Search Windham hotels

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Windham

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 NZ$416
includes taxes & fees
13 Oct - 14 Oct
Eastwind Windham

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (647)
"Lovely area and very friendly staff. Would definitely recommend!"
Hotel Vienna

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (71)
"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 NZ$383
includes taxes & fees
24 Oct - 25 Oct
Wylder Hotel Windham

The Haüs Windham

2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
The Haüs Windham

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 NZ$251
includes taxes & fees
29 Sept - 30 Sept
Antique Rose Inn Windham

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.8 out of 10, Excellent, (337)
"No restaurant in property.only place for resting,sleeping."
The price is NZ$351
includes taxes & fees
28 Sept - 29 Sept
Winwood Condominiums by Windham Mountain Club

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
The price is NZ$290
includes taxes & fees
28 Sept - 29 Sept
Albergo Allegria Hotel & Breakfast Restaurant

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 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 NZ$340
includes taxes & fees
29 Sept - 30 Sept
Beds on Clouds

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (131)
"Beautiful view in The Catskills."
The price is NZ$258
includes taxes & fees
28 Sept - 29 Sept
Cave Mountain Motel

Mountainside by Windham Mountain Club

3.0 star property
The price is NZ$2,451
includes taxes & fees
27 Sept - 28 Sept
Mountainside by Windham Mountain Club

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (84)
"My girls and I had a great time, so peaceful, clean and safe! "
The price is NZ$342
includes taxes & fees
29 Sept - 30 Sept
Postcard Cabins Eastern Catskills

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (119)
"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 NZ$174
includes taxes & fees
29 Sept - 30 Sept
Catskill Motor Court Motel

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (167)
"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 NZ$343
includes taxes & fees
8 Oct - 9 Oct
Urban Cowboy Lodge

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1016)
"The property was in a good location."
The price is NZ$248
includes taxes & fees
29 Sept - 30 Sept
Howard Johnson by Wyndham Saugerties

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 NZ$392
includes taxes & fees
9 Oct - 10 Oct
Overlook Hotel

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (279)
"Very good place to stay"
The price is NZ$405
includes taxes & fees
30 Sept - 1 Oct
Kaatskill Mountain Club at Hunter Mountain

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (32)
"A beautifully located and thoughtfully designed property with a warm and welcoming atmosphere - especially from Brendan and Gillian, who were both loads of fun and full of insights into the local area. Highly recommended!"
Eastwind Oliverea Valley

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (230)
"Bartender was awesome, Food was great "
The price is NZ$270
includes taxes & fees
12 Oct - 13 Oct
Catskill Seasons Inn

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
8.8 out of 10, Excellent, (658)
"Convenient stay"
The price is NZ$318
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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

Learn more about Windham

Experience relaxing Windham: its skiing, hiking, mountain views and more!

Top Windham Hotel Reviews

More cheap accommodation in Windham

More cheap accommodation in Windham

Find out more about Windham

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Ski Resorts: Windham is renowned for its exceptional ski fields, perfect for winter sports enthusiasts.
  • Stunning Natural Scenery: Enjoy breathtaking views of waterfalls and nearby national parks, ideal for outdoor exploration.
  • Charming City Centre: Explore Windham's vibrant atmosphere with local shops, eateries, and friendly locals.
  • Family-Friendly Activities: Windham offers a variety of experiences suitable for families, ensuring fun for all ages.
  • Diverse Accommodation Options: Choose from family-friendly hotels, pet-friendly stays, and unique agritourism properties.

Find great hotels in and around Windham

Discover a range of accommodation options in Windham, New York, where adventure meets comfort. Whether you're seeking family-friendly hotels, pet-friendly stays, or unique agritourism properties, Windham has something for everyone. Explore the best Wyndham hotels and other local lodgings that cater to your holiday needs, ensuring a memorable getaway in this picturesque area.

  • Hunter Lodge, a Bluebird by Lark: Embrace the spirit of adventure at Hunter Lodge, a Bluebird by Lark, nestled 12.9km from Windham. This LGBTQIA-friendly, pet-friendly hotel is perfect for those looking to blend outdoor thrills with a welcoming atmosphere. With a range of adventure sports available, from snowboarding and skiing to mountain biking and hiking, guests can immerse themselves in the stunning natural surroundings. The lodge ensures a comfortable stay for furry companions with pet amenities like food and water bowls and in-room pet permissions, making it an ideal choice for adventure-seeking travellers.
  • Hotel Vienna: Located within Windham, Hotel Vienna is a delightful retreat that caters to both business and leisure travellers. This golf-themed hotel offers excellent facilities for business guests while providing ample opportunities for golf enthusiasts to indulge in their passion. The nearby adventure sports, including skiing, swimming, and snowboarding, cater to those seeking excitement. Guests appreciate the blend of professional amenities and leisure activities, making it an excellent choice for both business trips and adventurous getaways.
  • Hotel Mountain Brook: Situated 16.1km from Windham, Hotel Mountain Brook is a charming 4-star property that welcomes pets while offering a plethora of adventure activities. Surrounded by nature, guests can engage in hiking, skiing, horse riding, and kayaking, ensuring an exhilarating stay. The hotel’s pet-friendly policy encourages guests to bring their furry friends along, with provisions for service animals as well. This combination of comfort, adventure, and hospitality makes Hotel Mountain Brook a perfect destination for those looking to explore the great outdoors.

Where to stay in and around Windham

Windham, New York, offers an unforgettable vacation experience with its stunning scenery and a vibrant atmosphere perfect for families and adventure seekers alike. Explore the charming city centre, enjoy exciting winter sports, or unwind in the relaxing surroundings. Nearby regions boast friendly locals and secluded spots, making it ideal for a family getaway. Whether you’re seeking a cultured experience or thrilling outdoor activities, Windham is the perfect base for your American adventure.

  • Hunter: Located 11.3km from Windham, Hunter is a charming city renowned for its outdoor adventures, particularly skiing. The area sees a moderate influx of visitors, with peaks from December to February when winter sports enthusiasts flock to its ski resorts. Hunter is surrounded by stunning natural features, including mountains, lakes, and waterfalls, making it an ideal destination for nature lovers and thrill-seekers alike. The local ski fields offer excellent facilities and a variety of runs suitable for all skill levels, ensuring an exhilarating experience in the snow.
  • Hensonville: Just 3.2km from Windham, Hensonville is a vibrant city that attracts visitors year-round, with peak travel in the summer months from June to August. This area is perfect for those looking for a blend of adventure and relaxation. Like Hunter, Hensonville is well-known for its skiing opportunities, with easy access to ski fields and resorts that promise exciting winter activities. The breathtaking landscapes featuring mountains, lakes, and waterfalls make Hensonville a picturesque spot to explore, whether you're hitting the slopes or enjoying a serene day by the water.
  • East Windham: Nestled within the Windham area, East Windham is a quaint village that offers an array of outdoor adventures. Visitors are drawn to its charm, particularly during the summer months from July to August and in October. Known for skiing and outdoor activities, East Windham features excellent ski resorts and fields, perfect for both beginners and experienced skiers. The village is also close to a national state park and a theme park, providing fun-filled options for families and outdoor enthusiasts. With its stunning mountains and scenic vistas, East Windham promises a delightful getaway.

Things to do in and around Windham

Windham is a fantastic destination for ski enthusiasts and adventure seekers alike. With its renowned ski fields and resorts, visitors can enjoy a thrilling winter sports experience. Whether you're hitting the slopes or exploring the beautiful surroundings, Windham offers a perfect blend of outdoor activities and adventure, making it an ideal spot for an exhilarating holiday.

Shopping

In Windham, you can explore the eclectic Woodstock Music Shop, located 32.2km away, and Vinnie's Farm Market, 27.4km away, for local treasures. If you're up for a drive, the Hudson Valley Mall, 43.5km away, offers a variety of entertainment and shopping options for the whole family.

Recreation

Experience the Windham Country Club for a round of golf in a stunning outdoor setting. Just 17.7km away, Blackhead Mountain Country Club offers a similar vibe for golf enthusiasts. For ultimate relaxation, visit Copperhood Retreat & Spa, 24.1km from Windham, for rejuvenating body treatments.

Adventure

Windham Mountain Resort offers thrilling skiing experiences amidst stunning mountain scenery. With a variety of slopes for all skill levels, you can enjoy the exhilarating rush of winter sports. For a splash of fun, visit Zoom Flume waterpark, where family-friendly attractions await just 11.3km away.

For a scenic lift experience, hop on the Zephyr Express Ski Lift, located 11.3km from Windham. This ski lift provides breathtaking views while whisking you up the mountain, setting the stage for an adventurous day on the slopes.

Nightlife

In Windham, Mount Tremper Arts offers a charming theatre experience just 29.0km away, while Colony, located 32.2km away, provides a delightful cultural atmosphere. For a broader range of performances, the Ulster Performing Arts Center, 46.7km from Windham, is perfect for family-friendly entertainment.

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

Booking tips and Expedia advantages for Windham

For a budget-friendly trip to Windham, consider visiting during the cheaper months of March to April or November, and aim to book your stay on a Tuesday to save on accommodation. Utilise Expedia's search tool to filter for eco-certified hotels and sort options by price to find the best deals. Combine your hotel, flights, and activities for additional savings with package deals. Explore free activities around Windham, and use public transport or consider renting a bike for cost-effective travel around the area.

  • 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 hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best deals and lowest prices, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save a bit of cash by combining your Windham hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Windham

Windham offers a fantastic blend of skiing, adventure, and sports for visitors. The region boasts popular attractions such as ski resorts, stunning waterfalls, and national parks, making it an ideal destination for those seeking outdoor experiences and cultural adventures. Whether you're hitting the slopes or exploring the natural beauty, Windham has something for every traveller looking to enjoy the great outdoors.

  • Windham Mountain Resort: Experience the thrill of skiing at this premier ski resort, offering a variety of slopes for all skill levels. With its stunning mountain views and vibrant outdoor atmosphere, it’s perfect for adventure seekers and families alike.
  • Kaaterskill Falls: Discover the breathtaking beauty of Kaaterskill Falls, a majestic waterfall located 19.3km from Windham. Ideal for outdoor lovers, the hike to the falls offers a romantic and adventurous experience amidst lush nature.
  • Huntersfield State Forest: Immerse yourself in the scenic landscapes of Huntersfield State Forest. This national park provides ample opportunities for adventure, featuring picturesque trails that showcase the area's natural beauty.

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, you can fly into several major airports. Albany International Airport (ALB) is 61.2km away, with nearby hotels like the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both situated 12.9km from the airport. Newburgh Stewart International Airport (SWF) is 90.1km from Windham, offering options such as The Dutchess Inn and Spa at Beacon, located 9.7km away, with airport transportation available. The closest is Hudson's Columbia County Airport (HCC), just 212.9km from Windham, where The Wick, Hudson, a 4-star hotel, is 8.0km away, providing shuttle services to the airport.

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'Neils Windham Ski Lodge & Family Retreat: This highly rated holiday home rental in Windham is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 276 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

Explore a world of travel with Expedia