Title: Windham Travel Guide: Best of Windham, New York Travel 2026 | Expedia.co.uk [Hotels in Windham](https://expedia.co.uk/Windham-Hotels.d175529.Travel-Guide-Hotels)[Holiday Rentals in Windham](https://expedia.co.uk/Windham-Holiday-Rentals.d175529.Travel-Guide-HolidayRentals)[Things to do in Windham](https://expedia.co.uk/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windham.d175529.Car-Hire-Guide)[Windham Holidays](https://expedia.co.uk/Windham.d175529.Holidays-City-Breaks) # Windham Travel Guide ## Tourist Guide ![Windham](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Windham Things to do - Top hotels in Windham - Top Holiday 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 Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ... 9.2/10 Wonderful! (722 reviews) Great service, nice and clean hotel. Reviewed on 21 Dec 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=06%2F01%2F2026&endDate=07%2F01%2F2026&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) [](https://expedia.co.uk/Hotel-Search?startDate=06%2F01%2F2026&endDate=07%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 £200 25 Dec - 26 Dec includes taxes & fees Stay at this hotel in Windham. Enjoy free Wi-Fi, 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 16 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%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 £191 24 Dec - 25 Dec includes taxes & fees Stay at this hotel in Windham. Enjoy free Wi-Fi, 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 30 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=102239431&PinnedHotelID=102239431&HadPinnedHotel=true®ionId=175529) [See all 2,094 properties in Windham](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=24%2F12%2F2025&endDate=25%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 Stay at this ski holiday home in Windham. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Windham Mountain Resort and Ashland Park are ... 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 12 Oct 2025 [](https://expedia.co.uk/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 Stay at this family-friendly holiday home in Windham. Enjoy a water park, a fitness centre and a garden. Popular attractions Windham Mountain Resort and Windham ... 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 7 Sept 2025 [](https://expedia.co.uk/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 holiday home in Windham. Enjoy free Wi-Fi, 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 13 Oct 2025 [](https://expedia.co.uk/Windham-Hotels-Magical-Home-Located-In-Windham-And-Catskills.h105954500.Hotel-Information) [See all properties in Windham](https://expedia.co.uk/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.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-23&endDate=2025-12-24)[23 Dec - 24 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-23&endDate=2025-12-24) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-24&endDate=2025-12-25)[24 Dec - 25 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-12-24&endDate=2025-12-25) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[26 Dec - 28 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[2 Jan - 4 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=02%2F01%2F2026&endDate=04%2F01%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.co.uk/Windham-Mountain-Resort-Windham.d6087209.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.co.uk/Windham-Country-Club-Windham.d553248621552322141.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.co.uk/Windham-Vineyards-And-Winery-Windham.d553248621558012060.Attraction) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [Acra Hotels ](https://www.expedia.co.uk/Acra-Hotels.d183633.Travel-Guide-Hotels) - [Ashland Hotels ](https://www.expedia.co.uk/Ashland-Hotels.d3000422181.Travel-Guide-Hotels) - [Cairo Hotels ](https://www.expedia.co.uk/Cairo-Hotels.d6359505.Travel-Guide-Hotels) - [Hotels near Catskill State Park ](https://www.expedia.co.uk/Catskill-State-Park-Hotels.0-l6335979-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Chichester ](https://www.expedia.co.uk/Chichester-Cabins.d3000448203-aaCabins.Travel-Guide-Accommodation) - [Cottages in Chichester ](https://www.expedia.co.uk/Chichester-Cottages.d3000448203-aaCottages.Travel-Guide-Accommodation) - [Hilton Hotels in Chichester ](https://www.expedia.co.uk/Chichester-Hotels-Hilton-Hotels.0-0-d3000448203--bHiltonHotels.Travel-Guide-Filter-Hotels) - 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