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 in 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
  • Affordable Downtown hotel
  • Hotel has 32 rooms
More Photos
From£65
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Northampton - 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
  • Mid-scale Downtown hotel
  • Complimentary breakfast is offered
More Photos
From£106
Very good 4.0 /5 Reviews Call BookMore Details
Old Mill Inn - Hatfield
+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
  • Midscale property
  • 9 rooms in property
More Photos
From£116
Very good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+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
  • Affordable property
  • 26 suites in property
More Photos
From£72
Very good 4.0 /5 Latest 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
  • Cheap Highway hotel
  • Hotel has 3 floors
More Photos
From£62
Average 3.0 /5 Reviews 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
  • Mid-scale Suburban property
  • Access to gym on-site
More Photos
From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+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
  • 3-star Highway property
  • 2 suites in hotel
More Photos
From£41
Average 3.0 /5 Guest Reviews Call BookMore Details
Knights Inn 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
  • 2-star hotel
  • Free complimentary breakfast
More Photos
From£64
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott in 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 ~14.05 miles east of Chesterfield
  • Mid-scale Suburban hotel
  • Access to gym on-site
More Photos
From£102
Average 3.0 /5 Recent Reviews 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
  • Affordable Highway hotel
  • Fitness + Health Center
More Photos
From£65
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites Hadley Amherst : 340 Russell St.
+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 property
  • 6 sleeping rooms in hotel
More Photos
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University
+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
  • Cheap Suburban hotel
  • 3 floors in hotel
More Photos
From£46
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley in Hadley
+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 hotel
  • Check-in: 3:00 PM
More Photos
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst
+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 hotel
  • 2 meeting rooms in property
More Photos
From£80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Umass - Amherst
+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 hotel
  • Check-in time: 3:00pm
More Photos
From£94
Very good 4.5 /5 Reviews Call BookMore Details
University Lodge
+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
  • Economy Downtown property
  • Check-in: 3:00 PM
More Photos
From£55
Average 3.0 /5 Review Score 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
  • Inexpensive Highway property
  • Check-in time: 2:00 PM
More Photos
From£44
Terrible 1.0 /5 Hotel Reviews Call BookMore Details
Inn on Boltwood : 30 Boltwood Ave.
+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 Suburban property
  • Check in: 4pm
More Photos
From£106
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Greenfield
+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
  • Economy Highway hotel
  • Check-in time: 3 PM
More Photos
From£55
Very good 4.0 /5 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
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
More Photos
From£80
Very good 4.5 /5 Review Score Call BookMore Details
Americas Best Value Inn Holyoke Springfield in Holyoke
+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
  • Low priced hotel
  • Check-in: 14:00
More Photos
From£44
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke : 229 Whiting Farms Rd.
+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
  • Mid-scale Suburban hotel
  • 91 rooms in property
More Photos
From£80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield
+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
  • Three Star Suburban hotel
  • Free breakfast available
More Photos
From£72
Average 3.0 /5 Latest 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
  • Affordable Suburban property
  • Hotel has 2 floors
More Photos
From£52
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North
+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
  • Affordable Highway property
  • Airport shuttle provided
More Photos
From£72
Very good 4.0 /5 Guest 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
  • Low priced Downtown property
  • 58 rooms in hotel
More Photos
From£35
Poor 2.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+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
  • Hotel has 3 floors
More Photos
From£80
Very good 4.0 /5 Reviews Call BookMore Details
Riverdale Inn
+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
  • Economy hotel
  • Free comp. breakfast
More Photos
From£36
Poor 2.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - 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 hotel
  • Check in: 3:00PM
More Photos
From£72
Very good 4.0 /5 Guest 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 property
  • Fitness center on property
More Photos
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Chicopee - Springfield
+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
  • Affordable Suburban property
  • Gym is available on property
More Photos
From£43
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott West Springfield in 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
  • Midscale Highway hotel
  • Hotel has 88 rooms
More Photos
From£71
Very good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield : 1254 Riverdale St.
+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
  • Cheap Downtown hotel
  • 2 floors in property
More Photos
From£49
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
  • 2 star Suburban property
  • 7 meeting rooms in property
More Photos
From£50
Very good 4.0 /5 Recent Reviews 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
  • Two-star Suburban property
  • Check in: 3:00 PM
More Photos
From£94
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn 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
  • Two-star Suburban hotel
  • Hotel has an eco-friendly policy See more
More Photos
From£55
Average 3.0 /5 Reviews Call BookMore Details
Courtyard West Spring Marriott
+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
  • Check-in: 15:00
More Photos
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn West Springfield : 1011 Riverdale St.
+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
  • 3 star Suburban hotel
  • Check in: 12:00 pm
More Photos
From£58
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 in West Springfield
+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
  • Economy Downtown hotel
  • Free comp. breakfast
More Photos
From£50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat
+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
  • 4-star Mountain hotel
  • 90 sleeping rooms in hotel
More Photos
From£80
Average 3.5 /5 Read Reviews Call BookMore Details
Hotel on North - 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
  • High end Downtown hotel
  • Hotel has an eco-friendly policy Read more
More Photos
From£110
Excellent 5.0 /5 Review Score Call BookMore Details
Pilgrim Inn in Lee
+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: 3:00 PM
More Photos
From£58
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield
+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
  • 3-star Downtown property
  • 170 rooms in property
More Photos
From£58
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield
+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
  • Economical hotel
  • 2 floors in property
More Photos
From£44
Poor 2.5 /5 Recent Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+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
  • Check in: 3PM
More Photos
From£101
Average 3.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-455-5160 ~21.67 miles west of Chesterfield
  • Low-priced Mountain hotel
  • Fitness center on property
More Photos
From£91
Very good 4.5 /5 Recent Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG : 572 Riverdale St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
572 Riverdale St., West Springfield, MA 01089 +1-888-965-8297 ~21.69 miles southeast of Chesterfield
  • Economy Downtown hotel
  • 71 rooms in hotel
More Photos
From£58
Very good 4.0 /5 Read Reviews Call BookMore Details
Lenox Inn - Lenox
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~21.70 miles west of Chesterfield
  • Cheap property
More Photos
From£44
Poor 2.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~21.71 miles west of Chesterfield
  • Cheap Downtown property
  • Check-in: 2.00 pm
More Photos
From£27
Poor 2.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-878-9982 ~21.74 miles west of Chesterfield
  • 3 star Suburban property
  • 4 floors in hotel
More Photos
From£69
Very good 4.0 /5 Read Reviews Call BookMore Details

Next: See My Chesterfield Hotels with Pricing
Back to Top