Title: Book the Best SHOPPING Hotels in Bennington in 2025 | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d6057349.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d6057349.Travel-Guide-VacationRentals)[Flights to Bennington](https://expedia.ca/Cheap-Flights-To-Bennington.d6057349.Travel-Guide-Flights)[Things to do in Bennington](https://expedia.ca/Things-To-Do-In-Bennington.d6057349.Travel-Guide-Activities)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d6057349.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.ca/Bennington.d6057349.Destination-Travel-Guides) ![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=1200&h=500&q=medium) # Find Shopping Hotels in Bennington, VT from CA $343 ![](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 availability on Bennington Shopping Hotels Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Bennington Shopping Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/43a87c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/c114f9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vantage Point Villas at Stratton Mountain Resort Stratton 8.4/10 Very good (69) "Amazing stay - The condo was cozy and perfect for our family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $321 CA $400 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w505h683x260y0-3895f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/8b601be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w904h683x60y0-e1f9911a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w1170h766x0y14-f10f6501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Stay at Birds of a Feather Farm & Spa Shaftsbury 9.8/10 Exceptional (27) "Amazing… our stay was just what we needed. Everything you can think of was included at Peaceful Stay at Birds of a Feather Farm & Spa. The bed was super comfy, the towels were great, cannot say enough about this place. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica D. CA $139 CA $343 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (20) "Easy booking, clean home, great location and the owner very easy to get in touch with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $191 CA $824 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts Stratton 7.8/10 Good (52) "Location was great, pool, hot tubs and sauna were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lin M. CA $99 CA $346 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/f181f4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/36490bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/4830e6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/2ec0429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mtn Studio | Renovated | Walk to Lifts Stratton Mountain 10/10 Exceptional (30) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $251 CA $587 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Studio-Newly-Renovated-Walk-To-Lifts.h88304398.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117370000/117362400/117362390/14bb7c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117370000/117362400/117362390/e6133b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117362400/117362390/f9425231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117370000/117362400/117362390/72130167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy the views and Vermont Vibes Sandgate 10/10 Exceptional (2) "We thoroughly enjoyed our stay. Everything was as advertised or better! The hosts anticipated our every need. It was just the get away we were looking for and so happy we could bring our dog! We hope to visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mindy f. CA $137 CA $469 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Arlington-Hotels-Enjoy-The-Views-And-Vermont-Vibes.h117362390.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/f3122f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98181c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities Stratton 7.6/10 Good (18) "Proximity to southern Vermont towns, and shopping and dining in the village." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven L. CA $186 CA $493 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE! Jamaica 9.8/10 Exceptional (27) "EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) s w. CA $206 CA $815 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/c7361572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/082693de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/dd3af0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Vermont Mountain Haven Pet Friendly home with Hot tub! Winhall 9.8/10 Exceptional (27) "Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia A. CA $268 CA $881 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Bondville-Hotels-Stratton-ChaletbrBeautiful-Pet-Friendly-Chalet-With-Hot-Tub.h91754323.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108420000/108415200/108415104/bbd16773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108420000/108415200/108415104/fe0bb276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108420000/108415200/108415104/873da0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108420000/108415200/108415104/adede90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Vermont Getaway! Stratton - close to skiing! Winhall CA $350 CA $641 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bondville-Hotels-New-Vermont-Getaway-Stratton-Close-To-Skiing.h108415104.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=2025-11-10&endDate=2025-11-11®ionId=6057349&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Bennington Hotel Reviews ![Harwood Hill Motel](//images.trvl-media.com/lodging/13000000/12360000/12354600/12354542/ffee6d77_y.jpg) ### Harwood Hill Motel 10/10 Excellent "Great place to spend the night on our way back to Pennsylvania from Maine. Very clean and comfortable room. " [](https://expedia.ca/Bennington-Hotels-Harwood-Hill-Motel.h12354542.Hotel-Information) ![Hotel Vervana, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg) ### Hotel Vervana, Trademark Collection by Wyndham 10/10 Excellent "The property was clean and quiet. Staff was friendly and helpful. The only thought for improvement would be to light up their sign as it was hard to find in the dark. " [](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![The Autumn Inn](//images.trvl-media.com/lodging/3000000/2390000/2381300/2381247/be4d3e05_y.jpg) ### The Autumn Inn 10/10 Excellent "Room was great for the price " [](https://expedia.ca/Bennington-Hotels-The-Autumn-Inn.h2381247.Hotel-Information) ![Bennington Motor Inn](//images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/0219b10e_y.jpg) ### Bennington Motor Inn 10/10 Excellent "Quaint motel. Old but clean. Has all the important things. Bed and bathroom. For the price it’s a good stop. " [](https://expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.Hotel-Information) ![Hampton Inn Bennington](//images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg) ### Hampton Inn Bennington 10/10 Excellent "Great place to rest and recharge. " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![Best Western Bennington](//images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg) ### Best Western Bennington 10/10 Excellent "Great stay" [](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) ![The Four Chimneys Inn](//images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/a1fa9bf1_y.jpg) ### The Four Chimneys Inn 10/10 Excellent "This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was also large and you are provided a sundry of items for convenience. The bed was comfortable, though it did seem to have a center depression. The only other issue I had was that though the the showerhead seemed to have a dial to adjust pressure, I was not able to. Overall the property is in great condition. The staff were welcoming, and the breakfast was outstanding, served in their traditional, historic, and charming restaurant space." [](https://expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information) ![West Road Motel](//images.trvl-media.com/lodging/2000000/1330000/1329900/1329815/55e16618_y.jpg) ### West Road Motel 2/10 Terrible "Absolutely horrible, felt like a waste of money so I didn’t go back for check in at 3 even though it was listed at 2pm. Went with somewhere else." [](https://expedia.ca/Bennington-Hotels-West-Road-Motel.h1329815.Hotel-Information) ![Starlight Inn](//images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/ae52b0fb_y.jpg) ### Starlight Inn 10/10 Excellent "Peaceful, quiet place to spend a night on the road." 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[Pownal Hotels](https://www.expedia.ca/Pownal-Hotels.d184068.Travel-Guide-Hotels) - [Inns in Pownal](https://www.expedia.ca/Pownal-Inns.d184068-aaInns.Travel-Guide-Accommodation) - [Motels in Pownal](https://www.expedia.ca/Pownal-Motels.d184068-aaMotels.Travel-Guide-Accommodation) - [Hotels near Prospect Mountain Nordic Ski Center](https://www.expedia.ca/Prospect-Mountain-Nordic-Ski-Center-Hotels.0-l553248621532649082-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Readsboro](https://www.expedia.ca/Readsboro-Hotels-Cheap-Hotels.0-0-d3000459721-tCheapHotels.Travel-Guide-Filter-Hotels) - [Readsboro Hotels](https://www.expedia.ca/Readsboro-Hotels.d3000459721.Travel-Guide-Hotels) - [Inns in Readsboro](https://www.expedia.ca/Readsboro-Inns.d3000459721-aaInns.Travel-Guide-Accommodation) - [Searsburg Hotels](https://www.expedia.ca/Searsburg-Hotels.d553248635975857484.Travel-Guide-Hotels) - [Hotels near Shaftsbury Historical Society Museum](https://www.expedia.ca/Shaftsbury-Historical-Society-Museum-Hotels.0-l553248621551385180-0.Travel-Guide-Filter-Hotels) - 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