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 $175

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Chesterfield bed & breakfast

Front of property

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 $321
CA $353 total
includes taxes & fees
Aug 2 - Aug 3
The One Cat B&B
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (175 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $206
CA $224 total
includes taxes & fees
Jul 30 - Jul 31
The Carriage Barn Inn
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
The price is CA $424
CA $461 total
includes taxes & fees
Jul 27 - Jul 28
Chesterfield Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 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 $215
CA $237 total
includes taxes & fees
Aug 10 - Aug 11
Colonel Williams Inn
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (59 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is CA $415
CA $457 total
includes taxes & fees
Jul 30 - Jul 31
Inn on Putney Road
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (47 reviews)
"Can’t go wrong with this place."
United States
John
The price is CA $283
CA $308 total
includes taxes & fees
Aug 16 - Aug 17
Four Columns Inn
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (269 reviews)
"Delicious breakfast and great communication throughout! Had a very lovely stay at the Harvest Barn Inn"
Canada
Natalie
The price is CA $223
CA $243 total
includes taxes & fees
Aug 11 - Aug 12
Harvest Barn Inn
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (128 reviews)
"Very friendly and courteous owner, great location 5 mins away from Mount Snow."
United States
Brandon
The price is CA $124
CA $175 total
includes taxes & fees
Aug 18 - Aug 19
Deerfield Valley Inn
Room, 1 Queen Bed, Garden View | Mountain view

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (43 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 $262
CA $286 total
includes taxes & fees
Aug 6 - Aug 7
Windham Hill Inn
Outdoor dining

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 $387
CA $486 total
includes taxes & fees
Aug 23 - Aug 24
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Exterior

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
"Amazing staff and place to stay. Wish it was for more than one night! "
United States
Gregory
The price is CA $279
CA $306 total
includes taxes & fees
Jul 30 - Jul 31
Deerhill 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

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"A charming and unexpected stop! Beautiful property, very comfortable, outdoor games to play and sheep to watch. Everyone was really kind and helpful."
Sally 1-night trip
Posted 3 hours ago
Vikings Villages Resort

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
1,319
Accommodation
13 B&B
Lowest Price
CA $175
Highest Price
CA $486

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 $175 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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