Find Historic Hotels in Bennington, VT

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Pick from 41 Bennington Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Paradise Inn
Pool
Paradise Inn
2.5 star property
8.2 out of 10, Very Good, (1002)
"We were late coming in and the owner was accommodating! It was quiet and clean -- not new and modern, but great for the price!"
The price is AED 658
AED 717 total
includes taxes & fees
3 Jul - 4 Jul
Paradise Inn
The Four Chimneys Inn
Exterior
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (257)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is AED 1,281
AED 1,396 total
includes taxes & fees
26 Jun - 27 Jun
The Four Chimneys Inn
The Inn at Ormsby Hill
Terrace/patio
The Inn at Ormsby Hill
3.5 star property
9.8 out of 10, Exceptional, (106)
"Property is stunning. Inn keepers are delightful and helpful. Room is clean, cozy, and bed is comfortable. Breakfast is delicious. "
The price is AED 1,090
AED 1,199 total
includes taxes & fees
1 Jul - 2 Jul
The Inn at Ormsby Hill
Wilburton Inn
Aerial view
Wilburton Inn
3.5 star property
9.0 out of 10, Wonderful, (117)
"I like all the unique touches like the sculptures. "
Wilburton Inn
Bennington Motor Inn
Front of property
Bennington Motor Inn
2.0 star property
7.6 out of 10, Good, (412)
"Parking for motorcycles not sure"
The price is AED 455
AED 496 total
includes taxes & fees
1 Jul - 2 Jul
Bennington Motor Inn
Kimpton Taconic Hotel, an IHG Hotel
Meeting facility
Kimpton Taconic Hotel, an IHG Hotel
4.0 star property
9.4 out of 10, Exceptional, (691)
"Everything was great with the exception of the pool towels. I make this comment every time as they are threadbare and small. Everything else at the hotel is excellent."
The price is AED 658
AED 865 total
includes taxes & fees
23 Jun - 24 Jun
Kimpton Taconic Hotel, an IHG Hotel
The INN at Willow Pond
Exterior
The INN at Willow Pond
3.0 star property
7.0 out of 10, Good, (12)
"When we arrived the person at the check-in desk could not find our reservation even though I had my confirmation in hand. She said she found us in the computer for the previous day but we hadn't showed up (even though our confirmation showed we arrived on the correct date) We couldn't hear much of what she was telling us because she had a radio in front of her that was playing very loud, We asked her several time to turn it down.A room was finally found for us. In the middle of the night, there...
The INN at Willow Pond
Historic 1780 Manchester Farm House With Mountain Views and 7 Bedrooms
House and Property have great views of Mt. Equinox
Historic 1780 Manchester Farm House With Mountain Views and 7 Bedrooms
9.4 out of 10, Exceptional, (47)
"House was charming and comfortable. Would rent again."
Historic 1780 Manchester Farm House With Mountain Views and 7 Bedrooms
The Ira Allen House
Exterior
The Ira Allen House
3.5 star property
9.8 out of 10, Exceptional, (159)
"Wonderful inn and superb hospitality!"
The price is AED 643
AED 701 total
includes taxes & fees
23 Jun - 24 Jun
The Ira Allen House
Arlington Inn
Front of property
Arlington Inn
3.0 star property
8.6 out of 10, Excellent, (144)
"Nice room with comfortable bed and a lovely shower. Attentive service and staff. Would be great to see more breakfast options in the AM. Recommend this property for a stay in southwestern VT. "
The price is AED 778
AED 848 total
includes taxes & fees
1 Jul - 2 Jul
Arlington Inn
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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.

Frequently asked questions

What should I expect on my historical trip to Bennington?
Significant historical sites in Bennington are likely at the top of your travel itinerary. While you’re here, you might want to visit the ski slopes and array of shops. You can also take some time enjoying the majestic mountain landscape.
How many historically relevant hotels are there in Bennington?
In Bennington, you’ll find 50 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights to visit in Bennington?
Bennington is notable for landmarks like Old First Congregational Church, Bennington Potters Yard, and Robert Frost Stone House Museum. The mountain views and hiking trails exemplify the natural beauty, and places to admire include Woodford State Park and Harmen Hills Trail. A couple of additional sights to add to your agenda are Bennington Museum and Bennington Battle Monument.
What is a historic hotel like in Bennington?
Guests who choose historic hotels have a chance to stay in a place recognized with an official historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces, grand homes or even old police stations, pubs, lodges or skyscrapers. These types of hotels in Bennington typically retain authentic elements like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. “Historic hotel” is a term often used in the U.S., while “heritage hotel” is often used in Asia and Europe. Historic hotels tend to emphasize the building and architecture itself. A heritage hotel draws meaning mainly from the cultural value and how it shaped the community.
Do historic hotels in Bennington have modern facilities?
Yes, every effort is made to preserve historic facades and treasured traditions, but hotel interiors are fitted with modern conveniences and safety features. Visitors can expect the usual amenities you’d get from a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. When you book a historic hotel in Bennington, it doesn’t mean you’re picking a place that’s rundown or uncomfortable for guests.

Recent reviews of Bennington hotels
Expedia verified reviews

Best Western Bennington

Best Western Bennington

5/5 Excellent
"Always a pleasure to stay at BW Bennington. Steve at the front desk is a pleasure, and the newly remodeled lobby and common area is outstanding."
A verified traveler stayed at Best Western Bennington
Posted 7 days ago
Best Western Bennington