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Find Chesterfield motels from $72

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Chesterfield motels

A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

1. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (284 reviews)
"Big rooms, reasonable price, run by a nice family."
United States
Michael
$88 nightly
The price is $98
Nov 18 - Nov 19
Total with taxes and fees
River Valley Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (925 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
$65 nightly
The price is $72
Nov 4 - Nov 5
Total with taxes and fees
FairBridge Inn Express
A building with a flat roof, multiple windows, and a satellite dish.

3. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Oct 20 - Oct 21
Total with taxes and fees
Becket Motel
A reception area with a counter, a television mounted on the wall, a clock, and a small table with chairs.

4. Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield
2.0 star property
Chicopee
6.8 out of 10, (1,003 reviews)
"Good price. Room was fine for an overnight stop. Would stay again."
United States
Robert
$80 nightly
The price is $90
Oct 19 - Oct 20
Total with taxes and fees
Motel 6 Chicopee, MA - Springfield
A dark wooden TV stand with a flat-screen TV, a remote, and two cups.

5. Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,003 reviews)
"Parking and staff are great"
United States
renee
$77 nightly
The price is $88
Oct 22 - Oct 23
Total with taxes and fees
Riverdale Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

6. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
$117 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Lake Lodge
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

7. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (937 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$79 nightly
The price is $88
Nov 17 - Nov 18
Total with taxes and fees
Berkshire Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

8. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
$80 nightly
The price is $89
Nov 8 - Nov 9
Total with taxes and fees
Sunset 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

Hotel UMass

Hotel UMass

10/10 Excellent
"There is no protein option for breakfast. Milk might be the only choice. I personally don’t like to have carbs and anything sweet in the morning. If you are from Asia, American style breakfast might be a concern. Other than that, overall I enjoy my stay here. Perfect location to enjoy the foliage season!"
Ni-Ling 6-night trip
Posted less than an hour ago
Hotel UMass

Find out more about Chesterfield

Chesterfield Motels information

Number of reviews
4,687
Accommodation
11 Motels
Lowest Price
$72
Highest Price
$156

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 520 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. FairBridge Inn Express is located 19.3 mi (31 km) from the heart of Chesterfield. Enjoy access to the business center, and freebies including WiFi and parking. Riverdale Inn: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chesterfield is 20.2 mi (32.5 km) away. River Valley Inn: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 10.5 mi (16.9 km) from the heart of Chesterfield. Motel 6 Chicopee, MA - Springfield: Central Chesterfield is 21.6 mi (34.7 km) away. Free WiFi, a terrace, and laundry facilities are available during your stay. Berkshire Inn: 21.8 mi (35.1 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, Chesterfield Gorge Reservation, and Oak Hill. You'll find these family-friendly sights in the area: International Volleyball Hall of Fame, Congregation Beth Israel, and Bald Mountain Pottery. 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.

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