Silk Road covered bridge with trees showing fall colors near Paper Mill Village, Vermont.

Search B&B in Bennington

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Bennington bed & breakfast

Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (449 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
The price is 2.403.623 ₫
2.643.906 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Bromley View Inn
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (332 reviews)
"Great cooked to order breakfast, beautiful grounds and perfect central location in town."
United States
Richard
The price is 5.092.727 ₫
5.602.263 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Inn at Manchester
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (159 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is 4.963.575 ₫
5.459.932 ₫ total
includes taxes & fees
24 Jun - 25 Jun
North Shire Lodge
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
"Staff was great."
United States
Jan
The price is 6.040.210 ₫
6.870.706 ₫ total
includes taxes & fees
24 Jun - 25 Jun
South Shire
Front of property – evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (165 reviews)
"This Inn is lovely and our favorite place to stay when we travel to Vermont. The breakfast is amazing!"
United States
Donna
The price is 7.079.542 ₫
7.787.496 ₫ total
includes taxes & fees
24 Jun - 25 Jun
The Inn at Ormsby Hill
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (285 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is 6.725.565 ₫
7.330.866 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Four Chimneys Inn
Outdoor pool, pool loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (176 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is 4.380.089 ₫
10.696.110 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Hill Farm Inn
Exterior

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
2.0 star property
Poultney
The price is 3.882.168 ₫
4.231.563 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Bentley House Bed and Breakfast
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

The Autumn Inn

The Autumn Inn

8/10 Good
"This is an older motel, but they have kept it pretty clean and everything worked properly! It seems some tenants may be long term on the second level and like to sit outside their rooms, which is okay, but as two women traveling alone we felt a little uncomfortable. Otherwise, we enjoyed our stay and our met our needs!!"
Sandra 2-night trip
Posted 1 day ago
The Autumn Inn

Find out more about Bennington

Bennington B&B information

Number of reviews
1,408
Accommodation
7 B&B
Lowest Price
2.643.906 ₫
Highest Price
10.696.110 ₫

Frequently asked questions

Searching for B&Bs in Bennington?
If you're hoping for something a little different than your standard hotel experience, a bed and breakfast could be a great option for your getaway. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Bennington Museum and Robert Frost Stone House Museum while you're in town.
Are you interested in an apartment for your stay?
B&Bs all have a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.
What's the best time of year to book my B&B in Bennington?
When you're planning your escape to Bennington, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.
What is there to do in Bennington?
If you're looking for some things to do on you trip, travellers enjoy Bennington for its skiing and hiking. If you're looking for some activities to entertain you on your trip, consider visiting Harmon Hill and Prospect Mountain Nordic Ski Center. You should put Bennington Museum and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display on your list if you want to see more of the area.
How can I get to and around Bennington?
Planning your excursions in and around Bennington is easier with these transportation options. Fly into Albany, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) away. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia