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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

B&B in Chesterfield

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, (88)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is AED 854
AED 954 total
includes taxes & fees
30 Sep - 1 Oct
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, (496)
"Loved our stay! "
The price is AED 1,869
AED 2,088 total
includes taxes & fees
4 Oct - 5 Oct
Old Mill Inn
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (47)
"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 AED 993
AED 1,109 total
includes taxes & fees
30 Sep - 1 Oct
Daniel Stebbins House
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, (136)
"We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. "
The price is AED 638
AED 713 total
includes taxes & fees
30 Sep - 1 Oct
The Trail in Adams - Berkshires’ Art Hotel
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (52)
"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 AED 963
AED 1,018 total
includes taxes & fees
30 Sep - 1 Oct
Harbour House Inn
Amherst Inn
Exterior

Amherst Inn

3.0 star property
Amherst 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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Good internet, good hot breakfast, nice beds, good water pressure in shower."
Mary 2-night trip
Posted 1 day ago
Comfort Inn & Suites

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. Old Mill Inn: 12 rooms. 11.9 mi (19.1 km) from the downtown core. Enjoy the deli and unique décor. Daniel Stebbins House: 5 rooms. 16.3 mi (26.3 km) from the heart of downtown. 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.