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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Old Bennington bed & breakfast

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

1. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 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 $525
CA $572 total
includes taxes & fees
Sep 9 - Sep 10
The Four Chimneys Inn
Library

2. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (132 reviews)
"Super charming Victorian home. Perfect spot to disconnect and enjoy a restful stay"
United States
Maria Belinda
The price is CA $287
CA $328 total
includes taxes & fees
Sep 9 - Sep 10
South Shire
Outdoor wedding area

3. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
The price is CA $249
CA $274 total
includes taxes & fees
Sep 8 - Sep 9
The Nutmeg
Exterior

4. North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (164 reviews)
"Wonderful find in Vermont. The staff provides what you need while maintaining a room for your privacy. Everything is in the vincinity with each access."
United States
Libin K
The price is CA $263
CA $289 total
includes taxes & fees
Sep 8 - Sep 9
North Shire Lodge
Standard Double Room

5. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
The price is CA $199
CA $219 total
includes taxes & fees
Sep 14 - Sep 15
Doveberry Inn
Terrace/patio

6. 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, (156 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is CA $239
CA $267 total
includes taxes & fees
Sep 22 - Sep 23
The Trail in Adams - Berkshires’ Art Hotel
Porch

7. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (206 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is CA $345
CA $390 total
includes taxes & fees
Sep 9 - Sep 10
The Wilmington Inn
Garden

8. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is CA $239
CA $263 total
includes taxes & fees
Sep 8 - Sep 9
Big Bears Lodge
Outdoor pool, sun loungers

9. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (179 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is CA $414
CA $762 total
includes taxes & fees
Sep 8 - Sep 9
Hill Farm Inn
Exterior

10. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is CA $116
CA $165 total
includes taxes & fees
Sep 21 - Sep 22
Deerfield Valley Inn
Property grounds

11. 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 $132
CA $230 total
includes taxes & fees
Sep 29 - Sep 30
Room 7 - family room sleeps 4
Front of property - evening/night

12. The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (172 reviews)
"It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people."
United States
Victoria
The price is CA $594
CA $653 total
includes taxes & fees
Sep 8 - Sep 9
The Inn at Ormsby Hill
Property grounds

13. Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
10.0 out of 10, Exceptional, (1 review)
"Awesome place to stay - loved it!"
United States
Kristin J.
The price is CA $148
CA $248 total
includes taxes & fees
Sep 29 - Sep 30
Room 4 - Prickly Pear double room
Property grounds

14. 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 $148
CA $248 total
includes taxes & fees
Sep 15 - Sep 16
Zen 10, relax and retreat in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel crib

15. 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 $148
CA $248 total
includes taxes & fees
Sep 29 - Sep 30
Oceans 8 minutes to Manchester Vermont
Dining

16. 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 $132
CA $230 total
includes taxes & fees
Sep 29 - Sep 30
Alpine 5, cozy Vermont retreat
1 bedroom, desk, iron/ironing board, travel crib

17. 3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is CA $131
CA $228 total
includes taxes & fees
Sep 10 - Sep 11
3, cozy pet friendly Vermont retreat - two doubles
Exterior

18. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is CA $128
CA $225 total
includes taxes & fees
Sep 28 - Sep 29
Room 2, double room - sleeps 4
1 bedroom, desk, iron/ironing board, travel crib

19. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is CA $132
CA $230 total
includes taxes & fees
Sep 29 - Sep 30
11, Peaceful retreat in Vermont
1 bedroom, desk, iron/ironing board, travel crib

20. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is CA $147
CA $246 total
includes taxes & fees
Sep 9 - Sep 10
Cloud 9 family double sleeps 4
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

Knotty Pine

Knotty Pine

10/10 Excellent
"The room was what we needed for the weekend. We didn’t spend a lot of time there, we were vendors at the Bennington garlic festival. But, we got a good night sleep and it was very comfortable."
Theresa 2-night trip
Posted 2 hours ago
Knotty Pine

Find out more about Old Bennington

Old Bennington B&B information

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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. South Shire: 9 rooms. 0.8 mi (1.4 km) from the downtown core. Enjoy the massage services and bar/lounge. The Nutmeg: 14 rooms. Located 16.7 mi (26.9 km) from the core of Old Bennington. Enjoy the free cooked breakfast and outdoor pool.
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 Bennington Potters Yard or Prospect Mountain Cross-Country Ski Center 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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