A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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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, (828 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
The price is NZ$276
includes taxes & fees
9 Aug - 10 Aug
Hotel Vienna

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (355 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
The price is NZ$298
includes taxes & fees
19 July - 20 July
The Winwood Condominiums

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (104 reviews)
"Beautiful property with lots to do!"
United States
Karen
The price is NZ$452
includes taxes & fees
21 July - 22 July
Wylder Hotel Windham

Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (111 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is NZ$450
includes taxes & fees
22 July - 23 July
Eastwind Windham

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (283 reviews)
The price is NZ$321
includes taxes & fees
28 July - 29 July
Albergo Allegria Hotel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (145 reviews)
"Low key but very nice. Excellent location and value."
United States
Dan
The price is NZ$257
includes taxes & fees
21 July - 22 July
Cave Mountain Motel

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.0 out of 10, Very good, (1 review)
The price is NZ$265
includes taxes & fees
10 Aug - 11 Aug
Jimmy OConnors Windham Mountain Inn

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is NZ$249
includes taxes & fees
22 July - 23 July
Antique Rose Inn Windham

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (32 reviews)
"Can’t complain one bit"
United States
Christopher
The price is NZ$347
includes taxes & fees
20 July - 21 July
The Haüs Windham

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,000 reviews)
"Loved the bonfire in the evening, game room was very nice"
United States
Melissa
The price is NZ$276
includes taxes & fees
29 July - 30 July
Hunter Lodge, a Bluebird by Lark

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is NZ$242
includes taxes & fees
3 Aug - 4 Aug
Mountain Treasure B&B

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, (387 reviews)
"We enjoyed the pool and hot tubs"
United States
Caroline
The price is NZ$396
includes taxes & fees
22 July - 23 July
Kaatskill Mountain Club & Condos by Vail Resorts

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (457 reviews)
"Friendly staff, clean and well maintained, reasonable price, beautiful area."
United States
Tim
The price is NZ$161
includes taxes & fees
20 July - 21 July
The Colonial Motel

The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (33 reviews)
"This is a really charming hotel with amazing views and very friendly and helpful staff. We wish we could've stayed longer!"
United States
Reid
The price is NZ$305
includes taxes & fees
23 July - 24 July
The Perch Hotel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 reviews)
"Great accommodations for the price. The room was quiet and comfortable. Great value, and I'll definitely be staying here again."
United States
Cory
The price is NZ$222
includes taxes & fees
22 July - 23 July
Moore's Motel

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (144 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is NZ$275
includes taxes & fees
22 July - 23 July
Black Bear Lodge

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (577 reviews)
"Simply the best!"
United States
Greg
The price is NZ$423
includes taxes & fees
12 Aug - 13 Aug
Hotel Mountain Brook

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (257 reviews)
"The experience was wonderful. Great and peaceful place."
United States
Seung Jae
The price is NZ$387
includes taxes & fees
28 July - 29 July
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (439 reviews)
"We had the most lovely stay. It was really cute and the host was so friendly. The breakfast on the wrap around porch was the cherry on top of a great weekend."
United States
Rachel
The price is NZ$479
includes taxes & fees
2 Aug - 3 Aug
Fairlawn Inn
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.

A wooden covered bridge in a forest with autumn foliage.

Top Windham Hotel Reviews

Recent Reviews in Windham

More cheap accommodation in Windham

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing: Windham boasts exceptional ski fields and resorts, perfect for snow sports enthusiasts.
  • Stunning Natural Scenery: Explore picturesque mountains, scenic hikes, and beautiful waterfalls in the area.
  • Vineyard Tours: Enjoy delightful vineyard tours showcasing the region's excellent wines.
  • Charming Accommodation: Choose from boutique hotels and luxurious stays for a memorable getaway.
  • Live Music and Entertainment: Experience vibrant live music and games for a fun-filled evening.

Find great hotels in and around Windham

Discover the charm of Windham with a range of delightful accommodation options, including boutique hotels and luxurious stays. Whether you're seeking an adventure-filled family getaway or a pet-friendly escape, Windham has something for everyone. Explore reviews for properties like Albergo Allegria to find the perfect spot for your holiday, ensuring a memorable experience in this picturesque destination.

  • Hunter Lodge, a Bluebird by Lark: Nestled 12.9km from Windham, Hunter Lodge, a Bluebird by Lark, offers a budget-friendly stay with a guest rating of 9.2 out of 10. This lodge is ideal for adventurous travellers and pet owners, providing an array of outdoor activities such as biking, fishing, swimming, and kayaking nearby. With amenities catering to furry companions, including food and water bowls, Hunter Lodge ensures a welcoming environment for both you and your pets, making it a great choice for a fun-filled vacation.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna boasts a guest rating of 9.4 out of 10 and is well-suited for golf enthusiasts and business travellers alike. With a focus on adventure, guests can partake in nearby golf experiences, skiing lessons, and ziplining. The hotel’s family-friendly atmosphere and recreational activities make it a perfect base for exploring the scenic beauty of the area while enjoying a comfortable and affordable stay.
  • Hotel Mountain Brook: Just 16.1km from Windham, Hotel Mountain Brook offers a 4-star experience with an impressive guest rating of 9.8 out of 10. This property caters to both adventure seekers and pet lovers, featuring activities like skiing, hiking, and kayaking in the nearby surroundings. With a pet-friendly policy and amenities that accommodate your furry friends, Hotel Mountain Brook is an excellent choice for those looking to enjoy the great outdoors while indulging in a touch of luxury.

Where to stay in and around Windham

Windham, New York, is a perfect getaway for adventure enthusiasts and those seeking tranquility. Enjoy thrilling skiing or explore the picturesque views of the surrounding mountains. Nearby, you'll find charming towns with a friendly atmosphere, ideal for families. Discover secluded spots for relaxation or embark on scenic hikes that showcase the area's natural beauty. Whether you're after a weekend escape or an outdoor adventure, Windham offers an unforgettable experience for every traveller.

  • Hunter: Situated a mere 11.3km from Windham, Hunter is a vibrant city renowned for its winter sports and outdoor adventures. With a moderate influx of visitors, especially from December to February, it's the perfect destination for ski enthusiasts. Hunter's ski fields and resorts attract thrill-seekers, while its stunning natural landmarks, including mountains, lakes, and waterfalls, provide a picturesque backdrop for year-round exploration. Whether you're hitting the slopes or enjoying a serene hike, Hunter offers a diverse travel experience for adventurers and nature lovers alike.
  • Hensonville: Located just 3.2km from Windham, Hensonville is a charming city that shines brightly during the summer months, with peak visitor numbers from June to August. Known for its ski facilities, adventure sports, and close-knit community feel, Hensonville invites visitors to experience the thrill of skiing while also offering beautiful urban parks and natural landscapes. The nearby mountains and lakes make it an ideal spot for outdoor activities, ensuring that every traveller finds something enjoyable to do, regardless of the season.
  • East Windham: Nestled within the Windham area, East Windham is a quaint village that draws visitors with its outdoor adventures and scenic beauty. The village experiences a consistent flow of tourists, peaking in July, August, and October. East Windham is particularly appealing for those looking to explore ski resorts and fields, along with its lush mountains and tranquil lakes. This village is perfect for families and outdoor enthusiasts eager to immerse themselves in nature while enjoying a variety of winter and summer activities.

Things to do in Windham

Shopping

In Windham, visit local shops like The Windham Market for unique gifts and homemade treats. If you're up for a drive, head to the Hudson Valley Mall, 40.2km away, where you'll find a range of familiar retailers and dining options in a spacious setting.

Recreation

Experience rejuvenation at the Windham Spa, where you can indulge in soothing massages and revitalising facials. For outdoor enthusiasts, the nearby Windham Mountain offers hiking trails and scenic vistas, ideal for immersing yourself in nature and unwinding amidst the tranquil surroundings.

Adventure

In Windham, explore the scenic hiking trails of the Windham-Blackhead Range Wilderness Area, offering stunning views and diverse wildlife. For thrill-seekers, the Windham Mountain Resort provides exhilarating zip-lining and mountain biking experiences, perfect for an adrenaline rush amidst beautiful landscapes.

Nightlife

Explore the vibrant nightlife at the Windham Mountain Resort, where you can enjoy après-ski drinks and live entertainment. For a more laid-back vibe, visit the local taverns offering craft beers and hearty meals, perfect for unwinding after a day on the slopes.

*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 is an ideal destination for skiing and adventure enthusiasts, offering a wealth of outdoor activities and stunning scenery. Visitors can explore nearby attractions such as national and state parks, and picturesque waterfalls. For those seeking a more leisurely experience, the Windham Mountain Club and Windham Mountain Resort provide excellent opportunities for relaxation and enjoyment. Whether you're looking for culture or outdoor thrills, Windham has something for every traveller.

  • Belleayre Beach: Located 27.4km from Windham, Belleayre Beach offers a serene lakeside escape with sandy shores and a relaxing atmosphere. Enjoy swimming, sunbathing, or picnicking while taking in the stunning views of the surrounding Catskill Mountains.
  • Ashland Park: Nestled within Windham, Ashland Park is an urban oasis featuring lush greenery and playgrounds. It’s an ideal spot for families to enjoy outdoor activities, with walking paths, picnic areas, and a welcoming community vibe.
  • Huntersfield State Forest: This national state park within Windham boasts rugged terrain and scenic views. Perfect for outdoor enthusiasts, it offers trails for hiking and exploring, allowing visitors to immerse themselves in the natural beauty of the area.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Reaching Windham, New York, is convenient with several nearby airports. Hartford, CT (BDL-Bradley Intl.) is 135.2km away, with notable hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. White Plains, NY (HPN-Westchester County) is 144.8km from Windham, featuring the luxurious Opus Westchester, only 6.4km from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 90.1km away, offering options like The Dutchess Inn and Spa at Beacon, 9.7km from the airport. Each hotel provides various transportation services to ensure a smooth journey to Windham.

Frequently asked questions

What's the best place to stay in Windham?
Based on our traveller data, Hotel Vienna is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good choices for your stay include Wylder Hotel Windham and Eastwind Windham. See all available top hotels, or vacation rentals in Windham.
What are some of the best holiday rentals that Windham has to offer?
Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: This holiday home rental outside of Windham is located in a rural location, 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. It offers a garden, a library and 1 hot tub so that you can immerse yourself in your holiday. 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 Empire State Railway 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. Other good options to stay near a golf course include Eastwind Windham and Albergo Allegria Hotel. 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?
The Winwood Condominiums 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 Jimmy OConnors Windham Mountain Inn and Antique Rose Inn Windham. 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 The Winwood Condominiums 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. 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?
The picturesque setting of Elm Ridge Wild Forest and Ashland Park exemplify the area's natural beauty. Skiing is a great activity, and Windham Country Club is one place to visit. A couple of additional sights to add to your itinerary are Windham Mountain Resort and Catskill State Park. 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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