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

SAR 976 total

includes taxes & fees

30 Jun - 1 Jul

"Cute & clean house, awesome location right on the water, great for swimming/fishing/kayaking plus super close to the store for any supplies. Thanks again!"

"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."

Frequently asked questions

What can I expect from a motel trip to Chesterfield?

If you’re having a hard time finding motels in Chesterfield, let us help you find motels or similar properties from over 410 accommodations in the larger area. Simply use our search tools to filter by price per night or cost-effective amenities such as free breakfast and free airport transportation.

What are motels like?

At many motels, you’ll often find an outdoor pool and free parking. When you stay at a motel property, you’ll usually access your room directly from the parking lot. The first motels popped up in the 1920s as a convenient place to stay for the weary traveler taking a road trip along America’s major roadways.

What things can I to do in Chesterfield?

Enjoy nature with a stop at Chesterfield Gorge and Westfield River. You’ll find these family-friendly sights in the area: Volleyball Hall of Fame, Spare Time Bowling, and Lamson and Goodnow. While you’re checking out the area, consider visiting Look Memorial Park, Smith College Botanic Garden, and Smith College.

What's the weather like in Chesterfield?

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Chesterfield to help you plan yours: 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 are my options for getting around Chesterfield when staying in a motel?

We’ve gathered some information about local transportation options in Chesterfield to help you navigate your stay: Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) away from the heart of the city. Otherwise, look 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.