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 17 - Jul 18
Tomorrow
Jul 18 - Jul 19
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
Check-in and unwind in style with a comfortable waiting area featuring a digital screen, clock, and cozy seating.

Motel 6 Chicopee, MA - Springfield

2.0 star property
6.6 out of 10, (1001)
"Old but adequate close to Mass tpk"
The price is P4,385
P5,089 total
includes taxes & fees
Jul 21 - Jul 22
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, (728)
"Great, clean "
The price is P5,199
P5,899 total
includes taxes & fees
Jul 30 - Jul 31
Quality Inn Chicopee - Springfield
Inn on Boltwood
Relax in a comfortable seating area surrounded by a stone fireplace and beautifully landscaped surroundings.

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (675)
"Very cute historic Inn right in Amherst. "
Inn on Boltwood
Residence Inn Springfield Chicopee
Relax in the serene patio area, surrounded by a stone wall and a cozy fire pit, with comfortable wicker chairs and a covered seating area.

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 P9,108
P10,333 total
includes taxes & fees
Aug 3 - Aug 4
Residence Inn Springfield Chicopee
Tru by Hilton Chicopee Springfield
Fresh local snacks and beverages are available at this well-stocked kiosk.

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1004)
"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 P6,217
P7,053 total
includes taxes & fees
Jul 27 - Jul 28
Tru by Hilton Chicopee Springfield
Hampton Inn Chicopee/Springfield
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1011)
"Nice and Quiet, staff was awesome"
The price is P6,217
P7,053 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn Chicopee/Springfield
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay while spending time with your UMASS student! Easy parking, great location, friendly staff "
Hotel UMass
Courtyard by Marriott Hadley Amherst
Relax by the fire pit in this outdoor seating area surrounded by wicker furniture.

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (631)
"Very convenient. They had great front desk staff! Room was spacious and bed was comfy. "
The price is P10,716
P11,969 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott Hadley Amherst
Daniel Stebbins House
A charming two-story home with a green door and picket fence, surrounded by a beautifully manicured lawn and flowering bushes.

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 P15,322
P17,115 total
includes taxes & fees
Jul 21 - Jul 22
Daniel Stebbins House
Black Walnut Inn
Cozy retreat with a large bed, nightstands, and artwork adorns the walls.

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (76)
"wonderful cooked to order breakfast quiet very kind staff"
The price is P13,186
P14,729 total
includes taxes & fees
Jul 28 - Jul 29
Black Walnut Inn
Comfort Inn & Suites
Relax in a comfortable living area with a fireplace, sofa, armchair, and coffee table.

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1001)
"overall decent hotel for the price"
The price is P8,906
P9,948 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn & Suites
Best Western Springfield West Inn
Relax in a spacious living area with a sofa, armchairs, and a large window offering a view.

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1002)
"Great hotel. Under renovation. Nothing fabulous, nothing horrible. "
The price is P5,301
P6,067 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Springfield West Inn
Comfort Inn & Suites
Relax by the pool, surrounded by lounge chairs and a lifeguard stand.

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 P6,383
P7,305 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn & Suites
Candlewood Suites West Springfield by IHG
Stylish hotel exterior with a central entrance and evenly spaced windows.

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 P4,749
P5,435 total
includes taxes & fees
Jul 27 - Jul 28
Candlewood Suites West Springfield by IHG
Courtyard by Marriott West Springfield
Relax in style on this outdoor patio with a sofa, chairs, and a small table, surrounded by a decorative water feature.

Courtyard by Marriott West Springfield

3.0 star property
9.0 out of 10, Wonderful, (468)
"Room and hotel were clean,staff was pleasant."
The price is P7,229
P8,274 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott West Springfield
Hampton Inn West Springfield
Enjoy meals in this stylish dining area with a semi-enclosed patio, comfortable seating, and a beautiful view.

Hampton Inn West Springfield

2.5 star property
8.2 out of 10, Very Good, (1005)
"Great stay"
The price is P6,217
P7,115 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn West Springfield
Quality Inn West Springfield
Welcome to Quality Inn, where guests can check in and enjoy a warm atmosphere.

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1010)
"Clean and spacious rooms Very friendly staff"
The price is P5,253
P6,012 total
includes taxes & fees
Jul 30 - Jul 31
Quality Inn West Springfield
Red Roof Inn PLUS+ West Springfield
Relax in style with comfortable seating and a convenient coffee station.

Red Roof Inn PLUS+ West Springfield

2.5 star property
7.0 out of 10, Good, (1000)
"Rooms were clean and the staff was nice. "
The price is P5,051
P5,781 total
includes taxes & fees
Jul 24 - Jul 25
Red Roof Inn PLUS+ West Springfield
Residence Inn by Marriott West Springfield
Traditional hotel with a welcoming entrance, flanked by lush greenery and a flag.

Residence Inn by Marriott West Springfield

3.0 star property
8.6 out of 10, Excellent, (445)
"Great stay"
The price is P7,649
P8,754 total
includes taxes & fees
Jul 27 - Jul 28
Residence Inn by Marriott West Springfield
Riverdale Inn
Stunning two-story building with a flat roof and inviting porch area.

Riverdale Inn

2.0 star property
5.8 out of 10, (999)
"Close to shopping area, nice to stay and services. "
The price is P4,760
P5,448 total
includes taxes & fees
Jul 21 - Jul 22
Riverdale 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.
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

Top Chesterfield Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"Lovely stay. Convenient location and good value for money. I appreciate how low stress this experience was from booking the room to checkout."
Priya 1-night trip
Posted 3 days ago
Hotel UMass

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.