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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Browse Select Bennington B&B

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (390)
"Older ski mountain motel, kind of a homey feeling. Our stay was very quiet and comfortable. Would stay again"
Bromley View Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (265)
"Friendly staff and very nice breakfast. "
The price is ฿4,823
฿5,306 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Manchester
The Inn at Ormsby Hill
Front of property

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (141)
"Lovely place to stay Jack and Maryann excellent hosts"
The price is ฿5,814
฿6,395 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Ormsby Hill
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, (153)
"Loved our stay at North Shire Lodge.."
The price is ฿5,752
฿6,327 total
includes taxes & fees
20 Oct - 21 Oct
North Shire Lodge
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (203)
"Innkeepers were outstanding! Breakfast each morning was excellent! Charming & large room"
The price is ฿7,795
฿8,497 total
includes taxes & fees
9 Oct - 10 Oct
The Ira Allen House
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
The price is ฿7,563
฿15,544 total
includes taxes & fees
26 Oct - 27 Oct
Hill Farm Inn
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, (280)
"Nice and cozy"
The Four Chimneys Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (330)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
The price is ฿5,110
฿5,621 total
includes taxes & fees
16 Oct - 17 Oct
Colonel Williams Inn
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.6 out of 10, Excellent, (8)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is ฿7,162
฿7,806 total
includes taxes & fees
2 Nov - 3 Nov
Green River Bridge Inn
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
9.2 out of 10, Wonderful, (5)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (110)
"Lovely pleasant stay. "
The price is ฿5,814
฿6,395 total
includes taxes & fees
13 Oct - 14 Oct
Blue Gentian Lodge at Magic Mountain
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
The price is ฿4,840
฿5,115 total
includes taxes & fees
1 Nov - 2 Nov
UU Rowe Camp and Conference Center
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (403)
"Room was clean bathroom was modern large clean staff friendly breakfast was awesome gave you 4 choices cofee and tea all day heated pool in season several rooms to just sit and relax in."
The price is ฿5,522
฿6,074 total
includes taxes & fees
28 Oct - 29 Oct
The Nutmeg
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (185)
"Breakfast great, staff accommodating, Charlie and crew, made you feel like going to grandmas!"
The price is ฿7,105
฿8,050 total
includes taxes & fees
13 Oct - 14 Oct
The Wilmington Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (137)
"We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. "
The price is ฿5,643
฿6,304 total
includes taxes & fees
9 Oct - 10 Oct
The Trail in Adams - Berkshires’ Art Hotel
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (181)
"So close to Mount snow it’s a great place to stay "
The price is ฿5,410
฿5,951 total
includes taxes & fees
13 Oct - 14 Oct
Big Bears Lodge
The Engel House
Exterior

The Engel House

3.0 star property
9.4 out of 10, Exceptional, (13)
"The perfect Vermont Bed and Breakfast. "
The Engel House
Windham Hill Inn
Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
The price is ฿6,132
฿6,684 total
includes taxes & fees
21 Oct - 22 Oct
Windham Hill Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (96)
"Sweet place to stay"
The price is ฿9,150
฿9,974 total
includes taxes & fees
21 Oct - 22 Oct
Stone Hearth Inn and Eatery
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.
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Top Bennington Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Very courteous staff"
C.jeffery 1-night trip
Posted 2 days ago
Hampton Inn and Suites Manchester

Find out more about Bennington

Find out more about Bennington

Bennington B&B information

Number of reviews
2,995
Accommodation
8 B&B
Lowest Price
฿5,115
Highest Price
฿15,544

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 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. The Nutmeg: 14 rooms. Situated 16.7 mi (26.9 km) from the heart of Bennington. Enjoy the free cooked breakfast and outdoor pool. Big Bears Lodge: 24 rooms. 17.5 mi (28.2 km) from the city centre. 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.

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