Title: Book the Best Bennington LUXURY Hotels - Upscale Hotels in Bennington, VT | 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 availability on Bennington Luxury Hotels Tonight [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-20&endDate=2026-01-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-21&endDate=2026-01-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Bennington luxury hotels ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/f48ccc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/2508eb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/e06c066e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/d13d6a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox, a Luxury Collection Golf Resort & Spa, Vermont [](https://www.expedia.ca/Manchester-Hotels-The-Equinox.h7396.Hotel-Information) Manchester Village Historic District 10/10 Exceptional (2 reviews) "I saw this old email and realized i never responded... The Equinox is a special place! We always enjoyed everything about it. The Equinox was a must when my mom and I came to Manchester, VT. -- we so enjoyed the food and atmosphere in the Marsh Tavern, My mom especially your home made soups. It was such fun for us! Everyone there made our trips to the Equinox special. I am forever grateful for such wonderful memories, especially now that my mom is gone. Thanks to everyone at Equinox. Note: my... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julee [](https://www.expedia.ca/Manchester-Hotels-The-Equinox.h7396.Hotel-Information) ![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/b36aec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/2245fb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/47528d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reluctant Panther Inn and Restaurant [](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) Manchester Village Historic District 9.8/10 Exceptional (343 reviews) "Exactly the kind of Inn you want in VT. The room was amazing, staff could not be more accommodating, and the food was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $249 CA $273 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) ![Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/0d5e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/6cfdbbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/1495f28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/3bbe75f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vervana, Trademark Collection by Wyndham [](https://www.expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) Bennington 8.2/10 Very good (1,006 reviews) "The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $174 CA $189 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/e6eddc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/a9c8fdda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/2424baf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Weathervane Motel [](https://www.expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) Manchester Center 6.8/10 (741 reviews) "Everything was great and we will stay there again 😁" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pasquale CA $149 CA $163 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/e0c2a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0ab2343d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, individually decorated, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/f3cb230a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox Golf Resort & Spa [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) Manchester Village Historic District 7.4/10 Good (588 reviews) "The resort really needs updating...." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $256 CA $360 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/889f5a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/b43d03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/06fc7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olympia Lodge [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) Manchester Center 9.4/10 Exceptional (570 reviews) "Updated room; friendly staff; great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $257 CA $282 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/d072eff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/ed53f2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/36f37789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Bennington [](https://www.expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) Bennington 7.6/10 Good (950 reviews) "Location and amenities basic, which is all we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $147 CA $160 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/44151c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 1 Double Bed, 1 King Bed, 1 Twin Bed](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/4ee226d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley View Inn [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) Bondville 9.0/10 Wonderful (414 reviews) "Really cute simple clean ski lodge everything that you need and a great breakfast in the morning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/ae52b0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/c98aba89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/aa51d0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/7911af25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Inn [](https://www.expedia.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) Bennington 6.8/10 (223 reviews) "Peaceful, quiet place to spend a night on the road." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $137 CA $150 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/527a02c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/f1a7ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/15a52b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/d188e7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bennington Motor Inn [](https://www.expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.Hotel-Information) Bennington 7.8/10 Good (476 reviews) "Great hotel for the price and convenient to downtown area.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $170 CA $185 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.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=2026-02-03&endDate=2026-02-04®ionId=6057349&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Bennington Hotel Reviews ![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg) ### Hotel Vervana, Trademark Collection by Wyndham 10/10 Excellent "Very satisfied with our stay here. The property is comfortable and quiet, pet friendly and included both a jetted tub and a sauna in the room. The front desk staff was excellent and very friendly. Lots of dining options and shopping close by too. Would definitely stay here again next time we're in town. " [](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg) ### Hampton Inn Bennington 10/10 Excellent "Good Beautiful stay" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg) ### Best Western Bennington 10/10 Excellent "Clean room and comfortable " [](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) ![Starlight Inn](https://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." [](https://expedia.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Bennington? > The 4-star South Shire, with a 9.2 rating, provides amenities such as Egyptian cotton sheets, designer toiletries, and deep soaking bathtubs. Customers frequently praise its friendly and amazing staff, as well as its comfortable and spacious rooms. > > > The Four Chimneys Inn, a 4-star establishment with a 9.6 rating, offers premium bedding, fireplaces, and complimentary full breakfast, including on weekends. Reviewers consistently praise the delicious breakfast and the cozy, clean rooms. ### Which area of Bennington is best to stay in for luxury hotels? > This central area is the heart of Bennington, offering a blend of historic architecture and convenient access to local attractions. You'll find a selection of upscale accommodations within easy walking distance of the Bennington Museum and the Old First Church. The streets here are lined with independent shops and local eateries, providing a pleasant base for exploring. > > > For couples seeking a refined experience, this central area is ideal. You're close to cultural sites and fine dining options, allowing for romantic strolls through historic streets and easy access to local art galleries. ### How much does a luxury hotel in Bennington cost? ### Which luxury hotels in Bennington are good for families? > The 4-star South Shire, with a 9.2 rating, offers spacious and comfortable rooms, frequently highlighted by guests. Reviewers consistently praise the friendly and amazing staff, and the hotel's location is noted as nice and walkable. Amenities such as premium bedding and deep soaking bathtubs contribute to a comfortable stay. ### Which luxury hotels in Bennington are good for couples? > The 4-star South Shire, with a 9.2 rating, offers a romantic atmosphere with amenities such as deep soaking bathtubs, fireplaces, and champagne service. Customers frequently praise the friendly and amazing staff, the comfortable and spacious rooms, and the excellent hospitality. Its location is also noted as nice and walkable. ### What luxury activities and experiences are there in Bennington? > Downtown Bennington is the beating heart of the town, offering a blend of historic charm and modern conveniences. You'll find a variety of upscale shops, art galleries, and restaurants along Main Street. The area is easily walkable, making it convenient to explore on foot. > > > For couples looking for a refined experience, Old Bennington, just west of the downtown area, is an excellent choice. This historic district is home to the Bennington Battle Monument, offering panoramic views of the surrounding landscape, and the Old First Church, a beautiful example of historic architecture. The quiet, tree-lined streets are superb for leisurely strolls, and the area provides a peaceful retreat while still being close to downtown amenities. > > > Families seeking a comfortable and engaging holiday will appreciate the convenience of staying downtown. It provides easy access to local museums like the Bennington Museum, which showcases regional art and history, including a significant collection by Grandma Moses. ### How can I save on a luxury hotel in Bennington with Expedia? ### Is it cheaper to book a luxury Bennington hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## 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) - [Hostels in Arlington ](https://www.expedia.ca/Arlington-Hostels.d74695-aaHostels.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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