20 Best B&B in Bennington, VT - Bed and Breakfast from $99

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

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

1. The Four Chimneys Inn

Bennington

Robert

$249 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

2. South Shire

Bennington

Jorge

$212 nightly

Oct 29 - Oct 30

Total with taxes and fees

A cozy room with a fireplace, green sofas, a pool table, and a lamp.

3. Bromley View Inn

Bondville

William

$90 nightly

Nov 1 - Nov 2

Total with taxes and fees

A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

4. The Inn at Manchester

Manchester Village Historic District

Reagan

$178 nightly

Nov 1 - Nov 2

Total with taxes and fees

A swimming pool with a view of a barn and mountains in the background.

5. Hill Farm Inn

Arlington

Jennifer

$505 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Manchester

Ivy B.

$134 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

Manchester Center

Victoria

$241 nightly

Nov 10 - Nov 11

Total with taxes and fees

A grassy outdoor area with red Adirondack chairs and a fire pit.

8. Room 7 - family room sleeps 4

Manchester

Kuan-Chung

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

Manchester

Jennifer C.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A grassy area with trees, a building, and red chairs.

10. Room 4 - Prickly Pear double room

Manchester

Kristin J.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

11. 3, cozy pet friendly Vermont retreat - two doubles

Manchester

Cheryl C.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A small room with a table and two chairs, a window with curtains, and a lamp on the table.

12. Alpine 5, cozy Vermont retreat

Manchester

Shuo P.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A cozy hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

13. Oceans 8 minutes to Manchester Vermont

Manchester

Bill W.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A residential area with houses and a well-lit driveway at dusk.

14. 6 Bam Boo Cozy escape in the heart of Vermont

Manchester

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A bedroom with a bed, a heart-shaped pillow, and a framed artwork of a cloud on the wall.

15. Cloud 9 family double sleeps 4

Manchester

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

16. Room 2, double room - sleeps 4

Manchester

$134 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

Manchester

$134 nightly

Oct 20 - Oct 21

Total with taxes and fees

A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

18. North Shire Lodge

Manchester Center

Jesse

A bedroom with a bed, dresser, TV, and a chair.

19. Doveberry Inn

West Dover

Veronica

$111 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story house with a porch, a fountain, and a flag.

20. Bentley House Bed and Breakfast

Poultney

Joana Marie

$122 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Bennington Hotel Reviews

New Englander Inn Bennington

8/10 Good

"Was a nice quiet place. Friendly staff."

Knotty Pine

8/10 Good

"I felt a little abandoned by the manager because she had very limite hours when she was available. The was pleasant and responsive when we did see her, but . . . Bathroom was clean and all, but design didn't allow space for a woman to lay out makeup and personal items. Very limited. Beds were very comfortable. Glad to have frig and microwave."

Perfect for a peaceful get away in clean fresh Vermont air!

10/10 Excellent

"We had such an enjoyable and peaceful get away at the Honey Bear Cabin! It was so warm and inviting right from entering the cabin with its warm, cozy atmosphere. Waking up and enjoying the sunrise on the pond with a great cup of coffee was the best! The bed was so comfy and the decor was rustic and adorable. We felt like it was a little peace of heaven with the beautiful pond, bees and dragonflies surrounding the property. LindaJane was an exceptional and thoughtful host. She made our 40th wedding anniversary very special. The communication was prompt and LindaJane checked into make sure our stay was comfortable and enjoyable. Our dog Luna loved the dog toys and snacks that were supplied by Linda and she loved her walks amongst the property and country road. We’re so glad we had such a relaxing and fun time! We’ll definitely be back!"

Hampton Inn Bennington

8/10 Good

"The hotel is nearly complete with its renovation, therefore, a very new feel. It is a bit smaller than other Hampton Inns however convenient to reach. Our room was very clean the the staff was amazingly helpful! The breakfast was a bit limited in size however adequate. No microwave in our room."

Starlight Inn

8/10 Good

"Very nice old school Vermont motor inn. Dated decor, but all clean and well maintained. Except the shower. The shower was clean, but even with only a few people in the motel getting consistent hot/cold water was difficult. Literally our only complaint. Very good location to downtown, too. Only about 4 1/2 miles from Bennington College if you are visiting."

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Bennington B&B information

Number of reviews	1,692
Accommodation	26 B&B
Lowest Price	$99
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 $99 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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Bennington Vacation Rentals

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Our top choices for Bennington bed & breakfast

1. The Four Chimneys Inn

2. South Shire

3. Bromley View Inn

4. The Inn at Manchester

5. Hill Farm Inn

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

7. The Inn at Ormsby Hill

8. Room 7 - family room sleeps 4

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

10. Room 4 - Prickly Pear double room

11. 3, cozy pet friendly Vermont retreat - two doubles

12. Alpine 5, cozy Vermont retreat

13. Oceans 8 minutes to Manchester Vermont

14. 6 Bam Boo Cozy escape in the heart of Vermont

15. Cloud 9 family double sleeps 4

16. Room 2, double room - sleeps 4

17. 11, Peaceful retreat in Vermont

18. North Shire Lodge

19. Doveberry Inn

20. Bentley House Bed and Breakfast

Top Bennington Hotel Reviews

New Englander Inn Bennington

Knotty Pine

South Shire

Perfect for a peaceful get away in clean fresh Vermont air!

Hampton Inn Bennington

Starlight Inn

Cozy Loft steps from VT Downtown

The Four Chimneys Inn

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Find out more about Bennington

Bennington B&B information

Frequently asked questions

Explore a world of travel with Expedia

Book Bennington Bed & Breakfast

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Bennington bed & breakfast

1. The Four Chimneys Inn

2. South Shire

3. Bromley View Inn

4. The Inn at Manchester

5. Hill Farm Inn

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

7. The Inn at Ormsby Hill

8. Room 7 - family room sleeps 4

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

10. Room 4 - Prickly Pear double room

11. 3, cozy pet friendly Vermont retreat - two doubles

12. Alpine 5, cozy Vermont retreat

13. Oceans 8 minutes to Manchester Vermont

14. 6 Bam Boo Cozy escape in the heart of Vermont

15. Cloud 9 family double sleeps 4

16. Room 2, double room - sleeps 4

17. 11, Peaceful retreat in Vermont

18. North Shire Lodge

19. Doveberry Inn

20. Bentley House Bed and Breakfast

Top Bennington Hotel Reviews

New Englander Inn Bennington

Find out more about Bennington

Bennington B&B information

Frequently asked questions

Explore a world of travel with Expedia