Windham Hotels

Start date: Check-in selected.
To Date
End date: Check-out

    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

Guest rating
Guest rating
Star rating

Top 10 trending Windham hotels

Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (61)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is €231
includes taxes & fees
23 Oct - 24 Oct
Eastwind Windham
Hotel Vienna
2.5 star property
9.4 out of 10, Exceptional, (663)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
Hotel Vienna
Wylder Hotel Windham
3.5 star property
8.8 out of 10, Excellent, (74)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
The price is €192
includes taxes & fees
22 Oct - 23 Oct
Wylder Hotel Windham
The Haüs Windham
2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
The price is €209
includes taxes & fees
27 Oct - 28 Oct
The Haüs Windham
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
The price is €145
includes taxes & fees
16 Oct - 17 Oct
Albergo Allegria Hotel & Breakfast Restaurant
Winwood Condominiums by Windham Mountain Club
3.0 star property
8.8 out of 10, Excellent, (340)
"Clean rooms"
The price is €166
includes taxes & fees
15 Oct - 16 Oct
Winwood Condominiums by Windham Mountain Club
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (124)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
The price is €125
includes taxes & fees
27 Oct - 28 Oct
Antique Rose Inn Windham
The Outpost by Windham Mountain Club
2.5 star property
8.0 out of 10, Very good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
The price is €185
includes taxes & fees
15 Oct - 16 Oct
The Outpost by Windham Mountain Club
Beds on Clouds
3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is €170
includes taxes & fees
15 Oct - 16 Oct
Beds on Clouds
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (132)
"Beautiful view in The Catskills."
The price is €129
includes taxes & fees
15 Oct - 16 Oct
Cave Mountain Motel
Catskill Motor Court Motel
2.5 star property
5.8 out of 10, (120)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
The price is €105
includes taxes & fees
15 Oct - 16 Oct
Catskill Motor Court Motel
Urban Cowboy Lodge
5.0 star property
9.2 out of 10, Wonderful, (168)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
The price is €228
includes taxes & fees
15 Oct - 16 Oct
Urban Cowboy Lodge
Eastwind Oliverea Valley
2.0 star property
9.4 out of 10, Exceptional, (33)
"Very cozy for a weekend gateway "
The price is €565
includes taxes & fees
31 Oct - 1 Nov
Eastwind Oliverea Valley
Kaatskill Mountain Club at Hunter Mountain
2.0 star property
9.2 out of 10, Wonderful, (296)
"Wonderful resort, clean , great facilities friendly staff "
The price is €184
includes taxes & fees
15 Oct - 16 Oct
Kaatskill Mountain Club at Hunter Mountain
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
8.8 out of 10, Excellent, (665)
"Property is exceptionally clean Staff polite very helpful Area around hotel is well kept "
The price is €119
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Howard Johnson by Wyndham Saugerties
2.0 star property
7.6 out of 10, Good, (1007)
"The property was in a good location."
The price is €110
includes taxes & fees
26 Oct - 27 Oct
Howard Johnson by Wyndham Saugerties
The Graham & Co.
3.0 star property
9.6 out of 10, Exceptional, (19)
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
The price is €133
includes taxes & fees
12 Nov - 13 Nov
The Graham & Co.
Catskill Seasons Inn
2.5 star property
8.2 out of 10, Very good, (232)
"Bartender was awesome, Food was great "
The price is €115
includes taxes & fees
26 Oct - 27 Oct
Catskill Seasons Inn
Overlook Hotel
2.0 star property
8.0 out of 10, Very good, (12)
"Owners were super friendly and location was great! "
The price is €196
includes taxes & fees
31 Oct - 1 Nov
Overlook Hotel
Woodstock Way Hotel
4.0 star property
9.6 out of 10, Exceptional, (193)
"Awesome property, cute town and excellent service. "
Woodstock Way Hotel
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.

Top Windham Hotel Reviews

More cheap stays in Windham

Find out more about Windham

Top reasons to visit Windham

  • Stunning Ski Resorts: Windham is renowned for its excellent ski resorts, offering pristine slopes for winter sports enthusiasts.
  • Outdoor Adventures: The surrounding Adirondack Mountains provide ample opportunities for hiking, biking, and exploring breathtaking waterfalls.
  • Charming Atmosphere: This friendly town boasts a warm, family-friendly vibe, making it perfect for all ages.
  • Cultural Experiences: Visitors can enjoy art walks and local cultural events, enhancing their holiday experience.
  • Varied Accommodations: Windham offers diverse lodging options, including pet-friendly and agritourism properties, catering to every traveller's needs.

Find great hotels in and around Windham

Windham offers a delightful selection of hotel accommodations, perfect for those seeking adventure, family-friendly experiences, or pet-friendly stays. With abundant amenities and accessible features, you'll find options that cater to all your needs. From charming agritourism properties to well-equipped hotels, many establishments provide free bikes for exploring the stunning surroundings. No matter your preference, Windham has the perfect lodging to ensure a memorable holiday.

  • Hunter Lodge, a Bluebird by Lark: Nestled 12.9km from Windham, Hunter Lodge offers a vibrant and adventurous getaway for the outdoor enthusiast. This LGBTQIA-friendly accommodation is perfect for those seeking thrilling experiences, from snowboarding and mountain biking to kayaking and hiking. With a pet-friendly policy, furry friends are welcomed with amenities such as food and water bowls. Guests can expect a lively atmosphere complemented by proximity to nature's playground, making it a top choice for adventure seekers and pet lovers alike.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna caters to the discerning business traveller while also embracing adventure lovers with its golf-themed offerings. The hotel provides essential facilities for business needs and allows guests to indulge in nearby golf activities. The enticing range of adventure sports, including ziplining and downhill skiing, further enhances the experience. With a focus on both business and recreational pursuits, this hotel strikes the perfect balance for those looking to combine work with play.
  • Hotel Mountain Brook: This 4-star gem is situated 16.1km from Windham and is ideal for those who desire a pet-friendly yet adventurous stay. Hotel Mountain Brook provides a plethora of outdoor activities, including birdwatching, horse riding, and cross-country skiing, ensuring guests have ample opportunities to connect with nature. The property’s welcoming atmosphere, combined with its pet-friendly amenities, creates a perfect retreat for animal lovers and adventure enthusiasts alike. Experience comfort and exploration in a stunning setting.

Where to stay in and around Windham

Windham, New York, offers a delightful blend of adventure and relaxation, ideal for skiing and outdoor sports enthusiasts. Nestled at the base of Windham Mountain Resort, this charming town is surrounded by the stunning Adirondack Mountains, perfect for enjoying the vibrant autumn foliage. With its friendly atmosphere and family-friendly vibe, Windham is an accessible destination that promises a serene escape amidst picturesque scenery.

  • Hunter: Nestled 11.3km from Windham, Hunter is a vibrant city renowned for its seasonal allure, particularly during the winter months when it transforms into a ski haven. Visitors flock here for thrilling adventure sports amid stunning mountainous landscapes. The town is a gateway to numerous ski resorts and fields, making it a prime destination for snow enthusiasts. Beyond skiing, the natural beauty surrounding Hunter is captivating, with picturesque lakes and breathtaking waterfalls waiting to be explored.
  • Hensonville: Located a mere 3.2km from Windham, Hensonville offers a charming escape that remains consistently appealing throughout the year. This city attracts adventure seekers and sports lovers, especially during the summer months from June to August. Hensonville boasts excellent access to ski fields and resorts, ensuring that winter sports enthusiasts are well catered for. The nearby mountains and serene lakes provide ample opportunities for hiking and exploration, making it an ideal spot for those who appreciate the great outdoors.
  • East Windham: Situated within the Windham area, East Windham is a quaint village that draws visitors for its adventurous spirit. With travel peaks occurring in the summer and autumn, this village is perfect for outdoor enthusiasts looking to engage in skiing and other outdoor activities. East Windham is close to a national state park, offering extensive trails and natural wonders to discover. Its proximity to theme parks adds an extra layer of excitement, making it a family-friendly destination rich in recreational opportunities.

Things to do in and around Windham

Windham offers a fantastic getaway for ski enthusiasts and adventure seekers alike, featuring a renowned ski resort and pristine ski fields. In addition to skiing, visitors can enjoy art walks and exhilarating adventure excursions, making for a well-rounded vacation experience in this charming New York destination.

Shopping

For a charming shopping experience in Windham, visit Vinnie's Farm Market for fresh produce and local goods. If you're up for a drive, explore the Woodstock Music Shop for unique musical gifts, or head to Hudson Valley Mall for a variety of shops and family-friendly entertainment.

Recreation

At Windham Country Club, enjoy a round of golf surrounded by beautiful landscapes that promote an active lifestyle. Just 17.7km away, Blackhead Mountain Country Club offers a similar outdoor sporting experience. For ultimate relaxation, visit Copperhood Retreat & Spa, located 24.1km from Windham, where rejuvenating treatments await.

Adventure

At Windham Mountain Resort, experience thrilling skiing and snowboarding amidst stunning mountain scenery. For water fun, Zoom Flume offers exciting slides and pools, perfect for families. The Zephyr Express Ski Lift provides easy access to pristine slopes, ensuring an exhilarating adventure in the heart of Windham.

Nightlife

In Windham, the nightlife is vibrant, with venues like Mount Tremper Arts, Colony, and Ulster Performing Arts Center, each offering a mix of culture, romance, and family-friendly entertainment. Enjoy captivating performances and a lively atmosphere just a short drive away from the heart of Windham.

*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 opt for a Tuesday stay for the best rates. Utilise Expedia to refine your accommodation search and take advantage of package deals that combine your hotel, flights, and activities for greater savings. Look for eco-certified hotels for sustainable options, and remember that Fridays tend to be the most expensive days to stay. Additionally, explore free outdoor activities in the area to enhance your experience without breaking the bank.

  • 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, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable rates and offers, simply sort the price filter from low to high.
  • 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 ideal for those seeking skiing, adventure, and sports holidays. The area boasts a variety of attractions, including ski resorts, stunning waterfalls, and national state parks, making it perfect for travellers in search of outdoor activities, cultural experiences, and adventure. Whether you're hitting the slopes or exploring the natural beauty, Windham offers a delightful escape for every visitor.

  • Windham Mountain Resort: Experience the thrill of skiing and snowboarding at Windham Mountain Resort, where the beautiful slopes and outdoor adventure await. In winter, the resort transforms into a snowy paradise, perfect for both beginners and seasoned skiers.
  • Kaaterskill Falls: Just 19.3km from Windham, Kaaterskill Falls offers an enchanting escape with its breathtaking cascades. Ideal for romance and adventure, this stunning waterfall presents picturesque views and excellent hiking trails.
  • Huntersfield State Forest: Nestled within Windham, Huntersfield State Forest is a haven for outdoor enthusiasts. Enjoy scenic hikes, wildlife spotting, and the serenity of nature in this expansive national park, perfect for adventure seekers.

Best time to go to Windham

The best time to visit Windham is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 Albany, Newburgh, and Hudson. Albany International Airport (ALB) is situated 61.2km away, with nearby hotels like the Park Manor Hotel and DoubleTree by Hilton, both 12.9km from the airport. Newburgh Stewart International Airport (SWF) is located 90.1km away, with options such as The Dutchess Inn and Spa and The Thayer Hotel, both within 17.7km. Hudson Columbia County Airport (HCC) is the closest at 212.9km, with hotels like The Wick and The Nest, both just 8.0km away, offering shuttle services. Each airport provides convenient access for your travel needs.

Frequently asked questions

What's the best place to stay in Windham?
Albergo Allegria Hotel & Breakfast Restaurant is a favourite with Expedia customers. This B&B offers a restaurant and free parking. Reviews from our site also recommend Hotel Vienna and Eastwind Windham as top choices for your stay. See all available top hotels, or vacation rentals in Windham.
What are some of the best holiday rentals that Windham has to offer?
A world where time stands still, close to Belleayre Ski & Wedding venues.: This holiday home rental outside of Windham is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub. See all 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 Gilboa Museum 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 277 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.

Explore a world of travel with Expedia