Chesterfield Hotels

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Jul 1 - Jul 2
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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, (2280)
"Great hospitality and very pretty hotel and grounds"
D. Hotel Suites & Spa
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (664)
"Great spot!"
Inn on Boltwood
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (742)
"Great boutique hotel"
The price is P10,704
P11,956 total
includes taxes & fees
Jul 28 - Jul 29
Hotel On North
Hotel Northampton
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1002)
"Best place to stay in Northampton!!!"
Hotel Northampton
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (989)
"Great hotel! "
Hotel UMass
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 P12,656
P14,137 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Lenox Pittsfield
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 P9,050
P10,267 total
includes taxes & fees
Jul 9 - Jul 10
Residence Inn Springfield Chicopee
Black Walnut Inn
1 bedroom, hypo-allergenic bedding, individually decorated

Black Walnut Inn

2.0 star property
10.0 out of 10, Exceptional, (71)
"wonderful cooked to order breakfast quiet very kind staff"
The price is P13,102
P14,635 total
includes taxes & fees
Jul 2 - Jul 3
Black Walnut Inn
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (532)
"Very nice and clean hotel."
The price is P6,873
P7,677 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites Springfield Holyoke
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 P10,857
P12,127 total
includes taxes & fees
Jul 6 - Jul 7
TownePlace Suites by Marriott Hadley Amherst
Hampton Inn Westfield
Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (744)
"It was clean & quiet. The breakfast buffet was very much appreciated "
The price is P7,614
P8,504 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Westfield
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Staff, amenities, and parking were all great! "
The price is P8,571
P9,574 total
includes taxes & fees
Jul 7 - Jul 8
Comfort Inn & Suites
The Trail in Adams - Berkshires’ Art Hotel
Garden

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 P10,281
P11,484 total
includes taxes & fees
Jul 7 - Jul 8
The Trail in Adams - Berkshires’ Art Hotel
The Revival House
1 bedroom, desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
10.0 out of 10, Exceptional, (2)
"The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!"
The price is P10,140
P11,327 total
includes taxes & fees
Jul 6 - Jul 7
The Revival House
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (966)
"Would start here again"
The price is P9,070
P10,131 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites Springfield Northampton/Amherst
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (290)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is P6,704
P7,488 total
includes taxes & fees
Jul 28 - Jul 29
The Central Downtown Inn & Suites
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (913)
"Clean with friendly and helpful staff. "
The price is P8,571
P9,574 total
includes taxes & fees
Jul 8 - Jul 9
Hampton Inn Hadley-Amherst Area
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 P15,225
P17,006 total
includes taxes & fees
Jul 2 - Jul 3
Daniel Stebbins House
Tru by Hilton Chicopee Springfield
Lobby

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1004)
"Great hotel"
The price is P6,069
P6,885 total
includes taxes & fees
Jul 20 - Jul 21
Tru by Hilton Chicopee Springfield
River Valley Inn
1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.4 out of 10, Very Good, (23)
"Perfect motel room-- great bed and pillows, spacious shower and ample towels-- at a great price. Welcoming host, easy parking, great location."
The price is P7,267
P8,117 total
includes taxes & fees
Jul 2 - Jul 3
River Valley 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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These pet-friendly hotels in Chesterfield may fit your trip

Motel 6 Chicopee, MA - Springfield
Lobby sitting area

Motel 6 Chicopee, MA - Springfield

2.0 star property
6.4 out of 10, (1009)
The price is P4,249
P4,933 total
includes taxes & fees
Jul 3 - Jul 4
Motel 6 Chicopee, MA - Springfield

Check out hotels with a pool in Chesterfield

Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (408)
The price is P9,050
P10,267 total
includes taxes & fees
Jul 9 - Jul 10
Residence Inn Springfield Chicopee
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 468 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.