Search B&B in Bennington

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

Compare 11 B&B in Bennington with updated reviews, rates, and availability.

Front of property
South Shire
4.0 star property
9.4 out of 10, Exceptional, (58)
"Piano player was great"
The price is AED 711
AED 775 total
includes taxes & fees
18 Jun - 19 Jun
South Shire
Front of property
Hill Farm Inn
4.0 star property
9.6 out of 10, Exceptional, (150)
"We enjoy non-chain hotels. We are low-fuss people. The Hill Farm Inn is a beautiful property with comfortable public rooms and cozy private rooms. The receptionist was pleasant and friendly and helpful. We like that it is away from town and shops and busy roads. "
The price is AED 878
AED 1,783 total
includes taxes & fees
27 May - 28 May
Hill Farm Inn
Exterior
The Inn at Manchester
3.5 star property
10.0 out of 10, Exceptional, (190)
"We had an excellent stay! Friendly and helpful check in, beautiful room, and delicious breakfasts. We also enjoyed some time in the bar room. If we are ever in the area again, we would definitely stay here again!"
The price is AED 606
AED 667 total
includes taxes & fees
28 May - 29 May
The Inn at Manchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Restaurant
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (312)
"Nice family oriented motel "
Bromley View Inn
Exterior
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (257)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is AED 988
AED 1,077 total
includes taxes & fees
18 Jun - 19 Jun
The Four Chimneys Inn
Exterior
The Ira Allen House
3.5 star property
9.8 out of 10, Exceptional, (155)
"Agreed with all comments about the exceptional home made style breakfast. However, the second night there was a group playing guitar and singing. With over 200 years house, this was not welcomed especially after a tiring long ski day. Phoned hotel and also Expedia on that same night but both myself and Expedia could not get hold off host for resolution. Got to know next Morning that the voicemail probably was played and heard but did not take action. These days with many craziness in the news,...
The price is AED 643
AED 701 total
includes taxes & fees
27 May - 28 May
The Ira Allen House
Terrace/patio
The Inn at Ormsby Hill
3.5 star property
9.6 out of 10, Exceptional, (105)
"Great breakfast; grounds were beautiful; great innkeepers! Would recommend to others"
The price is AED 988
AED 1,087 total
includes taxes & fees
28 May - 29 May
The Inn at Ormsby Hill
Front of property
North Shire Lodge
3.0 star property
9.4 out of 10, Exceptional, (142)
"Welcomed by friendly owner. Good options for bfast. Clean, quiet and near from ski resorts."
The price is AED 650
AED 716 total
includes taxes & fees
26 May - 27 May
North Shire Lodge
Front of property
Arlington's West Mountain Inn
3.0 star property
8.4 out of 10, Very Good, (151)
"staff was very courteous and helpful"
Arlington's West Mountain Inn
Bedroom
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
Coach Bedroom
Victorian mansions Coach Room with Breakfast
Victorian mansions Coach Room with Breakfast
Don't see what you're looking for?
See all available properties in Bennington
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.

Other property types in Bennington

Front Porch
Victorian Home in Bennington, Vermont
10.0 out of 10, Exceptional, (78)
"The house fit our needs so well that we stayed an extra day. High ceilings, lots of light, more than ample room. We used it as a home base for ski slopes less than an hour away. Great work-from-home setup for a non-skier. Thank you for hosting us!"
Victorian Home in Bennington, Vermont
Bar Room
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (7)
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Nighttime view
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, (24)
"The cabin was clean and quiet and suited our needs for the weekend. The hot tub was enjoyable, although I would recommend that the owners purchase stairs to make exit and entry a bit easier."
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
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, Woodford State Park 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.
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, April, March, and February, with each month seeing an average of 11 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.

Recent reviews of Bennington hotels
Expedia verified reviews

Bennington Motor Inn

Bennington Motor Inn

5/5 Excellent
"Great stay at Bennington Motor Inn! "
A verified traveler from New York stayed at Bennington Motor Inn
Posted 5 days ago
Bennington Motor Inn