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 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-05&endDate=2026-03-06&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 6 - Mar 7](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-06&endDate=2026-03-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## 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) ![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) ![Premium Room, 1 King Bed with Sofa bed | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/52c28e6d.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) ### Woodstock Way Hotel [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) Woodstock 9.4/10 Exceptional (239 reviews) "Perfect room . Perfect stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $276 nightly $305 total Mar 8 - Mar 9 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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/90a696bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ensuite (Deluxe East Lodge Room) | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/9ad1b806.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) ![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 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) ### The Hidden Inn [](https://www.expedia.com/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) South Kortright 9.0/10 Wonderful (56 reviews) "Perfect accommodations when visiting relatives in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt $155 nightly $171 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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/c9c47149.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) ### 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/110000000/109980000/109977600/109977515/7a158a0f.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) | 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/e8d4527c.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) ### 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) | 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) | 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/125000000/124460000/124457000/124456935/12fcef0e.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/125000000/124460000/124456900/124456878/7eecbf8d.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/125000000/124460000/124456900/124456878/3eb74961.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 $180 nightly $202 total Apr 5 - Apr 6 Total with taxes and fees 9/10 Wonderful! (459 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%2F6%2F2026&endDate=3%2F7%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%2F6%2F2026&endDate=3%2F7%2F2026®ionId=175529&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F6%2F2026&endDate=3%2F7%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%2F6%2F2026&endDate=3%2F7%2F2026®ionId=175529&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F6%2F2026&endDate=3%2F7%2F2026®ionId=175529&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F6%2F2026&endDate=3%2F7%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=2026-03-19&endDate=2026-03-20&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 8/10 Good "Rooms were very clean. After hour support was great when we had an issue with the heat not working in our original premium room (big issue when it’s 20 degrees out). Thankfully they were practically empty and were able to switch to a comparable room in the next building. Addie was by far our favorite staff member who was full of life and cheer. Espresso on tap was a plus just wish it was in the room itself. WiFi was TERRIBLE. If you expect to get any work done while away which is very important or would like to stream a show in the cabins, think again lol. The beds & couches were super comfy. The worst part of the room besides the WiFi was the TV. It was beyond mediocre for the sheer size of the room. You could not comfortably see it from the bed or the couch. Also because of the terrible WiFi the tv would constantly cut out. Other wise the local area restaurants are great. Other than that there is not much to do if you do not ski. 2 nights is more than enough. Maybe the summer is better" [](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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