Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Chesterfield Massachusetts Hotels & Motels

Find accommodations in Chesterfield with the hotel list provided below. Find cheap and discounted hotel/motel rates in or nearby Chesterfield, MA for your upcoming personal or group travel. Discover the most popular Chesterfield, Massachusetts hotel and motel rooms. Browse the Chesterfield area hotels to find the perfect lodging! Please use the provided map of the Chesterfield hotels.

The Chesterfield center point is about 10 miles west of Cooley Dickinson Hospital and 11 miles west of Smith College Botanic Garden.

Chesterfield Hotels & Accommodations

The Ellery 259 Elm St., Northampton, MA 01060
Call Us
~10.96 miles east of Chesterfield
  • 3 star Downtown hotel
  • 3 suites in property
More Photos Photo of The Ellery
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesterfield" Get Alexa Skill →
Hotel Northampton in Northampton 36 King St., Northampton, MA 01060
Call Us
~11.74 miles east of Chesterfield
  • Midscale Downtown property
  • Free comp. breakfast
More Photos Exterior of Hotel Northampton
From$145
Very Good 4.0 /5 Read Reviews Call BookMore Details
Old Mill Inn - Hatfield 87 School St., Hatfield, MA 01038
Call Us
~11.91 miles east of Chesterfield
  • Midscale property
  • Check-in: 3:00pm
More Photos Exterior of Old Mill Inn
From$159
Very Good 4.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton 115a Conz St., Northampton, MA 01060
Call Us
~12.19 miles east of Chesterfield
  • Midscale property
  • 106 sleeping rooms in hotel
More Photos Image of Fairfield Inn & Suites Springfield Northampton/Amherst
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst 117 Conz St., Northampton, MA 01060 Website
Call Us
~12.26 miles east of Chesterfield
  • Low-priced Highway property
  • 89 rooms in property
More Photos Image of Quality Inn & Suites Northampton - Amherst
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
Call Us
~12.62 miles east of Chesterfield
  • Mid-scale Suburban property
  • Hotel has 3 floors
More Photos Image of Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst - South Deerfield 9 Greenfield Rd., South Deerfield, MA 01373
Call Us
~12.80 miles east of Chesterfield
  • 3-star Highway hotel
  • Check in: 03:00pm
More Photos Exterior of Red Roof Inn Plus+ South Deerfield – Amherst
From$57
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley 208 Russell St., Hadley, MA 01035
Call Us
~13.75 miles east of Chesterfield
  • Two-star hotel
  • 22 sleeping rooms in hotel
More Photos Photo of Knights Inn Hadley
From$88
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035
Call Us
~14.02 miles east of Chesterfield
  • Affordable Suburban hotel
  • Free breakfast
More Photos Photo of Towneplace Suites by Marriott
From$140
Average 3.0 /5 Reviews Call BookMore Details
D. Hotel Suites & Spa 1 Country Club Rd., Holyoke, MA 01040
Call Us
~14.47 miles southeast of Chesterfield
  • Affordable Highway hotel
  • Check in: 3:00 PM
More Photos Image of D. Hotel Suites & Spa
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Hadley Amherst in Hadley 340 Russell St., Hadley, MA 01035
Call Us
~14.74 miles east of Chesterfield
  • Mid-scale property
  • Access to gym on-site
More Photos Photo of Homewood Suites Hadley Amherst
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Hadley near University : 329 Russell St. 329 Russell St., Hadley, MA 01035
Call Us
~14.74 miles east of Chesterfield
  • 2 star Suburban hotel
  • 63 rooms in property
More Photos Exterior of Econo Lodge Hadley near University
From$63
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley : 401 Russell St. 401 Russell St., Hadley, MA 01035
Call Us
~15.24 miles east of Chesterfield
  • Low-priced Downtown property
  • Free breakfast
More Photos Exterior of Howard Johnson by Wyndham Amherst Hadley
From$60
Average 3.0 /5 Review Score Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Courtyard by Marriott Hadley Amherst 423 Russell St., Hadley, MA 01035
Call Us
~15.43 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • 3 floors in property
More Photos Photo of Courtyard by Marriott Hadley Amherst
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Umass : 1 Campus Center Way 1 Campus Center Way, Amherst, MA 01003
Call Us
~15.67 miles east of Chesterfield
  • Midscale Downtown property
  • 112 sleeping rooms in hotel
More Photos Photo of Hotel Umass
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesterfield" Get Alexa Skill →
University Lodge in Amherst 345 North Pleasant St., Amherst, MA 01002
Call Us
~16.33 miles east of Chesterfield
  • 2-star Downtown hotel
  • 20 sleeping rooms in hotel
More Photos Image of University Lodge
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Holyoke Ma 1515 Northampton St., Holyoke, MA 01040
Call Us
~16.39 miles southeast of Chesterfield
  • 2 star Highway property
  • Check in time: 2:00 PM
More Photos hotel room
From$60
Not Good 1.0 /5 Review Score Call BookMore Details
Inn on Boltwood in Amherst 30 Boltwood Ave., Amherst, MA 01002
Call Us
~16.43 miles east of Chesterfield
  • Three Star Suburban property
  • Check-in time: 4pm
More Photos Exterior of Inn on Boltwood
From$145
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Greenfield 21 Colrain Rd., Greenfield, MA 01301
Call Us
~17.39 miles northeast of Chesterfield
  • Cheap Highway hotel
  • 2 floors in hotel
More Photos Photo of Days Inn by Wyndham Greenfield
From$76
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites 184 Shelburne Rd., Greenfield, MA 01301
Call Us
~17.41 miles northeast of Chesterfield
  • 3-star Suburban property
  • 21 suites in hotel
More Photos Photo of Hampton Inn & Suites
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield : 671 Northampton St. 671 Northampton St., Holyoke, MA 01040
Call Us
~17.43 miles southeast of Chesterfield
  • Cheap hotel
  • Check-in: 14:00
More Photos Exterior of Americas Best Value Inn Holyoke Springfield
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke : 229 Whiting Farms Rd. 229 Whiting Farms Rd., Holyoke, MA 01040
Call Us
~18.05 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • 4 suites in property
More Photos Image of Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Westfield 39 Southampton Rd., Westfield, MA 01085
Call Us
~18.12 miles south of Chesterfield
  • Mid-scale Suburban property
  • Fitness / Gym is on-site
More Photos Photo of Hampton Inn Westfield
From$99
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield 2 Southampton Rd., Westfield, MA 01085 Website
Call Us
~18.13 miles south of Chesterfield
  • Affordable Suburban property
  • Check in: 3.00 pm
More Photos Image of Quality Inn Westfield - Springfield
From$72
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North - Holyoke 375 Whitney Ave., Holyoke, MA 01040
Call Us
~18.32 miles southeast of Chesterfield
  • Midscale Highway property
  • Hotel has 114 suites
More Photos Photo of Homewood Suites by Hilton Holyoke-Springfield/North
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
Call Us
~19.23 miles west of Chesterfield
  • Low Cost Downtown property
  • Free comp. breakfast
More Photos Exterior of Econo Lodge
From$48
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020
Call Us
~20.13 miles southeast of Chesterfield
  • 3-star Suburban hotel
  • 3 floors in hotel
More Photos Photo of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Riverdale Inn 1500 Riverdale St., West Springfield, MA 01089
Call Us
~20.19 miles southeast of Chesterfield
  • Cheap property
  • 62 rooms in hotel
More Photos Exterior of Riverdale Inn
From$50
Poor 2.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee 500 Memorial Dr., Chicopee, MA 01020
Call Us
~20.25 miles southeast of Chesterfield
  • Three Star Highway hotel
  • Gym / Fitness Center Available
More Photos Exterior of Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020
Call Us
~20.29 miles southeast of Chesterfield
  • Mid-scale property
  • Comp. Breakfast
More Photos Image of TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Chicopee - Springfield : 463 Memorial Dr. 463 Memorial Dr., Chicopee, MA 01020 Website
Call Us
~20.41 miles southeast of Chesterfield
  • Midscale Suburban hotel
  • Free comp. breakfast
More Photos Photo of Quality Inn Chicopee - Springfield
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089
Call Us
~20.55 miles southeast of Chesterfield
  • Midscale Highway property
  • Gym is available on property
More Photos Exterior of Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Plus+ West Springfield 1254 Riverdale St., West Springfield, MA 01089
Call Us
~20.59 miles southeast of Chesterfield
  • Cheap Downtown hotel
  • Check-in time: 3:00pm
More Photos Photo of Red Roof Inn Plus+ West Springfield
From$67
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark in West Springfield 1080 Riverdale St., West Springfield, MA 01089
Call Us
~20.76 miles southeast of Chesterfield
  • Inexpensive Suburban property
  • 259 rooms in property
More Photos Image of Clarion Hotel & Aqua Lagoon Waterpark
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield 106 Capital Dr., West Springfield, MA 01089 Website
Call Us
~20.81 miles southeast of Chesterfield
  • Economical Suburban hotel
  • Hotel has 75 rooms
More Photos Exterior of Comfort Inn & Suites
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn West Springfield in West Springfield 1150 Riverdale St., West Springfield, MA 01089 Website
Call Us
~20.86 miles southeast of Chesterfield
  • Economy Suburban hotel
  • Hotel has an eco-friendly policy See policy
More Photos Image of Quality Inn West Springfield
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
Call Us
~21.27 miles southeast of Chesterfield
  • 3-star hotel
  • Check in time: 15:00
More Photos Image of Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn West Springfield in West Springfield 1011 Riverdale St., West Springfield, MS 01089
Call Us
~21.36 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • Fitness center on property
More Photos Photo of Hampton Inn West Springfield
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 - West Springfield 1533 Elm St., West Springfield, MA 01089
Call Us
~21.39 miles southeast of Chesterfield
  • 2 star Downtown property
  • 66 sleeping rooms in hotel
More Photos Exterior of Econo Lodge West Springfield Hwy 5
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
Call Us
~21.44 miles west of Chesterfield
  • Expensive Mountain property
  • Check-in time: 4:00PM
More Photos Exterior of Eastover Estate & Retreat
From$109
Average 3.5 /5 Reviews Call BookMore Details
Hotel on North in Pittsfield 297 North St., Pittsfield, MA 01201
Call Us
~21.45 miles west of Chesterfield
  • Four-star Downtown property
  • 45 rooms in hotel
More Photos Photo of Hotel on North
From$150
Excellent 5.0 /5 Review Score Call BookMore Details
Pilgrim Inn : 165 Housatonic St. 165 Housatonic St., Lee, MA 01238
Call Us
~21.46 miles west of Chesterfield
  • Mid-scale hotel
More Photos Photo of Pilgrim Inn
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201
Call Us
~21.50 miles west of Chesterfield
  • Mid-scale Downtown property
  • 170 rooms in property
More Photos Exterior of Holiday Inn & Suites Pittsfield-Berkshires by IHG
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238
Call Us
~21.50 miles west of Chesterfield
  • Low-priced Lake property
  • Check in: 11:00 AM
More Photos Image of Quality Inn
From$47
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
Call Us
~21.56 miles west of Chesterfield
  • 3 star Suburban hotel
  • Hotel has 28 suites
More Photos Image of Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd. 36 Johnny Cake Hollow Rd., Chicopee, MA 01020
Call Us
~21.60 miles southeast of Chesterfield
  • 2 star property
  • 2 floors in hotel
More Photos Image of Motel 6 Chicopee, MA - Springfield
From$60
Poor 2.5 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240
Call Us
~21.63 miles west of Chesterfield
  • Four star Resort hotel
  • 105 rooms in property
More Photos Exterior of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201
Call Us
~21.64 miles west of Chesterfield
  • Low-priced Mountain hotel
  • Gym / Fitness Center Available
More Photos Image of Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG 572 Riverdale St., West Springfield, MA 01089
Call Us
~21.64 miles southeast of Chesterfield
  • Cheap Downtown hotel
  • Check-in time: 3.00pm
More Photos Photo of Candlewood Suites West Springfield by IHG
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
Call Us
~21.67 miles west of Chesterfield
  • Inexpensive hotel
  • 18 sleeping rooms in hotel
More Photos Photo of Lenox Inn
From$60
Poor 2.0 /5 Reviews Call BookMore Details

Next: See My Chesterfield Hotels with Pricing

Bar Chart: Upcoming 20 Days of Chesterfield Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chesterfield, MA discounts available. The chart reflects the cheapest Chesterfield hotel for each day and each star rating category.

FAQs about hotels in Chesterfield

What are the best rated hotels in Chesterfield?

Hotel on North, Old Mill Inn and Hotel Umass are the best rated hotels based on customer reviews in the last 365 days.

What are the upper-end hotels in Chesterfield?

Eastover Estate & Retreat, Hotel on North and Miraval Berkshires Resort & Spa - All Inclusive Adults Only are the top 3 luxury hotels near Chesterfield city center.

What hotels are closest to the city center of Chesterfield?

The Ellery, Hotel Northampton, and Old Mill Inn are the properties closest to Chesterfield city center.

What are the best independent hotels in Chesterfield?

Hotel on North, Old Mill Inn and Hotel Umass are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Chesterfield?

Fairfield Inn & Suites Springfield Northampton, Courtyard by Marriott Hadley Amherst and Fairfield Inn & Suites Springfield Holyoke are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Chesterfield?

Quality Inn Chicopee - Springfield, Clarion Hotel & Aqua Lagoon Waterpark and Quality Inn & Suites Northampton - Amherst are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chesterfield?

Candlewood Suites West Springfield by IHG, Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top