Search B&B in Chesterfield

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 9 B&B in Chesterfield with updated reviews, rates, and availability.

The Ellery
Lobby

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (667)
"We love staying here every time we visit Smith"
The price is AED 511
AED 570 total
includes taxes & fees
5 May - 6 May
The Ellery
Black Walnut Inn
Deluxe Studio Suite | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (57)
"great B&B."
The price is AED 726
AED 811 total
includes taxes & fees
4 May - 5 May
Black Walnut Inn
Old Mill Inn
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (478)
"The Old Mill Inn was an incredibly quaint, comfortable, and authentic inn with a bed & breakfast level of hospitality. The breakfast was delicious and the staff was so welcoming. While the location feels somewhat remote, it is absolutely worth making it a destination stay. "
The price is AED 733
AED 819 total
includes taxes & fees
4 May - 5 May
Old Mill 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, (128)
"Best place I have been. Beautiful place. Excellent host. "
The price is AED 638
AED 713 total
includes taxes & fees
7 May - 8 May
The Trail in Adams - Berkshires’ Art Hotel
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"Lovely old inn, beautifully maintained and well-appointed with antiques, overlooking pretty gardens, convenient to the college and town, cared for by delightful proprietors."
The price is AED 993
AED 1,109 total
includes taxes & fees
2 Jun - 3 Jun
Daniel Stebbins House
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is AED 907
AED 959 total
includes taxes & fees
7 May - 8 May
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)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
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
Unique people and pet welcoming haven
Interior

Unique people and pet welcoming haven

Unique people and pet welcoming haven
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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Other property types in Chesterfield

comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (58)
"Great place "
comfort, luxury, privacy
Deluxe Queen Room with 2 Queen Beds
1 bedroom, WiFi, bed sheets

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is AED 437
AED 570 total
includes taxes & fees
4 May - 5 May
Deluxe Queen Room with 2 Queen Beds
Cheerful 1 bedroom
Fridge, microwave, oven, stovetop

Cheerful 1 bedroom

9.8 out of 10, Exceptional, (34)
"This is my third stay here and I am always very happy with the cleanliness. This place is perfect for me and my dog."
Cheerful 1 bedroom
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.

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: The Ellery: 11 mi (17.7 km) from the heart of Chesterfield.Black Walnut Inn: 10 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the free full breakfast and unique décor. Old Mill Inn: 12 rooms. Situated 11.9 mi (19.1 km) from the heart of Chesterfield. Enjoy the deli and unique décor. Daniel Stebbins House: 5 rooms. Located 16.3 mi (26.3 km) from the core of Chesterfield. Enjoy the designer toiletries and arcade game room.
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 Westfield River if you’re hoping to see some of the area’s natural features. You might put Chesterfield Public Library and Chesterfield Town Hall 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.