Book Bennington Bed & Breakfast

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

South Shire
4.0 star property
9.4 out of 10, Exceptional, 58 reviews
"Piano player was great"
South Shire
The Inn at Manchester
3.5 star property
10.0 out of 10, Exceptional, 190 reviews
"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 Inn at Manchester
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, 312 reviews
"Its a nice adventure to experience how a new way to accomodate the clients by self-serve from checking in to checking out. The room is clean and comfortable."
Bromley View Inn
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The Ira Allen House
3.5 star property
9.8 out of 10, Exceptional, 155 reviews
"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 Ira Allen House
Hill Farm Inn
4.0 star property
9.6 out of 10, Exceptional, 150 reviews
"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. "
Hill Farm Inn
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, 257 reviews
"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 Four Chimneys Inn
The Inn at Ormsby Hill
3.5 star property
9.6 out of 10, Exceptional, 105 reviews
"Great breakfast; grounds were beautiful; great innkeepers! Would recommend to others"
The Inn at Ormsby Hill
North Shire Lodge
3.0 star property
9.4 out of 10, Exceptional, 142 reviews
"Welcomed by friendly owner. Good options for bfast. Clean, quiet and near from ski resorts."
North Shire Lodge
Arlington's West Mountain Inn
3.0 star property
8.4 out of 10, Very Good, 151 reviews
"staff was very courteous and helpful"
Arlington's West Mountain Inn
Victorian mansion's Jim-Dandy Suite
10.0 out of 10, Exceptional, 5 reviews
"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
Victorian mansions Coach Room with Breakfast
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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

Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, 7 reviews
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Meme's High Mountain Lake House
10.0 out of 10, Exceptional, 3 reviews
"How was better than advertised. Really appreciated the owners leaving the essentials, including the spices and condiments. Linens, too. They really take pride in the place. Highly recommend."
Meme's High Mountain Lake House
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, 120 reviews
"The house has a beautiful view of the lake and is very clean. It is beautifully decorated, and has all the supplies that are needed for comfortable stay. The owner is very thoughtful and the house is nicely organized. We appreciated the Christmas decorations during our holiday stay, extra towels prepared for the dog and the dog treats. The house is nicely stocked with family games, and there is beautiful trail in walking distance: up the hill to vast trail, and path through the forest to Little...
Great Place to get away and have clean fresh air surround you!
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.

Bennington B&B information

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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.
What are the top B&Bs in Bennington?
Here are some B&Bs to check out in Bennington: South Shire: 9 rooms. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique décor.
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.

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