Search B&B in Bennington

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 17 - Oct 19
In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7

Featured B&B in Bennington

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (389)
"Older ski mountain motel, kind of a homey feeling. Our stay was very quiet and comfortable. Would stay again"
Bromley View Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (265)
"Friendly staff and very nice breakfast. "
The price is P8,665
P9,532 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Manchester
The Inn at Ormsby Hill
Front of property

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (140)
"Lovely place to stay Jack and Maryann excellent hosts"
The price is P10,445
P11,489 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Ormsby Hill
North Shire Lodge
Mountain view

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (153)
"Loved our stay at North Shire Lodge.."
The price is P12,578
P13,836 total
includes taxes & fees
Oct 13 - Oct 14
North Shire Lodge
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (203)
"Innkeepers were outstanding! Breakfast each morning was excellent! Charming & large room"
The Ira Allen House
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
The price is P13,601
P27,955 total
includes taxes & fees
Oct 26 - Oct 27
Hill Farm Inn
The Four Chimneys Inn
Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (280)
"Nice and cozy"
The Four Chimneys Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (329)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
The price is P9,190
P10,109 total
includes taxes & fees
Oct 14 - Oct 15
Colonel Williams Inn
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.6 out of 10, Excellent, (8)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is P12,866
P14,024 total
includes taxes & fees
Nov 2 - Nov 3
Green River Bridge Inn
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
9.2 out of 10, Wonderful, (5)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (110)
"Lovely pleasant stay. "
The price is P10,359
P11,395 total
includes taxes & fees
Oct 8 - Oct 9
Blue Gentian Lodge at Magic Mountain
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
The price is P8,694
P9,190 total
includes taxes & fees
Nov 5 - Nov 6
UU Rowe Camp and Conference Center
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (403)
"Room was clean bathroom was modern large clean staff friendly breakfast was awesome gave you 4 choices cofee and tea all day heated pool in season several rooms to just sit and relax in."
The price is P9,920
P10,911 total
includes taxes & fees
Oct 28 - Oct 29
The Nutmeg
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (185)
"Breakfast great, staff accommodating, Charlie and crew, made you feel like going to grandmas!"
The price is P12,779
P14,478 total
includes taxes & fees
Oct 13 - Oct 14
The Wilmington Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (137)
"We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. "
The price is P10,138
P11,324 total
includes taxes & fees
Oct 9 - Oct 10
The Trail in Adams - Berkshires’ Art Hotel
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (181)
"So close to Mount snow it’s a great place to stay "
The price is P9,650
P10,615 total
includes taxes & fees
Oct 8 - Oct 9
Big Bears Lodge
The Engel House
Exterior

The Engel House

3.0 star property
9.4 out of 10, Exceptional, (13)
"The perfect Vermont Bed and Breakfast. "
The Engel House
Windham Hill Inn
Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
The price is P11,028
P12,021 total
includes taxes & fees
Oct 21 - Oct 22
Windham Hill Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (96)
"Sweet place to stay"
The price is P16,321
P17,790 total
includes taxes & fees
Oct 8 - Oct 9
Stone Hearth Inn and Eatery
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Clean and tidy, n"
Shubhendu 1-night trip
Posted 1 day ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Find out more about Bennington

Bennington B&B information

Number of reviews
2,989
Accommodation
8 B&B
Lowest Price
P9,190
Highest Price
P27,955

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. The Nutmeg: 14 rooms. Situated 16.7 mi (26.9 km) from the heart of Bennington. Enjoy the free cooked breakfast and outdoor pool. Big Bears Lodge: 24 rooms. Located 17.5 mi (28.2 km) from the core 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

Explore a world of travel with Expedia