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

Find hotels in Windham, NY from ᅣ15,196

  • 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

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windham hotels

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 ᅣ26,171
ᅣ28,265 total
includes taxes & fees
Jul 19 - Jul 20
The Winwood Condominiums

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 ᅣ35,154
ᅣ42,704 total
includes taxes & fees
Aug 12 - Aug 13
Eastwind Windham

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.0 out of 10, Very Good, (1 review)
The price is ᅣ23,507
ᅣ25,387 total
includes taxes & fees
Jul 19 - Jul 20
Jimmy OConnors Windham Mountain Inn

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 ᅣ22,535
ᅣ24,338 total
includes taxes & fees
Jul 20 - Jul 21
Cave Mountain Motel

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (283 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ᅣ28,168
ᅣ30,421 total
includes taxes & fees
Jul 28 - Jul 29
Albergo Allegria Hotel

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 ᅣ37,137
ᅣ48,225 total
includes taxes & fees
Aug 16 - Aug 17
Wylder Hotel Windham

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 ᅣ21,886
ᅣ23,637 total
includes taxes & fees
Jul 20 - Jul 21
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 ᅣ31,458
ᅣ33,974 total
includes taxes & fees
Jul 28 - Jul 29
The Haüs Windham

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
The price is ᅣ21,257
ᅣ22,956 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Treasure B&B

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 ᅣ13,816
ᅣ15,196 total
includes taxes & fees
Aug 17 - Aug 18
The Colonial Motel

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 ᅣ24,029
ᅣ29,458 total
includes taxes & fees
Aug 10 - Aug 11
Hunter Lodge, a Bluebird by Lark

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 ᅣ19,454
ᅣ21,010 total
includes taxes & fees
Jul 20 - Jul 21
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 ᅣ24,156
ᅣ26,088 total
includes taxes & fees
Jul 21 - Jul 22
Black Bear Lodge

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 ᅣ26,707
ᅣ28,845 total
includes taxes & fees
Jul 23 - Jul 24
The Perch Hotel

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 ᅣ31,512
ᅣ37,523 total
includes taxes & fees
Jul 22 - Jul 23
Kaatskill Mountain Club & Condos by Vail Resorts

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (507 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is ᅣ20,836
ᅣ22,503 total
includes taxes & fees
Jul 19 - Jul 20
Red Ranch Motel

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 ᅣ37,180
ᅣ40,154 total
includes taxes & fees
Aug 16 - Aug 17
Hotel Mountain Brook

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very Good, (214 reviews)
"The staff were extremely helpful and the room was immaculate. I will definitely consider revisiting the next time I am in the area."
United States
Jeremy
The price is ᅣ16,212
ᅣ17,509 total
includes taxes & fees
Jul 19 - Jul 20
Four Seasons Motel
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.

A wooden covered bridge in a forest with autumn foliage.

Top Windham Hotel Reviews

More cheap stays in Windham

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Ski Resorts: Windham Mountain Resort offers excellent skiing opportunities for all skill levels, making it a top destination for winter sports enthusiasts.
  • Scenic Outdoor Activities: Explore breathtaking national and state parks, beautiful waterfalls, and enjoy winter hiking and outdoor sports in the stunning Catskills.
  • Vibrant Local Culture: Experience live music and unwind in games rooms while enjoying the charming atmosphere of Windham.
  • Diverse Accommodation Options: From boutique hotels to agritourism properties, Windham provides a variety of lodging choices to suit every traveler.
  • Picturesque Neighborhoods: Discover friendly communities perfect for weekend getaways, surrounded by nature's beauty and tranquility.

Find great hotels in and around Windham

In Windham, New York, you'll discover a variety of accommodation options, from charming agritourism properties to boutique hotels. Whether you're seeking luxurious stays or pet-friendly escapes, this picturesque area offers something for every traveler. Enjoy outdoor adventures with family or relax in cozy surroundings. Be sure to check guest reviews and explore options like Albergo Allegria for a memorable vacation experience in the beautiful Catskills.

  • Hunter Lodge, a Bluebird by Lark: Nestled 13km from Windham, Hunter Lodge is an ideal choice for adventure seekers and pet owners. With a guest rating of 9.2 out of 10, this budget-friendly lodge offers a rustic charm and a variety of onsite and nearby activities. Guests can indulge in fishing, kayaking, snowboarding, and hiking, making it perfect for outdoor enthusiasts. The lodge is also pet-friendly, allowing dogs with specific amenities like food and water bowls. Enjoy a cozy stay while exploring the great outdoors at Hunter Lodge.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna boasts a guest rating of 9.4 out of 10 and is tailored for adventure and golf enthusiasts. This budget-friendly hotel offers a unique golf-themed experience, along with activities like ziplining, swimming, and skiing lessons. The charming ambiance and convenient location make it an excellent base for both business travelers and adventure seekers. Enjoy the vibrant local scene while benefiting from recreational activities that cater to your adventurous spirit.
  • Hotel Mountain Brook: This 4-star hotel, located 16km from Windham, is perfect for travelers looking for luxury and outdoor fun, earning an impressive guest rating of 9.8 out of 10. Hotel Mountain Brook features a range of adventure sports, including birdwatching, kayaking, and cross-country skiing. The property is also pet-friendly, allowing pets with specific amenities to enhance your stay. With its elegant accommodations and proximity to nature, Hotel Mountain Brook provides an exceptional retreat for those seeking both relaxation and adventure.

Where to stay in and around Windham

Windham, New York, is an ideal destination for adventure seekers and relaxation enthusiasts alike. Nestled in the scenic Catskills, this charming city offers fantastic skiing opportunities and a tranquil atmosphere. Explore the picturesque views and friendly neighborhoods nearby, perfect for a weekend getaway or a secluded retreat. With its convenient location and family-friendly vibe, Windham invites you to unwind and embrace the beauty of nature while enjoying thrilling outdoor activities.

  • Hunter: Nestled approximately 11km from Windham, Hunter is a charming city that attracts visitors year-round, especially during the winter months from December to February when skiing enthusiasts flock to its slopes. Known for its stunning mountain vistas and outdoor adventures, Hunter offers a variety of ski resorts and fields for both novice and experienced skiers. Beyond winter sports, the area is rich in natural beauty, featuring picturesque lakes and enchanting waterfalls, making it a perfect spot for hiking and sightseeing in warmer months.
  • Hensonville: Located just 3km from Windham, Hensonville is a delightful city that welcomes travelers throughout the year, with peak visits from June to August. This area is renowned for its adventure sports, particularly skiing, and offers easy access to ski resorts and fields. In addition to winter activities, Hensonville is surrounded by beautiful mountains, serene lakes, and lush urban parks, providing a perfect setting for outdoor enthusiasts and families looking to enjoy a relaxing getaway.
  • East Windham: A quaint village situated within the Windham area, East Windham is a hidden gem where travelers can enjoy a variety of outdoor experiences. Visitor numbers peak in the summer months from July to August and again in October. Known for its close proximity to ski resorts and fields, this village is ideal for skiing enthusiasts. The scenic landscape includes breathtaking mountains, tranquil lakes, and highlands, offering delightful opportunities for hiking, fishing, and immersing oneself in nature's beauty.

Things to do in Windham

Shopping

In Windham, you can explore local shops like The Windham Fine Arts Gallery for unique art and The Windham Mountain Outfitters for outdoor gear. If you're up for a drive, check out the Hudson Valley Mall in Kingston, about 30 minutes away, featuring a variety of retail options.

Recreation

In Windham, the Windham Spa offers soothing massages and rejuvenating skincare treatments, surrounded by serene mountain views. Nearby, the Windham Mountain Resort features outdoor activities like hiking and skiing, providing an invigorating way to connect with nature and enhance your wellness journey.

Adventure

Windham Mountain offers thrilling skiing and snowboarding during winter, with diverse trails for all skill levels. In warmer months, explore hiking trails with stunning mountain views or try mountain biking on rugged terrain. The area also features zip-lining for an exhilarating experience high above the ground.

Nightlife

In Windham, the nightlife features cozy bars like the Windham Mountain Resort's aprĆØs-ski scene, where you can unwind with drinks and live music. The surrounding taverns offer a relaxed atmosphere, perfect for mingling and enjoying local brews after a day of outdoor activities.

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

Find the best attractions in and around Windham

Windham, New York, is a fantastic destination for ski and adventure enthusiasts, offering a variety of outdoor experiences. Visitors can explore stunning attractions like national and state parks, beautiful waterfalls, and the renowned Windham Mountain Resort. For those seeking culture and scenic views, the Windham Mountain Club is also a great option. This charming area is perfect for travelers looking to enjoy sports and nature during their vacation.

  • Ashland Park: Located within Windham, Ashland Park offers a welcoming urban atmosphere ideal for families and outdoor enthusiasts. Enjoy leisurely strolls, picnics, and various recreational activities amidst its lush greenery.
  • Huntersfield State Forest: This national state park is a haven for adventure seekers, featuring stunning scenery and numerous trails for hiking and exploration. Experience the beauty of nature while engaging in outdoor activities in a serene environment.
  • Kaaterskill Falls: Situated 19km from Windham, Kaaterskill Falls is a breathtaking waterfall that invites romance and adventure. Hike to the viewing platforms for spectacular vistas and the soothing sound of cascading water.

Best time to go to Windham

The best time to visit Windham is dependent 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.

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

Traveling to Windham, New York, is convenient with several nearby airports. ALBany International Airport (ALB) is the closest, located 61km away, with hotel options like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 13km from the airport. Hartford's Bradley International Airport (BDL) is 135km away, offering hotels such as DoubleTree by Hilton Hartford and Marriott Hartford Downtown. For those considering White Plains Airport (HPN), located 145km away, The Opus Westchester and Sonesta White Plains Downtown provide comfortable accommodations. Each hotel offers accessible transportation services to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What's the best place to stay in Windham?
Based on our traveler 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 visit include Wylder Hotel Windham and Eastwind Windham. See all available top hotels, or vacation rentals in Windham.
What are some of the best vacation home rentals that Windham has to offer?
Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: This vacation home rental outside of Windham is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a library, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Windham.
If I need to cancel my hotel reservation in Windham, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
Where can I learn more about changing or cancelling my trip to Windham?
For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.
What's the best accommodation for families 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 good choice for your kid-friendly vacation. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.
What's the best pet-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 for you and your pet's trip include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best place to stay close to Windham Mountain Resort?
Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.
What about the best place to stay close to Windham Vineyards and Winery?
One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.
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 place to stay to stay near the slopes in Windham?
The Winwood Condominiums is a top hotel for a winter getaway, and features a free ski shuttle and free WiFi. This hotel is adjacent to Windham Mountain Resort. Other good options for your winter getaway include Jimmy OConnors Windham Mountain Inn and Antique Rose Inn Windham. See all ski hotels in Windham.
What are some accommodations 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 feature an onsite 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's the best hotel in Windham with a water park on-site or close by?
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is a popular lodge featuring in-room kitchens and water park access. You'll find Zoom Flume within 18 minutes by car. Check out all hotels with or near waterparks in Windham.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Windham like?
Visitors to Windham are sure to enjoy the ski areas, mountain views, and coffeehouses. Tourists can also enjoy the city's breweries, golf courses, and wineries. In Windham, there are 278 hotels and other accommodations to choose from. Find out more about Windham.
What should I do while I'm visiting 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 agenda are Windham Mountain Resort and Catskill State Park. Check out what more 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 temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia