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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

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 NT$7,698
NT$8,391 total
includes taxes & fees
Nov 3 - Nov 4
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, (139 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is NT$5,242
NT$6,069 total
includes taxes & fees
Nov 6 - Nov 7
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, (501 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is NT$2,631
NT$2,894 total
includes taxes & fees
Nov 30 - Dec 1
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, (398 reviews)
"Amazing place in a beautiful setting!"
United States
Dawn
The price is NT$4,540
NT$5,743 total
includes taxes & fees
Nov 5 - Nov 6
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, (181 reviews)
"We celebrated our 46th wedding anniversary at Hill Farm. Our stay was very relaxing. All of the staff at the Inn and the restaurant were absolutely wonderful. We are looking forward to our next stay. Thank you."
United States
Bob
The price is NT$8,428
NT$16,509 total
includes taxes & fees
Nov 15 - Nov 16
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 NT$8,428
NT$9,271 total
includes taxes & fees
Nov 10 - Nov 11
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, (165 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
North Shire Lodge
A two-story building with a blue exterior, a wooden front porch, and a sign indicating a vacancy.

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 NT$4,393
NT$4,832 total
includes taxes & fees
Nov 1 - Nov 2
Doveberry Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

9. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 reviews)
"A very quaint, cozy inn set in West Dover, Vermont. We had a small room but it was clean and comfortable. We didn't choose to order breakfast while we were there but it smelled wonderful! Oz, the host, was professional, pleasant, and helpful."
United States
Ted
The price is NT$1,497
NT$2,542 total
includes taxes & fees
Nov 15 - Nov 16
Deerfield Valley Inn
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"My husband and I really enjoyed our stay here. The property is really nice, our room was excellent, and even had a sauna within. It’s so pretty here and super quiet! We will be back:)"
Gabrielle 1-night trip
Posted 7 hours ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington B&B information

Number of reviews
1,209
Accommodation
8 B&B
Lowest Price
NT$2,542
Highest Price
NT$16,509

Frequently asked questions

Searching for B&Bs in Bennington?
If you're looking for something a little different than the traditional 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 thinking about B&Bs over traditional hotel rooms?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Bennington?
Here are some B&Bs to check out in Bennington: South Shire: 9 rooms. Enjoy the massage services and bar/lounge. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique décor.
When is the best time 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 temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What is there to do in Bennington?
If you're looking for some things to do on your trip, travelers 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 might 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?
Mapping out your trip in and around Bennington is easy with these transportation options. Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the city center. You can also search 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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