A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Bennington bed & breakfast

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

1. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is CA $336
CA $367 total
includes taxes & fees
Nov 2 - Nov 3
The Four Chimneys Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.

2. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (137 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
The price is CA $280
CA $321 total
includes taxes & fees
Nov 7 - Nov 8
South Shire
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

3. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (495 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is CA $109
CA $120 total
includes taxes & fees
Nov 1 - Nov 2
Bromley View Inn
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

4. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (392 reviews)
"Super clean, great location and really reasonable per night."
United States
Reagan
The price is CA $198
CA $251 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Manchester
A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

5. North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (164 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is CA $255
CA $281 total
includes taxes & fees
Oct 21 - Oct 22
North Shire Lodge
A swimming pool with a view of a barn and mountains in the background.

6. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (180 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is CA $368
CA $722 total
includes taxes & fees
Nov 15 - Nov 16
Hill Farm Inn
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

7. 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 $365
CA $401 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Ormsby Hill
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

8. Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"Cute little motel. Place was clean and the host was very helpful with any questions I had. The fire area was nice to go relax at the end of the day. Highly recommended a visit if your in the at area."
United States
Ivy B.
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Room 1, peaceful retreat in Manchester - King bed
A grassy outdoor area with red Adirondack chairs and a fire pit.

9. 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 $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Room 7 - family room sleeps 4
A grassy area with a large tree, red chairs, and a building in the background.

10. Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.2 out of 10, Wonderful, (5 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Zen 10, relax and retreat in the heart of Vermont
A grassy area with trees, a building, and red chairs.

11. 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 $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Room 4 - Prickly Pear double room
A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

12. 3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
8.0 out of 10, Very good, (2 reviews)
"Great place! Loved the shared full kitchen! Loved all the seating outdoors to enjoy the mountains!!! Was centrally located to enjoy surrounding areas. Host was very responsive to questions."
United States
Cheryl C.
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
3, cozy pet friendly Vermont retreat - two doubles
A small room with a table and two chairs, a window with curtains, and a lamp on the table.

13. 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 $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Alpine 5, cozy Vermont retreat
A cozy hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

14. Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
8.0 out of 10, Very good, (2 reviews)
"Our dogs and I had a great stay"
United States
Bill W.
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Oceans 8 minutes to Manchester Vermont
A residential area with houses and a well-lit driveway at dusk.

15. 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 $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
6 Bam Boo Cozy escape in the heart of Vermont
A bedroom with a bed, a heart-shaped pillow, and a framed artwork of a cloud on the wall.

16. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Cloud 9 family double sleeps 4
A bedroom with a large painting of a cow, a tufted headboard, and a bed with patterned bedding and decorative pillows.

17. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is CA $112
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
11, Peaceful retreat in Vermont
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

18. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is CA $112
CA $210 total
includes taxes & fees
Oct 20 - Oct 21
Room 2, double room - sleeps 4
A bedroom with a bed, dresser, TV, and a chair.

19. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is CA $157
CA $173 total
includes taxes & fees
Oct 25 - Oct 26
Doveberry Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

20. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (134 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 $65
CA $111 total
includes taxes & fees
Nov 3 - Nov 4
Deerfield Valley Inn
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
"Located on the edge of the downtown area. Room was tastefully done with high ceilings and wood beams. Bathroom was nicely done with tile and large pedestal sink that easily held both of our things. Breakfast was included."
Bruce 1-night trip
Posted 3 hours ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington B&B information

Number of reviews
1,666
Accommodation
26 B&B
Lowest Price
CA $111
Highest Price
CA $722

Frequently asked questions

What are the most popular Bennington Bed and Breakfasts?
The Victorian mansion's Jim-Dandy Suite is an exceptional choice for travellers seeking a truly memorable experience in Bennington, boasting a superb 10.0 rating. This charming suite features a lovely porch and deck, providing an ideal spot to unwind amidst the scenic mountain views. With a fully equipped kitchen, including cookware and a coffee maker, it's superb for those who appreciate the convenience of preparing meals during their stay.

For those interested in rich history and elegant surroundings, The Four Chimneys Inn is a fantastic pick, receiving an impressive 9.6 rating. Nestled in the historical district, this Georgian property offers a delightful atmosphere, and guests rave about the delicious breakfast and the attentive staff. It's an ideal setting for couples looking for a romantic getaway or anyone wanting to soak in the charming local culture.

If you're planning a family adventure or a trip with friends, the Victorian Mansion's Coach Room with Breakfast is an excellent option, also featuring stunning mountain views and access to nearby hiking and biking trails. With amenities like a hot tub and jetted bathtub, it provides a superb blend of relaxation and adventure, making it a wonderful place to create lasting memories together.
What is the nightly rate for a Bed & Breakfast in Bennington?
Prices for B&Bs in Bennington often vary, but you can find a great deal from CA $111 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Bennington B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly B&Bs in Bennington?
The Victorian mansions Coach Room with Breakfast is a delightful choice for families visiting Bennington, Vermont. This charming B&B combines the elegance of historic architecture with modern amenities, ensuring a comfortable experience for all ages. Families will enjoy the spacious rooms that allow for relaxation after a day of exploration, as well as the inviting garden where kids can play while parents unwind.
Are there any romantic B&Bs in Bennington for couples?
For couples seeking a romantic escape, the Victorian mansions Coach Room with Breakfast offers a delightful blend of charm and comfort. Nestled in the picturesque landscape of Bennington, Vermont, this bed and breakfast is surrounded by stunning mountain views, making it an ideal retreat for those looking to reconnect in a serene environment.
What is the difference between a Bennington Bed & Breakfast and a hotel?
Every Bennington B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Bennington B&Bs.

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