Search B&B in Bennington

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

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, (340)
"Cozy inn, kids liked playing pool in the common area. Nice gas fireplace and Tv. Great breakfast. Close to several ski areas. Free coffee all day!"
The price is AED 368
AED 405 total
includes taxes & fees
10 Apr - 11 Apr
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)
"Great inn. Very warm and friendly. Perfect for a getaway. Close proximity to town and restaurants. "
The price is AED 618
AED 680 total
includes taxes & fees
10 Apr - 11 Apr
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, (236)
"Wonderful B & B in Manchester! The staff was so kind and accommodating, the room clean and well appointed and the entire property warm and inviting. Highly recommend. "
The price is AED 569
AED 626 total
includes taxes & fees
4 May - 5 May
The Inn at Manchester
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
9.8 out of 10, Exceptional, (189)
"Absolutely love! Such great history and charm. Wonderful service! Thoroughly enjoyed the stay. "
The price is AED 643
AED 701 total
includes taxes & fees
10 Apr - 11 Apr
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)
"The owners are there everyday. The staff is friendly and very custimer focused. The standards are high and the inn has a great history and is lovely. It felt more like being a house guest than a customer. The restaurant was an outstanding choice for dinner and accommodation for vegetarians and allergies were taken into consideration and excellent meals with tasty desserts and great wine and cocktails now has this on our summer spots to visit!!"
The price is AED 915
AED 997 total
includes taxes & fees
10 Apr - 11 Apr
The Four Chimneys Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (167)
"We love the house itself, we love the location and love the farm animals. We love that we can relax at the property and drive to Manchester for shopping/things to do and Stratton Mountain for skiing/snowtubing."
The price is AED 878
AED 1,783 total
includes taxes & fees
10 Apr - 11 Apr
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)
"After scrambling to find a place to stay for the night after the weather kept us longer than planned, I’m so glad we came across this place! You will not find better or kinder service, and the view is unbeatable and all for a very reasonable price! Breakfast was also excellent, and Otis is adorable! We will definitely be coming back here. "
The price is AED 650
AED 716 total
includes taxes & fees
10 Apr - 11 Apr
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.
Don't see what you're looking for?
See all available properties in Bennington
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Bennington

Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AED 371
AED 1,002 total
includes taxes & fees
10 Apr - 11 Apr
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Victorian Home in Bennington, Vermont
Fridge, microwave, oven, stovetop

Victorian Home in Bennington, Vermont

10.0 out of 10, Exceptional, (88)
"This is a wonderful property. Very spacious and nicely decorated. Master bathroom is huge with lots of thick fluffy towels. The hosts did a wonderful job making us feel welcome with lots of treats waiting for us when we checked in- bottled waters (sparking and plain) crackers and cheese, peanuts, coffee, half n half. This was a. Ice touch and very appreciated. It’s a very short walk into town with lots of restaurants and breweries Rally great place - would definitely stay here again!"
Victorian Home in Bennington, Vermont
Historic Downtown Home w/Bar Room, Hot Tub
Interior

Historic Downtown Home w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. 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 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. 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.