Title: The Best 4 Star Hotels in Windham, NY from $158 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx175529)[Hotels in Windham](https://expedia.com/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 9 - Mar 10](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-09&endDate=2026-03-10&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-10&endDate=2026-03-11&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham 4-star hotels ![Superior Room, Fireplace, River View | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 2 Bedrooms, Kitchen, River View | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/c970b977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/7c157835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) Woodstock 9.6/10 Exceptional (241 reviews) "Perfect room . Perfect stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $276 nightly $305 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/bea70ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ensuite (Deluxe Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/c2f88e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/90a696bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Ensuite (Private Cabin w/ Pullout) - This unit is not pet friendly | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/858621da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Mountain Brook [](https://www.expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) Tannersville 9.8/10 Exceptional (546 reviews) "Wonderful, restful and relaxing stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina $159 nightly $172 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![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 | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/c158ae45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Daffodil | Egyptian cotton sheets, premium bedding, down comforters](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 | 42-inch LED TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/4443e472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hidden Inn [](https://www.expedia.com/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) South Kortright 9.0/10 Wonderful (57 reviews) "Perfect accommodations when visiting relatives in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt $147 nightly $162 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/35b7da26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/58b1337f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/6ba0cf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shandaken Inn [](https://www.expedia.com/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) Shandaken 10/10 Exceptional (275 reviews) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice [](https://www.expedia.com/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) ![Front of property](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/61c970e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/8e808b64_edited_8ec8.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/w742h1123x588y0-8b25f402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coldbrook Bed and Breakfast [](https://www.expedia.com/Bearsville-Hotels-Coldbrook-Bed-And-Breakfast.h109977515.Hotel-Information) Bearsville 9.8/10 Exceptional (15 reviews) "Beautiful place with delicious breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helena [](https://www.expedia.com/Bearsville-Hotels-Coldbrook-Bed-And-Breakfast.h109977515.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94388600/94388543/66205686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94388600/94388543/0456e420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/95000000/94390000/94388600/94388543/c59379f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94388600/94388543/4455c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hunter Mountain Ski Retreat - Steps to Lift! [](https://www.expedia.com/Hunter-Hotels-Hunter-Mountain-Ski-Retreat-Steps-To-Lift.h94388543.Hotel-Information) Hunter 10/10 Exceptional (1 review) "Location is great. Unit is very clean and comfortable. Owner is very friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler [](https://www.expedia.com/Hunter-Hotels-Hunter-Mountain-Ski-Retreat-Steps-To-Lift.h94388543.Hotel-Information) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124457000/124456935/a19ec34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/125000000/124460000/124457000/124456935/f956bed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124457000/124456935/37422bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124457000/124456935/144b43bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Hunter Village! Family Ski Retreat w/ Deck [](https://www.expedia.com/Hunter-Hotels-Walk-To-Hunter-Village-Family-Ski-Retreat-W-Deck.h124456935.Hotel-Information) Hunter [](https://www.expedia.com/Hunter-Hotels-Walk-To-Hunter-Village-Family-Ski-Retreat-W-Deck.h124456935.Hotel-Information) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124456900/124456878/2316e24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124456900/124456878/c1497cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124456900/124456878/aa710818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124460000/124456900/124456878/7eecbf8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### < 1 Mi to Hunter Mtn Skiing: Family-friendly Stay! [](https://www.expedia.com/Hunter-Hotels-1-Mi-To-Hunter-Mtn-Skiing-Family-Friendly-Stay.h124456878.Hotel-Information) Hunter [](https://www.expedia.com/Hunter-Hotels-1-Mi-To-Hunter-Mtn-Skiing-Family-Friendly-Stay.h124456878.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.com/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.com/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/c6ce3139_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### AutoCamp Catskills 882 NY-212 Saugerties NY $170 nightly $191 total Apr 9 - Apr 10 Total with taxes and fees 9/10 Wonderful! (461 reviews) [](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7bbfb7b2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Urban Cowboy Lodge 37 Alpine Rd Big Indian NY $141 nightly $158 total Mar 22 - Mar 23 Total with taxes and fees [](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=175529&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=175529&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=175529&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=175529&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=175529&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®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.com/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&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 ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Just the loveliest stay. Deeply appreciated failing asleep to and waking up to the waterfall’s lullaby. " [](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ## Find out more about Windham ## Windham Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Windham, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Windham 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Windham. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Windham, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Windham hotels offer everything your heart desires. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Windham? > - Search for the lowest price from $158 ### 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 - Vacation Rentals - Other - [Hotels near Windham Country Club ](https://www.expedia.com/Windham-Country-Club-Hotels.0-l553248621552322141-0.Travel-Guide-Filter-Hotels) - [Hotels near Windham Mountain Resort ](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Hensonville ](https://www.expedia.com/3Star-Hensonville-Hotels.s30-0-d6023521.Travel-Guide-Filter-Hotels) - [Hensonville Hotels ](https://www.expedia.com/Hensonville-Hotels.d6023521.Travel-Guide-Hotels) - 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