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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 in Northampton
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.99 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • Check-in time: 4:00 PM
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Hotel Northampton
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.76 miles east of Chesterfield
  • Three Star Downtown hotel
  • 5 floors in hotel
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
  • Affordable property
  • Check-in: 3:00pm
From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.22 miles east of Chesterfield
  • Mid-scale hotel
  • Hotel has 106 rooms
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-965-1860
117 Conz St., Northampton, MA 01060 Website ~12.29 miles east of Chesterfield
  • Cheap Highway hotel
  • Free comp. breakfast
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area - Hadley
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.64 miles east of Chesterfield
  • Affordable Suburban hotel
  • Complimentary breakfast is offered
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+1-888-897-9207
9 Greenfield Rd., South Deerfield, MA 01373 ~12.81 miles east of Chesterfield
  • Mid-scale Highway property
  • Check-in time: 03:00pm
From$57
Average 3.0 /5 Latest Reviews Call BookMore Details
Knights Inn Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Economical hotel
  • Hotel has 22 rooms
From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst : 237 Russell St.
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.12 miles east of Chesterfield
  • Economy Suburban property
  • Gym is available on property
From$75
Average 3.0 /5 Reviews Call BookMore Details
D. Hotel Suites & Spa
+1-888-734-9421
1 Country Club Rd., Holyoke, MA 01040 ~14.50 miles southeast of Chesterfield
  • 3 star Highway hotel
  • Free comp. breakfast
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • Affordable hotel
  • Check-in: 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
  • Cheap Suburban hotel
  • 63 rooms in hotel
From$63
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley
+1-888-965-8297
401 Russell St., Hadley, MA 01035 ~15.27 miles east of Chesterfield
  • Two-star Downtown property
  • 5 floors in property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst
+1-888-906-6358
423 Russell St., Hadley, MA 01035 ~15.46 miles east of Chesterfield
  • Affordable Downtown property
  • 96 rooms in property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Umass - Amherst
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • Three Star Downtown property
  • Check in time: 3:00pm
From$129
Very Good 4.5 /5 Review Score 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
  • Low-priced Downtown hotel
  • Hotel has 2 floors
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Holyoke Ma
+1-888-389-4485
1515 Northampton St., Holyoke, MA 01040 ~16.42 miles southeast of Chesterfield
  • 2 star Highway property
  • Free breakfast available
From$60
Not Good 1.0 /5 Read Reviews Call BookMore Details
Inn on Boltwood : 30 Boltwood Ave.
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.46 miles east of Chesterfield
  • Mid-scale hotel
From$145
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield
+1-888-675-2083
21 Colrain Rd., Greenfield, MA 01301 ~17.41 miles northeast of Chesterfield
  • Two star Highway property
  • 59 sleeping rooms in hotel
From$76
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Greenfield : 184 Shelburne Rd.
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.44 miles northeast of Chesterfield
  • Mid-scale Suburban hotel
  • 21 suites in hotel
From$109
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield : 671 Northampton St.
+1-800-805-5223
671 Northampton St., Holyoke, MA 01040 ~17.47 miles southeast of Chesterfield
  • Economy hotel
  • Check-in: 14:00
From$60
Average 3.0 /5 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
  • Mid-scale Suburban property
  • Gym / Fitness Center Available
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.15 miles south of Chesterfield
  • Midscale Suburban hotel
  • 3 floors in property
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-897-9207
2 Southampton Rd., Westfield, MA 01085 Website ~18.16 miles south of Chesterfield
  • 3-star Suburban property
  • 56 rooms in hotel
From$72
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North in Holyoke
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.36 miles southeast of Chesterfield
  • Affordable Highway hotel
  • Hotel has 114 rooms
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Low priced Downtown property
  • Complimentary breakfast is offered
Hampton Inn Chicopee/Springfield
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Midscale Suburban hotel
  • 2 suites in property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Riverdale Inn in West Springfield
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Cheap hotel
  • Free comp. breakfast
Residence Inn by Marriott Springfield Chicopee in Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • Mid-scale Highway property
  • Check-in: 3:00PM
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tru by Hilton Chicopee Springfield : 440 Memorial Dr.
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.34 miles southeast of Chesterfield
  • 3-star hotel
  • Check in time: 3:00PM
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Chicopee - Springfield : 463 Memorial Dr.
+1-888-906-6358
463 Memorial Dr., Chicopee, MA 01020 Website ~20.45 miles southeast of Chesterfield
  • 3-star Suburban property
  • Hotel has 100 rooms
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-749-6785
64 Border Way, West Springfield, MA 01089 ~20.60 miles southeast of Chesterfield
  • Mid-scale Highway property
  • Hotel has 88 suites
From$97
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield
+1-888-878-9982
1254 Riverdale St., West Springfield, MA 01089 ~20.63 miles southeast of Chesterfield
  • Low priced Downtown hotel
  • 111 rooms in hotel
From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark - West Springfield
+1-888-389-4485
1080 Riverdale St., West Springfield, MA 01089 ~20.80 miles southeast of Chesterfield
  • Cheap Suburban property
  • 7 conference rooms in property
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-389-4121
106 Capital Dr., West Springfield, MA 01089 Website ~20.85 miles southeast of Chesterfield
  • Economy Suburban property
  • Check in: 3:00 PM
From$129
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 Website ~20.90 miles southeast of Chesterfield
  • Low-priced Suburban property
  • 2 conference rooms in property
From$75
Average 3.0 /5 Recent 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
  • Fitness + Health Center
From$90
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 ~21.40 miles southeast of Chesterfield
  • Affordable Suburban hotel
  • Fitness + Health Center
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 - West Springfield
+1-888-965-1860
1533 Elm St., West Springfield, MA 01089 ~21.44 miles southeast of Chesterfield
  • Low-priced Downtown property
  • 66 rooms in property
From$69
Average 3.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-788-5576
430 East St., Lenox, MA 01240 ~21.47 miles west of Chesterfield
  • 4 star Mountain property
  • Check in: 4:00PM
From$109
Average 3.5 /5 Read Reviews Call BookMore Details
Hotel on North - Pittsfield
+1-888-897-9207
297 North St., Pittsfield, MA 01201 ~21.48 miles west of Chesterfield
  • Four star Downtown hotel
  • Hotel has a green policy See more
From$150
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+1-888-311-4278
165 Housatonic St., Lee, MA 01238 ~21.51 miles west of Chesterfield
  • 3-star property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel : 1 West St.
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • Affordable Downtown property
  • 26 suites in property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd.
+1-888-734-9421
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 ~21.65 miles southeast of Chesterfield
  • 2 star hotel
  • 88 rooms in 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
  • Four star Resort property
  • Hotel has a green policy See policy
From$138
Average 3.0 /5 Review Score Call BookMore Details
Candlewood Suites West Springfield, an IHG Hotel
+1-888-455-5160
572 Riverdale St., West Springfield, MA 01089 ~21.69 miles southeast of Chesterfield
  • Economy Downtown hotel
  • 71 suites in property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Lenox Inn - Lenox
+1-888-965-8297
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • 2 star property
  • Check in: 15:00
Knights Inn Lenox
+1-888-906-6358
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Two star Downtown hotel
  • Check-in: 2.00 pm
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
  • Three Star Suburban property
  • Check-in time: 03:00PM
From$95
Very Good 4.0 /5 Review Score 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 Guest 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, an IHG Hotel and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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