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 bar/lounge. 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

1. South Shire

Bennington

Jan

Rp4.246.261 total

includes taxes & fees

9 Aug - 10 Aug

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, free WiFi, individually decorated

2. The Four Chimneys Inn

Bennington

Jeane

Rp4.995.228 total

includes taxes & fees

18 Aug - 19 Aug

3. Bromley View Inn

Bondville

Josh

Rp1.508.165 total

includes taxes & fees

10 Aug - 11 Aug

4. The Inn at Manchester

Manchester Village Historic District

Lori

Rp3.777.407 total

includes taxes & fees

10 Aug - 11 Aug

5. North Shire Lodge

Manchester Center

Jesse

Rp3.720.380 total

includes taxes & fees

17 Aug - 18 Aug

6. Hill Farm Inn

Arlington

Jennifer

Rp9.295.193 total

includes taxes & fees

12 Aug - 13 Aug

7. The Inn at Ormsby Hill

Manchester Center

Victoria

Rp5.306.375 total

includes taxes & fees

19 Aug - 20 Aug

8. Colonel Williams Inn

Brattleboro

Robert

Rp3.107.072 total

includes taxes & fees

23 Aug - 24 Aug

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Top Bennington Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good

"Breakfast needs to be improved. It's a very basic continental breakfast. There was no waffle maker, no peanut butter for toast. All different kinds of coffee, but no decaf coffee. We were there for 3 breakfasts. Same hot breakfast everyday - fried eggs and sausage patty. There was no yogurt. One day there were no muffins or other sweet pastries."

Bromley View Inn

10/10 Excellent

"We needed a last-minute stay, and the Bromley View Inn met all of our needs! We had a suite room on the lower level. The room was spacious and had a back door, which was perfect for walking our dog. The bed is super comfy. We appreciated that extra towels and toilet paper were available in the hallway. The breakfast offerings area was cozy. Huge bonus for the homemade BANANA MUFFINS! Delicious. Plus the views all around are stunning - it's a beautiful location, not far from the Appalachian Trail. This is an older property, so soundproofing is at a minimum. This didn't bother us; we're pretty sound sleepers. Overall, this was a great value and convenient for my husband's work. We would stay here again if we're in the area :-)"

Find out more about Bennington

Bennington B&B information

Number of reviews	1,973
Accommodation	8 B&B
Lowest Price	Rp1.508.165
Highest Price	Rp9.295.193

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 bar/lounge. 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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