A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Bennington bed & breakfast

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

1. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is 6.134.688 ₫
6.686.810 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Four Chimneys Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.

2. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (137 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
The price is 5.048.848 ₫
5.785.925 ₫ total
includes taxes & fees
30 Oct - 31 Oct
South Shire
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

3. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (491 reviews)
"Pleasant stay - excellent breakfast!"
Canada
William
The price is 2.093.133 ₫
2.302.420 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Bromley View Inn
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

4. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (388 reviews)
"Super clean, great location and really reasonable per night."
United States
Reagan
The price is 3.617.793 ₫
4.576.832 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Inn at Manchester
A swimming pool with a view of a barn and mountains in the background.

5. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (180 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is 7.754.266 ₫
14.287.559 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Hill Farm Inn
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

6. The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (172 reviews)
"It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people."
United States
Victoria
The price is 7.235.586 ₫
7.959.144 ₫ total
includes taxes & fees
8 Nov - 9 Nov
The Inn at Ormsby Hill
A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

7. North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (164 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
North Shire Lodge
A bedroom with a bed, dresser, TV, and a chair.

8. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is 3.150.981 ₫
3.466.080 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Doveberry Inn
A two-story house with a porch, a fountain, and a flag.

9. Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
2.0 star property
Poultney
10.0 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay in this cozy B&B the owner are accommodating and the place is clean. Breakfast is delicious!!!"
United States
Joana Marie
The price is 3.825.525 ₫
4.169.822 ₫ total
includes taxes & fees
13 Oct - 14 Oct
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.
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Top Bennington Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"Clean room with nice views. Very nice and responsive staff. The hotel had a nice renovation. Enjoyed staying here."
Leon 3-night trip
Posted 1 hour ago
The Manchester View

Find out more about Bennington

Bennington B&B information

Number of reviews
1,678
Accommodation
8 B&B
Lowest Price
2.302.420 ₫
Highest Price
14.287.559 ₫

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 Prospect Mountain Nordic Ski Center and Prospect Mountain Cross-Country Ski Center. You should put Woodford State Park and Green Mountain National Forest 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.

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