Title: Book the Best PET FRIENDLY Hotels in Windham, NY from CA $137 - Windham Dog-Friendly Hotels | 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) # Find Pet-friendly Hotels in Windham, NY from CA $137 ![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 Pet-friendly Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windham Pet-friendly Hotels ![Exterior](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/da2fe2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/daa928ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/18664b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Motel Grand Gorge 9.4/10 Exceptional (394) "Friendly quiet place. " CA $124 CA $137 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/c06d6be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/89295c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/d446595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna Windham 9.4/10 Exceptional (657) "Great, clean hotel" CA $149 CA $161 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Mountain view](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2878762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/127a9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2cb998ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Seasons Inn Shandaken 8.2/10 Very good (230) "Bartender was awesome, Food was great " CA $166 CA $186 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.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 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/43000000/42770000/42761900/42761897/512f808c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shandaken Inn Shandaken 10/10 Exceptional (265) "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) ![Pet-friendly](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/a5716320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lushna Cabin](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/1744b972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lushna Suite | Living area](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/bc680677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Windham Windham 9.2/10 Wonderful (61) "excellent place to stay with great surrounding areas to explore and helpful friendly staff. " CA $234 CA $261 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/d0c103fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/04b1dc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.6/10 Excellent (71) "Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place" CA $223 CA $311 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/w1048h698x0y0-a5a9c8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/73f478ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/57dc7630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/0524eb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LUXURY SUITE WITH 2 FULL BEDS Windham CA $174 CA $229 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/7c2b5d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/0ef21f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/96da97c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/1b39ec49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham Windham 7.6/10 Good (5) "Excellent accommodations, close to everything you could need. My wife and I had a perfect evening " CA $248 CA $315 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.Hotel-Information) ![Hot stone massages, deep-tissue massages, Swedish massages](https://images.trvl-media.com/lodging/119000000/118930000/118921800/118921772/ade64e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Mountain View](https://images.trvl-media.com/lodging/119000000/118930000/118921800/118921772/75c899e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/119000000/118930000/118921800/118921772/f9926dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Mountain View](https://images.trvl-media.com/lodging/119000000/118930000/118921800/118921772/ead25629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountainside by Windham Mountain Club Windham CA $1,842 CA $1,989 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Windham-Hotels-Mountainside-By-Windham-Mountain-Club.h118921772.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/cb3a8b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/4bb4075a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/3c0b4dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/42f80bab_edited_992c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House on Walnut Grove Ashland 4.0/10 (1) CA $183 CA $356 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Windham-Hotels-Tiny-House-On-Walnut-Grove.h108935357.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20®ionId=175529&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Windham ### Discover top Windham attractions with your pet Nestled in the scenic Catskills, Windham, New York, offers a wealth of experiences for travellers with pets. Start your adventure with a stroll along the beautiful Windham Path, a well-maintained trail perfect for walking dogs while soaking in the stunning mountain views. For a more adventurous outing, take your furry friend hiking in the nearby Windham-Blackhead Range Wilderness, where you can explore numerous trails that lead to breathtaking vistas and tranquil streams. Don't miss the chance to visit the charming Windham Farmers' Market, where you can browse local produce and artisanal goods—many vendors are delighted to see your dogs join in on the fun! The Windham Mountain Resort also welcomes pets, allowing you to enjoy a day of skiing or snowboarding while your pet enjoys the fresh mountain air. After a day of exploration, consider staying at one of the pet-friendly hotels in the area, such as the historic Hotel Vienna, which offers spacious rooms and easy access to outdoor areas where your pets can run free. With attentive staff and convenient amenities, you and your pet can unwind in comfort after a day of local adventures. ### Find the best pet-friendly hotels in Windham For those planning a getaway to Windham, New York, with their furry friends, these hotels provide excellent pet-friendly amenities and comfortable stays for both guests and their pets. [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Hotel Vienna is an ideal choice for pet-friendly travelers, scoring an impressive 9.4 in guest reviews. This welcoming hotel allows pets in-room and provides essential amenities like food and water bowls to ensure your pet's comfort. Guests can also enjoy an indoor pool, perfect for relaxing after a day of adventure in the scenic surroundings. - **Other amenities:** In addition to its pet-friendly features, Hotel Vienna offers a complimentary breakfast, electric car charging stations, and nearby golf courses for avid golfers. Additional options for outdoor enthusiasts include hiking and biking trails, as well as access to ski and snow tubing activities nearby. The hotel also provides comfortable air-conditioned rooms and convenient off-street parking. - **Nearby attractions:** Catskill State Park - 0 km, Windham Country Club - 0.6 km, Windham Mountain Resort - 3 km [Eastwind Windham](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Eastwind Windham is a charming choice for pet-friendly travellers, a strong 9.2 guest review rating. This hotel allows pets and provides a warm, inviting environment with a fireplace, perfect for cozy evenings. With its scenic mountain views, it’s an excellent base for exploring the beautiful Windham area with your furry companion. - **Other amenities:** Guests can take advantage of free self-parking and air-conditioned rooms for added comfort. The hotel also features electric car charging stations, making it convenient for eco-conscious travelers. Nearby attractions include hiking trails and outdoor activities, ensuring a fulfilling stay amidst nature. - **Nearby attractions:** Catskill State Park - 0 km, Windham Country Club - 0.8 km, Windham Mountain Resort - 3.2 km [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) - **Why it's great for a pet-friendly vacation:** With a great rating of 8.6, Wylder Hotel Windham is a fantastic option for pet owners seeking a comfortable retreat. This hotel allows dogs and features a dedicated dog exercise area, making it easy for pets to stretch their legs. Guests can also enjoy a refreshing outdoor pool, perfect for unwinding after a day of exploration. - **Other amenities:** In addition to pet-friendly services, Wylder Hotel offers complimentary self-parking, concierge services, and daily housekeeping. The hotel is surrounded by beautiful mountain views and is ideally located near skiing and snowboarding opportunities. Guests can also enjoy billiards, as well as easy access to hiking and biking trails. - **Nearby attractions:** Catskill State Park - 0 km, Windham Country Club - 0.6 km, Windham Mountain Resort - 3.3 km ## Top Windham Hotel Reviews ![Winwood Condominiums by Windham Mountain Club ](//images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "The pool was closed for the season but looked like it was very nice. It is across the street so wouldn't be the easiest to access. There was a game room with a few arcade games, a pool table, foosball, and ping pong. Maybe consider a coin machine in the room? The condo was beautiful with a gorgeous view. Would definitely stay again! " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly hotel in Windham? > [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options for you and your pet include [Eastwind Windham](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) and [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information). ### How many pet-friendly hotels should I expect to find in Windham? > Enjoy traveling with your furry pal at one of Expedia's 10 Windham accommodations that accept pets. ### What's the best time of year to travel to Windham with my pet? > When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall. ### What is there to see and do with your pet in Windham? > Known for its skiing and hiking trails, Windham has lots to offer visitors including its mountains, natural beauty, and golfing. See the local sights and visit Windham Country Club and Windham Mountain Resort. While you're there, make sure you don't miss Windham Vineyards and Winery and Catskill State Park. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in East Windham](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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