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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, (770 reviews)
"Always stay here during the skies season."
United States
Benjamin
Hotel Vienna

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (93 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is NZ$440
includes taxes & fees
29 Mar - 30 Mar
Wylder Hotel Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (92 reviews)
"I loved our stay!"
United States
Erika
The price is NZ$575
includes taxes & fees
28 Feb - 1 Mar
Eastwind Windham

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (350 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is NZ$359
includes taxes & fees
1 Mar - 2 Mar
Winwood Condominiums by Windham Mountain Club

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"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 NZ$243
includes taxes & fees
3 Mar - 4 Mar
Antique Rose Inn Windham

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (275 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is NZ$282
includes taxes & fees
1 Mar - 2 Mar
Albergo Allegria Hotel & Breakfast Restaurant

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very good, (5 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is NZ$450
includes taxes & fees
1 Mar - 2 Mar
The Outpost by Windham Mountain Club

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
United States
Bertrand
The price is NZ$341
includes taxes & fees
2 Mar - 3 Mar
Beds on Clouds

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.6 out of 10, Good, (25 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
United States
Kurt
The price is NZ$436
includes taxes & fees
24 Mar - 25 Mar
The Haüs Windham

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (138 reviews)
"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 NZ$250
includes taxes & fees
4 Mar - 5 Mar
Cave Mountain Motel

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (101 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is NZ$291
includes taxes & fees
23 Mar - 24 Mar
The Herwood Inn

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (26 reviews)
"Lovely stay"
United States
Barry
The price is NZ$433
includes taxes & fees
1 Mar - 2 Mar
The Perch Hotel

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (197 reviews)
"Staff very accommodating, great vibe and location. "
United States
Lynn
The price is NZ$279
includes taxes & fees
1 Mar - 2 Mar
Twin Gables of Woodstock

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (237 reviews)
"Perfect room . Perfect stay "
United States
Kim
Woodstock Way Hotel

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (204 reviews)
"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 NZ$334
includes taxes & fees
2 Mar - 3 Mar
The Woodstock Inn on the Millstream

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, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
The price is NZ$373
includes taxes & fees
1 Mar - 2 Mar
Morning Glory B n B Woodstock NY

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (425 reviews)
"Awesome place!"
United States
Richard
The price is NZ$163
includes taxes & fees
19 Mar - 20 Mar
The Colonial Motel

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
"I always have a great stay."
United States
Kathlleen
The price is NZ$268
includes taxes & fees
4 Mar - 5 Mar
Black Bear Lodge

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (165 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is NZ$216
includes taxes & fees
21 Mar - 22 Mar
Moore's Motel

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very good, (999 reviews)
"Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated."
United States
Vincent
The price is NZ$172
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Hotel & Suites West Coxsackie 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.

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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 accommodation in 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?
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.: This highly rated holiday home rental in Windham is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Windham are Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts and A'Neils Windham Ski Lodge & Family Retreat. 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. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another choice for your stay with the kids. 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?
Eastwind Windham is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Two other good options to stay with your pet include Hotel Vienna and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best golf hotel in Windham?
Eastwind Windham is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Hotel Vienna and Albergo Allegria Hotel & Breakfast Restaurant. 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 284 hotels and other accommodation options to choose from. Find out more about Windham.
What should I see while I'm in Windham?
The picturesque setting of Ashland Park and Elm Ridge Wild Forest exemplify the area's natural beauty. 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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