Windham hotels from RM363

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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, (730)
"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 RM926
RM1,203 total
includes taxes & fees
31 Dec - 1 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 RM766
RM827 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 RM1,287
RM1,523 total
includes taxes & fees
30 Dec - 31 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 RM547
RM591 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 RM1,013
RM1,094 total
includes taxes & fees
1 Jan - 2 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 RM542
RM586 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 RM760
RM1,149 total
includes taxes & fees
13 Jan - 14 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 RM764
RM825 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 RM563
RM608 total
includes taxes & fees
30 Dec - 31 Dec
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 RM522
RM585 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 RM720
RM806 total
includes taxes & fees
12 Jan - 13 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 RM766
RM857 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, (204)
"Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!"
United States
Amber
The price is RM725
RM812 total
includes taxes & fees
1 Jan - 2 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 RM603
RM652 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 RM603
RM676 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 RM486
RM525 total
includes taxes & fees
1 Jan - 2 Jan 2026
Moore's Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (407)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is RM361
RM397 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 RM389
RM420 total
includes taxes & fees
27 Jan - 28 Jan 2026
Red Ranch 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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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

  • Skiing Adventures: Windham is renowned for its exceptional ski resorts, offering thrilling slopes for enthusiasts of all levels.
  • Stunning Natural Landscapes: Explore picturesque waterfalls and beautiful state parks amidst the breathtaking Catskills scenery.
  • Outdoor Activities: The area is perfect for various outdoor sports, including hiking, mountain biking, and adventure excursions.
  • Charming Local Towns: Immerse yourself in the friendly atmosphere of quaint towns, ideal for family-friendly activities.
  • Diverse Accommodation Options: From cosy lodges to pet-friendly stays, Windham offers a range of lodging for every traveller's needs.

Find great hotels in and around Windham

Discover the charming accommodations in Windham, New York, where adventure awaits. From the inviting A'neils Windham Ski Lodge to various pet-friendly options, there’s something for every traveller. Enjoy accessible features and family-friendly amenities while immersing yourself in the beauty of the Catskills. Whether you seek a tranquil retreat or an active getaway, Windham's diverse lodging options cater to all your needs.

  • Hunter Lodge, a Bluebird by Lark: Nestled 12.9km from Windham, Hunter Lodge offers a unique pet-friendly escape for adventurous travellers. With a warm and welcoming atmosphere, this lodge is ideal for those seeking an LGBTQIA-friendly experience. Guests can indulge in a variety of adventure sports, including snowshoeing, mountain biking, and fishing, either on-site or nearby. The lodge caters to pets with amenities such as food and water bowls, and a pet policy that permits dogs in rooms. Immerse yourself in a vibrant, adventure-filled stay at this charming lodge.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna is a golfer's paradise. This pet-friendly hotel offers a delightful stay for travellers looking to combine adventure with leisure. Guests can partake in a range of golf-themed activities, alongside other adventure sports such as skiing and ziplining. With a focus on providing amenities for pets, including food and water bowls, Hotel Vienna ensures furry companions are welcome. Experience the friendly atmosphere and numerous recreational opportunities that make this hotel a favourite among active visitors.
  • Hotel Mountain Brook: Situated 16.1km from Windham, the 4-star Hotel Mountain Brook is perfect for those seeking a refined yet adventurous getaway. This pet-friendly hotel provides easy access to a variety of outdoor activities, including mountain biking, fishing, and horse riding. With a commitment to guest comfort, the hotel welcomes pets and provides necessary amenities. Guests can enjoy a blend of luxury and adventure in a stunning natural setting, making it an excellent choice for travellers looking for both relaxation and excitement.

Where to stay near Windham

Windham, New York, is a haven for adventure enthusiasts and those seeking a tranquil escape. Nestled in a picturesque setting, it offers accessible destinations for skiing and outdoor sports amid its sprawling wilderness and mountainside views. Nearby, visitors can immerse themselves in the friendly atmosphere of quaint towns, perfect for family-friendly activities or secluded relaxation. From breathtaking scenery to exhilarating adventures, Windham promises an unforgettable experience for all travellers.

  • Hunter: Situated a mere 11.3km from Windham, Hunter is renowned for its vibrant winter sports scene. This city attracts a moderately seasonal influx of visitors, with peak times from December to February when skiing enthusiasts flock to its slopes. The area is characterised by stunning mountains, picturesque lakes, and breathtaking waterfalls, offering an adventure-filled experience year-round. Whether you're hitting the ski fields or exploring the natural beauty, Hunter promises thrilling outdoor activities that make it a must-visit destination for adventure seekers.
  • Prattsville: Located 14.5km away from Windham, Prattsville is a delightful city that thrives on outdoor adventure. While it sees a peak in visitor numbers from July to September, its charm remains throughout the year. The surrounding landscape features majestic mountains, serene lakes, and cascading waterfalls, making it an ideal spot for nature lovers. Here, visitors can enjoy skiing and other outdoor activities at nearby resorts, ensuring that Prattsville remains a captivating destination for both thrill-seekers and those looking to unwind in nature's embrace.
  • Hensonville: Just 3.2km from Windham, Hensonville offers a close-knit community feel with abundant adventure opportunities. This city attracts visitors especially from June to August, but its appeal is consistent throughout the year. Surrounded by stunning landscapes of mountains, lakes, and waterfalls, Hensonville is a haven for sports and outdoor activities. With easy access to local ski fields and resorts, it's the perfect base for those eager to experience both winter sports and summer adventures in the beautiful Catskill region.

Things to do in and around Windham

Windham, New York, is an ideal destination for those seeking an active getaway filled with adventure and sports. Renowned for its skiing opportunities, visitors can enjoy the thrill of the ski resort and explore numerous ski fields. For an adrenaline rush, consider adventure excursions or visit the local adventure park, making Windham a perfect spot for outdoor enthusiasts and thrill-seekers alike.

Shopping

In Windham, visit local gems like Vinnie's Farm Market, a delightful public market located 27.4km away, offering fresh produce and unique finds. If you're up for a drive, the Hudson Valley Mall, located 43.5km away, boasts a variety of shops and family-friendly entertainment options.

Recreation

Enjoy a round of golf at Windham Country Club, surrounded by beautiful landscapes and outdoor vibes. Alternatively, head to Copperhood Retreat & Spa for a rejuvenating body treatment, where wellness and relaxation take centre stage amid serene surroundings.

Adventure

At Zoom Flume, a thrilling waterpark 11.3km from Windham, enjoy exhilarating water slides and family-friendly attractions. Windham Mountain Resort offers a fantastic skiing experience in the heart of the area, perfect for outdoor enthusiasts. For skiers, the Northern Express Ski Lift, located 11.3km away, provides easy access to stunning slopes.

Nightlife

The nightlife in Windham offers a blend of culture and entertainment. Enjoy a captivating performance at Mount Tremper Arts, located 29.0km away, or experience the charm of Colony Theatre, 32.2km away. For a larger venue, the Ulster Performing Arts Center, 46.7km away, promises an unforgettable evening.

*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, visit during the cheaper months of March to April and November, with Tuesdays being the least expensive for accommodation. Utilise Expedia’s search tool to refine options based on budget and preferences, and consider selecting Eco-certified hotels for sustainability. Look for package deals that combine flights, hotels, and activities for better rates. Additionally, explore free activities in the area and use the local public transport for affordable travel within Windham.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and ideal type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • 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 an ideal destination for those seeking thrilling ski adventures and outdoor sports. The area boasts popular attractions such as ski resorts, picturesque waterfalls, and stunning state parks. Whether you're after exhilarating outdoor activities or a cultural and scenic experience, Windham offers a diverse range of points of interest to explore, ensuring a memorable vacation for every type of traveller.

  • Windham Mountain Resort: Experience thrilling outdoor adventures at Windham Mountain Resort, where the slopes are perfect for skiing and snowboarding enthusiasts. With its stunning alpine scenery, this resort offers a vibrant atmosphere for both winter sports and summer activities, making it a year-round destination.
  • Kaaterskill Falls: Located 19.3km away, Kaaterskill Falls enchants visitors with its romantic charm and breathtaking views. The cascading waterfall is surrounded by lush greenery, offering a picturesque backdrop for hiking and photography, making it a must-visit for nature lovers and adventurers.
  • Huntersfield State Forest: Nestled within Windham, Huntersfield State Forest invites you to explore its scenic trails and diverse wildlife. This national park is ideal for hiking and picnicking amidst tranquil surroundings, providing a perfect escape into nature's beauty.

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

For your visit to Windham, New York, the nearest major airports are Newburgh (SWF-Stewart Intl.) located 90.1km away, Albany (ALB-Albany Intl.) at 61.2km, and Hudson (HCC-Columbia County) just 45.1km distant. Near Newburgh, you can find The Dominion House Bed & Breakfast and Homewood Suites, both offering various airport transportation services. Albany features options like The Landing Hotel and Hilton Garden Inn, while Hudson boasts The Nest Hudson and Hudson City Bed & Breakfast, all conveniently accessible from their respective airports. Each of these locations provides a comfortable stay and easy access to transportation services to enhance your travel experience.

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.
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.
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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