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

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Our top choices for Bennington bed & breakfast

1. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (134 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
$217 nightly
The price is $237
Sep 20 - Sep 21
Total with taxes and fees
South Shire

2. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (381 reviews)
"It was in a great location- breakfast was delicious-room was nicely appointed"
United States
Ann
$270 nightly
The price is $297
Sep 20 - Sep 21
Total with taxes and fees
The Inn at Manchester

3. 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
$207 nightly
The price is $228
Sep 20 - Sep 21
Total with taxes and fees
North Shire Lodge

4. 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.
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Room 1, peaceful retreat in Manchester - King bed

5. 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
$505 nightly
The price is $551
Sep 21 - Sep 22
Total with taxes and fees
Hill Farm Inn

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
$352 nightly
The price is $387
Oct 19 - Oct 20
Total with taxes and fees
The Inn at Ormsby Hill

7. 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
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Room 7 - family room sleeps 4

8. 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.
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Room 4 - Prickly Pear double room

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

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.6 out of 10, Exceptional, (4 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont

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.
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Alpine 5, cozy Vermont retreat

11. 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.
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Oceans 8 minutes to Manchester Vermont

12. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
$136 nightly
The price is $150
Sep 29 - Sep 30
Total with taxes and fees
11, Peaceful retreat in Vermont

13. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
$146 nightly
The price is $162
Sep 29 - Sep 30
Total with taxes and fees
Room 2, double room - sleeps 4

14. 3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
$166 nightly
The price is $184
Sep 24 - Sep 25
Total with taxes and fees
3, cozy pet friendly Vermont retreat - two doubles

15. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
$172 nightly
The price is $189
Sep 22 - Sep 23
Total with taxes and fees
Cloud 9 family double sleeps 4

16. 6 Bam Boo Cozy escape in the heart of Vermont

6 Bam Boo Cozy escape in the heart of Vermont
Manchester
$139 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
6 Bam Boo Cozy escape in the heart of Vermont

17. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
$163 nightly
The price is $179
Oct 19 - Oct 20
Total with taxes and fees
Doveberry Inn

18. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 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
$158 nightly
The price is $173
Sep 22 - Sep 23
Total with taxes and fees
Colonel Williams Inn

19. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 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
$132 nightly
The price is $145
Sep 23 - Sep 24
Total with taxes and fees
Deerfield Valley Inn

20. 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
$166 nightly
The price is $185
Sep 21 - Sep 22
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
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

Find out more about Bennington

Bennington B&B information

Number of reviews
1,534
Accommodation
26 B&B
Lowest Price
$145
Highest Price
$551

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 $145 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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