Find hotels in Chesterfield, MA from NT$2,231

    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 9 - Jul 10
Tomorrow
Jul 10 - Jul 11
This weekend
Jul 11 - Jul 13
Next weekend
Jul 18 - Jul 20

Filter by

Guest rating
Guest rating
Star rating

Compare 462 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2264)
"Great hospitality and very pretty hotel and grounds"
The price is NT$3,947
NT$4,585 total
includes taxes & fees
Jul 23 - Jul 24
D. Hotel Suites & Spa
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is NT$5,489
NT$6,131 total
includes taxes & fees
Jul 10 - Jul 11
Hotel On North
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (667)
"A beautiful New England Inn where every one knows your name "
The price is NT$21,183
NT$23,662 total
includes taxes & fees
Jul 19 - Jul 20
Inn on Boltwood
Black Walnut Inn
Deluxe Studio Suite | 1 bedroom, hypo-allergenic bedding, individually decorated

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (74)
"wonderful cooked to order breakfast quiet very kind staff"
The price is NT$6,754
NT$7,545 total
includes taxes & fees
Jul 10 - Jul 11
Black Walnut Inn
Hotel Northampton
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Convenient location, friendly staff, nice bar/restaurants."
Hotel Northampton
Hotel UMass
Premium bedding, in-room safe, iron/ironing board

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1000)
"Great hotel! "
Hotel UMass
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (538)
"Very nice and clean hotel."
The price is NT$3,427
NT$3,828 total
includes taxes & fees
Aug 3 - Aug 4
Fairfield Inn & Suites Springfield Holyoke
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 NT$4,665
NT$5,293 total
includes taxes & fees
Jul 27 - Jul 28
Residence Inn Springfield Chicopee
Hampton Inn Westfield
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (745)
"It was clean & quiet. The breakfast buffet was very much appreciated "
The price is NT$3,851
NT$4,301 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn Westfield
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (627)
"Room is clean, staff is so friendly "
The price is NT$5,489
NT$6,131 total
includes taxes & fees
Jul 10 - Jul 11
Courtyard by Marriott Hadley 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, (295)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is NT$3,456
NT$3,860 total
includes taxes & fees
Jul 14 - Jul 15
The Central Downtown Inn & Suites
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (101)
"Great Place to stay in Small town"
The price is NT$2,891
NT$4,362 total
includes taxes & fees
Jul 10 - Jul 11
Blooming Inn
The Revival House
Romantic Room, 1 King Bed (Room 4) | 1 bedroom, desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (4)
"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 NT$5,227
NT$5,839 total
includes taxes & fees
Jul 10 - Jul 11
The Revival House
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (506)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
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 NT$5,213
NT$5,823 total
includes taxes & fees
Aug 3 - Aug 4
TownePlace Suites by Marriott Hadley Amherst
Candlewood Suites West Springfield by IHG
Exterior

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (727)
"A bit older facilities but otherwise meets all the basic needs and is easy on and off the 91 highway "
The price is NT$2,300
NT$2,632 total
includes taxes & fees
Aug 3 - Aug 4
Candlewood Suites West Springfield by IHG
Tru by Hilton Chicopee Springfield
Premium bedding, down comforters, blackout drapes, iron/ironing board

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1000)
"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 NT$3,205
NT$3,636 total
includes taxes & fees
Aug 3 - Aug 4
Tru by Hilton Chicopee Springfield
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (915)
"Overall, our stay was an excellent experience."
The price is NT$4,419
NT$4,936 total
includes taxes & fees
Jul 30 - Jul 31
Hampton Inn Hadley-Amherst Area
Hampton Inn & Suites Greenfield
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (813)
"Excellent service "
The price is NT$5,197
NT$5,806 total
includes taxes & fees
Aug 7 - Aug 8
Hampton Inn & Suites Greenfield
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"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 NT$6,524
NT$7,288 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Garden Inn Lenox Pittsfield
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

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 20.7 mi (33.3 km) from the heart of Chesterfield, Quality Inn West Springfield is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Comfort Inn & Suites and Red Roof Inn PLUS+ 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 Knightville Dam & 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.