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

Find a Bed and Breakfast in Bennington County from CA $116

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
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Top Cities in Bennington County

A white building with black shutters, a sign for Covey & NY, and an American flag.
B&BB&B

Manchester

Manchester

Our top choices for Bennington County bed & breakfast

Lounge

1. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (472 reviews)
"Pleasant stay - excellent breakfast!"
Canada
William
The price is CA $106
CA $116 total
includes taxes & fees
Aug 30 - Aug 31
Bromley View Inn
Property grounds

2. 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
Library

3. 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 $285
CA $326 total
includes taxes & fees
Aug 31 - Sep 1
South Shire
Exterior

4. 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 $263
CA $289 total
includes taxes & fees
Sep 2 - Sep 3
North Shire Lodge
Outdoor pool, sun loungers

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
The price is CA $409
CA $758 total
includes taxes & fees
Aug 31 - Sep 1
Hill Farm Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

6. 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
Aug 31 - Sep 1
The Four Chimneys Inn
Front of property - evening/night

7. 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 $583
CA $641 total
includes taxes & fees
Sep 6 - Sep 7
The Inn at Ormsby Hill
1 bedroom, desk, iron/ironing board, travel crib

8. 3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is CA $121
CA $218 total
includes taxes & fees
Sep 8 - Sep 9
3, cozy pet friendly Vermont retreat - two doubles
Exterior

9. 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
Exterior

10. Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is CA $110
CA $205 total
includes taxes & fees
Aug 31 - Sep 1
Room 2, double room - sleeps 4
Property grounds

11. 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 $124
CA $221 total
includes taxes & fees
Sep 2 - Sep 3
Room 7 - family room sleeps 4
Dining

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 CA $118
CA $215 total
includes taxes & fees
Aug 31 - Sep 1
Alpine 5, cozy Vermont retreat
Property grounds

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 $150
CA $250 total
includes taxes & fees
Sep 9 - Sep 10
Zen 10, relax and retreat in the heart of Vermont
Exterior

14. 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 $120
CA $217 total
includes taxes & fees
Sep 1 - Sep 2
Room 1, peaceful retreat in Manchester - King bed
Property grounds

15. 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 $150
CA $250 total
includes taxes & fees
Sep 9 - Sep 10
Room 4 - Prickly Pear double room
1 bedroom, desk, iron/ironing board, travel crib

16. 11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is CA $110
CA $205 total
includes taxes & fees
Aug 31 - Sep 1
11, Peaceful retreat in Vermont
Game room

17. 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
Exterior

18. 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 $127
CA $225 total
includes taxes & fees
Aug 31 - Sep 1
6 Bam Boo Cozy escape in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel crib

19. 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 $146
CA $246 total
includes taxes & fees
Aug 31 - Sep 1
Oceans 8 minutes to Manchester Vermont
1 bedroom, desk, iron/ironing board, travel crib

20. Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is CA $142
CA $241 total
includes taxes & fees
Sep 1 - Sep 2
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

Toll Road Inn

Toll Road Inn

10/10 Excellent
"We absolutely loved the toll road hotel! Mike was amazing behind the desk, extremely friendly and welcoming! Enjoyed all the amenities and would highly recommend it as a place to stay"
Kathaleen 2-night trip
Posted 21 hours ago
Toll Road Inn

Find out more about Bennington County

Bennington County B&B information

Number of reviews
1,415
Accommodation
26 B&B
Lowest Price
CA $116
Highest Price
CA $758

Explore a world of travel with Expedia