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 ![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) ![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.; 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 Mar 3 - Mar 4 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. ... 9.4/10 Exceptional! (769 reviews) Extremly clean room! Super friendly and welcoming staff! Fantastic ameneties which we did not take advantage of but know for next time like the pool, ski/bike storage and nature trail in their back yard! Reviewed on Feb 26, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F3%2F2026&endDate=3%2F4%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 $244 nightly $264 total Mar 1 - Mar 2 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! (93 reviews) it's sprawling and has a lot of amenities. I think it's fabulous for kids - they had a magic show, cookie decorating, smores. They have an onsite bakery and restaurant. Tubing. They have shuttles, so you don't feel "stuck." It is very family friendly. I would say it's actually for families versus ... Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%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 $206 nightly $222 total Mar 29 - Mar 30 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 ... 9.2/10 Wonderful! (92 reviews) Great ty, sauna was not working unfortunately Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=91907167&PinnedHotelID=91907167&HadPinnedHotel=true®ionId=175529) [See all 2,110 properties in Windham](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F27%2F2026&endDate=2%2F28%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 ... 9.8/10 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) ![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! (3 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.com/Windham-Hotels-NEW-LISTING-Heated-Pool-Sauna-Hot-Tub-Game-Room-Jungle-Gym-Fire-Pit.h121186492.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 vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland Park are located ... [](https://expedia.com/Windham-Hotels-Magical-Home-Located-In-Windham-And-Catskills.h105954500.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=2026-02-26&endDate=2026-02-27)[Feb 26 - Feb 27](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-26&endDate=2026-02-27) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-27&endDate=2026-02-28)[Feb 27 - Feb 28](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2026-02-27&endDate=2026-02-28) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026)[Feb 27 - Mar 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026)[Mar 6 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175529&startDate=3%2F6%2F2026&endDate=3%2F8%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.com/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.com/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.com/Windham-Vineyards-And-Winery-Windham.d553248621558012060.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) #### 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) #### 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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[Flights to Hensonville ](https://www.expedia.com/Cheap-Flights-To-Hensonville.d6023521.Travel-Guide-Flights) - [Flights from Hensonville ](https://www.expedia.com/lp/flights/6023521/flights-from-hensonville) - [Flights to Maplecrest ](https://www.expedia.com/Cheap-Flights-To-Maplecrest.d6268398.Travel-Guide-Flights) - [Flights from Maplecrest ](https://www.expedia.com/lp/flights/6268398/flights-from-maplecrest) - [Flights to Jewett ](https://www.expedia.com/Cheap-Flights-To-Jewett.d553248635974599853.Travel-Guide-Flights) - [Flights to East Windham ](https://www.expedia.com/Cheap-Flights-To-East-Windham.d183666.Travel-Guide-Flights) - [Flights to Cornwallville ](https://www.expedia.com/Cheap-Flights-To-Cornwallville.d6336215.Travel-Guide-Flights) - [Flights to Hunter ](https://www.expedia.com/Cheap-Flights-To-Hunter.d117507.Travel-Guide-Flights) - [Flights from Hunter ](https://www.expedia.com/lp/flights/117507/flights-from-hunter) - [Windham Country Club ](https://www.expedia.com/Windham-Country-Club-Windham.d553248621552322141.Vacation-Attraction) - [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) - [Budget Israel Rental Cars in Jewett ](https://www.expedia.com/Budget-Israel-Car-Rentals-In-Jewett.d553248635974599853-c1012.Car-Rental-Guide-Suppliers) - [Car rentals near Jewett ](https://www.expedia.com/Car-Rentals-In-Jewett.d553248635974599853.Car-Rental-Guide) - [Car rentals near East Windham ](https://www.expedia.com/Car-Rentals-In-East-Windham.d183666.Car-Rental-Guide) - [Car rentals near Ashland ](https://www.expedia.com/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide) - [Car rentals near Jewett Center ](https://www.expedia.com/Car-Rentals-In-Jewett-Center.d6358960.Car-Rental-Guide) - [Car rentals near Cornwallville ](https://www.expedia.com/Car-Rentals-In-Cornwallville.d6336215.Car-Rental-Guide) - [Car rentals near Hunter ](https://www.expedia.com/Car-Rentals-In-Hunter.d117507.Car-Rental-Guide) - [Avis Rental Cars in Hunter ](https://www.expedia.com/Avis-Car-Rentals-In-Hunter.d117507-c41.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Hunter ](https://www.expedia.com/Enterprise-Car-Rentals-In-Hunter.d117507-c15.Car-Rental-Guide-Suppliers) - [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) - [Hudson River ](https://expedia.com/Hudson-River-New-York.d681942362185793536.Vacation-Attraction) - [Catskill State Park ](https://expedia.com/Catskill-State-Park-New-York.d6335979.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) - [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) - [Esopus Creek ](https://expedia.com/Esopus-Creek-New-York.d682177157075861504.Vacation-Attraction) - [Delaware & Ulster Railroad ](https://expedia.com/Delaware-Ulster-Railroad-Arkville.d553248634328724633.Vacation-Attraction) - [Belleayre Beach ](https://expedia.com/Belleayre-Beach-Pine-Hill.d553248633992560841.Vacation-Attraction) - [Copperhood Retreat & Spa ](https://expedia.com/Copperhood-Retreat-Spa-Phoenicia.d553248621532664738.Vacation-Attraction) - [West Branch Delaware River ](https://expedia.com/West-Branch-Delaware-River-New-York.d681789095156776960.Vacation-Attraction) - [Woodstock Music Shop ](https://expedia.com/Woodstock-Music-Shop-Woodstock.d553248621532664650.Vacation-Attraction) - [Thomas Cole National Historic Site ](https://expedia.com/Thomas-Cole-National-Historic-Site-Catskill.d6227037.Vacation-Attraction) - [Overlook Mountain Trailhead ](https://expedia.com/Overlook-Mountain-Trailhead-Woodstock.d553248621532664652.Vacation-Attraction) - [Vroman's Nose Trailhead ](https://expedia.com/Vromans-Nose-Trailhead-Middleburgh.d553248621565202714.Vacation-Attraction) - [Dutchman’s Landing ](https://expedia.com/Dutchmans-Landing-Catskill.d6227044.Vacation-Attraction) - [Greene County Council on the Arts ](https://expedia.com/Greene-County-Council-On-The-Arts-Catskill.d553248621532665195.Vacation-Attraction) - [Zoom Flume ](https://expedia.com/Zoom-Flume-Cornwallville.d6218025.Vacation-Attraction) - [Giant Ledge Trailhead ](https://expedia.com/Giant-Ledge-Trailhead-Big-Indian.d6235155.Vacation-Attraction) - [Thunderhart Golf Course ](https://expedia.com/Thunderhart-Golf-Course-Freehold.d553248621552322096.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) - [Emerson Place Kaleidoscope ](https://expedia.com/Emerson-Place-Kaleidoscope-Mount-Tremper.d6093741.Vacation-Attraction)