Bennington B&B: Best Bed and Breakfast 2026

Q: What are the top B&Bs in Bennington?

Here are some B&Bs to look at in Bennington: South Shire : 9 rooms. Enjoy the massage services and on-site dining. The Four Chimneys Inn : 11 rooms. Enjoy the free full breakfast and unique decor.

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

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Our top choices for Bennington bed & breakfast

Bromley View Inn

Bondville

Dumitru Florin

includes taxes & fees

8 Jul - 9 Jul

The Inn at Manchester

Manchester Village Historic District

Richard

includes taxes & fees

14 Jul - 15 Jul

North Shire Lodge

Manchester Center

Jesse

includes taxes & fees

7 Jul - 8 Jul

South Shire

Bennington

Jan

includes taxes & fees

8 Jul - 9 Jul

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

The Four Chimneys Inn

Bennington

Jeane

includes taxes & fees

7 Jul - 8 Jul

The Inn at Ormsby Hill

Manchester Center

Donna

includes taxes & fees

14 Jul - 15 Jul

Room 1, peaceful retreat in Manchester - King bed

Manchester

Jacob

includes taxes & fees

15 Jul - 16 Jul

Hill Farm Inn

Arlington

Jennifer

includes taxes & fees

13 Jul - 14 Jul

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Top Bennington Hotel Reviews

Knotty Pine

10/10 Excellent

"The property was a retro experience, which was okay. A few issues: 1. The electrical outlets didn't work well - we plugged a couple of devices overnight and they weren't charged at all by morning. The multi-plug extender provided connections that were too loose to work. 2. The sink was very small (about 8.5 x 11) with a cabinet overhang. It was difficult to impossible to position your mouth over the sink while brushing your teeth. 3. I wanted to lower the temperature in the shower and mistakenly moved the lever an inch in the wrong direction, which resulted in scalding hot water. Had to be very careful after that. That being said, the location was convenient and we slept well."

Hampton Inn Bennington

10/10 Excellent

"We booked this hotel as a half way point on our way to Niagara Falls. From the moment we checked in the staff we incredibly friendly and helpful. The hotel was clean and the amenities were nice. My family enjoyed swimming in the pool. It’s near a chilis which was nice to stop and have dinner. If ever in the area again we would stay again!"

South Shire

10/10 Excellent

"South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, as a place for artists, musicians, and people's expression generally to thrive. We enjoyed our stay and would recommend South Shire."

Find out more about Bennington

Bennington B&B information

Number of reviews	3,489
Accommodation	26 B&B
Lowest Price	€86
Highest Price	€454

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 are the top B&Bs in Bennington?

Here are some B&Bs to look at in Bennington: South Shire: 9 rooms. Enjoy the massage services and on-site dining. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique decor.

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.

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