Title: 4 Stars Hotels in Windham, New York from CA $199 - Find Cheap Windham Hotels With 4 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) # 4 Stars Hotels in Windham, New York from CA $199 - ![](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 4 Star Hotels Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-17&endDate=2025-12-18&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-18&endDate=2025-12-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham 4-star hotels ![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/6b02a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/d778d70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/bc027e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) Woodstock 9.6/10 Exceptional (216) "The room and views were lovely, and we loved the Tannery cafe!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/55331c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/0f8034b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Ensuite (Private Cabin) - This unit is not pet friendly | Balcony view](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/f158b12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Mountain Brook [](https://www.expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) Tannersville 9.8/10 Exceptional (516) "everything was excellent amazing place and great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grigoriy CA $205 CA $221 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![The Daffodil](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/fc515ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain View | Living area](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/4443e472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/0b6af7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Catskill Room](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/c158ae45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hidden Inn [](https://www.expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) South Kortright 9.0/10 Wonderful (56) "Perfect accommodations when visiting relatives in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt [](https://www.expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/839deed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/4d80c157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) Woodstock 9.6/10 Exceptional (90) "Just lovely all around! I loved the attention to detail inside and on the grounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen CA $238 CA $267 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/8fbf945d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Catskill King](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/20abc40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/5de7f14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/512f808c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shandaken Inn [](https://www.expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) Shandaken 10/10 Exceptional (275) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice [](https://www.expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/1b92115b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/w848h1280x536y0-9eb20ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/w742h1123x588y0-4faf5fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/7a158a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coldbrook Bed and Breakfast [](https://www.expedia.ca/Bearsville-Hotels-Coldbrook-Bed-And-Breakfast.h109977515.Hotel-Information) Bearsville 9.8/10 Exceptional (12) "Beautiful place with delicious breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helena [](https://www.expedia.ca/Bearsville-Hotels-Coldbrook-Bed-And-Breakfast.h109977515.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/bc63f12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/cb674c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/fba5aab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/3ad69960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) Durham 10/10 Exceptional (2) "Was close to where we were attending a wedding and big enough to house us all!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul m. CA $266 CA $673 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/938212e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/609e818c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/w1280h758x0y94-84941538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/2374e444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bedroom, 2 bathroom Catskills cottage [](https://www.expedia.ca/Saugerties-Hotels-Charming-3-Bedroom.h83938878.Hotel-Information) Saugerties 7.0/10 Good (6) "Cozy and convenient for our visit to Woodstock surrounding area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karoline [](https://www.expedia.ca/Saugerties-Hotels-Charming-3-Bedroom.h83938878.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%2F4Star-Windham-Hotels.s40-0-d175529.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Windham-Hotels.s40-0-d175529.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Windham. ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### AutoCamp Catskills 882 NY-212 Saugerties NY CA $212 CA $291 total Dec 18 - Dec 19 includes taxes & fees 8.8/10 Excellent! (441 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Urban Cowboy Lodge 37 Alpine Rd Big Indian NY CA $178 CA $199 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (188 reviews) [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.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=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=175529&star=40&star=40&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=2025-12-31&endDate=2026-01-01&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 ## Find out more about Windham If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Windham are calling your name. Known for providing first-rate service in amazing locations, each of the Windham 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Windham. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windham, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Windham hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Windham? > - Search for the lowest price from CA $199 ### What's the difference between 5-star and 4-star hotels in Windham? ### Does Windham have any 4-star all-inclusive resorts? ## 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) - 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