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
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 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
9.2 out of 10, Wonderful, (131 reviews)
"Super charming Victorian home. Perfect spot to disconnect and enjoy a restful stay"
United States
Maria Belinda
The price is CA $291
CA $332 total
includes taxes & fees
Sep 1 - Sep 2
South Shire
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

2. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (473 reviews)
"Pleasant stay - excellent breakfast!"
Canada
William
The price is CA $106
CA $117 total
includes taxes & fees
Sep 1 - Sep 2
Bromley View Inn
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

3. 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 $395
CA $431 total
includes taxes & fees
Sep 1 - Sep 2
The Four Chimneys 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, (373 reviews)
"Great staff, great location and beautiful place!"
United States
Lori
The price is CA $194
CA $245 total
includes taxes & fees
Sep 9 - Sep 10
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)
"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 $264
CA $290 total
includes taxes & fees
Sep 1 - Sep 2
North Shire Lodge
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

6. 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 $205 total
includes taxes & fees
Sep 1 - Sep 2
Room 1, peaceful retreat in Manchester - King bed
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
9.6 out of 10, Exceptional, (179 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is CA $416
CA $766 total
includes taxes & fees
Sep 1 - Sep 2
Hill Farm Inn
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

8. 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 $597
CA $656 total
includes taxes & fees
Sep 1 - Sep 2
The Inn at Ormsby Hill
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 $209 total
includes taxes & fees
Sep 2 - Sep 3
Room 7 - family room sleeps 4
A small room with a table and two chairs, a window with curtains, and a lamp on the table.

10. 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 $111
CA $207 total
includes taxes & fees
Sep 2 - Sep 3
Alpine 5, cozy Vermont retreat
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 $146
CA $246 total
includes taxes & fees
Sep 2 - Sep 3
Room 4 - Prickly Pear double room
A cozy hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

12. 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 $134
CA $233 total
includes taxes & fees
Sep 2 - Sep 3
Oceans 8 minutes to Manchester Vermont
A grassy area with a large tree, red chairs, and a building in the background.

13. 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 $149
CA $249 total
includes taxes & fees
Sep 29 - Sep 30
Zen 10, relax and retreat in the heart of Vermont
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

14. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is CA $110
CA $205 total
includes taxes & fees
Sep 2 - Sep 3
Room 2, double room - sleeps 4
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 $117
CA $213 total
includes taxes & fees
Sep 3 - Sep 4
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 $150
CA $250 total
includes taxes & fees
Sep 2 - Sep 3
6 Bam Boo Cozy escape in the heart of Vermont
A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

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

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is CA $112
CA $209 total
includes taxes & fees
Sep 7 - Sep 8
3, cozy pet friendly Vermont retreat - two doubles
A bedroom with a bed, a heart-shaped pillow, and a framed artwork of a cloud on the wall.

18. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is CA $128
CA $226 total
includes taxes & fees
Sep 1 - Sep 2
Cloud 9 family double sleeps 4

19. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
The price is CA $203
CA $223 total
includes taxes & fees
Sep 2 - Sep 3
Doveberry Inn
A large white building with a stone wall and a lawn covered in fallen leaves.

20. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is CA $201
CA $222 total
includes taxes & fees
Sep 1 - Sep 2
Colonel Williams 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

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Going through an upgrade but the room we stayed in was brand new."
Justin 1-night trip
Posted 14 hours ago
Hampton Inn Bennington

Find out more about Bennington

Bennington B&B information

Number of reviews
1,774
Accommodation
26 B&B
Lowest Price
CA $117
Highest Price
CA $766

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 $117 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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