Bennington Historic Hotel

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Our top choices for Bennington historic hotels

6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
Manchester Center
10.0 out of 10, Exceptional, (51)
"This was the most well-stocked house we've ever rented. It's like being in the comfort of your own home. Lots of herbs and spices in the kitchen and all sorts of pots and pans that make it possible to cook anything. Great location and clean."
United States
Anonymous traveller
The price is HK$7,611
HK$16,355 total
includes taxes & fees
5 Jan - 6 Jan 2026
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake

Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake
Peru
10.0 out of 10, Exceptional, (43)
"Such a comfortable home and property! It was the perfect place to celebrate the 4th with family and friends. Loved the private pond that was delightful for swimming. Teenagers enjoyed the games and hot tub. Patrick, the host, responded quickly to texts and was very helpful. We definitely want to come back!"
United States
Barbara S.
The price is HK$11,672
HK$20,079 total
includes taxes & fees
30 Dec - 31 Dec
Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
United States
Jeff
The price is HK$1,802
HK$1,964 total
includes taxes & fees
5 Jan - 6 Jan 2026
Castle Hill Resort And Spa

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is HK$1,323
HK$2,849 total
includes taxes & fees
25 Dec - 26 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (100)
"Quiet and relaxing property "
United States
Michelle S.
The price is HK$903
HK$2,419 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

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

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is HK$949
HK$2,628 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is HK$1,486
HK$2,761 total
includes taxes & fees
12 Jan - 13 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

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

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (104)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is HK$2,109
HK$3,965 total
includes taxes & fees
13 Jan - 14 Jan 2026
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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 a history buff expect from a stay in Bennington?
The historical sites in Bennington are likely at the top of your sightseeing list. While you're here, you might want to visit the ski slopes and major shopping area. You can also take some time enjoying the majestic mountain landscape.
What's the best accommodation in Bennington to learn about local history?
A Real Farm Vacation is one of the top choices for history buffs.
How many historically relevant hotels will I find in Bennington?
In Bennington, there are 52 hotels bookable on Expedia but not many designated as historic hotels.
What are the most important historical places and other sights to visit in Bennington?
Bennington is notable for landmarks like Robert Frost Stone House Museum, Old First Congregational Church and Bennington Potters Yard. The mountain views and hiking trails exemplify the natural beauty, and places to admire include Green Mountain National Forest and Harmen Hills Trail. Additionally, you'll find Mount Snow in the area.
What is a historic hotel like in Bennington?
Guests who choose historic hotels have the chance to stay in a place that's been recognised with an official historic designation. Historic hotels throughout the world can be castles, palaces or even pubs or old police stations — any building that's been identified as being of special interest. These types of hotels in Bennington often preserve original qualities like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. The term "historic hotel" is more common in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to emphasise the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the community.
Do historic hotels in Bennington have modern facilities?
Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay should expect the popular amenities from a contemporary hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. Booking a historic hotel in Bennington doesn't mean you will stay in a place that's rundown.

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