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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 ~10.99 miles east of Chesterfield
  • 3 star Downtown hotel
  • Free complimentary breakfast
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
  • Affordable Downtown property
  • Check in time: 2:30pm
From$145
Very Good 4.0 /5 Guest 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
  • Three Star hotel
  • Hotel has 4 suites
From$159
Very Good 4.5 /5 Review Score 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
  • Affordable hotel
  • 106 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst : 117 Conz St.
+1-888-965-1860
117 Conz St., Northampton, MA 01060 Website ~12.29 miles east of Chesterfield
  • Low Cost Highway property
  • 19 suites in property
From$85
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.64 miles east of Chesterfield
  • Three Star Suburban hotel
  • Hotel has 6 suites
From$109
Very Good 4.0 /5 Hotel 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
  • 3-star Highway hotel
  • Hotel has a green policy See policy
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Knights Inn Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Low Cost hotel
  • Hotel has 22 rooms
From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott - Hadley
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.05 miles east of Chesterfield
  • 3-star Suburban hotel
  • Free comp. breakfast
From$140
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 ~14.50 miles southeast of Chesterfield
  • Midscale Highway hotel
  • 6 floors in hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • Three Star hotel
  • Check-in: 15:00
From$90
Very Good 4.0 /5 Hotel 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
  • Economy Suburban hotel
  • 63 sleeping rooms in hotel
From$63
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley : 401 Russell St.
+1-888-965-8297
401 Russell St., Hadley, MA 01035 ~15.27 miles east of Chesterfield
  • Low priced Downtown hotel
  • Check-in: 3:00 PM
From$60
Average 3.0 /5 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
  • Fitness center on property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Umass - Amherst
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • 3 star Downtown hotel
  • Hotel has 4 floors
From$129
Very Good 4.5 /5 Latest 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
  • Low Cost Downtown property
  • 2 floors in property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Holyoke Ma : 1515 Northampton St.
+1-888-389-4485
1515 Northampton St., Holyoke, MA 01040 ~16.42 miles southeast of Chesterfield
  • Low Cost Highway property
  • Check in: 2:00 PM
From$60
Not Good 1.0 /5 Hotel Reviews Call BookMore Details
Inn on Boltwood in Amherst
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.46 miles east of Chesterfield
  • 3 star Suburban property
  • 49 rooms in hotel
From$145
Average 3.0 /5 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
  • Low priced Highway property
  • Free comp. breakfast
From$76
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Greenfield
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.44 miles northeast of Chesterfield
  • Three Star Suburban hotel
  • Free breakfast available
From$109
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield in Holyoke
+1-800-805-5223
671 Northampton St., Holyoke, MA 01040 ~17.47 miles southeast of Chesterfield
  • 2-star hotel
  • Check-in: 14:00
From$60
Average 3.0 /5 Latest 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
  • Check-in time: 15:00
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Westfield : 39 Southampton Rd.
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.15 miles south of Chesterfield
  • Three Star Suburban property
  • Hotel has 19 suites
From$99
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield in Westfield
+1-888-897-9207
2 Southampton Rd., Westfield, MA 01085 Website ~18.16 miles south of Chesterfield
  • Affordable Suburban hotel
  • Hotel has 56 rooms
From$72
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.36 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Airport shuttle available
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Economical 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
  • Hotel has 90 rooms
From$109
Very Good 4.0 /5 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
  • Low Cost hotel
  • Comp. Breakfast
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • 3 star Highway property
  • Comp. Breakfast
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Tru by Hilton Chicopee Springfield - Chicopee
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.34 miles southeast of Chesterfield
  • Three Star hotel
  • Hotel has 108 rooms
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Chicopee - Springfield
+1-888-906-6358
463 Memorial Dr., Chicopee, MA 01020 Website ~20.45 miles southeast of Chesterfield
  • Affordable Suburban property
  • 100 rooms in hotel
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way
+1-888-749-6785
64 Border Way, West Springfield, MA 01089 ~20.60 miles southeast of Chesterfield
  • 3 star Highway property
  • Complimentary breakfast is offered
From$97
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn PLUS+ West Springfield - West Springfield
+1-888-878-9982
1254 Riverdale St., West Springfield, MA 01089 ~20.63 miles southeast of Chesterfield
  • Two star Downtown hotel
  • 2 floors in hotel
From$67
Average 3.0 /5 Latest 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
  • 2 star Suburban hotel
  • Has environment-friendly policy See policy
From$69
Very Good 4.0 /5 Hotel 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
  • Cheap Suburban property
  • 75 rooms in hotel
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 Website ~20.90 miles southeast of Chesterfield
  • Low Cost Suburban hotel
  • 5 floors in hotel
From$75
Average 3.0 /5 Review Score Call BookMore Details
Courtyard West Spring Marriott - West Springfield
+1-800-716-8490
885 Riverdale St., West Springfield, MA 01089 ~21.31 miles southeast of Chesterfield
  • Affordable property
  • Hotel has 121 rooms
From$90
Very Good 4.0 /5 Recent Reviews 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
  • Midscale Suburban property
  • 3 floors in hotel
From$80
Very Good 4.0 /5 Recent 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 property
  • Hotel has 66 rooms
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
  • 4-star Mountain property
  • Check-in time: 4:00PM
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-897-9207
297 North St., Pittsfield, MA 01201 ~21.48 miles west of Chesterfield
  • Expensive Downtown property
  • Hotel has 6 suites
From$150
Excellent 5.0 /5 Recent 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
  • Three Star hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • Affordable Downtown property
  • 170 rooms in hotel
From$80
Average 3.0 /5 Recent 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
  • 2-star hotel
  • 88 sleeping rooms in hotel
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • High-end Resort hotel
  • 10 meeting rooms in hotel
From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+1-888-455-5160
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.67 miles west of Chesterfield
  • Low-priced Mountain hotel
  • Access to gym on-site
From$125
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG : 572 Riverdale St.
+1-888-965-8297
572 Riverdale St., West Springfield, MA 01089 ~21.69 miles southeast of Chesterfield
  • Low priced Downtown property
  • Hotel has 71 rooms
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Lenox Inn
+1-888-906-6358
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • 2 star hotel
  • Hotel has 18 rooms
Knights Inn Lenox - Lenox
+1-888-749-6785
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • 2-star Downtown property
  • Check in: 2.00 pm
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-878-9982
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • Midscale Suburban hotel
  • 3 suites in property
From$95
Very Good 4.0 /5 Review Score 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 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 and Holiday Inn & Suites Pittsfield-Berkshires by IHG are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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