Chesterfield Hotels

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Check prices for these dates

Tonight
Jun 26 - Jun 27
Tomorrow
Jun 27 - Jun 28
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

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Top 10 trending Chesterfield hotels

D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2275)
"Great hospitality and very pretty hotel and grounds"
D. Hotel Suites & Spa
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (740)
"Best hotel in the Berkshire! "
The price is P7,996
P8,932 total
includes taxes & fees
Jun 30 - Jul 1
Hotel On North
Old Mill Inn
Private kitchen

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (483)
"Quiet and very relaxing, making it a great and enjoyable stay! "
The price is P23,009
P25,701 total
includes taxes & fees
Jul 16 - Jul 17
Old Mill Inn
Hotel Northampton
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Best place to stay in Northampton!!!"
Hotel Northampton
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (982)
"Great hotel! "
Hotel UMass
TownePlace Suites by Marriott Hadley Amherst
Lobby

TownePlace Suites by Marriott Hadley Amherst

3.0 star property
9.6 out of 10, Exceptional, (32)
"It was a beautiful property."
The price is P9,931
P11,093 total
includes taxes & fees
Jul 3 - Jul 4
TownePlace Suites by Marriott Hadley Amherst
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (531)
"Very nice and clean hotel."
The price is P6,692
P7,474 total
includes taxes & fees
Jun 29 - Jun 30
Fairfield Inn & Suites Springfield Holyoke
Hampton Inn Westfield
Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (743)
"Easy check in, nice clean room."
The price is P7,664
P8,561 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Westfield
The Ellery
Lobby

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (724)
"It’s a great place to stay and we like the breakfast! "
The price is P8,449
P9,438 total
includes taxes & fees
Jul 13 - Jul 14
The Ellery
Fairfield Inn & Suites Springfield Northampton/Amherst
Exterior

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (966)
"Would start here again"
The price is P9,112
P10,178 total
includes taxes & fees
Jul 1 - Jul 2
Fairfield Inn & Suites Springfield Northampton/Amherst
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (626)
"Room is clean, staff is so friendly "
The price is P10,151
P11,338 total
includes taxes & fees
Jun 29 - Jun 30
Courtyard by Marriott Hadley Amherst
Tru by Hilton Chicopee Springfield
Lobby

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great hotel"
The price is P6,153
P6,981 total
includes taxes & fees
Jul 20 - Jul 21
Tru by Hilton Chicopee Springfield
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (665)
"while located in a strip mall, the hotel itself is quite nice and the rooms are comfortable."
The price is P10,556
P11,791 total
includes taxes & fees
Jul 3 - Jul 4
Homewood Suites by Hilton Hadley Amherst
Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (408)
"Absolutely loved our stay! The staff were exceptional, providing a warm welcome and outstanding service. Our room was fantastic! The amenities were top-notch, making our experience truly enjoyable. Highly recommend!"
The price is P8,628
P9,789 total
includes taxes & fees
Jul 3 - Jul 4
Residence Inn Springfield Chicopee
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (288)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is P7,301
P8,155 total
includes taxes & fees
Jun 29 - Jun 30
The Central Downtown Inn & Suites
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Stayed only one night Very cosy, quiet place "
The price is P10,916
P12,194 total
includes taxes & fees
Jul 9 - Jul 10
The Trail in Adams - Berkshires’ Art Hotel
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is P11,141
P12,444 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Garden Inn Lenox Pittsfield
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (663)
"Great spot!"
Inn on Boltwood
Residence Inn by Marriott West Springfield
Exterior

Residence Inn by Marriott West Springfield

3.0 star property
8.6 out of 10, Excellent, (435)
"Great stay"
The price is P7,089
P8,113 total
includes taxes & fees
Jul 13 - Jul 14
Residence Inn by Marriott West Springfield
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Staff, amenities, and parking were all great! "
The price is P8,614
P9,621 total
includes taxes & fees
Jul 3 - Jul 4
Comfort Inn & Suites
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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Hotels with a pool in Chesterfield you'll enjoy

Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (408)
The price is P8,628
P9,789 total
includes taxes & fees
Jul 3 - Jul 4
Residence Inn Springfield Chicopee

Check out pet-friendly hotels in Chesterfield

Motel 6 Chicopee, MA - Springfield
Lobby sitting area

Motel 6 Chicopee, MA - Springfield

2.0 star property
6.4 out of 10, (1008)
The price is P4,252
P4,937 total
includes taxes & fees
Jun 30 - Jul 1
Motel 6 Chicopee, MA - Springfield
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.

Learn more about Chesterfield

Get away to Chesterfield! Enjoy the adventure, local cuisine, and parks.

See all hotels in Chesterfield

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 20.6 mi (33.2 km) from the heart of Chesterfield, Red Roof Inn PLUS+ West Springfield is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are D. Hotel Suites & Spa and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

For additional details about rescheduling or cancelling your trip to Chesterfield, click here.

Where is the best place to stay close to Chesterfield Gorge?

Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful , located 3 mi (4.9 km) away.

What are some accommodations with pools in Chesterfield?

D. Hotel Suites & Spa: 3-star hotel located near Mount Holyoke College. Offers 2 restaurants, an indoor pool, and a full-service spa. Tru by Hilton Chicopee Springfield and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are two additional hotels that offer an onsite pool.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer including the restaurants, shopping, and parks. There are 465 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Natural beauty is on display at Chesterfield Gorge, Westfield River, and Chesterfield Gorge Reservation. A couple of additional sights to add to your agenda are Silvio O. Conte National Fish and Wildlife Refuge and Chesterfield Public Library. Check out what more to see and do in Expedia's Chesterfield guide.

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 March, with each month seeing an average of 6 inches of snowfall.