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Find a Bed and Breakfast in Old Bennington from CA $174

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Old Bennington bed & breakfast

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (289 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 CA $358
CA $391 total
includes taxes & fees
Aug 18 - Aug 19
The Four Chimneys Inn
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
"Staff was great."
United States
Jan
The price is CA $258
CA $296 total
includes taxes & fees
Aug 18 - Aug 19
South Shire
Exterior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
Bennington
The price is CA $316
CA $410 total
includes taxes & fees
Jul 29 - Jul 30
Victorian mansions Coach Room with Breakfast
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (435 reviews)
"Lovely B&B, and the staff were fantastic. Breakfast was delicious each morning. Common areas were charming."
United States
Melinda
The price is CA $252
CA $278 total
includes taxes & fees
Aug 17 - Aug 18
The Nutmeg
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (162 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is CA $264
CA $291 total
includes taxes & fees
Jul 22 - Jul 23
North Shire Lodge
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 CA $110
CA $207 total
includes taxes & fees
Jul 22 - Jul 23
Room 1, peaceful retreat in Manchester - King bed
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (125 reviews)
"Very friendly and courteous owner, great location 5 mins away from Mount Snow."
United States
Brandon
The price is CA $123
CA $174 total
includes taxes & fees
Aug 2 - Aug 3
Deerfield Valley Inn
Porch

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (205 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is CA $349
CA $396 total
includes taxes & fees
Jul 30 - Jul 31
The Wilmington Inn
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Owners were super nice and breakfast was amazing each day. Clean room, super comfy, great for solo traveling too!"
United States
Brooke
The price is CA $242
CA $266 total
includes taxes & fees
Jul 29 - Jul 30
Big Bears Lodge
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, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is CA $296
CA $331 total
includes taxes & fees
Jul 21 - Jul 22
The Trail in Adams - Berkshires’ Art Hotel
Outdoor pool, sun loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (177 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 CA $228
CA $564 total
includes taxes & fees
Jul 29 - Jul 30
Hill Farm 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, (166 reviews)
"This Inn is lovely and our favorite place to stay when we travel to Vermont. The breakfast is amazing!"
United States
Donna
The price is CA $369
CA $406 total
includes taxes & fees
Jul 29 - Jul 30
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 CA $110
CA $207 total
includes taxes & fees
Jul 26 - Jul 27
Room 7 - family room sleeps 4
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
6.8 out of 10, (3 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 CA $110
CA $207 total
includes taxes & fees
Jul 20 - Jul 21
Alpine 5, cozy Vermont retreat
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 CA $110
CA $207 total
includes taxes & fees
Jul 22 - Jul 23
Zen 10, relax and retreat 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
8.0 out of 10, Very good, (1 review)
The price is CA $110
CA $207 total
includes taxes & fees
Jul 26 - Jul 27
Oceans 8 minutes to Manchester Vermont
Exterior

Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is CA $110
CA $207 total
includes taxes & fees
Jul 22 - Jul 23
Room 2, double room - sleeps 4
1 bedroom, desk, iron/ironing board, travel crib

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is CA $110
CA $207 total
includes taxes & fees
Jul 22 - Jul 23
11, Peaceful retreat in Vermont
1 bedroom, desk, iron/ironing board, travel crib

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is CA $110
CA $207 total
includes taxes & fees
Jul 29 - Jul 30
3, cozy pet friendly Vermont retreat - two doubles
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 CA $113
CA $210 total
includes taxes & fees
Jul 20 - Jul 21
6 Bam Boo Cozy escape in the heart of Vermont
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 Old Bennington Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very comfortable. The coffee was good. But,my one note would be there wasn't anything else offered for breakfast that my picky eater teenager would eat."
Sara 1-night trip
Posted 10 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Old Bennington

Old Bennington B&B information

Number of reviews
1,890
Accommodation
28 B&B
Lowest Price
CA $174
Highest Price
CA $564

Frequently asked questions

Searching for B&Bs in Old Bennington?
If you want to find a place to stay with fewer rooms than a hotel and a more personalized environment, a B&B might be just the right fit for your vacation to Old Bennington. When you want to venture out to explore Old Bennington, consider browsing the exhibits at Bennington Museum.
How do you know if a B&B is the best choice for your stay?
Every B&B has its own unique feel. Whether it's a garden for guests to admire or a beautiful breakfast room, the small details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Old Bennington?
Here are some B&Bs in the surrounding area: The Four Chimneys Inn: 11 rooms. 0.2 mi (0.3 km) from the heart of Old Bennington. Enjoy the free full breakfast and unique décor. The Nutmeg: 14 rooms. Situated 16.7 mi (26.9 km) from the heart of Old Bennington. Enjoy the free cooked breakfast and outdoor pool. South Shire: 9 rooms. Located 0.8 mi (1.4 km) from the core of Old Bennington. Enjoy the massage services and bar/lounge.
When is the best time to book my B&B in Old Bennington?
When you're planning your escape to Old 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 Old Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What is there to do in Old Bennington?
When you want to explore some things to do in town, Bennington Museum and Old First Congregational Church are some notable sights to visit. You might also consider a trip to sites like Hemmings Motor News Car Lover's Convenience Store & Vehicle Display or Bennington Center for the Arts if you have time to see more of the area.
How can I get to and around Old Bennington?
Planning your excursions in and around Old Bennington is easier with these transportation options. Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

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