Title: Windham Travel Guide: Best of Windham, New York Travel 2025 | 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! (688 reviews) Nice property. Clean. Liked firepits. Reviewed on 31 Oct 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&selected=893228&PinnedHotelID=893228&HadPinnedHotel=true®ionId=175529) [](https://expedia.co.uk/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&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 £163 16 Nov - 17 Nov includes taxes & fees Stay at this 3.5-star hotel in Windham. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ... 8.6/10 Excellent! (77 reviews) Really nice restored resort. Rooms were great, staff was friendly. The food is very good. Reviewed on 3 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&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 £180 26 Nov - 27 Nov 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! (64 reviews) Great place. Beautiful Reviewed on 20 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=26%2F11%2F2025&endDate=27%2F11%2F2025&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) [See all 2,084 properties in Windham](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F11%2F2025&endDate=09%2F11%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. ![Tiny House on Walnut Grove](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/cb3a8b97_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tiny House on Walnut Grove Ashland, NY Stay at this cottage in Windham. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Windham Mountain Resort and Ashland ... 4/10 (1 review) Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries ... Reviewed on 21 Oct 2025 [](https://expedia.co.uk/Windham-Hotels-Tiny-House-On-Walnut-Grove.h108935357.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) ![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) [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 [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-07&endDate=2025-11-08) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-07&endDate=2025-11-08)[7 Nov - 8 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-08&endDate=2025-11-09) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-08&endDate=2025-11-09)[8 Nov - 9 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025)[7 Nov - 9 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=07%2F11%2F2025&endDate=09%2F11%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.co.uk/Windham-Mountain-Resort-Windham.d6087209.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) #### 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) ### Things to do ![Windham Transportation Only from NYC](https://mediaim.expedia.com/localexpert/2131392/eff88539-d924-4688-a9cd-d6c91768b795.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windham Transportation Only from NYC £51 per adult [](https://expedia.co.uk/things-to-do/windham-transportation-only-from-nyc.a2131392.activity-details) ![ Round Trip Transport to Hunter Mountain](https://mediaim.expedia.com/localexpert/46966902/e14e1bfc-7202-4fc7-ad44-0c51001f7c49.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Transport to Hunter Mountain £51 per adult [](https://expedia.co.uk/things-to-do/transport-to-hunter-mountain.a46966902.activity-details) [See all activities in Windham](https://expedia.co.uk/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities) ## 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) - 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[Visit Glasco](https://www.expedia.co.uk/Glasco.dx553248634998989763) - [Visit Glenmont](https://www.expedia.co.uk/Glenmont.dx7366) - [Visit Guilderland](https://www.expedia.co.uk/Guilderland.dx183679) - [Visit Haines Falls](https://www.expedia.co.uk/Haines-Falls.dx183680) - [Visit Hampton Manor](https://www.expedia.co.uk/Hampton-Manor.dx553248634998688700) - [Visit Highmount](https://www.expedia.co.uk/Highmount.dx3000448776) - [Visit Howes Cave](https://www.expedia.co.uk/Howes-Cave.dx117093) - [Visit Hudson](https://www.expedia.co.uk/Hudson.dx55762) - [Hunter Holidays](https://www.expedia.co.uk/Hunter.d117507.Holidays-City-Breaks) - [Visit Jefferson Heights](https://www.expedia.co.uk/Jefferson-Heights.dx553248634999177374) - [Visit Jewett](https://www.expedia.co.uk/Jewett.dx553248635974599853) - [Medusa Holidays](https://www.expedia.co.uk/Medusa.d3000449074.Holidays-City-Breaks) - [Visit Middleburgh](https://www.expedia.co.uk/Middleburgh.dx6344005) - [New York Holidays](https://www.expedia.co.uk/New-York.d178293.Holidays-City-Breaks) - [North-South Lake Campground & Day Use Area](https://www.expedia.co.uk/North-South-Lake-Campground-Day-Use-Area-Haines-Falls.d553248635943355205.Attraction) - [Prattsville Holidays](https://www.expedia.co.uk/Prattsville.d3000008116.Holidays-City-Breaks) - [Visit Prattsville](https://www.expedia.co.uk/Prattsville.dx3000008116) - [Visit Rhinebeck](https://www.expedia.co.uk/Rhinebeck.dx55927) - [Visit Rhinecliff](https://www.expedia.co.uk/Rhinecliff.dx553248634932866616) - [Visit Rosendale](https://www.expedia.co.uk/Rosendale.dx183711) - [Visit Shandaken](https://www.expedia.co.uk/Shandaken.dx183714) - [Visit Stone Ridge](https://www.expedia.co.uk/Stone-Ridge.dx6084866) - [Tannersville Holidays](https://www.expedia.co.uk/Tannersville.d183725.Holidays-City-Breaks) - [Visit The Catskills](https://www.expedia.co.uk/The-Catskills.dx3000655690) - [Visit West Fulton](https://www.expedia.co.uk/West-Fulton.dx3000450085) - [Visit West Shokan](https://www.expedia.co.uk/West-Shokan.dx3000450105) - [Visit Willow](https://www.expedia.co.uk/Willow.dx6336201) - [Visit Woodstock](https://www.expedia.co.uk/Woodstock.dx176573) - [Car hire Acra](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Acra.d183633.Car-Hire-Guide) - [Car hire Hunter](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Hunter.d117507.Car-Hire-Guide) - [First Car Rental Rental Cars in Preston Hollow](https://www.expedia.co.uk/First-Car-Rental-Car-Rentals-In-Preston-Hollow.d553248634999030445-c1107.Car-Rental-Guide-Suppliers) - [Minivan Car Hire in Medusa](https://www.expedia.co.uk/Minivan-Car-Rentals-In-Medusa.d3000449074-tMinivan.Car-Rental-Guide-Class) - [Rent A Wreck Rental Cars in East Durham](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-East-Durham.d183665-c33.Car-Rental-Guide-Suppliers) - [Suv Car Hire in Medusa](https://www.expedia.co.uk/SUV-Car-Rentals-In-Medusa.d3000449074-tSUV.Car-Rental-Guide-Class) - [Car hire in Sixt Dresden Near Central Station, Prager Str. 2](https://www.expedia.co.uk/Sixt-at-Dresden-Near-Central-Station.v117507.Car-Rental-Guide-Location) - [Chichester Holiday Rentals](https://www.expedia.co.uk/Chichester-Holiday-Rentals.d3000448203.Travel-Guide-HolidayRentals) - [East Durham Holiday Rentals](https://www.expedia.co.uk/East-Durham-Holiday-Rentals.d183665.Travel-Guide-HolidayRentals) - [Hunter Holiday Rentals](https://www.expedia.co.uk/Hunter-Holiday-Rentals.d117507.Travel-Guide-HolidayRentals) - [Things to do in East Durham](https://www.expedia.co.uk/Things-To-Do-In-East-Durham.d183665.Travel-Guide-Activities) - Cities near Windham - Places of interest [Acra](https://expedia.co.uk/Acra.dx183633)[Prattsville](https://expedia.co.uk/Prattsville.dx3000008116)[Jewett](https://expedia.co.uk/Jewett.dx553248635974599853) - [Catskill Mountains](https://expedia.co.uk/Catskill-Mountains-New-York.d6360645.Attraction) - [North-South Lake Campground & Day Use Area](https://expedia.co.uk/North-South-Lake-Campground-Day-Use-Area-Haines-Falls.d553248635943355205.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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