Search B&B in Bennington

    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
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 9 B&B in Bennington with updated reviews, rates, and availability.

The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is AED 651
AED 706 total
includes taxes & fees
5 May - 6 May
The Carriage Barn Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is AED 559
AED 607 total
includes taxes & fees
27 Apr - 28 Apr
Monadnock Inn
Rosewood Country Inn
Charlie Chaplin Suite | Individually decorated, individually furnished, blackout drapes

Rosewood Country Inn

3.0 star property
9.6 out of 10, Exceptional, (80)
"Charming and pleasant. "
The price is AED 599
AED 650 total
includes taxes & fees
27 Apr - 28 Apr
Rosewood Country Inn
Quaint New England Inn at Crotched Mountain!
Exterior

Quaint New England Inn at Crotched Mountain!

10.0 out of 10, Exceptional, (1)
"Great food, bar, and pool"
The price is AED 703
AED 870 total
includes taxes & fees
1 May - 2 May
Quaint New England Inn at Crotched Mountain!
New England Historic Inn at Crotched Mountain
Aerial view

New England Historic Inn at Crotched Mountain

New England Historic Inn at Crotched Mountain
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

Peaceful Family-Friendly Sunapee Lake/Ski Retreat
Property grounds

Peaceful Family-Friendly Sunapee Lake/Ski Retreat

10.0 out of 10, Exceptional, (24)
"This place is everything you want and more for a place to stay!"
Peaceful Family-Friendly Sunapee Lake/Ski Retreat
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Outdoor dining

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We had a great time! The property fit all our needs for a winter ski trip. We have the Epic ski pass and were looking for a location to get us to some mountains that accept this pass. Mount Sunapee was a quick 15 minutes from the property and Crotched Mountain was 45 minutes. We enjoyed skiing at both! When we were not skiing, the cottage was a warm place to relax as a family. It had all the amenities we needed. We would consider visiting again in the summer to check out the lake!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,300
AED 2,152 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
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 quirkier than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your vacation. If you’re looking to hit the slopes on your trip to Bennington, Crotched Mountain Ski and Ride Area is worth a visit.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has a unique charm. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Bennington?
Below is a B&B in the surrounding area: Monadnock Inn: 11 rooms. 13.6 mi (21.9 km) from the heart of Bennington.
When should I book my B&B in Bennington?
When you’re dreaming of a stay in Bennington, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°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 November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Bennington?
When you want to explore some things to do in town, Crotched Mountain Ski and Ride Area and Contoocook River are some notable sights to visit. You might also consider a trip to sites like Greenfield State Park or Hardings of Hancock if you have time to see more of the area.
How can I get to and around Bennington?
Planning your excursions in and around Bennington is easier with these transportation options. Fly into Manchester-Boston Regional Airport (MHT), which is located 24.6 mi (39.7 km) from the heart of the city. Otherwise, look for flights into Concord, NH (CON-Concord Municipal), which is 25.1 mi (40.4 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.