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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 10 B&B in Bennington with updated reviews, rates, and availability.

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (343)
"It was nice that they had a pool table in the common area."
The price is AED 390
AED 429 total
includes taxes & fees
12 May - 13 May
Bromley View Inn
The Inn at Ormsby Hill
Terrace/patio

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (118)
"Really liked the beautiful interior of the inn."
The price is AED 579
AED 636 total
includes taxes & fees
13 May - 14 May
The Inn at Ormsby Hill
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (238)
"Todd gave us the warmest welcome. Breakfast was delicious. Comfortable, cozy, lovely country inn! Staff is terrific!"
The price is AED 569
AED 626 total
includes taxes & fees
12 May - 13 May
The Inn at Manchester
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
9.8 out of 10, Exceptional, (190)
"Absolutely love! Such great history and charm. Wonderful service! Thoroughly enjoyed the stay. "
The price is AED 643
AED 701 total
includes taxes & fees
12 May - 13 May
The Ira Allen House
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Great stay!"
The price is AED 731
AED 797 total
includes taxes & fees
17 May - 18 May
The Four Chimneys Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (167)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
The price is AED 694
AED 1,583 total
includes taxes & fees
15 May - 16 May
Hill Farm Inn
North Shire Lodge
Standard Room, 1 King Bed, Mountain View | Mountain view

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (149)
"Great home base for ski adventures!! "
North Shire Lodge
Arlington's West Mountain Inn
Boating

Arlington's West Mountain Inn

3.0 star property
8.4 out of 10, Very Good, (154)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
Arlington's West Mountain Inn
Victorian mansion's Jim-Dandy Suite
1 bedroom, desk, iron/ironing board, free WiFi

Victorian mansion's Jim-Dandy Suite

10.0 out of 10, Exceptional, (5)
"It was such a relief to enter a space that honors a time gone by. The attention to detail—perfect touches—from the sheets and pillows tot he fresh flowers at the breakfast table added to the hospitality and warmth we felt immediately walking into the inn. There is NOTHING like staying at a place where the owner is present and attending to guests//thank you, Jim for a lovely respite from the circus."
Victorian mansion's Jim-Dandy Suite
Victorian mansions Coach Room with Breakfast
Interior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
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.
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Other property types in Bennington

Mountain Sanctuary Dome Rustic Solitude 5BR
Interior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"The dome home is a gorgeous architecturally unique place. It is well appointed, with well kept plants, a little library, instruments, and a functional kitchen. It’s just an incredibly fun place to stay. There is a spectacular short hike ending in a swimming hole nearby. I suspect we will be back."
Mountain Sanctuary Dome Rustic Solitude 5BR
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

9.0 out of 10, Wonderful, (29)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AED 353
AED 973 total
includes taxes & fees
12 May - 13 May
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Historic Downtown Home w/Bar Room, Hot Tub
Interior

Historic Downtown Home w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Loved our stay in Bennington, Vermont! The inn had beautiful woodwork in the living room and the side family room and we really enjoyed playing games there and having wonderful talks! Walking distance to town and coffee shops made this one of our favorite vacations. Thank you!"
Historic Downtown Home w/Bar Room, Hot Tub
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.

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. While you’re enjoying your trip to Bennington, Green Mountain National Forest and Harmen Hills Trail are perfect spots to get in some fresh air and greenery.
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 surrounding 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. Located 16.7 mi (26.9 km) from the core of Bennington. Enjoy the free cooked breakfast and outdoor pool.
How many Bed & Breakfasts will I be able to find in Bennington?
Expedia offers 10 BnBs in Bennington so you’ll have lots of options for your stay.
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.