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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare Motels in Chesterfield with updated reviews, rates, and availability.

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Other property types in Chesterfield

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is SAR 563
SAR 855 total
includes taxes & fees
17 Feb - 18 Feb
Berkshire Village Carriage House - Super Private!!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Pristine Home In Becket Woods

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.

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 450 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 are the best motels in Chesterfield?
Here are some of our customers’ top motels to choose from in the larger area. Motel 6 Chicopee, MA - Springfield is located 21.6 mi (34.8 km) from the heart of Chesterfield. Enjoy access to the terrace, laundry facilities, and 24-hour front desk. FairBridge Inn Express: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Chesterfield is 19.3 mi (31 km) away. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 21.8 mi (35.1 km) from the heart of Chesterfield. Riverdale Inn: Central Chesterfield is 20.2 mi (32.5 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Sunset Inn: 21.5 mi (34.6 km) from the heart of Chesterfield. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking.
What things can I to do in Chesterfield?
These are some of the parks and outdoorsy places: Chesterfield Gorge, Westfield River, and Chesterfield Gorge Reservation. You’ll find these family-friendly sights in the area: Shelburne Falls Bowling Alley, Volleyball Hall of Fame, and Land of Providence. During your trip, here are some other places to visit: Chesterfield Public Library, Chesterfield Town Hall, and Silvio O. Conte National Fish and Wildlife Refuge.
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 March, with each month seeing an average of 6 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.