Top B&B in Bennington in 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.

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

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Our top choices for Bennington bed & breakfast

Bromley View Inn

Bondville

Dumitru Florin

Rp1.660.037 total

includes taxes & fees

21 Jun - 22 Jun

The Inn at Manchester

Manchester Village Historic District

Richard

Rp3.780.819 total

includes taxes & fees

29 Jun - 30 Jun

South Shire

Bennington

Jan

Rp4.636.859 total

includes taxes & fees

21 Jun - 22 Jun

North Shire Lodge

Manchester Center

Jesse

Rp3.684.905 total

includes taxes & fees

22 Jun - 23 Jun

The Inn at Ormsby Hill

Manchester Center

Donna

Rp5.255.775 total

includes taxes & fees

21 Jun - 22 Jun

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

Bennington

Jeane

Rp4.947.596 total

includes taxes & fees

24 Jun - 25 Jun

Hill Farm Inn

Arlington

Jennifer

Rp9.206.560 total

includes taxes & fees

29 Jun - 30 Jun

Bentley House Bed and Breakfast

Poultney

Rp2.855.879 total

includes taxes & fees

20 Jun - 21 Jun

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Top Bennington Hotel Reviews

The Manchester View

10/10 Excellent

"First class"

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."

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"The staff was amazing, they helped me through everything, was very thorough and so friendly! I was visiting during a family event and they were angels in disguise! Alexis and Kayla were over the top with making sure I had what I needed, going out of their way to accommodate my needs. Michael was so endearing to my children, ensuring they had fun and and that we were well taken care of. I didn't get the morning ladies name, but she was also top notch with breakfast and recommendations. If you want to feel loved this is the place to be! The tennis courts, pool, hot tub, and fire table were highlights to our stay. Someone peeped a revamp and remodel in the near future, I hope that's true, but even if not... I would definitely return! Thank you palmer house for being a light in the dark!"

The Autumn Inn

8/10 Good

"The price is right. The property is not maintained well. It wouldn’t take much effort to improve it - tidy up and mow/weed wack. The staff was very nice and explained things well. The room was clean and the bathroom was remodeled. The air conditioner worked well. The town is a great place to find food, shops, and history - very quaint."

Find out more about Bennington

Bennington B&B information

Number of reviews	1,688
Accommodation	7 B&B
Lowest Price	Rp1.660.037
Highest Price	Rp9.206.560

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 Old First Congregational Church and Bennington Museum 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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