A house on a grassy hill surrounded by autumn-colored trees.

B&B in Bennington County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Top Cities in Bennington County

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

Bennington

Bennington

Our top choices for Bennington County bed & breakfast

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

1. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (495 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is AED 293
AED 322 total
includes taxes & fees
1 Nov - 2 Nov
Bromley View Inn
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

2. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (391 reviews)
"Super clean, great location and really reasonable per night."
United States
Reagan
The price is AED 512
AED 648 total
includes taxes & fees
1 Nov - 2 Nov
The Inn at Manchester
A room with wooden paneling, a piano, a chair, and a door leading to another room.

3. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (137 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
The price is AED 723
AED 828 total
includes taxes & fees
7 Nov - 8 Nov
South Shire
A swimming pool with a view of a barn and mountains in the background.

4. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (180 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is AED 1,098
AED 2,024 total
includes taxes & fees
25 Oct - 26 Oct
Hill Farm Inn
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)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is AED 857
AED 943 total
includes taxes & fees
15 Oct - 16 Oct
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
The price is AED 951
AED 1,046 total
includes taxes & fees
10 Nov - 11 Nov
The Inn at Ormsby Hill
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

7. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is AED 869
AED 947 total
includes taxes & fees
1 Nov - 2 Nov
The Four Chimneys Inn
A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

8. 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.
The price is AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
3, cozy pet friendly Vermont retreat - two doubles
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

9. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is AED 289
AED 543 total
includes taxes & fees
19 Oct - 20 Oct
Room 2, double room - sleeps 4
A grassy outdoor area with red Adirondack chairs and a fire pit.

10. 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 AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Room 7 - family room sleeps 4
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 AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Room 4 - Prickly Pear double room
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

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 AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Alpine 5, cozy Vermont retreat
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
9.2 out of 10, Wonderful, (5 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Zen 10, relax and retreat in the heart of Vermont
A spacious indoor area with a pool table, comfortable seating, and a wood-burning stove.

14. Entire Hotel • 50 Person Capacity Bromley View Inn

Entire Hotel • 50 Person Capacity Bromley View Inn
Winhall
Entire Hotel • 50 Person Capacity Bromley View Inn
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 AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
11, Peaceful retreat in Vermont
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

16. 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 AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Room 1, peaceful retreat in Manchester - King bed
A residential area with houses and a well-lit driveway at dusk.

17. 6 Bam Boo Cozy escape in the heart of Vermont

6 Bam Boo Cozy escape in the heart of Vermont
Manchester
The price is AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
6 Bam Boo Cozy escape in the heart of Vermont
A cozy hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

18. 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.
The price is AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Oceans 8 minutes to Manchester Vermont
A lush garden with a stone wall, a large tree, and a mountain in the background.

19. Arlington's West Mountain Inn

Arlington's West Mountain Inn
3.0 star property
Arlington
8.4 out of 10, Very good, (157 reviews)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
United States
Edward
Arlington's West Mountain Inn
A bedroom with a bed, a heart-shaped pillow, and a framed artwork of a cloud on the wall.

20. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is AED 289
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Cloud 9 family double sleeps 4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington County Hotel Reviews

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Parking was great; right at your door step. Room was clean and roomy. Location is great."
Bryan 1-night trip
Posted 1 hour ago
Aspen At Manchester

Explore a world of travel with Expedia