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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

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, (413 reviews)
"Really cute simple clean ski lodge everything that you need and a great breakfast in the morning!"
United States
Nichole
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, (284 reviews)
"super cute and clean, felt like home after not living there for 4 years!"
United States
MacLean
The price is HK$1,286
HK$1,415 total
includes taxes & fees
19 Jan - 20 Jan
The Inn at Manchester
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
The price is HK$614
HK$1,066 total
includes taxes & fees
19 Jan - 20 Jan
Alpine 5, cozy Vermont retreat
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, (151 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is HK$1,785
HK$1,964 total
includes taxes & fees
19 Jan - 20 Jan
The Inn at Ormsby Hill
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, (281 reviews)
"This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The Four Chimneys Inn
Outdoor pool, pool loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (175 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$1,326
HK$3,200 total
includes taxes & fees
19 Jan - 20 Jan
Hill Farm Inn
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$614
HK$1,066 total
includes taxes & fees
19 Jan - 20 Jan
Room 7 - family room sleeps 4
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (156 reviews)
"Friendly staff and easy parking. Clean room and excellent breakfast options. "
United States
Bill
North Shire Lodge
Property grounds

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
10.0 out of 10, Exceptional, (1 review)
"Very nice and relaxing location"
United States
Jennifer C.
The price is HK$614
HK$1,066 total
includes taxes & fees
21 Jan - 22 Jan
Zen 10, relax and retreat in the heart of 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$614
HK$1,066 total
includes taxes & fees
19 Jan - 20 Jan
Cloud 9 family double sleeps 4
Property grounds

Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
The price is HK$614
HK$1,066 total
includes taxes & fees
19 Jan - 20 Jan
Room 4 - Prickly Pear double room
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$614
HK$1,066 total
includes taxes & fees
21 Jan - 22 Jan
6 Bam Boo Cozy escape in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel cot

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
The price is HK$614
HK$1,066 total
includes taxes & fees
21 Jan - 22 Jan
Oceans 8 minutes to Manchester Vermont
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (342 reviews)
"Absolutely stunning bed and breakfast! The room and facilities were clean and welcoming. We really enjoyed the decorations and details of the house. The breakfast was delicious! Will definitely be coming back next time we are in town for ski! Highly recommended staying at Colonel Williams! "
United States
Ekaterina
The price is HK$1,117
HK$1,229 total
includes taxes & fees
29 Jan - 30 Jan
Colonel Williams Inn
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (417 reviews)
"very accommodating "
United States
Jarrod
The price is HK$1,312
HK$1,444 total
includes taxes & fees
21 Jan - 22 Jan
The Nutmeg
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (95 reviews)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
Deerfield Valley Inn
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is HK$1,542
HK$1,630 total
includes taxes & fees
27 Jan - 28 Jan
Harbour House Inn
Kayaking

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (113 reviews)
"Lovely pleasant stay. "
United States
Heather
The price is HK$1,298
HK$1,428 total
includes taxes & fees
8 Feb - 9 Feb
Blue Gentian Lodge at Magic Mountain
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is HK$1,355
HK$1,513 total
includes taxes & fees
19 Jan - 20 Jan
The Trail in Adams - Berkshires’ Art Hotel
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

Knotty Pine

Knotty Pine

10/10 Excellent
"Great property and a great value!"
Keith 2-night trip
Posted 6 days ago
Knotty Pine

Find out more about Bennington

Bennington B&B information

Number of reviews
2,458
Accommodation
17 B&B
Lowest Price
HK$1,066
Highest Price
HK$3,200

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. Big Bears Lodge: 24 rooms. Situated 17.5 mi (28.2 km) from the heart 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.

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