Search B&B in Bennington

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 May - 10 May
In two weeks
15 May - 17 May
In one month
29 May - 31 May
In two months
26 Jun - 28 Jun

Our top choices for Bennington bed & breakfast

Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (441 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is HK$624
HK$686 total
includes taxes & fees
10 May - 11 May
Bromley View Inn
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (310 reviews)
"Staff was exceptionally friendly…lovely Inn! Beautiful views "
United States
Michael
The price is HK$1,214
HK$1,336 total
includes taxes & fees
20 May - 21 May
The Inn at Manchester
Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (283 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is HK$1,816
HK$1,980 total
includes taxes & fees
5 May - 6 May
The Four Chimneys Inn
Front of property – evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (161 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is HK$2,029
HK$2,232 total
includes taxes & fees
7 May - 8 May
The Inn at Ormsby Hill
Property grounds

Room 7 - family room sleeps 4

Room 7 - family room sleeps 4
Manchester
10.0 out of 10, Exceptional, (1 review)
"Nice spot, good location. Towels could be better, but overall a great spot. "
United States
Kuan-Chung
The price is HK$576
HK$983 total
includes taxes & fees
4 May - 5 May
Room 7 - family room sleeps 4
Outdoor pool, pool loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (176 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is HK$1,826
HK$3,754 total
includes taxes & fees
4 May - 5 May
Hill Farm Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
9.0 out of 10, Wonderful, (2 reviews)
"We had a wonderful stay! The room was very clean and spacious, which made it extremely comfortable and relaxing. Everything was well maintained and exactly as described. The space felt fresh, organized, and welcoming from the moment we arrived.Overall, a great experience, and we would definitely stay here again. Highly recommend!"
United States
Shuo P.
The price is HK$576
HK$983 total
includes taxes & fees
4 May - 5 May
Alpine 5, cozy Vermont retreat
Exterior

Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (1 review)
"The room was spotless. The communal guest kitchen is an awesome feature. "
United States
Jacob
The price is HK$548
HK$953 total
includes taxes & fees
6 May - 7 May
Room 1, peaceful retreat in Manchester - King bed
Property grounds

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is HK$576
HK$983 total
includes taxes & fees
4 May - 5 May
Zen 10, relax and retreat in the heart of Vermont
Interior

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is HK$548
HK$953 total
includes taxes & fees
6 May - 7 May
3, cozy pet friendly Vermont retreat - two doubles
1 bedroom, desk, iron/ironing board, travel cot

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
8.0 out of 10, Very good, (1 review)
The price is HK$576
HK$983 total
includes taxes & fees
5 May - 6 May
Oceans 8 minutes to Manchester Vermont
Room

Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is HK$509
HK$910 total
includes taxes & fees
4 May - 5 May
Room 2, double room - sleeps 4
Exterior

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is HK$548
HK$953 total
includes taxes & fees
4 May - 5 May
11, Peaceful retreat in Vermont
1 bedroom, desk, iron/ironing board, travel cot

Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is HK$576
HK$983 total
includes taxes & fees
12 May - 13 May
Cloud 9 family double sleeps 4
Exterior

6 Bam Boo Cozy escape in the heart of Vermont

6 Bam Boo Cozy escape in the heart of Vermont
Manchester
The price is HK$617
HK$1,028 total
includes taxes & fees
4 May - 5 May
6 Bam Boo Cozy escape in the heart of Vermont
Property grounds

Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
The price is HK$576
HK$983 total
includes taxes & fees
4 May - 5 May
Room 4 - Prickly Pear double room
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (36 reviews)
"The hot tub was so amazing"
United States
Mark
The price is HK$1,022
HK$1,114 total
includes taxes & fees
6 May - 7 May
Four Columns Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (352 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is HK$1,135
HK$1,249 total
includes taxes & fees
19 May - 20 May
Colonel Williams Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is HK$1,440
HK$1,570 total
includes taxes & fees
5 May - 6 May
Stone Hearth Inn and Eatery
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (428 reviews)
"Very cute place, breakfasts were wonderful! "
United States
Jennifer
The price is HK$1,410
HK$1,551 total
includes taxes & fees
4 May - 5 May
The Nutmeg
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

Knotty Pine

Knotty Pine

10/10 Excellent
"Clean and comfortable room. Perfect for what we needed after 12 hours on the road."
Joan 1-night trip
Posted 3 days ago
Knotty Pine

Find out more about Bennington

Bennington B&B information

Number of reviews
1,519
Accommodation
15 B&B
Lowest Price
HK$686
Highest Price
HK$3,754

Frequently asked questions

Searching for B&Bs in Bennington?
If you're hoping for something a little different than your standard hotel experience, a bed and breakfast could be a great option for your getaway. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Bennington Museum and Robert Frost Stone House Museum while you're in town.
Are you interested in an apartment for your stay?
B&Bs all have a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.
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 decor. Big Bears Lodge: 24 rooms. Located 17.5 mi (28.2 km) from the core of Bennington. Enjoy the free cooked breakfast and outdoor pool.
What's the best time of year 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.
What is there to do in Bennington?
If you're looking for some things to do on you trip, travellers 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 should 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?
Planning your excursions in and around Bennington is easier with these transportation options. Fly into Albany, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) away. Otherwise, look 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.

Explore a world of travel with Expedia