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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/Motels & Accommodations

The Ellery
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.96 miles east of Chesterfield
  • 3 star Downtown property
  • 32 rooms in hotel
From£68
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Hotel Northampton - Northampton
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.74 miles east of Chesterfield
  • Midscale Downtown property
  • 106 sleeping rooms in hotel
From£110
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Old Mill Inn
+1-800-716-8490
87 School St., Hatfield, MA 01038 ~11.91 miles east of Chesterfield
  • Midscale property
  • Check-in time: 3:00pm
From£121
Very good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.19 miles east of Chesterfield
  • Affordable property
  • 4 floors in property
From£75
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-965-1860
117 Conz St., Northampton, MA 01060 Website ~12.26 miles east of Chesterfield
  • Low priced Highway hotel
  • Free comp. breakfast
From£65
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.62 miles east of Chesterfield
  • Midscale Suburban property
  • 72 rooms in property
From£83
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst
+1-888-897-9207
9 Greenfield Rd., South Deerfield, MA 01373 ~12.80 miles east of Chesterfield
  • Affordable Highway hotel
  • Hotel has 122 rooms
From£43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Hadley - Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.75 miles east of Chesterfield
  • Low priced hotel
  • Hotel has 22 rooms
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.02 miles east of Chesterfield
  • Three Star Suburban hotel
  • Check in time: 3:00
From£107
Average 3.0 /5 Reviews Call BookMore Details
D. Hotel Suites & Spa in Holyoke
+1-888-734-9421
1 Country Club Rd., Holyoke, MA 01040 ~14.47 miles southeast of Chesterfield
  • 3-star Highway hotel
  • Free complimentary breakfast
From£68
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.74 miles east of Chesterfield
  • 3 star property
  • Fitness + Health Center
From£68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University
+1-888-455-5160
329 Russell St., Hadley, MA 01035 ~14.74 miles east of Chesterfield
  • Low Cost Suburban property
  • Check-in time: 3:00 pm
From£48
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley - Hadley
+1-888-965-8297
401 Russell St., Hadley, MA 01035 ~15.24 miles east of Chesterfield
  • Cheap Downtown hotel
  • Gym is available on property
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley
+1-888-906-6358
423 Russell St., Hadley, MA 01035 ~15.43 miles east of Chesterfield
  • 3-star Downtown property
  • Fitness + Health Center
From£83
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel Umass
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.67 miles east of Chesterfield
  • Three Star Downtown property
  • Hotel has an eco-friendly policy See more
From£98
Very good 4.5 /5 Read Reviews Call BookMore Details
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University Lodge : 345 North Pleasant St.
+1-888-878-9982
345 North Pleasant St., Amherst, MA 01002 ~16.33 miles east of Chesterfield
  • Two-star Downtown hotel
  • 2 floors in property
From£57
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Holyoke Ma in Holyoke
+1-888-389-4485
1515 Northampton St., Holyoke, MA 01040 ~16.39 miles southeast of Chesterfield
  • Two-star Highway property
  • Check in time: 2:00 PM
From£45
Terrible 1.0 /5 Guest Reviews Call BookMore Details
Inn on Boltwood : 30 Boltwood Ave.
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.43 miles east of Chesterfield
  • Mid-scale Suburban hotel
  • Hotel has an eco-friendly policy See more
From£110
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield in Greenfield
+1-888-675-2083
21 Colrain Rd., Greenfield, MA 01301 ~17.39 miles northeast of Chesterfield
  • Economical Highway hotel
  • 2 suites in hotel
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Greenfield - Greenfield
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.42 miles northeast of Chesterfield
  • 3-star Suburban property
  • Check-in: 04:00 PM
From£83
Very good 4.5 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield : 671 Northampton St.
+1-800-805-5223
671 Northampton St., Holyoke, MA 01040 ~17.43 miles southeast of Chesterfield
  • Economy property
  • Check in: 14:00
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-965-1860
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.05 miles southeast of Chesterfield
  • Three Star Suburban property
  • Free complimentary breakfast
From£83
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Westfield
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.12 miles south of Chesterfield
  • Midscale Suburban property
  • 19 suites in property
From£75
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-897-9207
2 Southampton Rd., Westfield, MA 01085 Website ~18.13 miles south of Chesterfield
  • Midscale Suburban property
  • 56 sleeping rooms in hotel
From£55
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North - Holyoke
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.32 miles southeast of Chesterfield
  • Affordable Highway property
  • Hotel has 114 suites
From£75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge : 16 Cheshire Rd.
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.23 miles west of Chesterfield
  • 2-star Downtown property
  • Free breakfast
From£36
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.13 miles southeast of Chesterfield
  • 3-star Suburban property
  • 90 rooms in property
From£83
Very good 4.0 /5 Latest Reviews Call BookMore Details
Riverdale Inn
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.19 miles southeast of Chesterfield
  • 2-star property
  • Hotel has 62 rooms
Residence Inn by Marriott Springfield Chicopee in Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.25 miles southeast of Chesterfield
  • 3-star Highway hotel
  • 4 floors in property
From£75
Very good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield - Chicopee
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.29 miles southeast of Chesterfield
  • 3 star hotel
  • Hotel has 108 rooms
From£68
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Chicopee - Springfield in Chicopee
+1-888-906-6358
463 Memorial Dr., Chicopee, MA 01020 Website ~20.41 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • Free breakfast
From£45
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way
+1-888-749-6785
64 Border Way, West Springfield, MA 01089 ~20.55 miles southeast of Chesterfield
  • 3-star Highway property
  • Hotel has 88 suites
From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield
+1-888-878-9982
1254 Riverdale St., West Springfield, MA 01089 ~20.59 miles southeast of Chesterfield
  • Low priced Downtown hotel
  • Access to gym on-site
From£51
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark in West Springfield
+1-888-389-4485
1080 Riverdale St., West Springfield, MA 01089 ~20.76 miles southeast of Chesterfield
  • Economical Suburban property
  • 259 sleeping rooms in hotel
From£52
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-389-4121
106 Capital Dr., West Springfield, MA 01089 Website ~20.81 miles southeast of Chesterfield
  • Low priced Suburban hotel
  • Free comp. breakfast
From£98
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 Website ~20.86 miles southeast of Chesterfield
  • Two-star Suburban hotel
  • Complimentary breakfast is offered
From£57
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott - West Springfield
+1-800-716-8490
885 Riverdale St., West Springfield, MA 01089 ~21.27 miles southeast of Chesterfield
  • Three Star hotel
  • Check-in: 15:00
From£68
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn West Springfield
+1-800-805-5223
1011 Riverdale St., West Springfield, MS 01089 ~21.36 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • 3 floors in hotel
From£61
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5
+1-888-965-1860
1533 Elm St., West Springfield, MA 01089 ~21.39 miles southeast of Chesterfield
  • Cheap Downtown property
  • 2 floors in property
From£52
Average 3.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-788-5576
430 East St., Lenox, MA 01240 ~21.44 miles west of Chesterfield
  • Expensive Mountain property
  • Hotel has 2 floors
From£83
Average 3.5 /5 Latest Reviews Call BookMore Details
Hotel on North : 297 North St.
+1-888-897-9207
297 North St., Pittsfield, MA 01201 ~21.45 miles west of Chesterfield
  • Four star Downtown property
  • Hotel has an eco-friendly policy Learn more
From£114
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn
+1-888-311-4278
165 Housatonic St., Lee, MA 01238 ~21.46 miles west of Chesterfield
  • Affordable property
From£61
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.50 miles west of Chesterfield
  • Affordable Downtown hotel
  • 170 sleeping rooms in hotel
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-734-9421
1055 South St., Pittsfield, MA 01201 ~21.56 miles west of Chesterfield
  • 3-star Suburban hotel
  • Complimentary breakfast is offered
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield
+1-888-841-5292
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 ~21.60 miles southeast of Chesterfield
  • Economical hotel
  • 88 rooms in hotel
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-455-5160
55 Lee Rd., Lenox, MA 01240 ~21.63 miles west of Chesterfield
  • Four star Resort property
  • Hotel has 105 rooms
From£105
Average 3.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-965-8297
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.64 miles west of Chesterfield
  • Two star Mountain hotel
  • 2 conference rooms in property
From£95
Very good 4.5 /5 Guest Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG in West Springfield
+1-888-906-6358
572 Riverdale St., West Springfield, MA 01089 ~21.64 miles southeast of Chesterfield
  • Cheap Downtown property
  • 71 suites in hotel
From£61
Very good 4.0 /5 Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-749-6785
525 Pittsfield Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • Cheap hotel
  • 18 rooms in hotel
From£45
Poor 2.0 /5 Reviews Call BookMore Details
Knights Inn Lenox
+1-888-878-9982
474 Pittsfield Rd., Lenox, MA 01240 ~21.68 miles west of Chesterfield
  • Inexpensive Downtown hotel

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 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 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).

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