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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
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.99 miles east of Chesterfield
  • 3 star Downtown hotel
  • Free breakfast
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
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Hotel Northampton : 36 King St.
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.76 miles east of Chesterfield
  • 3 star Downtown property
  • Hotel has 5 meeting rooms
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
  • Affordable property
  • 3 floors in property
From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.22 miles east of Chesterfield
  • 3-star hotel
  • Check-in time: 15:00
From$99
Very Good 4.0 /5 Guest 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
  • 2-star Highway property
  • Fitness + Health Center
From$85
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area : 24 Bay Rd.
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.64 miles east of Chesterfield
  • Affordable Suburban property
  • Gym / Fitness Center Available
From$109
Very Good 4.0 /5 Review Score 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
  • 2 floors in property
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Knights Inn Hadley - Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Two-star property
  • Complimentary breakfast is offered
From$88
Average 3.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst in Hadley
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.12 miles east of Chesterfield
  • 2-star Suburban property
  • Fitness / Gym is on-site
From$75
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
  • Affordable Highway property
  • Free breakfast
From$89
Very Good 4.0 /5 Read 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 property
  • Gym / Fitness Center Available
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Hadley near University in Hadley
+1-888-455-5160
329 Russell St., Hadley, MA 01035 ~14.77 miles east of Chesterfield
  • Two star Suburban hotel
  • Check-in time: 3:00 pm
From$63
Average 3.0 /5 Review Score 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
  • Low priced Downtown property
  • Check-in: 3:00 PM
From$60
Average 3.0 /5 Read 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
  • Mid-scale Downtown hotel
  • Gym / Fitness Center Available
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Umass : 1 Campus Center Way
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • 3 star Downtown property
  • Hotel has an eco-friendly policy See more
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
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University Lodge - Amherst
+1-888-878-9982
345 North Pleasant St., Amherst, MA 01002 ~16.36 miles east of Chesterfield
  • Two star Downtown hotel
  • Hotel has 20 rooms
From$75
Average 3.0 /5 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
  • 2-star Highway property
From$60
Not Good 1.0 /5 Read Reviews Call BookMore Details
Inn on Boltwood
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.46 miles east of Chesterfield
  • Midscale hotel
  • Gym / Fitness Center Available
From$90
Very Good 4.0 /5 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
  • Economy Highway property
  • Comp. Breakfast
From$76
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Greenfield - Greenfield
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.44 miles northeast of Chesterfield
  • Affordable Suburban hotel
  • 68 rooms in hotel
From$109
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield - Holyoke
+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 Recent 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
  • Mid-scale Suburban property
  • Check-in: 15:00
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Westfield in Westfield
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.15 miles south of Chesterfield
  • 3 star Suburban property
  • Hotel has 3 floors
From$99
Average 3.0 /5 Latest 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
  • Mid-scale Suburban property
  • Hotel has an eco-friendly policy See policy
From$72
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North : 375 Whitney Ave.
+1-888-311-4278
375 Whitney Ave., Holyoke, MA 01040 ~18.36 miles southeast of Chesterfield
  • 3 star Highway hotel
  • Comp. Breakfast
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Two star Downtown property
  • 58 sleeping rooms in hotel
Hampton Inn Chicopee/Springfield - Chicopee
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Midscale Suburban property
  • 90 sleeping rooms in hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham West Springfield/Route 5 - West Springfield
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Cheap property
  • Hotel has 2 suites
Residence Inn by Marriott Springfield Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • Three Star Highway hotel
  • 115 rooms in hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tru by Hilton Chicopee Springfield
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.34 miles southeast of Chesterfield
  • 3-star hotel
  • Hotel has 108 rooms
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
  • 2 floors in property
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield - West Springfield
+1-888-749-6785
64 Border Way, West Springfield, MA 01089 ~20.60 miles southeast of Chesterfield
  • Affordable Highway property
  • Hotel has 88 suites
From$97
Very Good 4.0 /5 Guest Reviews 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
  • Inexpensive Downtown property
  • Gym is available on property
From$67
Average 3.0 /5 Hotel 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
  • Complimentary breakfast is offered
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+1-888-389-4121
106 Capital Dr., West Springfield, MA 01089 Website ~20.85 miles southeast of Chesterfield
  • Two star Suburban hotel
  • 2 floors in property
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-675-2083
1150 Riverdale St., West Springfield, MA 01089 ~20.90 miles southeast of Chesterfield
  • Low-priced Suburban hotel
  • Check in: 3:00
From$75
Average 3.0 /5 Read 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
  • Affordable property
  • Gym / Fitness Center Available
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn West Springfield
+1-800-805-5223
1011 Riverdale St., West Springfield, MS 01089 ~21.40 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • Check-in: 12:00 pm
From$80
Very Good 4.0 /5 Read 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
  • Cheap Downtown property
  • Comp. Breakfast
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
  • 10 meeting rooms in hotel
From$109
Average 3.5 /5 Hotel 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
  • Four star Downtown property
  • Check in time: 15:00
From$150
Excellent 5.0 /5 Review Score Call BookMore Details
Pilgrim Inn
+1-888-311-4278
165 Housatonic St., Lee, MA 01238 ~21.51 miles west of Chesterfield
  • 3 star hotel
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Guest 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
  • Midscale Downtown property
  • Fitness center on property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 170 Housatonic St.
+1-888-734-9421
170 Housatonic St., Lee, MA 01238 ~21.55 miles west of Chesterfield
  • Low priced hotel
From$47
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield - Chicopee
+1-888-841-5292
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 ~21.65 miles southeast of Chesterfield
  • Cheap hotel
  • 88 rooms in property
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-455-5160
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • Four star Resort hotel
  • Hotel has an eco-friendly policy Learn more
From$138
Average 3.0 /5 Review Score Call BookMore Details
Candlewood Suites West Springfield, an IHG Hotel : 572 Riverdale St.
+1-888-965-8297
572 Riverdale St., West Springfield, MA 01089 ~21.69 miles southeast of Chesterfield
  • Economical Downtown property
  • Check-in: 3.00pm
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Lenox Inn
+1-888-906-6358
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • Economy property
  • Check in time: 15:00
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-749-6785
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Economy Downtown property
  • Hotel has 16 rooms
From$37
Poor 2.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-878-9982
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • 3 star Suburban hotel
  • 2 meeting rooms in property
From$95
Very Good 4.0 /5 Hotel 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 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, 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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