Find a Bed and Breakfast in Chesterfield from CA $180

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chesterfield B&B

The Ellery
Lobby

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (783)
"Wonderful breakfast and cute and cozy lobby "
The price is CA $180
CA $201 total
includes taxes & fees
Aug 17 - Aug 18
The Ellery
Black Walnut Inn
Deluxe Studio Suite

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (77)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is CA $307
CA $343 total
includes taxes & fees
Sep 8 - Sep 9
Black Walnut Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (132)
"Stayed only one night Very cosy, quiet place "
The price is CA $261
CA $292 total
includes taxes & fees
Aug 12 - Aug 13
The Trail in Adams - Berkshires’ Art Hotel
Old Mill Inn
Room, River View (The Williamsburg Suite) | Private kitchen

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (488)
"The staff were very polite and accomodatin"
The price is CA $290
CA $324 total
includes taxes & fees
Aug 10 - Aug 11
Old Mill Inn
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (46)
"The area is lovely and this building is full of history but they have managed to fit modern air-conditioning into this 226 year old building. "
The price is CA $371
CA $415 total
includes taxes & fees
Aug 10 - Aug 11
Daniel Stebbins House
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is CA $324
CA $343 total
includes taxes & fees
Sep 8 - Sep 9
Harbour House Inn
The Red Door B&B
Interior

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
The Red Door B&B
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
UU Rowe Camp and Conference Center
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

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"Very clean room & bathrooms. Comfortable beds and bedding. "
Caitlin 1-night trip
Posted 1 day ago
Tru by Hilton Chicopee Springfield

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chesterfield?
Prices for B&Bs in Chesterfield often vary, but you can find a great deal from CA $180 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.