Title: Top Treehouses in Windsor County in 2026 | Expedia.ca [Windsor County Hotels](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Car Rentals](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations)[Windsor County Vacations](https://expedia.ca/Windsor-County.d553248635976432508.Destination-Travel-Guides) ![Must stop while in Vermont #autumn #fall #roadtrip #travel #adventure #colorful #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Samanyi ![](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windsor County ![Woodstock featuring a house](https://images.trvl-media.com/place/10868/c2d6773f-8f3f-4c1a-b710-f2f2bceab647.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock-Treehouses.d10868-aaTreehouses.Travel-Guide-Accommodation) ![Ludlow showing street scenes](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Ludlow [](https://expedia.ca/Ludlow-Treehouses.d8496-aaTreehouses.Travel-Guide-Accommodation) ![Quechee Gorge- Vermont #autumn #colorful #roadtrip #weekendgetaway #travel #adventure #nature #vacation ](https://images.trvl-media.com/place/3000459649/7d354301-07a8-4d26-bfd8-54320ed05c30.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.ca/White-River-Junction-Treehouses.d6294-aaTreehouses.Travel-Guide-Accommodation) ## Our top choices for Windsor County treehouses ![Superior Tree House | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/4f583cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/5706df3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Tree House, 1 Bedroom, Mountain View | Interior](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/003f2480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Tree House, 1 Bedroom, Mountain View | Living area](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/26d98611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse in Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) [](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07®ionId=553248635976432508&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CHALET) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Treehouses.d553248635976432508-aaTreehouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Treehouses.d553248635976432508-aaTreehouses.Travel-Guide-Accommodation) ## Top Windsor County Hotel Reviews ![Jackson Gore Village, A Vail Resorts Property](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village, A Vail Resorts Property 4/10 Poor "Filthy room, lots of availability but no upgrade. Poop in the pool" [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "It was great to have so many amenities on site. It felt like a home away from home. " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "What a Jem! Loved it here:-) " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![The Quechee Inn at Marshland Farm](https://images.trvl-media.com/lodging/2000000/1930000/1924800/1924710/c8372335_y.jpg) ### The Quechee Inn at Marshland Farm 10/10 Excellent "Quechee Inn is the quintessential rustic New England experience. Wonderful stay but the highlight was dinner in the restaurant. Chef Kyle is clearly a budding culinary genius. The best dinner we have had in the immediate area by far. Farm to table at it’s best. We cannot wait to return🌻" [](https://expedia.ca/Quechee-Hotels-The-Quechee-Inn-At-Marshland-Farm.h1924710.Hotel-Information) ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 4/10 Poor "Yes, little guests easy parking spaces. Restaurant staff were pleasant. Heat didn’t appear until 11PM. A tad chilly. Room was clean. " [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Clean, comfortable and quiet. Great retreat for skiers. Nice hot tub, comfy beds and convenient parking." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Excellent!!" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Castle Hill Resort And Spa](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8_y.jpg) ### Castle Hill Resort And Spa 10/10 Excellent "Gorgeous multi bedroom suite that was perfect and spacious for our little family getaway. Loved the fireplace and we were conveniently located right near the outdoor pool. " [](https://expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1_y.jpg) ### The Jackson 10/10 Excellent "Excellent food for dinner ,breakfast beautiful location, great room with comfy mattress " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ## Find out more about Windsor County ## Windsor County Treehouses information | Number of reviews | | | ----------------- | ------------ | | Accommodation | 1 Treehouses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Billings Farm and Museum ](https://www.expedia.ca/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bridgewater ](https://www.expedia.ca/Bridgewater-Agritourism.d553248635975851833-aaAgritourism.Travel-Guide-Accommodation) - 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