Title: Visit Windham: Best of Windham Tourism | Expedia Travel Guide - Expedia.ca [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) # Windham ## Travel Guide ![Windham](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Windham Things to do - Windham Hotel Deals - Vacation Rentals in Windham ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Vienna 107 State Route 296 Windham NY Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ... 9.2/10 Wonderful! (717 reviews) Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas! Reviewed on Dec 8, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eastwind Windham 5088 NY-23 Windham NY CA $229 CA $286 total Dec 21 - Dec 22 includes taxes & fees Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ... 9.2/10 Wonderful! (74 reviews) Staffs are very nice. Specialty the manager.😘thank you for beautiful stay.. Reviewed on Dec 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wylder Hotel Windham 19 New York 296 Windham NY CA $262 CA $352 total Dec 21 - Dec 22 includes taxes & fees Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ... 8.6/10 Excellent! (89 reviews) Beautiful mountain view, my daughter loves the sauna barrel! The only thing is they do not have a microwave inside of the room. Reviewed on Nov 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=102239431&PinnedHotelID=102239431&HadPinnedHotel=true®ionId=175529) [See all 2,096 properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=175529) 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. ![A'Neils Windham Ski Lodge & Family Retreat](https://images.trvl-media.com/lodging/61000000/60040000/60036900/60036836/c6d2cb81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### A'Neils Windham Ski Lodge & Family Retreat Windham NY Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland ... 9.6/10 Exceptional! (31 reviews) Rented this VRBO for a family wedding which was in Roxbury about 1/2 hour away. We were a group of 21 and the space was absolutely perfect for us with plenty of space to spare! The house was super clean and. had everything we needed, there was extra toilet paper, paper towels, garbage bags, dish ... Reviewed on Oct 12, 2025 [](https://expedia.ca/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information) ![Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts ](https://images.trvl-media.com/lodging/34000000/33570000/33563600/33563541/3741a01d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts Windham NY Book a stay at this family-friendly vacation home in Windham. Enjoy a water park, a fitness center, and a garden. Popular attractions Windham Mountain Resort ... 9.8/10 Exceptional! (86 reviews) Amazing property. Pickleball was a huge hit with our group, and the outdoor space was perfect for activities of all kinds. Rick was a responsive and above-and-beyond host! Reviewed on Sep 7, 2025 [](https://expedia.ca/Windham-Hotels-SOLAR-ECLIPSE-SPECIAL-Tuscan-Year-Round-Beauty-Pickle-Ball.h33563541.Hotel-Information) ![Magical Home Located in Windham and Catskills](https://images.trvl-media.com/lodging/106000000/105960000/105954500/105954500/72823840_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Magical Home Located in Windham and Catskills Windham NY Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland Park are located ... 10/10 Exceptional! (12 reviews) The house was very clean with an open concept. Kitchen and living room. The beds were very comfortable as well. the bathrooms were spacious with waterfall showers and enough room for a larger person. The outside porch overlooked a small brook that had tranquil water sounds. All appliances worked ... Reviewed on Oct 13, 2025 [](https://expedia.ca/Windham-Hotels-Magical-Home-Located-In-Windham-And-Catskills.h105954500.Hotel-Information) [See all properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=175529&sort=VACATION_RENTAL) 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. ## Check Windham hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-18&endDate=2025-12-19)[Dec 18 - Dec 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-18&endDate=2025-12-19) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-19&endDate=2025-12-20)[Dec 19 - Dec 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-19&endDate=2025-12-20) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[Dec 19 - Dec 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[Dec 26 - Dec 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) ### Popular places to visit #### Windham Mountain Resort Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area. [](https://expedia.ca/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) #### Windham Country Club Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area. [](https://expedia.ca/Windham-Country-Club-Windham.d553248621552322141.Vacation-Attraction) #### Windham Vineyards and Winery You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes. 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[Windham Mountain Resort ](https://www.expedia.ca/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) - [Avis Rental Cars in Hunter ](https://www.expedia.ca/Avis-Car-Rentals-In-Hunter.d117507-c41.Car-Rental-Guide-Suppliers) - [Car rental Hunter ](https://www.expedia.ca/Car-Rentals-In-Hunter.d117507.Car-Rental-Guide) - [Nextcar Rental Cars in Ashland ](https://www.expedia.ca/Nextcar-Car-Rentals-In-Ashland.d3000422181-c1061.Car-Rental-Guide-Suppliers) - [Things to do in Maplecrest ](https://www.expedia.ca/Things-To-Do-In-Maplecrest.d6268398.Travel-Guide-Activities) - Cities near Windham - Places of interest [Acra](https://expedia.ca/Acra.dx183633)[Prattsville](https://expedia.ca/Prattsville.dx3000008116) - [Windham Mountain Resort ](https://expedia.ca/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) - [Catskill Mountains ](https://expedia.ca/Catskill-Mountains-New-York.d6360645.Vacation-Attraction) - [Catskill State Park ](https://expedia.ca/Catskill-State-Park-New-York.d6335979.Vacation-Attraction) - [Hobart Book Village ](https://expedia.ca/Hobart-Book-Village-Hobart.d553248621532665139.Vacation-Attraction) - [Belleayre Beach ](https://expedia.ca/Belleayre-Beach-Pine-Hill.d553248633992560841.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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