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 ![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=1040&h=580&q=mediumHigh) ![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=1040&h=580&q=mediumHigh) ## Visit Windham Things to do Reviews - 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! (753 reviews) Excellent room and shower Reviewed on Feb 3, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=893228&PinnedHotelID=893228&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 $292 CA $384 total Feb 24 - Feb 25 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! (92 reviews) This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!! Reviewed on Jan 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=102239431&PinnedHotelID=102239431&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 $322 CA $389 total Feb 18 - Feb 19 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 ... 9/10 Wonderful! (87 reviews) Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be. Reviewed on Jan 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) [See all 2,112 properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®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! (32 reviews) Kind host, clear communication! House was great, lots of fun games and spaces to hang out. The hot water did run out fairly quickly, but that is our only area of improvement. Overall, we had a really good experience and would recommend to others. Reviewed on Jan 19, 2026 [](https://expedia.ca/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information) ![NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit](https://images.trvl-media.com/lodging/122000000/121190000/121186500/121186492/b3165af9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit Windham NY Stay at this vacation home in Windham. Enjoy laundry facilities, patios, and in-room jetted tubs. Popular attractions Windham Mountain Resort and Windham Country ... 10/10 Exceptional! (2 reviews) The owner of this house is absolutely wonderful!! Any small issue we had she was right on it. The house was beautiful, big and so cozy. We can’t wait to come back. I highly recommend l!! Reviewed on Jan 26, 2026 [](https://expedia.ca/Windham-Hotels-NEW-LISTING-Heated-Pool-Sauna-Hot-Tub-Game-Room-Jungle-Gym-Fire-Pit.h121186492.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! (89 reviews) Rick was an exceptional host, and the property fit my group’s needs perfectly!My group of 11 adults booked this VRBO to come together for New Years. The home was a perfect size for us to hang out, cook large meals, and enjoy new years together. We especially enjoyed the large kitchen and kitchen ... Reviewed on Jan 5, 2026 [](https://expedia.ca/Windham-Hotels-SOLAR-ECLIPSE-SPECIAL-Tuscan-Year-Round-Beauty-Pickle-Ball.h33563541.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=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### 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. [](https://expedia.ca/Windham-Vineyards-And-Winery-Windham.d553248621558012060.Vacation-Attraction) ## Reviews of Windham 4.3 Top destination 5 - Excellent 1 4 - Good 2 3 - Okay 0 2 - Disappointing 0 1 - Terrible 0 ### 4/5 - Good E can't find big grocery store ## Cities near Windham ![Prattsville, NY, USA - Dec 27, 2024. Uphill, short mountain hike to Pratt Rock. Mount Rushmore of upstate New York. Cliff stone carving for Zadock Pratt. Nearby dog and horse tombstone, valley view.](https://images.trvl-media.com/place/3000008116/5fd114db-33f6-4de2-a934-7e0b282262a5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Prattsville ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [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) - [5 Star Hotels in Hunter ](https://www.expedia.ca/5Star-Hunter-Hotels.s50-0-d117507.Travel-Guide-Filter-Hotels) - [B&B in Ashland ](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d3000422181-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Luxury-Hotel.0-0-d3000422181-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ashland Hotels ](https://www.expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels) - [Resorts in Ashland ](https://www.expedia.ca/Ashland-Resort-Hotels.d3000422181-aaResortHotels.Travel-Guide-Accommodation) - 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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) - 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