Chesterfield Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 14 - Jul 15
Tomorrow
Jul 15 - Jul 16
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chesterfield hotels

Motel 6 Chicopee, MA - Springfield
Lobby sitting area

Motel 6 Chicopee, MA - Springfield

2.0 star property
6.6 out of 10, (1000)
"Old but adequate close to Mass tpk"
The price is P4,339
P5,036 total
includes taxes & fees
Jul 15 - Jul 16
Motel 6 Chicopee, MA - Springfield
Quality Inn Chicopee - Springfield
Premium bedding, desk, iron/ironing board, rollaway beds

Quality Inn Chicopee - Springfield

2.5 star property
6.4 out of 10, (726)
"Room a little small but ok for the two of us being just a couple . An area with lots of restaurants "
The price is P5,211
P5,912 total
includes taxes & fees
Jul 18 - Jul 19
Quality Inn Chicopee - Springfield
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (673)
"A beautiful New England Inn where every one knows your name "
Inn on Boltwood
Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (411)
"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 P9,074
P10,295 total
includes taxes & fees
Jul 28 - Jul 29
Residence Inn Springfield Chicopee
Tru by Hilton Chicopee Springfield
Lobby

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1005)
"This is a great place to stay and a very convenient location. Lots of shopping for essentials and the Munich haus had a very good diner! "
The price is P6,194
P7,027 total
includes taxes & fees
Aug 3 - Aug 4
Tru by Hilton Chicopee Springfield
Hampton Inn Chicopee/Springfield
Indoor pool

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Nice and Quiet, staff was awesome"
The price is P6,657
P7,553 total
includes taxes & fees
Jul 20 - Jul 21
Hampton Inn Chicopee/Springfield
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1011)
"Great place to stay while spending time with your UMASS student! Easy parking, great location, friendly staff "
Hotel UMass
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (630)
"Very convenient. They had great front desk staff! Room was spacious and bed was comfy. "
The price is P10,676
P11,925 total
includes taxes & fees
Jul 15 - Jul 16
Courtyard by Marriott Hadley Amherst
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"Beautiful home that provided a relaxed, comfortable stay. If we are in the area again we would definitely return."
The price is P15,265
P17,051 total
includes taxes & fees
Jul 15 - Jul 16
Daniel Stebbins House
Black Walnut Inn
1 bedroom, hypo-allergenic bedding, individually decorated

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (75)
"wonderful cooked to order breakfast quiet very kind staff"
The price is P13,137
P14,674 total
includes taxes & fees
Jul 20 - Jul 21
Black Walnut Inn
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1009)
"overall decent hotel for the price"
The price is P8,892
P9,932 total
includes taxes & fees
Aug 7 - Aug 8
Comfort Inn & Suites
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (667)
"while located in a strip mall, the hotel itself is quite nice and the rooms are comfortable."
The price is P9,555
P10,673 total
includes taxes & fees
Aug 3 - Aug 4
Homewood Suites by Hilton Hadley Amherst
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1004)
"Great hotel. Under renovation. Nothing fabulous, nothing horrible. "
The price is P5,281
P6,044 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Springfield West Inn
Comfort Inn & Suites
Indoor pool

Comfort Inn & Suites

2.5 star property
7.6 out of 10, Good, (843)
"Great customer service and quiet area with a lot of close restaurants "
The price is P6,254
P7,157 total
includes taxes & fees
Jul 17 - Jul 18
Comfort Inn & Suites
Candlewood Suites West Springfield by IHG
Exterior

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (731)
"A bit older facilities but otherwise meets all the basic needs and is easy on and off the 91 highway "
The price is P4,474
P5,120 total
includes taxes & fees
Aug 3 - Aug 4
Candlewood Suites West Springfield by IHG
Courtyard by Marriott West Springfield
View from property

Courtyard by Marriott West Springfield

3.0 star property
9.0 out of 10, Wonderful, (466)
"Room and hotel were clean,staff was pleasant."
The price is P6,909
P7,908 total
includes taxes & fees
Aug 3 - Aug 4
Courtyard by Marriott West Springfield
Hampton Inn West Springfield
Lobby

Hampton Inn West Springfield

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great stay"
The price is P6,194
P7,089 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn West Springfield
Quality Inn West Springfield
Check-in/check-out kiosk

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1007)
"Clean beds, great AC in room, good breakfast, pool was perfect. "
The price is P4,693
P5,372 total
includes taxes & fees
Jul 27 - Jul 28
Quality Inn West Springfield
Red Roof Inn PLUS+ West Springfield
Lobby

Red Roof Inn PLUS+ West Springfield

2.5 star property
7.0 out of 10, Good, (1003)
"Rooms were clean and the staff was nice. "
The price is P5,032
P5,760 total
includes taxes & fees
Jul 20 - Jul 21
Red Roof Inn PLUS+ West Springfield
Residence Inn by Marriott West Springfield
Exterior

Residence Inn by Marriott West Springfield

3.0 star property
8.6 out of 10, Excellent, (444)
"Great stay"
The price is P7,569
P8,663 total
includes taxes & fees
Jul 27 - Jul 28
Residence Inn by Marriott West 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 15.8 mi (25.5 km) from the heart of Chesterfield, Hotel UMass is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Quality Inn West Springfield and D. Hotel Suites & Spa. 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 457 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 Knightville Dam & Reservation. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. 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.