Title: Top Chalets in Bennington County in 2026 | Expedia.ca [Bennington County Travel Guide](https://expedia.ca/Bennington-County.dx553248635996998200)[Bennington County Hotels](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Hotel-Destinations)[Vacation Rentals in Bennington County](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Vacation-Rental-Destinations)[Things to do in Bennington County](https://expedia.ca/Things-To-Do-In-Bennington-County.d553248635996998200.Travel-Guide-Activities)[Bennington County Car Rentals](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Car-Rental-Destinations)[Bennington County Vacations](https://expedia.ca/Bennington-County.d553248635996998200.Destination-Travel-Guides) ![Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont](https://images.trvl-media.com/place/6057349/ddd79da6-d04a-4703-8452-12989539524e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chalets in Bennington County ## Compare and save - ![](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 Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Bennington County ![Bennington Battle Monument featuring landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94635-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bennington [](https://expedia.ca/Bennington-Chalets.d6057349-aaChalets.Travel-Guide-Accommodation) ![Manchester featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93847-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Manchester Center [](https://expedia.ca/Manchester-Center-Chalets.d129382-aaChalets.Travel-Guide-Accommodation) ![Wilmington which includes a city and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93855-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wilmington [](https://expedia.ca/Wilmington-Chalets.d175314-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/e2767a284e244a74354bf6af58485fe3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Peru [](https://expedia.ca/Peru-Chalets.d180927-aaChalets.Travel-Guide-Accommodation) ![Mount Equinox which includes forests, tranquil scenes and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94691-Mount-Equinox.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Arlington [](https://expedia.ca/Arlington-Chalets.d74695-aaChalets.Travel-Guide-Accommodation) ![Manchester which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93936-Manchester.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Manchester [](https://expedia.ca/Manchester-Chalets.d129374-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Bennington County chalets ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/f19f2000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/w902h683x61y0-33deab0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/w1179h785x0y0-df883205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/097481c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Mountain Manor - Ski and Summer Chalet [](https://www.expedia.ca/Bondville-Hotels-Shuttle-Access-Ski-House.h82822044.Hotel-Information) Winhall 9.8/10 Exceptional (7) "Beautiful property less than 5 minutes from Stratton!! Very private and secluded" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay T. [](https://www.expedia.ca/Bondville-Hotels-Shuttle-Access-Ski-House.h82822044.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74310000/74300100/74300088/w1200h799x0y1-75225c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74310000/74300100/74300088/w1199h799x1y1-0f58f2b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74310000/74300100/74300088/b5ef4e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74310000/74300100/74300088/w1200h799x0y1-82c86e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Manchester VT Mountain Retreat w/Hot Tub [](https://www.expedia.ca/Bondville-Hotels-Beautiful-Manchester-VT-Mountain-Retreat.h74300088.Hotel-Information) Winhall 10/10 Exceptional (40) "Great location close to Manchester shops and restaurants Clean, quiet and comfortable Jason was very responsive We would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott S. [](https://www.expedia.ca/Bondville-Hotels-Beautiful-Manchester-VT-Mountain-Retreat.h74300088.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88120000/88119500/88119441/d54793de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88120000/88119500/88119441/e82bcb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88120000/88119500/88119441/b2c295ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88120000/88119500/88119441/fc133f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shuttle to Village/lifts! .5 miles to base! Cozy Chalet! [](https://www.expedia.ca/Bondville-Hotels-Shuttle-To-Villagelifts-5-Miles-To-Base-Cozy-Chalet.h88119441.Hotel-Information) Winhall 10/10 Exceptional (13) "This property is great, plenty of space for the whole family. We enjoyed the hot tub after many days of mountain biking at Stratton and riding the alpine slide at Bromley. I like this area as it offers plenty of options for activities and food both at Stratton Village or In Manchester. I plan to stay at this property in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary A. [](https://www.expedia.ca/Bondville-Hotels-Shuttle-To-Villagelifts-5-Miles-To-Base-Cozy-Chalet.h88119441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44760000/44754000/44753981/0dd72bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44760000/44754000/44753981/c05931bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44760000/44754000/44753981/c27ee0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/45000000/44760000/44754000/44753981/d1a39849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy chalet w/ hot tub & fire pit [](https://www.expedia.ca/Stratton-Hotels-Charming-5BR-Chalet-Base-Of-Stratton-Mt-Has-It-All.h44753981.Hotel-Information) Stratton Mountain 9.2/10 Wonderful (12) "One of the best houses we’ve ever rented. Perfect location perfect everything! Would love to rent again and again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karina V. [](https://www.expedia.ca/Stratton-Hotels-Charming-5BR-Chalet-Base-Of-Stratton-Mt-Has-It-All.h44753981.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/f34b8e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/f2b5b073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/d9314421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/7d953e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brian Piece of Heaven for fall Foliage. Beautiful colors [](https://www.expedia.ca/Arlington-Hotels-Brian-Piece-Of-Heaven-For-Fall-Foliage-Beautiful-Colors.h71781251.Hotel-Information) arlington 9.8/10 Exceptional (32) "Perfect spot to getaway for a weekend trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Owen C. [](https://www.expedia.ca/Arlington-Hotels-Brian-Piece-Of-Heaven-For-Fall-Foliage-Beautiful-Colors.h71781251.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90210000/90209500/90209445/63e000d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/91000000/90210000/90209500/90209445/ee300647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/91000000/90210000/90209500/90209445/40d327cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90210000/90209500/90209445/2ecaccce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton [](https://www.expedia.ca/Bondville-Hotels-Stylish-Mountain-Getaway-Close-To-Stratton-W-Spa.h90209445.Hotel-Information) Winhall 9.8/10 Exceptional (7) "Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil A. [](https://www.expedia.ca/Bondville-Hotels-Stylish-Mountain-Getaway-Close-To-Stratton-W-Spa.h90209445.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/7684ce03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/84e2a6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/df187b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/28a0b3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Getaway: Ski Chalet w/Hot Tub, Fireplace, BBQ & Pond Views [](https://www.expedia.ca/Bondville-Hotels-Stratton-Ski-Chalet-Spacious-Modern-Oasis-WHot-Tub.h89700775.Hotel-Information) Winhall 8.6/10 Excellent (13) "From 3 to 101 years old, we all had a great time. The house has been renovated and is very clean. The kitchen and eating space accomodated a large group very well. Wonderful access to beach, tennis, pickleball, beautiful hills.. Sleeping is limited to the beds; only one single futon could be used as a bed. Host was immediately avaiable and responsive to our needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth S. [](https://www.expedia.ca/Bondville-Hotels-Stratton-Ski-Chalet-Spacious-Modern-Oasis-WHot-Tub.h89700775.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76830000/76822400/76822380/0312b3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76830000/76822400/76822380/f82e8516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76830000/76822400/76822380/8ca7f0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/77000000/76830000/76822400/76822380/d7d3849d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic-Chic Vermont Ski Lodge Near Stratton [](https://www.expedia.ca/Bondville-Hotels-Summers-Are-For-Family-Friend-Reunions-Plenty-Of-Space-For-All-To-Enjoy.h76822380.Hotel-Information) Winhall 10/10 Exceptional (53) "We enjoyed skylight lodge. We get together with family and friends each year to do an annual fundraising event. The house was perfect for our group. The big fireplace was a great way to relax after a day of skiing or snowshoeing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan G. [](https://www.expedia.ca/Bondville-Hotels-Summers-Are-For-Family-Friend-Reunions-Plenty-Of-Space-For-All-To-Enjoy.h76822380.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83630000/83626800/83626723/6e537707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83630000/83626800/83626723/80e4f742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/84000000/83630000/83626800/83626723/59cda843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83630000/83626800/83626723/f5df1401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Alpine Vermont Chalet [](https://www.expedia.ca/Bondville-Hotels-Classic-Alpine-Vermont-Chalet.h83626723.Hotel-Information) Winhall 10/10 Exceptional (10) "Easiest vrbo experience we’ve had to date." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles H. [](https://www.expedia.ca/Bondville-Hotels-Classic-Alpine-Vermont-Chalet.h83626723.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/f27d0221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/842bf135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/134c79ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/9bd12261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barrel Sauna + Hot Tub & Mtn Views [](https://www.expedia.ca/Bondville-Hotels-Mountain-Retreat-Getaway-5-Min-To-Swimming-Pond.h90249484.Hotel-Information) Winhall 10/10 Exceptional (4) "Great House, great location and wonderful host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael G. [](https://www.expedia.ca/Bondville-Hotels-Mountain-Retreat-Getaway-5-Min-To-Swimming-Pond.h90249484.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73070000/73063100/73063078/5083b043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73070000/73063100/73063078/8df18ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73070000/73063100/73063078/471a9d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73070000/73063100/73063078/35d6876c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MINUTES TO STRATTON AND BROMLEY! [](https://www.expedia.ca/Bondville-Hotels-MINUTES-TO-STRATTON-AND-BROMLEY.h73063078.Hotel-Information) bondville 10/10 Exceptional (6) "Hot tub awesome, beds comfortable," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mitch h. [](https://www.expedia.ca/Bondville-Hotels-MINUTES-TO-STRATTON-AND-BROMLEY.h73063078.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/fe9bc04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/3a21287d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/8d47df09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/9e5601f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Stratton Ski Chalet: Perfect for Families [](https://www.expedia.ca/Bondville-Hotels-Classic-Stratton-Ski-Chalet-Perfect-For-Families.h112578122.Hotel-Information) Winhall 10/10 Exceptional (3) "Quiet beautiful setting. Great place to go with family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marcello v. [](https://www.expedia.ca/Bondville-Hotels-Classic-Stratton-Ski-Chalet-Perfect-For-Families.h112578122.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27420000/27412200/27412195/819f5298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27420000/27412200/27412195/25709171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27420000/27412200/27412195/16bd383b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27420000/27412200/27412195/04a60be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley Aframe - King Master Bed, Wood Fireplace [](https://www.expedia.ca/Bennington-Hotels-Classic-Aframe-By-Brook-5-Minutes-To-Ski-Hikes.h27412195.Hotel-Information) Peru 9.6/10 Exceptional (15) "This house was great for my family's spring vacation. The stream was beautiful and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Loni N. [](https://www.expedia.ca/Bennington-Hotels-Classic-Aframe-By-Brook-5-Minutes-To-Ski-Hikes.h27412195.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/d387a44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/c12a8cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/51f09543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/f5c2ff84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths [](https://www.expedia.ca/Bondville-Hotels-On-Shuttle.h98507649.Hotel-Information) Winhall 9.8/10 Exceptional (17) "Great location and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa V. [](https://www.expedia.ca/Bondville-Hotels-On-Shuttle.h98507649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603644/996c9205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603644/4e51ec06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603644/98f699fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603644/6d0bfcb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect house surrounded by National Forest to get away and decompress!!! [](https://www.expedia.ca/Bondville-Hotels-Perfect-House-For-Leaf-Peeping.h71603644.Hotel-Information) Winhall 10/10 Exceptional (3) "This house was the perfect vacation spot. Clean, well appointed, and with a very accessible owner. No complaints here! Will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky F. [](https://www.expedia.ca/Bondville-Hotels-Perfect-House-For-Leaf-Peeping.h71603644.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100170000/100163300/100163255/1a6a6be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100163300/100163255/w1108h739x246y0-1c005fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100163300/100163255/w1109h739x245y0-a0cb6376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100170000/100163300/100163255/w1109h739x245y0-c45ff8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Vermont, Nature Chalet With Indoor Hot Tub [](https://www.expedia.ca/Bondville-Hotels-Paradise-Vermont.h100163255.Hotel-Information) Winhall [](https://www.expedia.ca/Bondville-Hotels-Paradise-Vermont.h100163255.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67390000/67383700/67383624/5bb9684e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67390000/67383700/67383624/fcfe090e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/68000000/67390000/67383700/67383624/6d68d615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67390000/67383700/67383624/47831534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain chalet close to Manchester Center [](https://www.expedia.ca/Bondville-Hotels-Mountain-Chalet-Close-To-Manchester-Center.h67383624.Hotel-Information) Winhall [](https://www.expedia.ca/Bondville-Hotels-Mountain-Chalet-Close-To-Manchester-Center.h67383624.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122660000/122659600/122659598/8727c70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122660000/122659600/122659598/a64972ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122660000/122659600/122659598/4f3f3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122660000/122659600/122659598/373e36d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms [](https://www.expedia.ca/Bondville-Hotels-Chalet-WStratton-Mountain-View5-Minutes-From-BaseTesla-Charger5-Beds.h122659598.Hotel-Information) Winhall [](https://www.expedia.ca/Bondville-Hotels-Chalet-WStratton-Mountain-View5-Minutes-From-BaseTesla-Charger5-Beds.h122659598.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=2025-12-31&endDate=2026-01-01®ionId=553248635996998200&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=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE) ![](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%2FBennington-County-Chalets.d553248635996998200-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-County-Chalets.d553248635996998200-aaChalets.Travel-Guide-Accommodation) ## Top Bennington County Hotel Reviews ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️" [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Nice and neat!" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg) ### Toll Road Inn 10/10 Excellent "Large rooms. Nice view of the river in the back. " [](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Large clean room. Will come again. " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "Room very clean comfortable and quiet " [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Sun Lodge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg) ### Sun Lodge 10/10 Excellent "Everything was great, rooms are ok, lobby is wonderful, food amazing " [](https://expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ![Bromley View Inn](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Harwood Hill Motel](https://images.trvl-media.com/lodging/13000000/12360000/12354600/12354542/ffee6d77_y.jpg) ### Harwood Hill Motel 10/10 Excellent "This was my third stay over the course of many years, and this motel is always reliable for its comfort, cleanliness, warm welcome and good continental breakfast. I'll be back for sure!" [](https://expedia.ca/Bennington-Hotels-Harwood-Hill-Motel.h12354542.Hotel-Information) ![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg) ### Knotty Pine 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information) ## Find out more about Bennington County ## Bennington County Chalets information | Number of reviews | 195 | | ----------------- | ---------- | | Accommodation | 18 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in West Arlington ](https://www.expedia.ca/4Star-West-Arlington-Hotels.s40-0-d553248635976385881.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Boutique-Hotel.0-0-d74695-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Arlington ](https://www.expedia.ca/Arlington-Hotels-Hotel-With-Pool.0-0-d74695-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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