20 Best B&B in Chesterfield, MA - Bed and Breakfast from $185

Q: What are the top B&Bs in Chesterfield?

Here are some B&Bs in the surrounding area: Old Mill Inn : 12 rooms. 11.9 mi (19.1 km) from the heart of Chesterfield. Enjoy the deli and unique décor. Black Walnut Inn : 10 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the free full breakfast 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.

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Chesterfield bed & breakfast

1. Old Mill Inn

Hatfield

Sarah

$187 nightly

Sep 21 - Sep 22

Total with taxes and fees

Deluxe Room, 1 King Bed | Hypo-allergenic bedding available, iron/ironing board, WiFi (free)

2. Black Walnut Inn

North Amherst

Kelly

$165 nightly

Sep 14 - Sep 15

Total with taxes and fees

3. Daniel Stebbins House

South Hadley

David

$270 nightly

Sep 7 - Sep 8

Total with taxes and fees

4. The Trail in Adams - Berkshires’ Art Hotel

Adams

Jenna

$180 nightly

Sep 8 - Sep 9

Total with taxes and fees

5. Harbour House Inn

Cheshire

Gregory

$226 nightly

Sep 29 - Sep 30

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

Hotel Northampton

10/10 Excellent

"Excellent location! Beautiful historic building!"

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews	111
Accommodation	18 B&B
Lowest Price	$185
Highest Price	$302

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: Old Mill Inn: 12 rooms. 11.9 mi (19.1 km) from the heart of Chesterfield. Enjoy the deli and unique décor. Black Walnut Inn: 10 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the free full breakfast 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.

Explore a world of travel with Expedia

Western Massachusetts Vacation Rentals

Room 1

Check prices for these dates