Title: 5 Stars Hotels in Windham, New York from CA $222 - Find Cheap Windham Hotels With 5 Stars | Expedia.ca [Windham Travel Guide](https://expedia.ca/Windham.dx175529)[Hotels in Windham](https://expedia.ca/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d175529.Destination-Travel-Guides) ![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](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Windham, New York from CA $222 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windham 5 Star Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-11&endDate=2025-12-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham 5-star hotels ![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/f1b3797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/75a25972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Catskills [](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) Saugerties 9.0/10 Wonderful (439) "Great location. Amazing views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarig CA $212 CA $292 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chalet, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/d2d6d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Penthouse, 1 King Bed, Bathtub, Mountain View](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a04d5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Cabin](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7a9e3855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) Big Indian 9.2/10 Wonderful (187) " Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stuart CA $198 CA $222 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Windham-Hotels.s50-0-d175529.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Windham-Hotels.s50-0-d175529.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windham. ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Woodstock Way Hotel 10 Waterfall Way Woodstock NY [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=91577819&PinnedHotelID=91577819&HadPinnedHotel=true®ionId=175529) 9.4/10 Exceptional! (213 reviews) [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Mountain Brook 57 Route 23c Tannersville NY CA $205 CA $222 total Dec 14 - Dec 15 includes taxes & fees 9.8/10 Exceptional! (510 reviews) [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![The Hidden Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/fc515ecb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Hidden Inn 10860 Co Rd 18 South Kortright NY [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=83500582&PinnedHotelID=83500582&HadPinnedHotel=true®ionId=175529) 8.8/10 Excellent! (56 reviews) [](https://expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) Still don't see what you're looking for? [See all properties in Windham.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=175529&star=50&star=50&amenities=WATER_PARK) 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. ## 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. [See all hotels in Windham](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&adults=2®ionId=175529) ![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](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Windham Hotel Reviews ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Superb experience. Definitely will come back. From amenities to staff, everything is amazing." [](https://expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "Everything was great" [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ## Find out more about Windham ## Five Star Hotels in Windham There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Windham so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Windham and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Windham Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Windham The results are in, and Windham 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Windham! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Windham today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Windham? > - Search for the lowest price per night from CA $222 ### What makes a hotel 5 stars in Windham? ### Are there any 5-star all-inclusive resorts in Windham? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Middleburgh ](https://www.expedia.ca/2Star-Middleburgh-Hotels.s20-0-d6344005.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Climax ](https://www.expedia.ca/3Star-Climax-Hotels.s30-0-d3000448224.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Cooperstown ](https://www.expedia.ca/3Star-Cooperstown-Hotels.s30-0-d6487.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Cooperstown Junction ](https://www.expedia.ca/3Star-Cooperstown-Junction-Hotels.s30-0-d553248635975872735.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Ferndale ](https://www.expedia.ca/3Star-Ferndale-Hotels.s30-0-d3000448597.Travel-Guide-Filter-Hotels) - 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