Search B&B in Chesterfield

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Chesterfield bed & breakfast

Deluxe Studio Suite | Hypo-allergenic bedding, individually decorated, individually furnished
Black Walnut Inn

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (98)
"Was a wonderful inn and breakfast absolutely delicious!"
United States
Valerie
Black Walnut Inn
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is AED 638
AED 713 total
includes taxes & fees
5 Jan - 6 Jan
The Trail in Adams - Berkshires’ Art Hotel
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"Nice place for a weekend away."
United States
Gregory
The price is AED 790
AED 835 total
includes taxes & fees
7 Jan - 8 Jan
Harbour House Inn
Front of property
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
The price is AED 547
AED 578 total
includes taxes & fees
5 Jan - 6 Jan
UU Rowe Camp and Conference Center
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels
Old Mill Inn

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (501)
"Loved our stay! "
United States
Jay
Old Mill 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

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Room was very nice. Staff was pleasant and helpful. The fresh baked cookies at check in were a nice touch with the complimentary water and chips. Very modern"
Courtney 2-night trip
Posted 1 day ago
Blue – A Modern Hotel, an Ascend Collection Hotel

Frequently asked questions

Searching for B&Bs in Chesterfield?
If you want to find an accommodation with a small number of rooms and a cozy environment, a B&B might be a great fit for your trip to Chesterfield. While you're here, you can get to know Chesterfield by exploring its natural beauty. Consider a stop by Chesterfield Gorge and Knightville Dam & Reservation.
How do you know if a B&B is the best choice for your stay?
With attentive service, an atmosphere suited to mingling with other guests, and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting.
What are the top B&Bs in Chesterfield?
Here are some B&Bs in the surrounding area: Black Walnut Inn: 10 rooms. 15.8 mi (25.4 km) from the heart of Chesterfield. Enjoy the free full breakfast and unique décor. Daniel Stebbins House: 5 rooms. 16.3 mi (26.3 km) from the downtown core. Enjoy the designer toiletries and arcade game room. Old Mill Inn: 12 rooms. Situated 11.9 mi (19.1 km) from the heart of Chesterfield. Enjoy the deli and unique décor.
What's the best time of year to stay at a B&B in Chesterfield?
When you're dreaming of a trip to Chesterfield, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Chesterfield?
Spend some time exploring Chesterfield Gorge and Chesterfield Gorge Reservation if you're hoping to see some of the area's natural features. You might put Chesterfield Public Library and Krug Sugarbush on your list if you want to see more of the area.
How can I get to and around Chesterfield?
Planning your excursions in and around Chesterfield is easier with these transportation options. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) away from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.