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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 - Northampton
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.99 miles east of Chesterfield
  • 3-star Downtown hotel
  • Free comp. breakfast
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
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Hotel Northampton in Northampton
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.76 miles east of Chesterfield
  • 3-star Downtown hotel
  • Hotel has 5 floors
From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Old Mill Inn in Hatfield
+1-800-716-8490
87 School St., Hatfield, MA 01038 ~11.93 miles east of Chesterfield
  • Mid-scale property
  • 4 suites in property
From$159
Very Good 4.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Springfield Northampton / Amherst in Northampton
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.22 miles east of Chesterfield
  • 3-star hotel
  • 26 suites in property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst
+1-888-965-1860
117 Conz St., Northampton, MA 01060 Website ~12.29 miles east of Chesterfield
  • Economy Highway hotel
  • Hotel has 19 suites
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
  • Affordable Suburban hotel
  • Check in time: 11:00 AM
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst : 9 Greenfield Rd.
+1-888-897-9207
9 Greenfield Rd., South Deerfield, MA 01373 ~12.81 miles east of Chesterfield
  • Midscale Highway property
  • Has environment-friendly policy Learn more
From$57
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Hadley : 208 Russell St.
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Low-priced property
  • Free comp. breakfast
From$88
Average 3.0 /5 Hotel 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
  • 2-star Suburban property
  • Check in: 3:00
From$75
Average 3.0 /5 Hotel 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
  • Mid-scale Highway property
  • 27 suites in hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Hadley Amherst in Hadley
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • 3 star hotel
  • Gym / Fitness Center Available
From$90
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 ~14.77 miles east of Chesterfield
  • Cheap Suburban hotel
  • Check in: 3:00 pm
From$63
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley in Hadley
+1-888-965-8297
401 Russell St., Hadley, MA 01035 ~15.27 miles east of Chesterfield
  • Economical Downtown hotel
  • Hotel has 5 floors
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in Hadley
+1-888-906-6358
423 Russell St., Hadley, MA 01035 ~15.46 miles east of Chesterfield
  • Three Star Downtown hotel
  • Hotel has 4 suites
From$109
Very Good 4.0 /5 Read Reviews 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 property
  • Complimentary breakfast is offered
From$129
Very Good 4.5 /5 Hotel 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 - Holyoke
+1-888-389-4485
1515 Northampton St., Holyoke, MA 01040 ~16.42 miles southeast of Chesterfield
  • Two star Highway hotel
  • Free breakfast
From$60
Not Good 1.0 /5 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
  • Affordable property
  • Check-in: 15:00
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield - Greenfield
+1-888-675-2083
21 Colrain Rd., Greenfield, MA 01301 ~17.41 miles northeast of Chesterfield
  • Cheap Highway hotel
  • 2 floors in hotel
From$76
Very Good 4.0 /5 Latest 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
  • Three Star Suburban property
  • Hotel has 21 suites
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
  • Low-priced property
  • Check in: 14:00
From$60
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-965-1860
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.09 miles southeast of Chesterfield
  • Affordable Suburban property
  • 91 rooms in hotel
From$109
Very Good 4.0 /5 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 hotel
  • Fitness center on 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
  • Midscale Suburban hotel
  • Complimentary breakfast is offered
From$72
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North - Holyoke
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.36 miles southeast of Chesterfield
  • Three Star Highway hotel
  • 114 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • 2 star Downtown hotel
  • 2 floors in property
Hampton Inn Chicopee/Springfield in Chicopee
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Three Star Suburban property
  • Comp. Breakfast
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham West Springfield/Route 5 in West Springfield
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Low priced property
  • Free comp. breakfast
Residence Inn by Marriott Springfield Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • 3 star Highway hotel
  • Hotel has 115 suites
From$99
Very Good 4.0 /5 Read 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
  • Mid-scale property
  • Gym is available 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 Website ~20.45 miles southeast of Chesterfield
  • Affordable Suburban property
  • Check in time: 3;00 pm
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott West Springfield in West Springfield
+1-888-749-6785
64 Border Way, West Springfield, MA 01089 ~20.60 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Free comp. breakfast
From$97
Very Good 4.0 /5 Read 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 property
  • Fitness center on property
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
  • Economical Suburban property
  • 259 rooms in property
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 Website ~20.85 miles southeast of Chesterfield
  • Economical Suburban property
  • Gym is available on property
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn West Springfield in West Springfield
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 Website ~20.90 miles southeast of Chesterfield
  • 2-star Suburban hotel
  • Hotel has 2 meeting rooms
From$75
Average 3.0 /5 Review Score Call BookMore Details
Courtyard West Spring Marriott in West Springfield
+1-800-716-8490
885 Riverdale St., West Springfield, MA 01089 ~21.31 miles southeast of Chesterfield
  • Midscale hotel
  • Fitness / Gym is on-site
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn West Springfield in West Springfield
+1-800-805-5223
1011 Riverdale St., West Springfield, MS 01089 ~21.40 miles southeast of Chesterfield
  • 3 star Suburban property
  • Free breakfast available
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 in West Springfield
+1-888-965-1860
1533 Elm St., West Springfield, MA 01089 ~21.44 miles southeast of Chesterfield
  • Two-star Downtown hotel
  • Hotel has 2 floors
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-788-5576
430 East St., Lenox, MA 01240 ~21.47 miles west of Chesterfield
  • Expensive Mountain hotel
  • Hotel has a green policy See policy
From$109
Average 3.5 /5 Review Score Call BookMore Details
Hotel on North
+1-888-897-9207
297 North St., Pittsfield, MA 01201 ~21.48 miles west of Chesterfield
  • Expensive Downtown property
  • Hotel has 4 floors
From$150
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn in Lee
+1-888-311-4278
165 Housatonic St., Lee, MA 01238 ~21.51 miles west of Chesterfield
  • Three Star hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • Three Star Downtown hotel
  • Gym is available on property
From$80
Average 3.0 /5 Latest Reviews 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
  • Two star hotel
  • 88 sleeping rooms in hotel
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • Four-star Resort hotel
  • 105 sleeping rooms in hotel
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
  • Two-star Downtown hotel
  • 71 rooms in hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-965-8297
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • 2-star property
  • 18 sleeping rooms in hotel
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Knights Inn Lenox
+1-888-906-6358
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Economy Downtown property
  • Check-in time: 2.00 pm
From$37
Poor 2.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-749-6785
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • 3-star Suburban property
  • Check-in time: 03:00PM
From$95
Very Good 4.0 /5 Guest 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 hotel
From$200
Average 3.0 /5 Read 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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