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 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (141 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
$160 nightly
The price is $175
Nov 16 - Nov 17
Total with taxes and fees
South Shire
A large, two-story house with a covered porch and multiple chimneys.

2. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
$249 nightly
The price is $271
Nov 19 - Nov 20
Total with taxes and fees
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, (504 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
$81 nightly
The price is $90
Nov 22 - Nov 23
Total with taxes and fees
Bromley View Inn
A large, snow-covered house with multiple windows and a well-lit porch.

4. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (404 reviews)
"Great place. Great host!"
United States
Zhihao
$178 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
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
$217 nightly
The price is $239
Nov 26 - Nov 27
Total with taxes and fees
North Shire Lodge
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

6. 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
$229 nightly
The price is $252
Nov 22 - Nov 23
Total with taxes and fees
The Inn at Ormsby Hill
A swimming pool with a view of a barn and mountains in the background.

7. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.8 out of 10, Exceptional, (182 reviews)
"Our favorite place to stay!!"
United States
Jennifer
$452 nightly
The price is $493
Dec 15 - Dec 16
Total with taxes and fees
Hill Farm Inn
A small room with a table and two chairs, a window with curtains, and a lamp on the table.

8. Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
7.6 out of 10, Good, (4 reviews)
"Good Service and good place to stay in Vermont!"
United States
Jean frandel
$124 nightly
The price is $137
Nov 16 - Nov 17
Total with taxes and fees
Alpine 5, cozy Vermont retreat
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
Room 7 - family room sleeps 4
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

10. 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.
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Room 1, peaceful retreat in Manchester - King bed
A grassy area with a large tree, red chairs, and a building in the background.

11. 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.
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont
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.
$126 nightly
The price is $139
Nov 16 - Nov 17
Total with taxes and fees
Room 4 - Prickly Pear double room
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

13. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
9.0 out of 10, Wonderful, (2 reviews)
"Great spot"
United States
Bowen S.
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Room 2, double room - sleeps 4
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.
$126 nightly
The price is $139
Nov 16 - Nov 17
Total with taxes and fees
Oceans 8 minutes to Manchester Vermont
A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

15. 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.
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
3, cozy pet friendly Vermont retreat - two doubles
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
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
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
$124 nightly
The price is $137
Nov 16 - Nov 17
Total with taxes and fees
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.

18. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
$131 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
11, Peaceful retreat in Vermont
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
$115 nightly
The price is $126
Nov 16 - Nov 17
Total with taxes and fees
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, (45 reviews)
"Great Unique home, very kind couple that owns the place!"
United States
Juliet
$137 nightly
The price is $150
Nov 16 - Nov 17
Total with taxes and fees
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

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

10/10 Excellent
"We loved our stay! Chris as extremely communicative and accommodating. 10/10 highly recommend."
Angela R. 14-night trip
Posted 1 day ago
Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Find out more about Bennington

Bennington B&B information

Number of reviews
1,098
Accommodation
26 B&B
Lowest Price
$90
Highest Price
$493

Frequently asked questions

What are the most popular Bennington Bed & Breakfasts?
The Victorian mansion's Jim-Dandy Suite is an exceptional choice for travelers 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 B&B in Bennington?
Prices for B&Bs in Bennington often vary, but you can find a great deal from $90 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.
When is the best time to book a B&B in Bennington?
The best time to book a B&B in Bennington is during the vibrant spring months of March to May. This peak season draws visitors looking to immerse themselves in the picturesque beauty of the Green Mountains as they awaken from winter dormancy. With average temperatures ranging from the low 40s to the mid-70s Fahrenheit, this period offers a comfortable climate for outdoor activities like hiking, sightseeing, and exploring the charming downtown area.

March, in particular, is a delightful month to visit. As the snow melts away, the landscape begins to bloom with early spring flowers, creating a stunning backdrop for leisurely strolls and photography. The community also comes alive with various local events and festivals, providing a unique opportunity to experience Bennington's rich culture.

For those seeking a more budget-friendly option, consider visiting in January. While this month is quieter, it presents a chance to enjoy the serene winter beauty of the area, along with opportunities for cozy indoor activities and exploring local art galleries.
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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