Title: Book the Best PET FRIENDLY Hotels in Windham, NY from CA $197 - 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) ![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__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 Pet-friendly Hotels Tonight [Feb 15 - Feb 16](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-15&endDate=2026-02-16&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-16&endDate=2026-02-17&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham pet-friendly hotels ![View from room](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/aab44153.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/23d7c707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) Windham 9.4/10 Exceptional (762 reviews) "Always stay here during the skies season." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $183 CA $197 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Lushna Cabin](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/0651036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain Suite Studio | Mountain view](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/9b547752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lushna Cabin](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/9c390ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lushna Suite](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/f705b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Windham [](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) Windham 9.2/10 Wonderful (89 reviews) "Loved our stay. Our room was very cozy, I loved the easy access to the fireplace and the s’mores kit was a nice addition. Will come back to try out the Lushna suites. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grisel CA $318 CA $385 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/6cb986d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/c327f59d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, free WiFi](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/05ef2c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, free WiFi](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/c8a7b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Haüs Windham [](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) Windham 7.6/10 Good (25 reviews) "Loved the hot tub, peaceful surroundings and comfy bed!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt CA $289 CA $313 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/4da17503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) Windham 8.6/10 Excellent (92 reviews) "Very nice hotel. Exactly what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicolas CA $291 CA $382 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Classic Double Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/2fb255db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/929bed8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/608feb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/d8dfd254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outpost by Windham Mountain Club [](https://www.expedia.ca/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.Hotel-Information) Windham 8.4/10 Very good (5 reviews) "Cozy and warm. I think it would be better to visit during the winter season" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TAEJUN CA $340 CA $368 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.Hotel-Information) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/eba35020.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) ![Hair dryer, towels](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/w1024h1365x0y2-255817c6.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 [](https://www.expedia.ca/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information) Windham CA $199 CA $256 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information) ![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) ![Private kitchen](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/0ef21f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/81f377fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/d2f6892d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham [](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.Hotel-Information) Windham 7.6/10 Good (5 reviews) "Excellent accommodations, close to everything you could need. My wife and I had a perfect evening " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony M. CA $256 CA $329 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/w1623h1080x143y0-ca28f5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/cdf9ed8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/35fbcc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/0c80b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MIRROR CABIN IN THE FOREST WITH HOT TUB [](https://www.expedia.ca/Windham-Hotels-MIRROR-CABIN-IN-THE-FOREST-WITH-HOT-TUB.h116731180.Hotel-Information) Windham 8.0/10 Very good (2 reviews) "This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin J. CA $407 CA $525 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Windham-Hotels-MIRROR-CABIN-IN-THE-FOREST-WITH-HOT-TUB.h116731180.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/f87926e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/6b19b7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/3cb45411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/ba378f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pines Vignette • Modern 3BR Home in Windham [](https://www.expedia.ca/Windham-Hotels-Pines-Vignette-Modern-3BR-Home-In-Windham.h125431338.Hotel-Information) Windham CA $184 CA $627 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Windham-Hotels-Pines-Vignette-Modern-3BR-Home-In-Windham.h125431338.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/f5875a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/86f744d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/6f5f156a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/96cfd01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom studio in peaceful Ashland with AC [](https://www.expedia.ca/Windham-Hotels-Cozy-1-Bedroom-Studio-In-Peaceful-Ashland-With-AC.h123296996.Hotel-Information) Ashland CA $202 CA $418 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Windham-Hotels-Cozy-1-Bedroom-Studio-In-Peaceful-Ashland-With-AC.h123296996.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=2026-03-01&endDate=2026-03-02®ionId=175529&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_175529) ## 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 ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "Great staff, shuttle to mountain " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ## Frequently asked questions ### What are the most popular pet-friendly hotels in Windham? > Hotel Vienna, with a 9.4 rating, offers complimentary continental breakfast and free parking, with guests frequently praising its clean, quiet rooms and convenient location amidst the mountains. > > > Eastwind Windham, rated 9.2, provides mountain views and free self-parking, including an electric car charging station, and guests often comment on the friendly staff and excellent food. > > > Wylder Hotel Windham, a 3.5-star establishment with an 8.8 rating, features an outdoor pool and is conveniently located near various ski areas and mountain biking trails, with reviewers highlighting the helpful staff and great amenities. ### How much does a pet-friendly hotel in Windham cost? ### Which area of Windham is best to stay in for pet-friendly hotels? > Main Street is the central artery of Windham, lined with shops, restaurants, and various accommodations. It's a convenient location for exploring the town on foot, with many establishments welcoming pets. You'll find a mix of independent businesses and local eateries along this stretch, offering a comfortable base for your stay. > > > Couples travelling with pets will find Main Street particularly appealing. Many of the hotels and guesthouses here are accustomed to accommodating furry friends, often providing amenities like water bowls or designated pet relief areas. The area's walkable nature also means easy access to local parks and trails for dog walks, making it simple to keep your pet entertained and exercised. > > > For solo travellers with a pet, staying on Main Street offers both convenience and an inviting space. The proximity to various dining options and shops means you won't have to venture far, and the pet-friendly nature of the neighbourhood ensures your companion is comfortable wherever you go. ### How do I ensure I have booked a pet-friendly room in Windham? ### What amenities should I look for in a pet-friendly hotel in Windham? ### How can I save on a pet-friendly hotel in Windham with Expedia? ### Do any Windham hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Windham as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## 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) - 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