Title: The Best Bennington, VT Chalets from $389 | Expedia.com [Bennington Travel Guide](https://expedia.com/Bennington.dx6057349)[Hotels in Bennington](https://expedia.com/Bennington-Hotels.d6057349.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.com/Bennington-Vacation-Rentals.d6057349.Travel-Guide-VacationRentals)[Flights to Bennington](https://expedia.com/Cheap-Flights-To-Bennington.d6057349.Travel-Guide-Flights)[Things to do in Bennington](https://expedia.com/Things-To-Do-In-Bennington.d6057349.Travel-Guide-Activities)[Car Rentals in Bennington](https://expedia.com/Car-Rentals-In-Bennington.d6057349.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.com/Bennington.d6057349.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) ![](https://images.trvl-media.com/place/6057349/ddd79da6-d04a-4703-8452-12989539524e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6057349&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6057349&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6057349&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6057349&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bennington chalets ![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/1ce3fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet Mount Snow/Stratton Skiing/hiking [](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) East Dover 9.8/10 Exceptional (10 reviews) "Easy to find! Clean! Cozy!! Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy-michael G. $368 nightly $416 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.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) ![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/e73412a1.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.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) Dover 9.8/10 Exceptional (25 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. $383 nightly $433 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/eda7773c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/e051b2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/f7ab718d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/ec10883e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly! [](https://www.expedia.com/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.Hotel-Information) Wardsboro 10/10 Exceptional (19 reviews) "We had an awesome time here. The property was well stocked with essentials, affordable us some opportunity to unwind, explore the creek, and hang out with the fire pit, board games, and the kids enjoyed the ridge racer arcade. Would absolutely come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph R. $344 nightly $389 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/83acf129.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) ![Interior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/7d6bcc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private cabin: 7 mins to slopes, wood fireplace [](https://www.expedia.com/West-Dover-Hotels-Private-Cabin-7-Mins-To-Slopes.h105982869.Hotel-Information) Dover 9.8/10 Exceptional (6 reviews) "The host - Excellent communication and very accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika O. $446 nightly $504 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Private-Cabin-7-Mins-To-Slopes.h105982869.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/3a0b064f.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.com/West-Dover-Hotels-Brand-New-Hot-Tub.h109550875.Hotel-Information) Dover 10/10 Exceptional (12 reviews) "Doug was very communicative and the home was beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate M. $779 nightly $881 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Brand-New-Hot-Tub.h109550875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/6da0ce7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/526de6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/d54b3197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/3bd9f0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton! [](https://www.expedia.com/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information) Wardsboro 10/10 Exceptional (7 reviews) "Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen T. $463 nightly $523 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/a3e005f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/407a0d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/f3293a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/cc9b5501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Stratton Ski Haus: A-Frame Hot Tub Sauna EV Privacy 1Gbps Manchester Okemo [](https://www.expedia.com/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.Hotel-Information) Jamaica 10/10 Exceptional (3 reviews) "Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) fran g. $858 nightly $919 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/33af9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Private Chalet - 4 mins to Mt Snow [](https://www.expedia.com/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.Hotel-Information) Dover 10/10 Exceptional (3 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. $581 nightly $657 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.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) ![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) ![Dining](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1070h1076x5y0-75daf8bf.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.com/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. $874 nightly $988 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75640000/75637200/75637196/d74e8c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75637200/75637196/fdf153b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75637200/75637196/74c46c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75640000/75637200/75637196/deccb16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres [](https://www.expedia.com/Stratton-Hotels-HYGGE-HOUSE-Green-Mountain-Chalet-With-Sauna-And-Treehouse.h75637196.Hotel-Information) Stratton 10/10 Exceptional (6 reviews) "We had an amazing stay. It was the perfect location for 4 couples. The owners were super responsive. Amenities were great (our only kitchen recommendation is a non-glass cutting board and individual salt and pepper shakers). Would love to stay again in the summer next time! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas D. $669 nightly $756 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Stratton-Hotels-HYGGE-HOUSE-Green-Mountain-Chalet-With-Sauna-And-Treehouse.h75637196.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/225c30fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/ba39107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/ff859ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/c8edb36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike [](https://www.expedia.com/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.Hotel-Information) Charlemont 10/10 Exceptional (1 review) $800 nightly $894 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/38bc7f77.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) ![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) ### A Charming Chalet with Hot Tub 1 Mile to Mt. Snow [](https://www.expedia.com/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) Dover 10/10 Exceptional (16 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. $743 nightly $840 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110260000/110251200/110251122/b9f89b31.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) ### Secluded Luxurious Chalet with Pool and Hot Tub. Pet-Friendly! [](https://www.expedia.com/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. $1,535 nightly $1,704 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29®ionId=6057349&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.com/deals?rfrr=AA_SPRING_PROMO_6057349) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CHALET) Villas [](https://www.expedia.com/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America®ionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Chalets.d6057349-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Chalets.d6057349-aaChalets.Travel-Guide-Accommodation) ## Top Bennington Hotel Reviews ![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 "Always a great stay - friendly and clean. " [](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/3d1e6eef_y.jpg) ### Knotty Pine 10/10 Excellent "Cozy and Comfortable Room and Friendly Service. I am definitely reserving a room here again sometime soon! Awesome family owned business! Highly Recommend to anyone looking for a place to stay while traveling! " [](https://expedia.com/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information) ![Harwood Hill Motel](https://images.trvl-media.com/lodging/13000000/12360000/12354600/12354542/47355c55_y.jpg) ### Harwood Hill Motel 10/10 Excellent "It was a nice small hotel/motel" [](https://expedia.com/Bennington-Hotels-Harwood-Hill-Motel.h12354542.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/4412313e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 8/10 Good "The staff and maintenance services are great and the breakfast was really nice. However, the amenities area (separate building with the pool, hot tub and workout room) are dilapidated and require serious updating. I'm not sure these amenities should even qualify to be listed considering their condition they are in. This area moved the overall rating from 5 down to 4 stars." [](https://expedia.com/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/0d5e7c05_y.jpg) ### Hotel Vervana, Trademark Collection by Wyndham 8/10 Good "I saw some of the negative reviews and was a bit nervous, but everything was great! We did online check in, our room was ready on time, and it was very nice! My only complaint was that the fridge had open items left by a previous guest. Otherwise, we loved the jetted tub and sauna, the bed was comfortable, and everything else was fine. Checked out online as well. I would definitely stay here again! And being pet friendly, maybe next time I'll bring my dog!" [](https://expedia.com/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/7884a10e_y.jpg) ### Hampton Inn Bennington 10/10 Excellent "Courteous staff. Clean, comfortable room. " [](https://expedia.com/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![South Shire](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/2785b1e6_y.jpg) ### South Shire 10/10 Excellent "Charming B&B style hotel in beautiful Bennington, VT. " [](https://expedia.com/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) ![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/d072eff7_y.jpg) ### Best Western Bennington 8/10 Good "Staff were pros and the room was spacious and clean." [](https://expedia.com/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) ![Starlight Inn](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/c98aba89_y.jpg) ### Starlight Inn 10/10 Excellent "Yes" [](https://expedia.com/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ## Find out more about Bennington ## Bennington Chalets information | Number of reviews | 117 | | ----------------- | ---------- | | Accommodation | 19 Chalets | | Lowest Price | $389 | | Highest Price | $1,704 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Old First Congregational Church ](https://www.expedia.com/Old-First-Congregational-Church-Hotels.0-l6329594-0.Travel-Guide-Filter-Hotels) - [Hotels near Bennington Museum ](https://www.expedia.com/Bennington-Museum-Hotels.0-l6115864-0.Travel-Guide-Filter-Hotels) - [Hotels near Bennington Battle Monument ](https://www.expedia.com/Bennington-Battle-Monument-Hotels.0-l6115862-0.Travel-Guide-Filter-Hotels) - 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