Title: Bennington Guest Houses from CA $234 | 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) ![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) - ![](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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bennington guest houses ![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117362400/117362390/2379e276.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) ![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) ### Enjoy the views and Vermont Vibes [](https://www.expedia.ca/Arlington-Hotels-Enjoy-The-Views-And-Vermont-Vibes.h117362390.Hotel-Information) Sandgate 10/10 Exceptional (3 reviews) "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 $136 CA $470 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Arlington-Hotels-Enjoy-The-Views-And-Vermont-Vibes.h117362390.Hotel-Information) ![55-inch LCD TV with digital channels, printers](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/0a4a8480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 King Bed (Room 4)](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/674accb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/f9501b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/20208a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revival House [](https://www.expedia.ca/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information) Adams 9.0/10 Wonderful (27 reviews) "Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) melissa CA $209 CA $234 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/e8fee166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/0b593dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7edde5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/2aeb1a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) Wilmington 9.0/10 Wonderful (72 reviews) "Property was just as described, it was great staying there, outdoors was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $272 CA $299 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/5fa05705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 4, Not Pet-friendly](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/8b3fdb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/21c73f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, deep-tissue massages, sports massages, facials](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/a66e865a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Weston [](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.Hotel-Information) Weston 10/10 Exceptional (9 reviews) "Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LISA CA $417 CA $454 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/614a1cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/afbb4318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/9becd207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/9ad8b813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Village Carriage House - Super Private!! [](https://www.expedia.ca/Lanesborough-Hotels-Berkshire-Village-Carriage-House.h25808208.Hotel-Information) Lanesborough 9.8/10 Exceptional (277 reviews) "Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christine b. CA $188 CA $291 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Lanesborough-Hotels-Berkshire-Village-Carriage-House.h25808208.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=2026-04-19&endDate=2026-04-20®ionId=6057349&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d6057349-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Guest-Houses.d6057349-aaGuestHouses.Travel-Guide-Accommodation) ## Top Bennington Hotel Reviews ![Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown](https://images.trvl-media.com/lodging/114000000/113690000/113684200/113684185/a90d30b1_y.jpg) ### Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown 10/10 Excellent "Wonderful location with awesome hosts, clean rooms and everything we needed for a first time visit to Vermont. With very easily walkable shopping (don’t miss the shop below the room!) and excellent options this was an unforgettable experience for us. We are very thankful to have stayed here! We definitely recommend!" [](https://expedia.ca/Bennington-Hotels-Vermont-Downtown-Oasis-Two-Bedroom-In-Picturesque-Downtown.h113684185.Hotel-Information) ![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/d072eff7_y.jpg) ### Best Western Bennington 6/10 Okay "There was a connecting room between the 2 rooms that didnt lock,it just had one of those door stop things. There was large gap between the door and the frame of the door. Not a very secure feeling while you're trying to sleep. Otherwise it was clean " [](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.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 "Room was pretty clean, was a dark mark on the sheets like a pen had exploded somewhere in the washer/dryer. We came in to the room and the bathroom sink was running and luckily we got in there in time to turn it off and open the drain to prevent a flood. Staff was super friendly and super busy, they deserve nothing but respect for all they do! We always saw them doing something and keeping busy so we appreciated it. Overall would stay again!!!" [](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.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.ca/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.ca/Bennington-Hotels-Harwood-Hill-Motel.h12354542.Hotel-Information) ![Charming 2-bedroom apartment in superb Bennington with WiFi](https://images.trvl-media.com/lodging/111000000/110940000/110935900/110935832/553bd724_y.jpg) ### Charming 2-bedroom apartment in superb Bennington with WiFi 10/10 Excellent "Excellent apartment- had everything we needed for a pleasant and comfortable stay! Easy to follow directions to get in, and in a central, convenient location. Perfect for what we needed! " [](https://expedia.ca/Bennington-Hotels-Charming-2-Bedroom-Apartment-In-Superb-Bennington-With-WiFi.h110935832.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.ca/Bennington-Hotels-South-Shire.h76163190.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.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ![Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/493cc38e_y.jpg) ### Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat 10/10 Excellent "We had a great family getaway here! The hot tub was amazing and the views from the hot tub were perfect. What a beautiful location - quiet, peaceful and a fun space for kids to explore. We had an amazing time trekking out in the woods in the snow.Kitchen was well stocked and the treats, coffee and tea were a nice bonus. My kids enjoyed the extra games as well! Extremely quick responses from the host as well! Thanks for a good time, we are already thinking about coming back in the summer." [](https://expedia.ca/Bennington-Hotels-Cozy-Vermont-Lodge-Hot-TubStream-Private-Wifi-SatTV.h61478133.Hotel-Information) ## Find out more about Bennington ## Bennington Guest Houses information | Number of reviews | 388 | | ----------------- | -------------- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $234 | | Highest Price | CA $470 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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) - [B&B in Arlington ](https://www.expedia.ca/Arlington-Bed-And-Breakfast.d74695-aaBedAndBreakfast.Travel-Guide-Accommodation) - [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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