Title: Visit Windham: 2026 Travel Guide for Windham, New York | Expedia.com [Hotels in Windham](https://expedia.com/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d175529.Destination-Travel-Guides) # Windham, NY ## 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_175529) - 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 $149 nightly $161 total Feb 22 - Feb 23 Total with taxes and fees 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! (759 reviews) The costumer service was more than great! Everyone was very friendly, easy to communicate with and helped me set up the sauna. Thank you for all the great work. Can’t wait to visit again. Reviewed on Feb 7, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%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 $260 nightly $281 total Feb 24 - Feb 25 Total with taxes and 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.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%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 $183 nightly $197 total Feb 24 - Feb 25 Total with taxes and 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! (88 reviews) Remarkably comfortable clean AND warm (sooo cold outside). Fun and warm poncho robes. Nice little seating area by the window. Very happy to have stayed here. Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%2F2026&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) [See all 2,099 properties in Windham](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F16%2F2026&endDate=2%2F17%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. ![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/db7746be_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 Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Windham ... 9.6/10 Exceptional! (26 reviews) Great property Reviewed on Dec 1, 2025 [](https://expedia.com/Windham-Hotels-1-MILE-FROM-WINDHAM-SKI-MT-3-MINUTE-WALK-TO-MAIN-STREET-GREAT-FOR-FAMILIES.h101736605.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) We came with 7 out our sons friends for his 18th birthday. House was perfect for a large group and plenty for the kids to do when not at the mountain. Reviewed on Jan 22, 2026 [](https://expedia.com/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 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.com/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information) [See all properties in Windham](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-15&endDate=2026-02-16) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-16&endDate=2026-02-17)[Feb 16 - Feb 17](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-16&endDate=2026-02-17) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026) ### Popular places to visit #### Windham Mountain Resort 4.5/5(89 reviews) Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area. [](https://expedia.com/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) #### Windham Country Club 4.5/5(3 reviews) Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area. [](https://expedia.com/Windham-Country-Club-Windham.d553248621552322141.Vacation-Attraction) #### Windham Vineyards and Winery 5/5(2 reviews) 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.com/Windham-Vineyards-And-Winery-Windham.d553248621558012060.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.com/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.com/Ashland-Park-Windham.d876923605622235136.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.com/Elm-Ridge-Wild-Forest-Windham.d998717617439346688.Vacation-Attraction) ## Reviews of Windham 4.4 Top Destination 5 - Excellent 31 4 - Good 22 3 - Okay 5 2 - Disappointing 0 1 - Terrible 0 ### 4/5 - Good Verified traveler Windham’s got a lot if you like the outdoors. We went mt biking in between visit to sick family. There are some restaurants but haven’t tried them all to know if they’re good. ### 5/5 - Excellent Millie Visit the Thomas Cole Main House only 28 miles away, and of course, Olana. ### 5/5 - Excellent Verified traveler But really expensive to eat for mediocre food. ### 5/5 - Excellent Verified traveler Beautiful area. Wish I’d had more time to explore. ### 3/5 - Okay Verified traveler Windham is pretty nice...this hotel motel is not that nice. ### 5/5 - Excellent Brian Skiing is great and close by hunter mountain too. ## Cities near Windham ![Mine Kill State Park is named for Mine Kill Creek, which runs through a narrow gorge in the park and features a 80-foot waterfall.](https://images.trvl-media.com/place/637211915348783104/5c9c4b73-bffb-486f-9de8-543acd20aea7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Gilboa ![Three Brightly Colored Maple Trees in Autumn in Catskill Mountains](https://images.trvl-media.com/place/6268398/4b377ac1-3579-40c2-a37e-8bbad7f56c35.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Maplecrest ![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 - Vacation Rentals - Other - [Hotels near Windham Country Club ](https://www.expedia.com/Windham-Country-Club-Hotels.0-l553248621552322141-0.Travel-Guide-Filter-Hotels) - [Hotels near Windham Mountain Resort ](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels) - [Hensonville Hotels ](https://www.expedia.com/Hensonville-Hotels.d6023521.Travel-Guide-Hotels) - [Apartments in Hensonville ](https://www.expedia.com/Hensonville-Apartments.d6023521-aaApartments.Travel-Guide-Accommodation) - [B&B in Hensonville ](https://www.expedia.com/Hensonville-Bed-And-Breakfast.d6023521-aaBedAndBreakfast.Travel-Guide-Accommodation) - [3 Star Hotels in Hensonville ](https://www.expedia.com/3Star-Hensonville-Hotels.s30-0-d6023521.Travel-Guide-Filter-Hotels) - 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[Windham Mountain Resort ](https://www.expedia.com/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) - [Visit Hensonville ](https://www.expedia.com/Hensonville.dx6023521) - [Visit Maplecrest ](https://www.expedia.com/Maplecrest.dx6268398) - [Visit Jewett ](https://www.expedia.com/Jewett.dx553248635974599853) - [Visit East Windham ](https://www.expedia.com/East-Windham.dx183666) - [Visit Ashland ](https://www.expedia.com/Ashland.dx3000422181) - [Visit Jewett Center ](https://www.expedia.com/Jewett-Center.dx6358960) - [Visit Cornwallville ](https://www.expedia.com/Cornwallville.dx6336215) - [Visit Hunter ](https://www.expedia.com/Hunter.dx117507) - [Hunter Vacations ](https://www.expedia.com/Hunter.d117507.Destination-Travel-Guides) - [Car rentals near Windham Mountain Resort ](https://www.expedia.com/Car-Rentals-In-Windham-Mountain-Resort.d6087209.Car-Rental-Guide) - [Car rentals near Hensonville ](https://www.expedia.com/Car-Rentals-In-Hensonville.d6023521.Car-Rental-Guide) - 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[Ashland Vacation Rentals ](https://www.expedia.com/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals) - [Hunter Vacation Rentals ](https://www.expedia.com/Hunter-Vacation-Rentals.d117507.Travel-Guide-VacationRentals) - [Things to do in Maplecrest ](https://www.expedia.com/Things-To-Do-In-Maplecrest.d6268398.Travel-Guide-Activities) - [Things to do in Hunter ](https://www.expedia.com/Things-To-Do-In-Hunter.d117507.Travel-Guide-Activities) - Cities near Windham - Places of interest [Lexington](https://expedia.com/Lexington.dx125721)[Acra](https://expedia.com/Acra.dx183633)[East Windham](https://expedia.com/East-Windham.dx183666)[Gilboa](https://expedia.com/Gilboa.dx183675)[Hensonville](https://expedia.com/Hensonville.dx6023521)[Maplecrest](https://expedia.com/Maplecrest.dx6268398)[Cornwallville](https://expedia.com/Cornwallville.dx6336215)[Prattsville](https://expedia.com/Prattsville.dx3000008116)[Ashland](https://expedia.com/Ashland.dx3000422181)[Jewett](https://expedia.com/Jewett.dx553248635974599853)[Durham](https://expedia.com/Durham.dx553248635975930774) - [Windham Mountain Resort ](https://expedia.com/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) - [Windham Country Club ](https://expedia.com/Windham-Country-Club-Windham.d553248621552322141.Vacation-Attraction) - [Hunter Mountain ](https://expedia.com/Hunter-Mountain-Hunter.d6087205.Vacation-Attraction) - [Catskill Mountains ](https://expedia.com/Catskill-Mountains-New-York.d6360645.Vacation-Attraction) - [Belleayre Mountain Ski Center ](https://expedia.com/Belleayre-Mountain-Ski-Center-New-York.d6218265.Vacation-Attraction) - [Kaaterskill Falls ](https://expedia.com/Kaaterskill-Falls-Haines-Falls.d553248621532665192.Vacation-Attraction) - [Catskill State Park ](https://expedia.com/Catskill-State-Park-New-York.d6335979.Vacation-Attraction) - [Hudson River ](https://expedia.com/Hudson-River-New-York.d681942362185793536.Vacation-Attraction) - [Plattekill Mountain ](https://expedia.com/Plattekill-Mountain-Roxbury.d6235340.Vacation-Attraction) - [Hobart Book Village ](https://expedia.com/Hobart-Book-Village-Hobart.d553248621532665139.Vacation-Attraction) - [Delaware & Ulster Railroad ](https://expedia.com/Delaware-Ulster-Railroad-Arkville.d553248634328724633.Vacation-Attraction) - [North-South Lake Campground & Day Use Area ](https://expedia.com/North-South-Lake-Campground-Day-Use-Area-Haines-Falls.d553248635943355205.Vacation-Attraction) - [Bethel Woods Museum ](https://expedia.com/Bethel-Woods-Museum-Saugerties.d553248621533116650.Vacation-Attraction) - [Thomas Cole National Historic Site ](https://expedia.com/Thomas-Cole-National-Historic-Site-Catskill.d6227037.Vacation-Attraction) - [Esopus Creek ](https://expedia.com/Esopus-Creek-New-York.d682177157075861504.Vacation-Attraction) - [Belleayre Beach ](https://expedia.com/Belleayre-Beach-Pine-Hill.d553248633992560841.Vacation-Attraction) - [West Branch Delaware River ](https://expedia.com/West-Branch-Delaware-River-New-York.d681789095156776960.Vacation-Attraction) - [Zoom Flume ](https://expedia.com/Zoom-Flume-Cornwallville.d6218025.Vacation-Attraction) - [Woodstock Music Shop ](https://expedia.com/Woodstock-Music-Shop-Woodstock.d553248621532664650.Vacation-Attraction) - [Vroman's Nose Trailhead ](https://expedia.com/Vromans-Nose-Trailhead-Middleburgh.d553248621565202714.Vacation-Attraction) - [East Branch Delaware River ](https://expedia.com/East-Branch-Delaware-River-New-York.d681787515701473280.Vacation-Attraction) - [Copperhood Retreat & Spa ](https://expedia.com/Copperhood-Retreat-Spa-Phoenicia.d553248621532664738.Vacation-Attraction) - [Overlook Mountain Trailhead ](https://expedia.com/Overlook-Mountain-Trailhead-Woodstock.d553248621532664652.Vacation-Attraction) - [Karma Triyana Dharmachakra Monastery ](https://expedia.com/Karma-Triyana-Dharmachakra-Monastery-Woodstock.d553248621532664651.Vacation-Attraction) - [Thunderhart Golf Course ](https://expedia.com/Thunderhart-Golf-Course-Freehold.d553248621552322096.Vacation-Attraction) - [Giant Ledge Trailhead ](https://expedia.com/Giant-Ledge-Trailhead-Big-Indian.d6235155.Vacation-Attraction) - [Dutchman’s Landing ](https://expedia.com/Dutchmans-Landing-Catskill.d6227044.Vacation-Attraction) - [Mountain Trails Cross Country Ski and Snowshoe Center ](https://expedia.com/Mountain-Trails-Cross-Country-Ski-And-Snowshoe-Center-Tannersville.d718775327795359744.Vacation-Attraction)