Title: Old Bennington Chalets from CA $648 | Expedia.ca [Hotels in Old Bennington](https://expedia.ca/Old-Bennington-Hotels.d553248635976385350.Travel-Guide-Hotels)[Vacation Rentals in Old Bennington](https://expedia.ca/Old-Bennington-Vacation-Rentals.d553248635976385350.Travel-Guide-VacationRentals)[Old Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Bennington.d553248635976385350.Car-Rental-Guide)[Old Bennington Vacation Packages](https://expedia.ca/Old-Bennington.d553248635976385350.Destination-Travel-Guides) ![The monument commemorates the Battle of Bennington during the American Revolutionary War. You can purchase a ticket for 5$ and ride the elevator 2/3 of the way up and see the beautiful sights from all around. A beautiful place to visit. ](https://images.trvl-media.com/place/6115862/1f7f8703-3956-45d5-b009-d10e981d0f35.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Justin Hunter ![](https://images.trvl-media.com/place/6115862/1f7f8703-3956-45d5-b009-d10e981d0f35.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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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 four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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) ## Our top choices for Old Bennington chalets ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/26cdcbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/341be75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) Dover 9.8/10 Exceptional (22 reviews) "Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SZU YIN C. CA $184 CA $648 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1071x0y2-62744863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1070h1076x5y0-75daf8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/84b8211e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/8581675a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub! [](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) Dover 10/10 Exceptional (7 reviews) "We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris I. CA $408 CA $923 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/cc65421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/aaebfa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/7d6bcc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/31c838bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private cabin: 7 mins to slopes, wood fireplace [](https://www.expedia.ca/West-Dover-Hotels-Private-Cabin-7-Mins-To-Slopes.h105982869.Hotel-Information) Dover 9.8/10 Exceptional (6 reviews) "We spent the week, excellent location and the home was exactly as described in listing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris R. CA $473 CA $1,077 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/West-Dover-Hotels-Private-Cabin-7-Mins-To-Slopes.h105982869.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/5f637af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/dcc44385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/6b8b3cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/4c3f61c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Charming Chalet with Hot Tub 1 Mile to Mt. Snow [](https://www.expedia.ca/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) Dover 10/10 Exceptional (15 reviews) "This place was absolutely amazing! The pictures didn’t do this place justice. The ambience of the deck at night was magical. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaymari T. CA $679 CA $1,313 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/0d4d95fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/97a2d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/w2180h1456x4y0-3d3ff46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/e95e3631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Private Chalet - 4 mins to Mt Snow [](https://www.expedia.ca/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.Hotel-Information) Dover 10/10 Exceptional (2 reviews) "Mary and Adam were absolutely lovely hosts! From the initial booking to check-in and throughout our stay, they were incredibly responsive. The house was fantastic—completely updated, with a fully equipped kitchen, spacious bedrooms, and a beautiful living area with a cozy fireplace.Our only regret is that we couldn’t stay longer. Thank you, Mary and Adam, for a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia N. CA $334 CA $896 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/76d2f10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/94109ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/f158318f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/accd446a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus [](https://www.expedia.ca/West-Dover-Hotels-Brand-New-Hot-Tub.h109550875.Hotel-Information) Dover 10/10 Exceptional (10 reviews) "Helpful, fun and warm. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony S. CA $556 CA $1,500 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/West-Dover-Hotels-Brand-New-Hot-Tub.h109550875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110260000/110251200/110251122/84aaf038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110260000/110251200/110251122/w1200h799x0y1-17216d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/111000000/110260000/110251200/110251122/062c285e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110260000/110251200/110251122/8836ff52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Luxurious Chalet with Pool and Hot Tub. Pet-Friendly! [](https://www.expedia.ca/Cropseyville-Hotels-Sleeps-16-Hot-Tub-Private-Heated-Pool-Fire-Pit-Game-Room.h110251122.Hotel-Information) Cropseyville 10/10 Exceptional (3 reviews) "Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick H. CA $874 CA $2,098 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Cropseyville-Hotels-Sleeps-16-Hot-Tub-Private-Heated-Pool-Fire-Pit-Game-Room.h110251122.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=2026-03-03&endDate=2026-03-04®ionId=553248635976385350&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/deals?rfrr=AA_SPRING_PROMO_553248635976385350) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) ![](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%2FOld-Bennington-Chalets.d553248635976385350-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Bennington-Chalets.d553248635976385350-aaChalets.Travel-Guide-Accommodation) ## Top Old Bennington Hotel Reviews ![Farm Road Estate](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/4a7d2d8e_y.jpg) ### Farm Road Estate 10/10 Excellent "Very nice on site restaurant. Front desk staff very helpful." [](https://expedia.ca/West-Dover-Hotels-Farm-Road-Estate.h88730696.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "Pleasant staff, comfortable room (with porch), winter swimming and sauna, excellent breakfast-great location when visiting MassMoca." [](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "The room was spotless and well suited to our needs. Staff was great especially Mike, the bartender. Can't wait to see you again soon." [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Spotless and front desk staff...friendly and accommodating " [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg) ### Big Bears Lodge 10/10 Excellent "The hosts were very nice and accommodating. The room was very comfortable. The breakfast each morning was great! And I also enjoyed the common area lounge and hot tub. Would definitely stay at the Big Bears Lodge again! " [](https://expedia.ca/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information) ![Fairfield Inn & Suites by Marriott Williamstown](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2_y.jpg) ### Fairfield Inn & Suites by Marriott Williamstown 10/10 Excellent "Great rooms, excellent service, perfect location! " [](https://expedia.ca/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "A beautiful hotel to stay at while visiting the Williams campus. Our room had a nice view of the woods. Rooms were clean and with comfortable beds. The common areas of the hotel were beautiful and cozy with the fireplaces going. Easy check in and out with friendly staff." [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Clean room Staff very nice" [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "Quiet clean easy access" [](https://expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) ## Find out more about Old Bennington ## Old Bennington Chalets information | Number of reviews | 60 | | ----------------- | ---------- | | Accommodation | 35 Chalets | | Lowest Price | CA $648 | | Highest Price | CA $2,098 | ## 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) - 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