Title: 4 Stars Hotels in Windham, New York from CA $238 - 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) ![](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Stars Hotels in Windham, New York from CA $238 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-06&endDate=2025-10-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-07&endDate=2025-10-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Reception](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/bc027e8c.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/92000000/91580000/91577900/91577819/4b59784b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel Woodstock 9.6/10 Exceptional (189) "Awesome property, cute town and excellent service. " CA $440 CA $547 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/79fc5af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Mountain Brook Tannersville 9.8/10 Exceptional (503) "Beautiful property, very nice stuff, accommodating. " CA $222 CA $240 total includes taxes & fees Nov 4 - Nov 5 [](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) ![Garden View](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/d57c442d.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) ![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) ### The Hidden Inn South Kortright 8.8/10 Excellent (49) "Very charming and comfortable! Would happily stay here again and definitely recommend!" CA $217 CA $238 total includes taxes & fees Oct 7 - Oct 8 [](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 detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/839deed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.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 Woodstock 9.6/10 Exceptional (85) "Just lovely all around! I loved the attention to detail inside and on the grounds." CA $307 CA $344 total includes taxes & fees Oct 27 - Oct 28 [](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) ![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) ![Catskill King](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/20abc40f.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 Shandaken 10/10 Exceptional (266) "Amazing stay" CA $250 CA $280 total includes taxes & fees Oct 26 - Oct 27 [](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) ![1 bedroom, 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/110000000/109980000/109977600/109977515/7a158a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/110000000/109980000/109977600/109977515/w741h1123x589y0-5266a8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coldbrook Bed and Breakfast Bearsville 9.8/10 Exceptional (9) "This was an absolutely amazing experience! The property was beautiful, clean, quiet and nestled in the most picturesque location. Close to nature and lots of trails." [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/b7df0223.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 Durham 10/10 Exceptional (2) "Was close to where we were attending a wedding and big enough to house us all!" CA $181 CA $582 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/b9396871.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) ![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) ### Charming 3 bedroom, 2 bathroom Catskills cottage Saugerties 7.0/10 Good (6) "Cozy and convenient for our visit to Woodstock surrounding area. " [](https://www.expedia.ca/Saugerties-Hotels-Charming-3-Bedroom.h83938878.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/ed07b46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/8f30ba5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/dd0ab372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/f762e87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB Catskill 10/10 Exceptional (3) "My friends and I had a great time staying here. The check-in was very easy and the place was lovely." [](https://www.expedia.ca/Catskill-Hotels-Catskills-Estate-With-OUTDOOR-SHOWER.h69267440.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 $209 CA $288 total Nov 2 - Nov 3 includes taxes & fees 8.8/10 Excellent! (421 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 $233 CA $261 total Oct 9 - Oct 10 includes taxes & fees 9.2/10 Wonderful! (167 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=07%2F10%2F2025&endDate=08%2F10%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=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=175529&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=175529&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=175529&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=175529&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%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=2025-10-20&endDate=2025-10-21&adults=2®ionId=175529) ![](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Windham Hotel Reviews ![Woodstock Way Hotel](//images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Near waterfall and fun record collection" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ## 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? > With Expedia's handy search filters, locking in an awesome deal on a 4-star hotel in Windham just got simpler. Start by entering your chosen arrival date and length of your getaway. Then list the results by price and choose the option that best fits your style and budget. > > > > - Search for the lowest price from CA $261 ### What's the difference between 5-star and 4-star hotels in Windham? > Offering a welcoming guest experience and upmarket décor, 4-star hotels are a fantastic option for your Windham escape. These kinds of stays generally come with loads of useful amenities that make it a breeze to unpack and relax — think complimentary bathrobes, restaurants and gyms. Or live in the lap of luxury at a 5-star hotel designed to spoil you with luxury perks and amenities. On-site health clubs, oversized bathrooms and gourmet dining are typically included at these swanky properties. ### Does Windham have any 4-star all-inclusive resorts? > Enjoy a stress-free vacation experience where just about everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is a cinch when your accommodations, food and many activities are already taken care of. Want more options? 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