Find Historic Hotels in Bennington, VT from CA $67

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Top Bennington Historic Hotels

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (160)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $234
CA $504 total
includes taxes & fees
Aug 19 - Aug 20
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (101)
"This place was great! Convenient and clean. The beds were soooo comfy! We walked to town for groceries and dined out in town. We were there for a concert at Okemo which was just a few minutes away. We planned on hanging out back at the fire. Unfortunately, it rained so we hung out in the warm and inviting living room with a fire in the fireplace!! "
The price is CA $263
CA $559 total
includes taxes & fees
Aug 14 - Aug 15
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

10.0 out of 10, Exceptional, (96)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
The price is CA $185
CA $391 total
includes taxes & fees
Aug 18 - Aug 19
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

9.4 out of 10, Exceptional, (24)
"Great location for ski in ski out unit on 1st floor. Steps away from clock tower base and lift. Easy access to post ski fun for drink/dining super close The Loft or The Bull both 2 mins walk from condo. "
The price is CA $67
CA $303 total
includes taxes & fees
Aug 19 - Aug 20
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

9.8 out of 10, Exceptional, (23)
"convenient to okemo"
The price is CA $198
CA $801 total
includes taxes & fees
Aug 19 - Aug 20
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is CA $150
CA $331 total
includes taxes & fees
Aug 18 - Aug 19
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (93)
"This VRBO was stocked to the brim with everything you would need. It was on the boarder of three different states , nestled on five acres of private property. It was the perfect private weekend getaway . Highly recommend for any family looking for a ski trip. The host responded to anything we needed immediately. We will definitely be back, 5 out of 5."
The price is CA $259
CA $549 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
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.

Top Bennington Hotel Reviews

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.
What's the best place to stay in Bennington that's close to historical sites?
A Real Farm Vacation is one of the top choices for history buffs.
How many historically relevant hotels are there in Bennington?
In Bennington, you'll find 51 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 Green Mountain National Forest 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.