Bennington B&B | Expedia

Q: What are the top B&Bs in Bennington?

Here are some B&Bs to look at in Bennington: South Shire : 9 rooms. Enjoy the massage services and bar/lounge. The Four Chimneys Inn : 11 rooms. Enjoy the free full breakfast and unique decor.

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

HK$2,023 total

includes taxes & fees

1 Nov - 2 Nov

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

2. South Shire

Bennington

Jorge

HK$1,751 total

includes taxes & fees

30 Oct - 31 Oct

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

3. Bromley View Inn

Bondville

William

HK$697 total

includes taxes & fees

1 Nov - 2 Nov

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

HK$1,385 total

includes taxes & fees

1 Nov - 2 Nov

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

5. Hill Farm Inn

Arlington

Jennifer

HK$4,323 total

includes taxes & fees

25 Oct - 26 Oct

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.

HK$1,159 total

includes taxes & fees

19 Oct - 20 Oct

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

HK$2,236 total

includes taxes & fees

10 Nov - 11 Nov

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

8. Room 7 - family room sleeps 4

Manchester

Kuan-Chung

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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.

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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

10. Room 4 - Prickly Pear double room

Manchester

Kristin J.

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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.

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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.

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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.

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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

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

Manchester

HK$1,159 total

includes taxes & fees

2 Nov - 3 Nov

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

HK$1,159 total

includes taxes & fees

9 Nov - 10 Nov

16. Room 2, double room - sleeps 4

Manchester

HK$1,159 total

includes taxes & fees

19 Oct - 20 Oct

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

HK$1,159 total

includes taxes & fees

20 Oct - 21 Oct

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

HK$1,049 total

includes taxes & fees

25 Oct - 26 Oct

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

20. Bentley House Bed and Breakfast

Poultney

Joana Marie

HK$1,262 total

includes taxes & fees

13 Oct - 14 Oct

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Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Nice clean place. Was given an upgrade and room was beautiful. Loved the Sauna. Good breakfast"

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."

Find out more about Bennington

Bennington B&B information

Number of reviews	1,692
Accommodation	26 B&B
Lowest Price	HK$697
Highest Price	HK$4,323

Frequently asked questions

Searching for B&Bs in Bennington?

If you're hoping for something a little different than your standard hotel experience, a bed and breakfast could be a great option for your getaway. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Bennington Museum and Robert Frost Stone House Museum while you're in town.

Are you interested in an apartment for your stay?

B&Bs all have a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.

What are the top B&Bs in Bennington?

Here are some B&Bs to look at in Bennington: South Shire: 9 rooms. Enjoy the massage services and bar/lounge. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique decor.

What's the best time of year to book my B&B in Bennington?

When you're planning your escape to Bennington, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.

What is there to do in Bennington?

If you're looking for some things to do on you trip, travellers enjoy Bennington for its skiing and hiking. If you're looking for some activities to entertain you on your trip, consider visiting Prospect Mountain Nordic Ski Center and Prospect Mountain Cross-Country Ski Center. You should put Woodford State Park and Green Mountain National Forest on your list if you want to see more of the area.

How can I get to and around Bennington?

Planning your excursions in and around Bennington is easier with these transportation options. Fly into Albany, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) away. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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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

Hotel Vervana, Trademark Collection by Wyndham

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

Find out more about Bennington

Bennington B&B information

Frequently asked questions

Explore a world of travel with Expedia

Search B&B in Bennington

Change your mind

Treat yourself

Be picky

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

Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington B&B information

Frequently asked questions

Explore a world of travel with Expedia