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Compare 2 Resorts in Chesterfield with updated reviews, rates, and availability.

Other property types in Chesterfield

"Very clean and nice apartment in a pleasant little city."

SAR 975 total

includes taxes & fees

23 Jun - 24 Jun

Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

"We loved our time, very cozy cabin"

"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"

SAR 1,052 total

includes taxes & fees

2 Jul - 3 Jul

Frequently asked questions

What can I expect from a resort vacation in Chesterfield?

You deserve a getaway, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Chesterfield. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.

What can I do in Chesterfield?

Chesterfield Gorge and Westfield River are a few of the interesting sights to visit. In the area, other attractions include Look Memorial Park and Smith College Botanic Garden.

What's the weather like in Chesterfield?

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 April, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Chesterfield?

Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.