A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

Find a Bed and Breakfast in Chesterfield from CA $149

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Chesterfield bed & breakfast

Exterior

1. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is CA $409
CA $450 total
includes taxes & fees
Sep 14 - Sep 15
Inn on Putney Road
Land view from property

2. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (54 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is CA $136
CA $149 total
includes taxes & fees
Sep 14 - Sep 15
Four Columns Inn
Front of property

3. 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
The price is CA $201
CA $221 total
includes taxes & fees
Oct 13 - Oct 14
Colonel Williams Inn
Breakfast area

4. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Perfectly clean and quaint. Friendly owner, great location"
United States
Jonathan
The price is CA $210
CA $227 total
includes taxes & fees
Sep 27 - Sep 28
The Carriage Barn Inn
Property entrance

5. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The price is CA $408
CA $449 total
includes taxes & fees
Sep 16 - Sep 17
The One Cat B&B
Front of property

6. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (178 reviews)
"David was incredibly hospitable. I thoroughly enjoyed my stay. "
United States
Amy
The price is CA $244
CA $258 total
includes taxes & fees
Sep 21 - Sep 22
Centennial House
Porch

7. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (279 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is CA $236
CA $258 total
includes taxes & fees
Sep 23 - Sep 24
Harvest Barn Inn
Outdoor dining

8. Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is CA $381
CA $480 total
includes taxes & fees
Sep 20 - Sep 21
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Exterior

9. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 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
The price is CA $121
CA $171 total
includes taxes & fees
Sep 16 - Sep 17
Deerfield Valley Inn
Room, 1 Queen Bed, Garden View | Mountain view

10. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (45 reviews)
"The view of mountains id stunning, as is the aroma of fresh air and the enchanting songbirds. We had a great time in the small but adequate swimming pool. It is easy to miss the turn onto Laurence Lane, so it would be good if a sign were to be installed there."
United States
Nadine
The price is CA $331
CA $361 total
includes taxes & fees
Sep 29 - Sep 30
Windham Hill Inn
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 Chesterfield Hotel Reviews

The White House Inn

The White House Inn

10/10 Excellent
"Stunning property, helpful and kind staff. Loved our trip"
Stephen 2-night trip
Posted less than an hour ago
The White House Inn

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
1,259
Accommodation
14 B&B
Lowest Price
CA $149
Highest Price
CA $450

Frequently asked questions

What is the nightly rate for a B&B in Chesterfield?
Prices for B&Bs in Chesterfield often vary, but you can find a great deal from CA $149 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesterfield 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.
What is the difference between a Chesterfield Bed and Breakfast and a hotel?
Every Chesterfield 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 Chesterfield B&Bs.

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