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 ![Overlooking the valley with skiers going downhill, Windham, New York, USA](https://images.trvl-media.com/place/175529/f5c1be28-7f99-4fb2-bc66-d538ec4615f6.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.](https://images.trvl-media.com/place/175529/aa2f384f-a089-476b-a9f8-5c65efd7c928.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 - Windham Hotel Deals - Vacation Rentals in Windham ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7_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. ... 9.4/10 Exceptional! (783 reviews) The hotel was very neat. The staffs were very nice. They made our stay very welcoming. Reviewed on Mar 22, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/0651036f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eastwind Windham 5088 NY-23 Windham NY Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country ... 9.2/10 Wonderful! (95 reviews) Gorgeous, tasteful and close to activities, restaurant is fanstastic Reviewed on Mar 24, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wylder Hotel Windham 19 New York 296 Windham NY CA $207 CA $292 total Mar 27 - Mar 28 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 ... 8.8/10 Excellent! (95 reviews) Beautiful scenery and great staff Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=27%2F03%2F2026&endDate=28%2F03%2F2026&selected=102239431&PinnedHotelID=102239431&HadPinnedHotel=true®ionId=175529) [See all 2,107 properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=25%2F03%2F2026&endDate=26%2F03%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. ![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 fitness center, a garden, and laundry facilities. Popular attractions Windham Mountain ... 10/10 Exceptional! (110 reviews) Great location. Amazing house and property. Kitchen was well equipped and perfect for seating a large family. Manager, Alan, couldn’t have more accommodating and friendly. Great place to stay ! Reviewed on Mar 1, 2026 [](https://expedia.ca/Windham-Hotels-SOLAR-ECLIPSE-SPECIAL-Tuscan-Year-Round-Beauty-Pickle-Ball.h33563541.Hotel-Information) ![GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT. ](https://images.trvl-media.com/lodging/102000000/101740000/101736700/101736605/c3542f0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT. Windham NY Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Windham Country Club ... 9.8/10 Exceptional! (26 reviews) Great property Reviewed on Dec 1, 2025 [](https://expedia.ca/Windham-Hotels-1-MILE-FROM-WINDHAM-SKI-MT-3-MINUTE-WALK-TO-MAIN-STREET-GREAT-FOR-FAMILIES.h101736605.Hotel-Information) ![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 ... 9.8/10 Exceptional! (36 reviews) We had a wonderful stay at the house with 20 people for 4 days. The bedrooms and bathrooms easily accomodated all of us. There was lots of room in the dining room and living room area for everyone. The kitchen had everything needed and lots of space for cooking and serving. The pool table was fun ... Reviewed on Mar 16, 2026 [](https://expedia.ca/Kingston-Hotels-Aneils-West-Windham-House.h60036836.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=2026-03-24&endDate=2026-03-25)[Mar 24 - Mar 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-03-24&endDate=2026-03-25) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-03-25&endDate=2026-03-26)[Mar 25 - Mar 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-03-25&endDate=2026-03-26) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[Mar 27 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ### Popular places to visit #### Windham Mountain Resort 5/5(2 reviews) 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 4.5/5(2 reviews) 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) #### Elm Ridge Wild Forest Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and coffeehouses in this relaxing area. [](https://expedia.ca/Elm-Ridge-Wild-Forest-Windham.d998717617439346688.Vacation-Attraction) #### Huntersfield State Forest You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area. [](https://expedia.ca/Huntersfield-State-Forest-Windham.d876922468970037248.Vacation-Attraction) #### Ashland Park Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area. [](https://expedia.ca/Ashland-Park-Windham.d876923605622235136.Vacation-Attraction) ## Cities near Windham ![Dramatic close up creek trail tucked away in the Catskill Mountains. Scenic picturesque landscape with all season stunning views. The wilderness is perfect to hike, swim, fish, kayak, bike, camp.](https://images.trvl-media.com/place/3000008116/2b670bd4-185c-431b-804c-2c6ec78c2818.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) - 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[Visit West Saugerties ](https://www.expedia.ca/West-Saugerties.dx553248635975847446) - [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) - 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