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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
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.99 miles east of Chesterfield
  • Mid-scale Downtown property
  • 2 floors in hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Hotel Northampton : 36 King St.
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.76 miles east of Chesterfield
  • Midscale Downtown property
  • Gym / Fitness Center Available
From$145
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Old Mill Inn
+1-800-716-8490
87 School St., Hatfield, MA 01038 ~11.93 miles east of Chesterfield
  • Three Star property
  • Hotel has 10 rooms
From$90
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.22 miles east of Chesterfield
  • 3-star hotel
  • Check-in time: 15:00
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in Northampton
+1-888-965-1860
117 Conz St., Northampton, MA 01060 ~12.29 miles east of Chesterfield
  • Low Cost Highway property
  • Hotel has 89 rooms
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.64 miles east of Chesterfield
  • Mid-scale Suburban hotel
  • 3 floors in hotel
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Plus+ South Deerfield Amherst - South Deerfield
+1-888-897-9207
9 Greenfield Rd., South Deerfield, MA 01373 ~12.81 miles east of Chesterfield
  • Affordable Highway property
  • Check in time: 03:00pm
From$57
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Cheap property
  • Free complimentary breakfast
From$88
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst - Hadley
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.12 miles east of Chesterfield
  • Cheap Suburban property
  • Gym is available on property
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
D. Hotel Suites & Spa : 1 Country Club Rd.
+1-888-734-9421
1 Country Club Rd., Holyoke, MA 01040 ~14.50 miles southeast of Chesterfield
  • 3-star Highway hotel
  • Fitness center on property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Hadley Amherst : 340 Russell St.
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • 3 star property
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Hadley near University - Hadley
+1-888-455-5160
329 Russell St., Hadley, MA 01035 ~14.77 miles east of Chesterfield
  • Two-star Suburban hotel
  • Hotel has 63 rooms
From$63
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley - Hadley
+1-888-965-8297
401 Russell St., Hadley, MA 01035 ~15.27 miles east of Chesterfield
  • Cheap Downtown property
  • Free breakfast available
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst : 423 Russell St.
+1-888-906-6358
423 Russell St., Hadley, MA 01035 ~15.46 miles east of Chesterfield
  • Affordable Downtown hotel
  • Hotel has 4 suites
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Umass in Amherst
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • 2 suites in property
From$129
Very Good 4.5 /5 Reviews Call BookMore Details
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University Lodge
+1-888-878-9982
345 North Pleasant St., Amherst, MA 01002 ~16.36 miles east of Chesterfield
  • Inexpensive Downtown property
  • Check-in: 3:00 PM
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Holyoke Ma
+1-888-389-4485
1515 Northampton St., Holyoke, MA 01040 ~16.42 miles southeast of Chesterfield
  • Low Cost Highway property
  • Check in time: 2:00 PM
From$60
Not Good 1.0 /5 Review Score Call BookMore Details
Inn on Boltwood
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.46 miles east of Chesterfield
  • 3 star property
  • 49 sleeping rooms in hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Greenfield : 21 Colrain Rd.
+1-888-675-2083
21 Colrain Rd., Greenfield, MA 01301 ~17.41 miles northeast of Chesterfield
  • Low-priced Highway hotel
  • 59 sleeping rooms in hotel
From$76
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Greenfield
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.44 miles northeast of Chesterfield
  • Mid-scale Suburban property
  • 68 rooms in property
From$109
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield in Holyoke
+1-800-805-5223
671 Northampton St., Holyoke, MA 01040 ~17.47 miles southeast of Chesterfield
  • 2-star property
  • Check-in time: 14:00
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke : 229 Whiting Farms Rd.
+1-888-965-1860
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.09 miles southeast of Chesterfield
  • 3 star Suburban property
  • Gym is available on property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Westfield
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.15 miles south of Chesterfield
  • 3-star Suburban property
  • 86 sleeping rooms in hotel
From$99
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Westfield - Springfield - Westfield
+1-888-897-9207
2 Southampton Rd., Westfield, MA 01085 ~18.16 miles south of Chesterfield
  • Three Star Suburban hotel
  • 2 floors in hotel
From$72
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North : 375 Whitney Ave.
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.36 miles southeast of Chesterfield
  • 3 star Highway property
  • 114 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Cheap Downtown property
  • Free breakfast
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Affordable Suburban property
  • Fitness + Health Center
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham West Springfield/Route 5 - West Springfield
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Economical property
  • Hotel has 2 suites
Residence Inn by Marriott Springfield Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • Midscale Highway hotel
  • Access to gym on-site
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Tru by Hilton Chicopee Springfield
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.34 miles southeast of Chesterfield
  • 3-star hotel
  • Fitness center on property
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Chicopee - Springfield in Chicopee
+1-888-906-6358
463 Memorial Dr., Chicopee, MA 01020 ~20.45 miles southeast of Chesterfield
  • 3 star Suburban property
  • Hotel has 100 rooms
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield - Springfield
+1-888-749-6785
64 Border Way, Springfield, MA 01089 ~20.60 miles southeast of Chesterfield
  • 3 star Highway property
  • 4 floors in hotel
From$97
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Plus West Springfield : 1254 Riverdale St.
+1-888-878-9982
1254 Riverdale St., West Springfield, MA 01089 ~20.63 miles southeast of Chesterfield
  • Economical Downtown property
  • Fitness / Gym is on-site
From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark
+1-888-389-4485
1080 Riverdale St., West Springfield, MA 01089 ~20.80 miles southeast of Chesterfield
  • Two-star Suburban hotel
  • Hotel has 10 suites
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-389-4121
106 Capital Dr., West Springfield, MA 01089 ~20.85 miles southeast of Chesterfield
  • Economical Suburban property
  • Hotel has 75 rooms
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 ~20.90 miles southeast of Chesterfield
  • 2-star Suburban hotel
  • Hotel has an eco-friendly policy See more
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard West Spring Marriott
+1-800-716-8490
885 Riverdale St., West Springfield, MA 01089 ~21.31 miles southeast of Chesterfield
  • Mid-scale property
  • 121 rooms in hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 in West Springfield
+1-800-805-5223
1533 Elm St., West Springfield, MA 01089 ~21.44 miles southeast of Chesterfield
  • Low Cost Downtown hotel
  • 66 rooms in property
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St.
+1-888-965-1860
430 East St., Lenox, MA 01240 ~21.47 miles west of Chesterfield
  • High-end Mountain hotel
  • 2 floors in property
From$109
Average 3.5 /5 Guest Reviews Call BookMore Details
Hotel on North - Pittsfield
+1-888-788-5576
297 North St., Pittsfield, MA 01201 ~21.48 miles west of Chesterfield
  • Four-star Downtown property
  • Check-in time: 15:00
From$150
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn
+1-888-897-9207
165 Housatonic St., Lee, MA 01238 ~21.51 miles west of Chesterfield
  • Mid-scale hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield Berkshires - Pittsfield
+1-888-311-4278
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • 3-star Downtown hotel
  • 170 rooms in hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn in Lee
+1-888-469-4795
170 Housatonic St., Lee, MA 01238 ~21.55 miles west of Chesterfield
  • Two-star property
From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Sprngfld Chi Ma
+1-888-734-9421
36 Johnny Cake Hollow Rd., CHICOPEE, MA 01020 ~21.60 miles southeast of Chesterfield
  • 2 star hotel
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • Expensive Resort property
  • Hotel has an eco-friendly policy See policy
From$138
Average 3.0 /5 Review Score Call BookMore Details
Candlewood Suites West Springfield - West Springfield
+1-888-455-5160
572 Riverdale St., West Springfield, MA 01089 ~21.69 miles southeast of Chesterfield
  • Economical Downtown property
  • 4 floors in property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Lenox Inn in Lenox
+1-888-965-8297
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • 2 star hotel
  • Check in: 15:00
Knights Inn Lenox - Lenox
+1-888-906-6358
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Inexpensive Downtown hotel
  • Hotel has 16 rooms
From$37
Poor 2.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-749-6785
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • Affordable Suburban property
  • 3 suites in property
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
33 Main
+1-888-878-9982
33 Main St., Lenox, MA 01238 ~21.77 miles west of Chesterfield
  • Luxurious 5-star property
From$200
Average 3.0 /5 Latest 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 most high-end hotels in Chesterfield?

33 Main, Eastover Estate & Retreat and Hotel on North 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 by Marriott 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 and Holiday Inn & Suites Pittsfield Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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