Title: 4 Stars Hotels in Windham, New York from CA $233 - 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 $233 ![](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 [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-20&endDate=2025-10-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-21&endDate=2025-10-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-31&endDate=2025-11-02&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) ![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) ![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) ### Woodstock Way Hotel Woodstock 9.6/10 Exceptional (193) "Awesome property, cute town and excellent service. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daryn CA $385 CA $486 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) ![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) ![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) ### Hotel Mountain Brook Tannersville 9.8/10 Exceptional (505) "Clean, great service good breakfast nice fires, friendly staff I would definitely go back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $223 CA $241 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.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 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) ![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) ### Shandaken Inn Shandaken 10/10 Exceptional (274) "We loved our stay at Shandaken Inn. It was a wonder place to unwind and take in the beauty of the area. Everyone was so friendly and the food was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry [](https://www.expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/4d80c157.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) ### The Herwood Inn Woodstock 9.6/10 Exceptional (87) "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 $277 CA $311 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.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) ![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) ![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) ### The Hidden Inn South Kortright 8.8/10 Excellent (51) "Very charming and comfortable! Would happily stay here again and definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $211 CA $233 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.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) ![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) ![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) ### Coldbrook Bed and Breakfast Bearsville 9.8/10 Exceptional (11) "This is a magical place to stay. If the details of the modern architectural doesn't get you, the view from your room will. Plus, the yummy options for breakfast! Kim, our host, provided valuable information on best places for a sunset and routes for foliage hunting. We have already recommended this amazing B&B to our friends. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shirley [](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) ![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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul m. CA $145 CA $525 total includes taxes & fees Oct 21 - Oct 22 [](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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83940000/83938900/83938878/2374e444.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. " ![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) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/ed07b46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267440/6feb67b9.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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](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 $181 CA $258 total Nov 10 - Nov 11 includes taxes & fees 8.8/10 Excellent! (424 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 $363 CA $406 total Oct 21 - Oct 22 includes taxes & fees 9.2/10 Wonderful! (170 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=21%2F10%2F2025&endDate=22%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=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=175529&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%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=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=175529&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=175529&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%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=2025-11-03&endDate=2025-11-04&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 "Beautiful well-appointed room with big windows that made you feel like you were surrounded by nature. The room was spotless as was the bathroom. The balcony offered a view towards the small waterfall with comfortable seating for two. The staff in the reception area were warm and welcoming. The free coffee, espresso drinks, tea and snacks were an added bonus. You are steps away from Tinker Street with multiple dining options in walking distance. I highly recommend Silvia, Good Night and Garden Eats(vegan). I would have loved a way to make tea or coffee without leaving my room, but the coffee in the lobby was superb." [](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 $258 ### 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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