Title: Top Chalets in Bennington County in 2025 | 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) ![Manchester featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93847-Southern-Vermont.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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CHALET&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) ![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) ![](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) ## Featured Chalets in Bennington County ![Property grounds](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/f34b8e5e.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71790000/71781300/71781251/f2b5b073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brian Piece of Heaven for fall Foliage. Beautiful colors arlington 9.8/10 Exceptional (31) "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) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84840000/84838100/84838058/153869ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84840000/84838100/84838058/fb98da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/85000000/84840000/84838100/84838058/w1686h1056x1y0-c0b3e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/85000000/84840000/84838100/84838058/091427c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid-Century Arty Chalet - 2 Min to Stratton Slopes Winhall 8.8/10 Excellent (3) "The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrienne C. [](https://www.expedia.ca/Bondville-Hotels-Mid-Century-Modern-Chalet-In-Stratton-Mountain-2-Min-From-Slopes.h84838058.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/f19f2000.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) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/w902h683x61y0-33deab0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82830000/82822100/82822044/9458e322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Mountain Manor - Ski and Summer Chalet 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-cc7ce617.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) ![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) ### Beautiful Manchester VT Mountain Retreat w/Hot Tub Winhall 10/10 Exceptional (40) "Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth R. [](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) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/89000000/88120000/88119500/88119441/28622ae7.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) ![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) ### Shuttle to Village/lifts! .5 miles to base! Cozy Chalet! Winhall 10/10 Exceptional (12) "We had a wonderful time and enjoyed our stay at your home! Great space and the kids loved playing downstairs and sleeping in the bunk room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April R. [](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/113000000/112580000/112578200/112578122/fe9bc04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/a4183320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112580000/112578200/112578122/50c26bdd.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/cf6f0842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Stratton Ski Chalet: Perfect for Families Winhall 10/10 Exceptional (1) "Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. [](https://www.expedia.ca/Bondville-Hotels-Classic-Stratton-Ski-Chalet-Perfect-For-Families.h112578122.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) ![Golf](https://images.trvl-media.com/lodging/45000000/44760000/44754000/44753981/d1a39849.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) ### Charming 5BR Chalet@Base of Stratton Mt Has It All Stratton Mountain 9.2/10 Wonderful (12) "We totally enjoyed our stay. The home was magnificent. Close to everything, ski lifts, restaurants, etc. Definitely recommend to future guests. We are booking again next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret D. [](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/91000000/90250000/90249500/90249484/f27d0221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/037d45b4.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90250000/90249500/90249484/134c79ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barrel Sauna + Hot Tub & Mtn Views 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) ![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/91000000/90210000/90209500/90209445/40d327cb.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/c2662def.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 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) ![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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76830000/76822400/76822380/352130da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Where crisp air meets cozy nights—your Vermont fall escape awaits. Winhall 10/10 Exceptional (53) "All around great stay. Had some slight heat issues day 1 that were fixed imemdiately!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack S. [](https://www.expedia.ca/Bondville-Hotels-Summers-Are-For-Family-Friend-Reunions-Plenty-Of-Space-For-All-To-Enjoy.h76822380.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/28a0b3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700800/89700775/09a92c3a.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) ### Stratton Mountain Getaway: Ski Chalet w/Hot Tub, Fireplace, BBQ & Pond Views Winhall 8.6/10 Excellent (11) "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/84000000/83630000/83626800/83626723/6e537707.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83630000/83626800/83626723/80e4f742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Alpine Vermont Chalet 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) ![Exterior](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/d387a44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98510000/98507700/98507649/1895fa95.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) ### Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths Winhall 9.8/10 Exceptional (16) "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/28000000/27420000/27412200/27412195/819f5298.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) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27420000/27412200/27412195/618a2605.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 Peru 9.6/10 Exceptional (14) "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/72000000/71610000/71603700/71603644/996c9205.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) ![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/72000000/71610000/71603700/71603644/38330718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect house surrounded by National Forest to get away and decompress!!! 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) ![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) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100163300/100163255/w1109h739x245y0-a0cb6376.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) ### Paradise Vermont, Nature Chalet With Indoor Hot Tub 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) ![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/fcfe090e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/68000000/67390000/67383700/67383624/18992eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain chalet close to Manchester Center Winhall [](https://www.expedia.ca/Bondville-Hotels-Mountain-Chalet-Close-To-Manchester-Center.h67383624.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68770000/68763600/68763541/9dc58f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68770000/68763600/68763541/bb314ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/69000000/68770000/68763600/68763541/a11ec336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68770000/68763600/68763541/a81bbab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Ski Chalet close to Stratton sleeps 10 Winhall 10/10 Exceptional (2) "This is a great updated property on a wooded lot with plenty of privacy. Great secluded feeling but a short drive to Manchester, Stratton, and other VT attractions. Highly recommend a stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg N. [](https://www.expedia.ca/Bondville-Hotels-Cozy-Ski-Chalet-Close-To-Stratton-Sleeps-10.h68763541.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=2025-11-03&endDate=2025-11-04®ionId=553248635996998200&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true) ![](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 ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful property, wonderful views, loved our room, loved the huge indoor heated pool and the outdoor jacuzzi. Bar staff, food and drinks were fantastic at the on site bar/restaurant The Falcon, shout out to Maddie for being awesome. Bummer the steal house was closed the entirety of our stay (Sun-Weds), but what are ya gonna do. Would recommend, and would love to return next autumn. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "We had a great time the hotel had everything we needed and more at a very reasonable price." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Manchester View](//images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "The setting is quiet peaceful and the accommodation is like home " [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Olympia Lodge](//images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg) ### The Olympia Lodge 10/10 Excellent "Very welcoming!!" [](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Vantage Point Villas at Stratton Mountain Resort](//images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de_y.jpg) ### Vantage Point Villas at Stratton Mountain Resort 8/10 Good "Not enough heat" [](https://expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Four Winds Country Motel](//images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40_y.jpg) ### Four Winds Country Motel 10/10 Excellent "Clean room and property. Breakfast was good. Someone really boiled the eggs! " [](https://expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information) ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "The is was our first trip to Manchester. What a great town! The hotel was lovely- easy parking, quiet, and quaint. The staff at the front desk were so helpful ! You could walk to town but it would be about a 20 min adventure… make sure you go to the North field book store~ wonderful!! And we had coffee and egg sandwich at their coffee shop around the corner." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![The Autumn Inn](//images.trvl-media.com/lodging/3000000/2390000/2381300/2381247/be4d3e05_y.jpg) ### The Autumn Inn 10/10 Excellent "Found this place to be comfortable and in respectable condition" [](https://expedia.ca/Bennington-Hotels-The-Autumn-Inn.h2381247.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "Unfortunately we didn't have time to enjoy all the facilities. Next time!" [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ## Find out more about Bennington County ## Bennington County Chalets information | Number of reviews | 191 | | --- | --- | | 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) - [Pet-Friendly Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Pet-Friendly-Hotel.0-0-d74695-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Ski-Hotel.0-0-d74695-tSkiHotel.Travel-Guide-Filter-Hotels) - 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