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) ![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 luxury hotels in Bennington, VT ![](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 [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-30&endDate=2025-10-31&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-31&endDate=2025-11-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Bennington Luxury Hotels ![Interior](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/d13d6a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/bac08e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/11b7085a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7400/7396/75b1f8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox, a Luxury Collection Golf Resort & Spa, Vermont Manchester 10/10 Exceptional (2) "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) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/c0e37122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/190c1179.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) ### The Reluctant Panther Inn and Restaurant Manchester 9.8/10 Exceptional (325) "Helpful staff amazing grounds/property lovely rooms and great breakfasts delivered in baskets" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $250 CA $276 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/9fde074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/a3468c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/f5baf2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vervana, Trademark Collection by Wyndham Bennington 8.2/10 Very good (1004) "Great location near historic downtown area, nice rooms. Overall, a very pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $117 CA $128 total includes taxes & fees Nov 11 - Nov 12 [](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) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/e6ddac4b.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) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/3dea7fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Weathervane Motel Manchester Center 6.8/10 (720) "Good location, good value " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $149 CA $164 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/fddae827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/4b2f1194.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) ### The Equinox Golf Resort & Spa Manchester 7.4/10 Good (561) "Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah CA $141 CA $229 total includes taxes & fees Nov 10 - Nov 11 [](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) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/91b36201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/6852cc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/9a97fc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olympia Lodge Manchester Center 9.4/10 Exceptional (557) "Great little inn. Has a wonderful home feeling. The owners are super friendly and made the stay a great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $236 CA $260 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![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) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/0b23c80a.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/d072eff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Bennington Bennington 7.6/10 Good (933) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TONY CA $147 CA $160 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.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) ### Bromley View Inn Bondville 9.0/10 Wonderful (397) "Great place and close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra [](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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/66d9bf31.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) ![Premium Room, 1 King Bed | Wardrobe](https://images.trvl-media.com/lodging/2000000/1510000/1507900/1507889/60703a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Inn Bennington 6.8/10 (221) "Peaceful, quiet place to spend a night on the road." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $152 CA $166 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/0219b10e.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) ![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 | Bathroom](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/15a52b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bennington Motor Inn Bennington 7.8/10 Good (474) "Great hotel for the price and convenient to downtown area.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $139 CA $152 total includes taxes & fees Dec 1 - Dec 2 [](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=2025-11-14&endDate=2025-11-15®ionId=6057349&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Bennington Hotel Reviews ![Bennington Motor Inn](//images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/0219b10e_y.jpg) ### Bennington Motor Inn 10/10 Excellent "Great hotel for the price and convenient to downtown area.." [](https://expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.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) ![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) ![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." [](https://expedia.ca/Bennington-Hotels-Starlight-Inn.h1507889.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Bennington? > In Bennington, the top-rated luxury hotels are [South Shire](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) and [The Four Chimneys Inn](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information). > > > > 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? > The best area to stay in Bennington for luxury hotels is typically near the historic downtown, particularly around Main Street and North Street. > > > > 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? > Luxury hotel prices in Bennington vary, but you can find a great deal from CA $128 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### Which luxury hotels in Bennington are good for families? > For families seeking luxury accommodation in Bennington, [South Shire](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) is an excellent choice. > > > > 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? > For couples seeking a luxurious experience in Bennington, [South Shire](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) is highly recommended. > > > > 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? > The best area to stay in Bennington for luxury activities and experiences is downtown Bennington, particularly around Main Street and Old 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? > There are plenty of ways to save on a luxury hotel in Bennington. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Bennington hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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