Search B&B in Chesterfield

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B&B in Chesterfield

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
Adams
8.8 out of 10, Excellent, (141)
"It was clean and quiet good Breakfast "
United States
William
The price is AED 638
AED 713 total
includes taxes & fees
17 Nov - 18 Nov
The Trail in Adams - Berkshires’ Art Hotel

Black Walnut Inn

2.0 star property
Amherst
10.0 out of 10, Exceptional, (95)
"Was a wonderful inn and breakfast absolutely delicious!"
United States
Valerie
Black Walnut Inn

UU Rowe Camp and Conference Center

2.0 star property
Rowe
The price is AED 547
AED 578 total
includes taxes & fees
17 Nov - 18 Nov
UU Rowe Camp and Conference Center

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"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!! "
United States
Lorie
The price is AED 925
AED 978 total
includes taxes & fees
25 Nov - 26 Nov
Harbour House Inn

Old Mill Inn

3.0 star property
Hatfield
9.4 out of 10, Exceptional, (499)
"What a lovely stay at this unique property! We loved how quiet and clean our stay was- very welcoming staff. Fun spot for a get away!!!"
United States
Caitlyn
The price is AED 1,426
AED 1,593 total
includes taxes & fees
22 Nov - 23 Nov
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

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. Amherst Inn: 7 rooms. Located 16.6 mi (26.8 km) from the core of Chesterfield. Enjoy the free cooked breakfast and fireplace in the lobby.
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.