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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 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, (415 reviews)
"Gem of an older ski bed n breakfast "
United States
Martin
Bromley View Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Alpine 5, cozy Vermont retreat
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (285 reviews)
"super cute and clean, felt like home after not living there for 4 years!"
United States
MacLean
The price is AED 606
AED 667 total
includes taxes & fees
26 Jan - 27 Jan
The Inn at Manchester
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | 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
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 AED 841
AED 925 total
includes taxes & fees
25 Jan - 26 Jan
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 AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Room 7 - family room sleeps 4
Outdoor pool, sun 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 AED 625
AED 1,507 total
includes taxes & fees
25 Jan - 26 Jan
Hill Farm Inn
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, (2 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Zen 10, relax and retreat in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel crib

Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 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 AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 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 AED 366
AED 587 total
includes taxes & fees
23 Feb - 24 Feb
6 Bam Boo Cozy escape in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel crib

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
The price is AED 366
AED 587 total
includes taxes & fees
23 Feb - 24 Feb
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, (343 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is AED 538
AED 592 total
includes taxes & fees
23 Feb - 24 Feb
Colonel Williams Inn
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (418 reviews)
"very accommodating "
United States
Jarrod
The price is AED 651
AED 716 total
includes taxes & fees
26 Jan - 27 Jan
The Nutmeg
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (97 reviews)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
Deerfield Valley Inn
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (188 reviews)
"Hot tub was nice and hot, fits 6 people so could get a little crowded if they are booked up. the property is dated but kept up very well. Breakfast was perfect and made to order. Eggs with bacon or sausage, french toast. Simple but all you need before going out to ski in the morning. "
United States
agata
The price is AED 655
AED 720 total
includes taxes & fees
25 Jan - 26 Jan
Big Bears Lodge
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 AED 790
AED 835 total
includes taxes & fees
26 Jan - 27 Jan
Harbour House Inn
Room, 1 Queen Bed, Garden View | Mountain view

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (38 reviews)
"Did not use"
United States
Douglas
The price is AED 646
AED 704 total
includes taxes & fees
26 Jan - 27 Jan
Windham Hill 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 AED 638
AED 702 total
includes taxes & fees
26 Jan - 27 Jan
Blue Gentian Lodge at Magic 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.
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Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington."
Carol 2-night trip
Posted 5 days ago
Hotel Vervana, Trademark Collection by Wyndham

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. 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 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?
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 décor. Big Bears Lodge: 24 rooms. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool.
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, March, February, and December, with each month seeing an average of 8 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 Bennington Museum and Bennington Battle Monument 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.