Search B&B in Bennington

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26

Our top choices for Bennington bed & breakfast

Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (426 reviews)
"Clean room/ great breakfast"
United States
Ryan
Bromley View Inn
Exterior

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (289 reviews)
"super cute and clean, felt like home after not living there for 4 years!"
United States
MacLean
The price is P9,499
P10,449 total
includes taxes & fees
Mar 2 - Mar 3
The Inn at Manchester
Front of property - evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (156 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is P14,910
P16,401 total
includes taxes & fees
Mar 1 - Mar 2
The Inn at Ormsby Hill
Front of property - evening/night

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (281 reviews)
"This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The Four Chimneys Inn
Outdoor pool, sun loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (175 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is P9,792
P23,627 total
includes taxes & fees
Feb 26 - Feb 27
Hill Farm Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (21 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Hypo-allergenic bedding, free WiFi, bed sheets

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is P9,067
P9,974 total
includes taxes & fees
Mar 9 - Mar 10
Colonel Williams Inn
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (422 reviews)
"very accommodating "
United States
Jarrod
The price is P10,305
P11,335 total
includes taxes & fees
Mar 10 - Mar 11
The Nutmeg
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (114 reviews)
"So great all around!"
United States
Janet
The price is P12,025
P13,107 total
includes taxes & fees
Mar 10 - Mar 11
Stone Hearth Inn and Eatery
Property grounds

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (115 reviews)
"Host was wonderful. "
United States
Robert
The price is P10,305
P11,335 total
includes taxes & fees
Mar 10 - Mar 11
Blue Gentian Lodge at Magic Mountain
Exterior

The Engel House

The Engel House
3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17 reviews)
"The perfect Vermont Bed and Breakfast. "
United States
Lee
The Engel House
Exterior

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (200 reviews)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is P13,759
P15,589 total
includes taxes & fees
Mar 10 - Mar 11
The Wilmington Inn
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is P10,037
P11,211 total
includes taxes & fees
Feb 26 - Feb 27
The Trail in Adams - Berkshires’ Art Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

Knotty Pine

Knotty Pine

10/10 Excellent
"TV didnt work well but it was a great stay in a convenient area"
Nicholas 2-night trip
Posted 4 days ago
Knotty Pine

Find out more about Bennington

Bennington B&B information

Number of reviews
2,692
Accommodation
7 B&B
Lowest Price
P9,974
Highest Price
P23,627

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?
Below are some well-liked B&Bs in the area: The Four Chimneys Inn: 11 rooms. 0.2 mi (0.3 km) from the heart of Bennington. Enjoy the free full breakfast and unique décor. Big Bears Lodge: 24 rooms. Situated 17.5 mi (28.2 km) from the heart of Bennington. Enjoy the free cooked breakfast and outdoor pool.
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 Harmon Hill and Prospect Mountain Nordic Ski Center. You might 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?
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.

Explore a world of travel with Expedia