and filter for eco-friendly options. You can save even more by bundling your hotel reservation with flights and activities. Look out for special discounts, such as AARP, to further reduce costs. Enjoy free outdoor activities like hiking or exploring local parks for a budget-friendly experience.

  • 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: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can organise your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Windham hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Windham

Windham is a fantastic destination for ski enthusiasts and adventure seekers alike, offering a range of outdoor activities. Visitors can explore the scenic ski resorts, witness breathtaking waterfalls, and enjoy the natural beauty of the nearby state parks. This charming area is perfect for those looking to immerse themselves in culture, nature, and stunning landscapes, making it an ideal spot for a memorable getaway.

  • Catskill State Park: A vast expanse of natural beauty, Catskill State Park offers hiking trails, serene lakes, and stunning vistas. At 22.5km from Windham, it’s perfect for nature lovers seeking outdoor adventures and breathtaking landscapes.
  • Windham Mountain Resort: Located within Windham, this ski resort is a hub for outdoor activities year-round. Whether you're skiing down powdery slopes or enjoying summer hiking, the resort embodies adventure and excitement amidst picturesque scenery.
  • Kaaterskill Falls: Just 19.3km away, Kaaterskill Falls is a romantic and majestic waterfall. Experience the thrill of hiking to its stunning viewpoints and bask in the beauty of nature’s artistry, making it an ideal spot for adventure seekers.

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, you have several airport options. Albany International Airport (ALB) is situated 61.2km away, with nearby accommodation such as Oakcliff Bed and Breakfast, a 3.5-star establishment 11.3km from the airport, and The Century House, just 4.8km away. Stewart International Airport (SWF) is located 90.1km from Windham, offering options like The Crossroads Hotel, 3.2km away. Additionally, Hudson, NY (HCC) is 45.1km from Windham, with The Wick, a 4-star hotel, positioned 8.0km from the airport. Each hotel provides convenient transport services to their respective airports for a hassle-free journey.

Frequently asked questions

What's the best place to stay in Windham?
Hotel Vienna is a favourite with Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend Eastwind Windham and Antique Rose Inn Windham as top choices for your stay. See all available top hotels, or vacation rentals in Windham.
If I need to cancel my hotel reservation in Windham, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
What's the best family accommodation 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. Also, attractions in the area such as Zoom Flume and Pine Hill Community Center are fun for children of all ages. Find more child-friendly accommodations in Windham.
What's the best dog-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 to stay with your pet include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best golf hotel in Windham?
Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Another good choice is Albergo Allegria Hotel & Breakfast Restaurant if you'd like to stay near a golf course while in town. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.
What's the best hotel for a trip to the slopes in Windham?
Winwood Condominiums by Windham Mountain Club is a top hotel for a winter getaway, and features a free ski shuttle and free WiFiThis hotel is adjacent to Windham Mountain Resort. Other good options for your ski trip include Antique Rose Inn Windham and The Outpost by Windham Mountain Club. See all ski hotels in Windham.
What are some accommodation options 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 Winwood Condominiums by Windham Mountain Club are two additional hotels that offer an on-site 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 is staying in Windham like?
Visitors to Windham will definitely enjoy the skiing, mountain views and cafes. Tourists can also enjoy the city's breweries, golf courses and wineries. A top sight in the area is Hunter Mountain. In Windham, there are 278 hotels and other accommodation options to choose from. Find out more about Windham.
What should I see while I'm in Windham?
Skiing is a great activity, and Windham Country Club is one place to visit. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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