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

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (90 reviews)
"I loved our stay!"
United States
Erika
The price is AU$377
includes taxes & fees
27 Feb - 28 Feb
Eastwind Windham

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (870 reviews)
"Great location, very nice common rooms, friendly staff"
United States
Benjamin John
The price is AU$246
includes taxes & fees
16 Mar - 17 Mar
Hunter Lodge, a Bluebird by Lark

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is AU$374
includes taxes & fees
1 Mar - 2 Mar
Wylder Hotel Windham

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (347 reviews)
"great location and everything you need! heated pool and hot tubs make it so amazing. "
United States
giuseppina
The price is AU$614
includes taxes & fees
22 Feb - 23 Feb
Kaatskill Mountain Club & Condos by Vail Resorts

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (273 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 AU$205
includes taxes & fees
22 Feb - 23 Feb
Albergo Allegria Hotel & Breakfast Restaurant

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 AU$305
includes taxes & fees
22 Feb - 23 Feb
Winwood Condominiums by Windham Mountain Club

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (542 reviews)
"Wonderful, restful and relaxing stay!"
United States
Christina
The price is AU$259
includes taxes & fees
3 Mar - 4 Mar
Hotel Mountain Brook

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 AU$430
includes taxes & fees
22 Mar - 23 Mar
The Haüs Windham

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 AU$207
includes taxes & fees
23 Feb - 24 Feb
Antique Rose Inn Windham

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 AU$383
includes taxes & fees
22 Feb - 23 Feb
The Outpost by Windham Mountain Club

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 AU$213
includes taxes & fees
23 Feb - 24 Feb
Cave Mountain Motel

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is AU$207
includes taxes & fees
23 Feb - 24 Feb
Mountain Treasure B&B

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (456 reviews)
"Room was very spacious and clean I loved it it’s my second time there "
United States
Melli
The price is AU$294
includes taxes & fees
8 Mar - 9 Mar
AutoCamp Catskills

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
The price is AU$396
includes taxes & fees
21 Feb - 22 Feb
Fairlawn Inn

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (205 reviews)
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
The price is AU$184
includes taxes & fees
1 Mar - 2 Mar
Urban Cowboy Lodge

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (51 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is AU$388
includes taxes & fees
2 Mar - 3 Mar
Emerson Resort & Spa

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5 reviews)
"I loved the guest room with the pool table and self attend bar."
United States
Chavez
The price is AU$535
includes taxes & fees
4 Mar - 5 Mar
Deer Mountain Inn

Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.0 out of 10, Wonderful, (64 reviews)
"Very nice spot."
United States
Jon
Xenia Resort

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (234 reviews)
"Perfect room . Perfect stay "
United States
Kim
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.

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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 Skiing: Windham is renowned for its ski slopes and resorts, perfect for winter sports enthusiasts.
  • Stunning Natural Beauty: Explore breathtaking waterfalls and the scenic National State Park, ideal for nature lovers.
  • Adventure Sports: Enjoy a variety of activities, including diving and water adventures for an adrenaline rush.
  • Charming Accommodations: Experience a range of lodging options, from family-friendly hotels to agritourism stays.
  • Local Hospitality: Delight in the warm atmosphere and friendly locals that enhance your visit to Windham.

Find great hotels in and around Windham

Discover the charm of Windham, New York, with an array of hotel accommodations designed for every type of traveller. Whether you're seeking adventure, a family getaway, or a pet-friendly escape, Windham offers a variety of options, including agritourism properties and popular hotels. Experience the warmth of local hospitality while enjoying easy access to the stunning natural beauty of the region, making it the perfect destination for your next holiday.

  • Hunter Lodge, a Bluebird by Lark: Nestled 12.9km from Windham, Hunter Lodge, a Bluebird by Lark, is the perfect getaway for adventure seekers and those looking for an LGBTQIA-friendly atmosphere. This pet-friendly hotel embraces inclusivity and offers a range of outdoor activities, including snowboarding, snowshoeing, and fishing, right at your doorstep. With amenities catering to pets and a welcoming environment, it's an ideal choice for travellers wanting both adventure and comfort.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna is a charming option for business travellers and golf enthusiasts alike. This pet-friendly hotel offers essential services for business needs while providing a serene environment for relaxation after a day on the greens. Guests can enjoy golf-themed activities and amenities that cater to pets, ensuring a comfortable stay for all members of the family. With its strategic location, you’ll have easy access to Windham's attractions.
  • Hotel Mountain Brook: Situated 16.1km from Windham, Hotel Mountain Brook is a 4-star establishment that caters to adventurous spirits and pet owners. With a wealth of outdoor activities available, including skiing, hiking, and horse riding, it’s an ideal base for exploring the stunning landscapes. The hotel welcomes pets and provides amenities to ensure a pleasant stay for furry companions. Experience the perfect blend of adventure and comfort in this beautifully appointed hotel.

Where to stay near Windham

Windham, New York, offers a delightful blend of adventure and relaxation, perfect for an unforgettable holiday. From thrilling ski slopes to serene vineyards, this charming town is a haven for nature lovers and sports enthusiasts alike. Explore the stunning scenery and friendly atmosphere while venturing to nearby Hyde Park and other scenic spots. Whether seeking family-friendly fun or a secluded getaway, Windham’s diverse offerings promise a memorable experience for all travellers.

  • Hunter: Nestled about 11.3km from Windham, Hunter is a charming city that draws visitors with its vibrant seasonal activities. While the winter months from December to February see a surge in traveller arrivals, outdoor enthusiasts flock here year-round for thrilling ski adventures and sports. The highlight of Hunter is its stunning ski fields and resorts, making it a winter wonderland for adventure seekers. Beyond skiing, nature lovers will appreciate the striking landscapes comprising mountains, lakes, and waterfalls in the vicinity, perfect for exploring and enjoying the great outdoors.
  • Hensonville: Located a mere 3.2km from Windham, Hensonville boasts a welcoming atmosphere and a variety of outdoor activities that attract visitors throughout the year. With peak travel during the warmer months from June to August, this city is a hotspot for adventure seekers eager to engage in skiing and other sports. Hensonville is surrounded by picturesque mountains, tranquil lakes, and cascading waterfalls, providing ample opportunities for hiking, fishing, and soaking in the breathtaking scenery. Its proximity to Windham makes it an ideal base for exploring the region.
  • Jewett: Situated 6.4km from Windham, Jewett offers a delightful escape for tourists looking for adventure and natural beauty. With travel peaks during the summer months of June to August, this city is perfect for those keen on skiing and outdoor sports. Visitors can explore the stunning local landmarks, including majestic mountains, serene lakes, and captivating waterfalls, ensuring a memorable experience. Jewett's charming vibe and accessibility from Windham make it a fantastic stop for tourists seeking both excitement and relaxation.

Things to do in and around Windham

Windham is a fantastic destination for skiing and adventure sports. Visitors can enjoy skiing at the local ski fields and resorts, while also exploring winter activities and recreational opportunities. The area offers diving and water adventures for those seeking more thrills. Don’t miss the chance to relax at the base lodge after a day of fun in the snow and on the slopes.

Shopping

If you're up for a drive, Vinnie's Farm Market is 27.4km away, offering a charming public market experience. For music lovers, the Woodstock Music Shop, located 32.2km from Windham, is a must-visit. Closer to town, local shops provide delightful souvenirs and gifts.

Recreation

Enjoy a round of golf at Windham Country Club, surrounded by picturesque landscapes and a lively outdoor atmosphere. For a more serene experience, unwind at Copperhood Retreat & Spa, where you can indulge in rejuvenating body treatments that promote relaxation and wellness.

Adventure

At Windham Mountain Resort, experience thrilling skiing and snowboarding amid breathtaking landscapes. For family fun, head to Zoom Flume, a vibrant waterpark offering exhilarating slides and entertainment, located 11.3km from Windham. Don’t miss the Zephyr Express Ski Lift, where you can enjoy stunning views while skiing.

Nightlife

In Windham, the nightlife is vibrant and diverse. Mount Tremper Arts, 29.0km away, offers a unique cultural experience with its theatre performances. Similarly, the Ulster Performing Arts Center, located 46.7km away, combines family-friendly shows with romantic vibes, perfect for a night out.

Booking tips and Expedia advantages for Windham

To save money on your trip to Windham, visit during the off-peak months of March to April or November for lower accommodation rates. Tuesdays are the cheapest days to stay, while Fridays are the priciest. Use Expedia’s search tool to find budget-friendly options and consider booking a package deal that includes flights and activities. For transportation, walking is a great way to explore the compact town. Look for eco-certified hotels to enjoy sustainable stays at better rates. Consider keeping an eye out for exclusive deals from Wyndham hotels for additional savings.

  • 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 makes it easy for you to set your budget, choose your ideal location, and more. You can sort the results to display the lowest prices first, helping you find the most affordable accommodation right away. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some 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, New York, is perfect for ski and adventure enthusiasts, offering a variety of attractions such as ski resorts, stunning waterfalls, and the scenic National State Park. Whether you're after outdoor thrills or cultural experiences, you'll find plenty to explore, including top attractions and the Windham Mountain path. This charming destination promises an unforgettable holiday filled with adventure and breathtaking nature.

  • Windham Mountain Resort: Experience the thrill of skiing and snowboarding at this premier resort, where breathtaking mountain views complement a range of outdoor adventures. In winter, enjoy well-groomed slopes, and in summer, explore hiking trails and mountain biking.
  • Kaaterskill Falls: Discover the stunning beauty of Kaaterskill Falls, one of the tallest waterfalls in New York. A short hike leads you to spectacular views, making it perfect for both adventure seekers and romantics looking for a picturesque escape.
  • Catskill State Park: Immerse yourself in nature at this expansive state park, where you can hike, fish, and picnic amidst beautiful landscapes. With diverse wildlife and scenic vistas, it’s a haven for outdoor enthusiasts.

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 visiting Windham, New York, you can fly into several major airports. Albany International Airport (ALB) is 61.2km away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both around 12.9km from the airport. Another option is Stewart International Airport (SWF) in Newburgh, located 90.1km away, with hotels like Thayer Hotel and The Crossroads Hotel just a short drive from the airport. Additionally, Hudson, NY (HCC), 212.9km from Windham, offers hotels such as The Wick, Hudson, which provides shuttle services to the airport. All options provide convenient access to Windham for your vacation.

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 NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit and Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts. 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 The Haüs 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 281 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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