Title: Book the Best Windham Hotels with FREE PARKING in 2026 | 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 Hotels with Free Parking Tonight [Mar 9 - Mar 10](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-03-09&endDate=2026-03-10&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-03-10&endDate=2026-03-11&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham hotels with parking ![Standard Single Room, Garden View](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/1db44210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Courtyard View | Interior](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/c1f22d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/8c7aafe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/55b14277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howland House [](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information) Mount Tremper CA $214 CA $239 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/18664b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/78103f2a.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) ### The Colonial Motel [](https://www.expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) Grand Gorge 9.6/10 Exceptional (429 reviews) "Awesome place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $109 CA $120 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![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/1000000/900000/893300/893228/75609405.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) ![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 (776 reviews) "Always stay here during the skies season." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Mountain view](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/2cea58e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/db0b8c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/5f1ecc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/d11533fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cave Mountain Motel [](https://www.expedia.ca/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) Windham 9.4/10 Exceptional (139 reviews) "I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $189 CA $204 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/27e5556e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/b5115693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/938b4c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/4346e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Rose Inn Windham [](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) Windham 9.0/10 Wonderful (128 reviews) "Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simona CA $183 CA $198 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.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) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.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) ![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) ### Wylder Hotel Windham [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) Windham 8.6/10 Excellent (93 reviews) "Very nice hotel. Exactly what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicolas CA $214 CA $299 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/be9ece58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 21](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ac107642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/218dcb2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant [](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) Windham 9.6/10 Exceptional (276 reviews) "Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $212 CA $229 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.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) ![Lushna Suite](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/f705b020.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) ![2 bars/lounges](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/2d841cb6.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 (92 reviews) "I loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika [](https://www.expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/06763b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/bcc751e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Japanese Futon](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/738c735e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/604935bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) Windham 8.6/10 Excellent (350 reviews) "Wonderful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irina CA $229 CA $248 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.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=2026-03-23&endDate=2026-03-24®ionId=175529&adults=2&amenities=FREE_PARKING&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) ## Top Windham Hotel Reviews ![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "Room is very clean, staff is extremely friendly, very close to ski mountain " [](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7_y.jpg) ### Hotel Vienna 10/10 Excellent "Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast. " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/06763b2f_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Antique Rose Inn Windham](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/27e5556e_y.jpg) ### Antique Rose Inn Windham 10/10 Excellent "Our stay was comfortable and lovely. The owner helped us a lot with recommendations on where and when to go for dinner, warned us about long lines, and even gave us great advice for skiing. The room was very comfortable, and the breakfast was delicious!" [](https://expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ## 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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