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 - Northampton
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
259 Elm St., Northampton, MA 01060 +1-888-389-4121 ~10.99 miles east of Chesterfield
  • Mid-scale Downtown property
  • Free comp. breakfast
More Photos
From£70
Very good 4.0 /5 Review Score Call BookMore Details
Hotel Northampton
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
36 King St., Northampton, MA 01060 +1-888-675-2083 ~11.76 miles east of Chesterfield
  • 3 star Downtown property
  • 106 rooms in property
More Photos
From£115
Very good 4.0 /5 Latest Reviews Call BookMore Details
Old Mill Inn
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
87 School St., Hatfield, MA 01038 +1-800-716-8490 ~11.93 miles east of Chesterfield
  • 3 star property
  • Check-in time: 3:00pm
More Photos
From£126
Very good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 +1-800-805-5223 ~12.22 miles east of Chesterfield
  • 3-star property
  • Free breakfast available
More Photos
From£78
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 Website +1-888-965-1860 ~12.29 miles east of Chesterfield
  • Low Cost Highway property
  • Check-in: 3:00 PM
More Photos
From£67
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hadley-Amherst Area : 24 Bay Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-788-5576 ~12.64 miles east of Chesterfield
  • Midscale Suburban property
  • Check in: 11:00 AM
More Photos
From£86
Very good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst - South Deerfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-897-9207 ~12.81 miles east of Chesterfield
  • Mid-scale Highway property
  • 2 suites in hotel
More Photos
From£45
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley in Hadley
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
208 Russell St., Hadley, MA 01035 +1-888-311-4278 ~13.78 miles east of Chesterfield
  • Low Cost hotel
More Photos
From£69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst - Hadley
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-469-4795 ~14.12 miles east of Chesterfield
  • Low-priced Suburban hotel
  • Free complimentary breakfast
More Photos
From£59
Average 3.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 +1-888-734-9421 ~14.50 miles southeast of Chesterfield
  • Midscale Highway hotel
  • Fitness + Health Center
More Photos
From£70
Very good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
340 Russell St., Hadley, MA 01035 +1-888-841-5292 ~14.76 miles east of Chesterfield
  • 3 star hotel
  • Check in time: 15:00
More Photos
From£71
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Hadley near University - Hadley
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
329 Russell St., Hadley, MA 01035 +1-888-455-5160 ~14.77 miles east of Chesterfield
  • Low priced Suburban hotel
  • 63 rooms in property
More Photos
From£50
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley : 401 Russell St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
401 Russell St., Hadley, MA 01035 +1-888-965-8297 ~15.27 miles east of Chesterfield
  • 2 star Downtown property
  • Access to gym on-site
More Photos
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 +1-888-906-6358 ~15.46 miles east of Chesterfield
  • 3 star Downtown property
  • 2 meeting rooms in hotel
More Photos
From£86
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Umass
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1 Campus Center Way, Amherst, MA 01003 +1-888-749-6785 ~15.69 miles east of Chesterfield
  • Midscale Downtown property
  • 116 rooms in property
More Photos
From£102
Very good 4.5 /5 Recent Reviews Call BookMore Details
University Lodge in Amherst
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
345 North Pleasant St., Amherst, MA 01002 +1-888-878-9982 ~16.36 miles east of Chesterfield
  • 2-star Downtown property
  • Check in time: 3:00 PM
More Photos
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Holyoke Ma
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1515 Northampton St., Holyoke, MA 01040 +1-888-389-4485 ~16.42 miles southeast of Chesterfield
  • Cheap Highway hotel
  • Check-in time: 2:00 PM
More Photos
From£47
Terrible 1.0 /5 Recent Reviews Call BookMore Details
Inn on Boltwood - Amherst
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
30 Boltwood Ave., Amherst, MA 01002 +1-888-389-4121 ~16.46 miles east of Chesterfield
  • Affordable hotel
More Photos
From£115
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield : 21 Colrain Rd.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
21 Colrain Rd., Greenfield, MA 01301 +1-888-675-2083 ~17.41 miles northeast of Chesterfield
  • Economical Highway hotel
  • Complimentary breakfast is offered
More Photos
From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Greenfield
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
184 Shelburne Rd., Greenfield, MA 01301 +1-800-716-8490 ~17.44 miles northeast of Chesterfield
  • Three Star Suburban hotel
  • Fitness center on property
More Photos
From£86
Very good 4.5 /5 Review Score Call BookMore Details
Americas Best Value Inn Holyoke Springfield
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
671 Northampton St., Holyoke, MA 01040 +1-800-805-5223 ~17.47 miles southeast of Chesterfield
  • Cheap property
More Photos
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-965-1860 ~18.09 miles southeast of Chesterfield
  • 3 star Suburban property
  • Check-in: 15:00
More Photos
From£86
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Westfield : 39 Southampton Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
39 Southampton Rd., Westfield, MA 01085 +1-888-788-5576 ~18.15 miles south of Chesterfield
  • Midscale Suburban property
  • Hotel has 86 rooms
More Photos
From£78
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 Southampton Rd., Westfield, MA 01085 Website +1-888-897-9207 ~18.16 miles south of Chesterfield
  • Mid-scale Suburban property
  • 2 floors in property
More Photos
From£57
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North - Holyoke
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
375 Whitney Ave., Holyoke, MA 01040 +1-888-311-4278 ~18.36 miles southeast of Chesterfield
  • Mid-scale Highway property
  • Hotel has 5 floors
More Photos
From£78
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~19.25 miles west of Chesterfield
  • Economy Downtown hotel
  • Check-in time: 2pm
More Photos
From£38
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee/Springfield - Chicopee
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 +1-888-734-9421 ~20.18 miles southeast of Chesterfield
  • Affordable Suburban property
  • Free complimentary breakfast
More Photos
From£86
Very good 4.0 /5 Recent Reviews Call BookMore Details
Riverdale Inn : 1500 Riverdale St.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1500 Riverdale St., West Springfield, MA 01089 +1-888-841-5292 ~20.23 miles southeast of Chesterfield
  • Low Cost property
  • Hotel has 2 suites
More Photos
From£39
Poor 2.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-455-5160 ~20.30 miles southeast of Chesterfield
  • Midscale Highway property
  • 115 rooms in property
More Photos
From£78
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tru by Hilton Chicopee Springfield
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
440 Memorial Dr., Chicopee, MA 01020 +1-888-965-8297 ~20.34 miles southeast of Chesterfield
  • 3-star hotel
  • Check in time: 3:00PM
More Photos
From£71
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Chicopee - Springfield : 463 Memorial Dr.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
463 Memorial Dr., Chicopee, MA 01020 Website +1-888-906-6358 ~20.45 miles southeast of Chesterfield
  • Midscale Suburban property
  • Check in time: 3;00 pm
More Photos
From£46
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 +1-888-749-6785 ~20.60 miles southeast of Chesterfield
  • 3 star Highway property
  • Free complimentary breakfast
More Photos
From£77
Very good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1254 Riverdale St., West Springfield, MA 01089 +1-888-878-9982 ~20.63 miles southeast of Chesterfield
  • 2-star Downtown hotel
  • Check in: 3:00pm
More Photos
From£53
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1080 Riverdale St., West Springfield, MA 01089 +1-888-389-4485 ~20.80 miles southeast of Chesterfield
  • Cheap Suburban hotel
  • Hotel has 4 floors
More Photos
From£54
Very good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites - West Springfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 Website +1-888-389-4121 ~20.85 miles southeast of Chesterfield
  • Cheap Suburban hotel
  • Fitness / Gym is on-site
More Photos
From£102
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 Website +1-888-675-2083 ~20.90 miles southeast of Chesterfield
  • Cheap Suburban property
  • Hotel has 5 floors
More Photos
From£59
Average 3.0 /5 Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
885 Riverdale St., West Springfield, MA 01089 +1-800-716-8490 ~21.31 miles southeast of Chesterfield
  • Midscale hotel
  • Fitness center on property
More Photos
From£71
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn West Springfield
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1011 Riverdale St., West Springfield, MS 01089 +1-800-805-5223 ~21.40 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • Check-in: 12:00 pm
More Photos
From£63
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1533 Elm St., West Springfield, MA 01089 +1-888-965-1860 ~21.44 miles southeast of Chesterfield
  • 2-star Downtown property
  • 2 floors in hotel
More Photos
From£54
Average 3.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 +1-888-788-5576 ~21.47 miles west of Chesterfield
  • Four star Mountain hotel
  • 90 rooms in property
More Photos
From£86
Average 3.5 /5 Read Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 +1-888-897-9207 ~21.48 miles west of Chesterfield
  • 4 star Downtown hotel
  • Hotel has 4 floors
More Photos
From£119
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
165 Housatonic St., Lee, MA 01238 +1-888-311-4278 ~21.51 miles west of Chesterfield
  • Midscale hotel
  • Check in time: 3:00 PM
More Photos
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel : 1 West St.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 +1-888-469-4795 ~21.52 miles west of Chesterfield
  • Mid-scale Downtown hotel
  • Check in: 3:00 PM
More Photos
From£63
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 +1-888-734-9421 ~21.65 miles southeast of Chesterfield
  • Low priced hotel
  • Check-in time: 15:00
More Photos
From£47
Poor 2.5 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 +1-888-841-5292 ~21.67 miles west of Chesterfield
  • 4 star Resort property
  • Gym / Fitness Center Available
More Photos
From£109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites West Springfield, an IHG Hotel in West Springfield
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
572 Riverdale St., West Springfield, MA 01089 +1-888-455-5160 ~21.69 miles southeast of Chesterfield
  • Cheap Downtown hotel
  • 71 suites in property
More Photos
From£63
Very good 4.0 /5 Review Score Call BookMore Details
Lenox Inn - Lenox
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-965-8297 ~21.70 miles west of Chesterfield
  • Low-priced hotel
  • Check in time: 15:00
More Photos
From£47
Poor 2.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~21.71 miles west of Chesterfield
  • Two star Downtown property
  • Hotel has 16 rooms
More Photos
From£29
Poor 2.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-749-6785 ~21.74 miles west of Chesterfield
  • Affordable Suburban hotel
  • 95 sleeping rooms in hotel
More Photos
From£75
Very good 4.0 /5 Review Score Call BookMore Details
33 Main - Lenox
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
33 Main St., Lenox, MA 01238 +1-888-878-9982 ~21.77 miles west of Chesterfield
  • Luxury 5 star property
More Photos
From£158
Average 3.0 /5 Reviews Call BookMore Details

Next: See My Chesterfield Hotels with Pricing
Back to Top