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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Bennington bed & breakfast

A room with wooden paneling, a piano, a chair, and a door leading to another room.

1. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (138 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is CA $251
CA $289 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

2. 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 $331
CA $361 total
includes taxes & fees
Nov 2 - Nov 3
The Four Chimneys Inn
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, (500 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is CA $120
CA $132 total
includes taxes & fees
Nov 22 - Nov 23
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, (397 reviews)
"Amazing place in a beautiful setting!"
United States
Dawn
The price is CA $195
CA $247 total
includes taxes & fees
Nov 11 - Nov 12
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, (165 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is CA $251
CA $276 total
includes taxes & fees
Oct 29 - Oct 30
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, (181 reviews)
"We celebrated our 46th wedding anniversary at Hill Farm. Our stay was very relaxing. All of the staff at the Inn and the restaurant were absolutely wonderful. We are looking forward to our next stay. Thank you."
United States
Bob
The price is CA $363
CA $710 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 $363
CA $399 total
includes taxes & fees
Nov 12 - Nov 13
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 $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
Room 1, peaceful retreat in Manchester - King bed
A grassy area with a large tree, red chairs, and a building in the background.

9. 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 $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
Zen 10, relax and retreat in the heart of Vermont
A grassy outdoor area with red Adirondack chairs and a fire pit.

10. 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
Oct 28 - Oct 29
Room 7 - family room sleeps 4
A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

11. 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 $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
3, cozy pet friendly Vermont retreat - two doubles
A grassy area with trees, a building, and red chairs.

12. 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 $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
Room 4 - Prickly Pear double room
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 $110
CA $207 total
includes taxes & fees
Oct 28 - Oct 29
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 $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
Oceans 8 minutes to Manchester Vermont
A bedroom with a large painting of a cow, a tufted headboard, and a bed with patterned bedding and decorative pillows.

15. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is CA $110
CA $207 total
includes taxes & fees
Oct 28 - Oct 29
11, Peaceful retreat in Vermont
A residential area with houses and a well-lit driveway at dusk.

16. 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 $110
CA $207 total
includes taxes & fees
Nov 16 - Nov 17
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.

17. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is CA $110
CA $207 total
includes taxes & fees
Nov 2 - Nov 3
Cloud 9 family double sleeps 4
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 $110
CA $207 total
includes taxes & fees
Oct 28 - Oct 29
Room 2, double room - sleeps 4
A two-story building with a blue exterior, a wooden front porch, and a sign indicating a vacancy.

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 $172 total
includes taxes & fees
Nov 3 - Nov 4
Doveberry Inn
A two-story house with a porch, a fountain, and a flag.

20. Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
2.0 star property
Poultney
10.0 out of 10, Exceptional, (43 reviews)
"Great Unique home, very kind couple that owns the place!"
United States
Juliet
The price is CA $190
CA $207 total
includes taxes & fees
Oct 31 - Nov 1
Bentley House Bed and Breakfast
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

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Breakfast had cooked oatmeal And had 3 main items for breakfast each day"
paul 2-night trip
Posted 2 days ago
Hampton Inn Bennington

Find out more about Bennington

Bennington B&B information

Number of reviews
1,859
Accommodation
26 B&B
Lowest Price
CA $132
Highest Price
CA $710

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 $132 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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