Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

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
  • Mid-scale Downtown hotel
  • Check-in time: 4:00 PM
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesterfield" Get Alexa Skill →
Hotel Northampton
+1-888-675-2083
36 King St., Northampton, MA 01060 ~11.76 miles east of Chesterfield
  • 3-star Downtown hotel
  • Free breakfast
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
  • Mid-scale property
  • 3 floors in property
From$159
Very Good 4.5 /5 Guest 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
  • Affordable property
  • Check-in time: 15:00
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in Northampton
+1-888-965-1860
117 Conz St., Northampton, MA 01060 Website ~12.29 miles east of Chesterfield
  • Low Cost Highway property
  • 89 sleeping rooms in hotel
From$85
Average 3.0 /5 Hotel 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
  • Midscale Suburban hotel
  • Access to gym on-site
From$109
Very Good 4.0 /5 Guest 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
  • Mid-scale Highway property
  • Hotel has 122 rooms
From$57
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Hadley in Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • Economical property
  • 22 rooms in property
From$88
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-469-4795
237 Russell St., Hadley, MA 01035 ~14.05 miles east of Chesterfield
  • Midscale Suburban property
  • Fitness center on property
From$140
Average 3.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa - Holyoke
+1-888-734-9421
1 Country Club Rd., Holyoke, MA 01040 ~14.50 miles southeast of Chesterfield
  • Three Star Highway property
  • Fitness + Health Center
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites Hadley Amherst - Hadley
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • Three Star hotel
  • Access to gym on-site
From$90
Very Good 4.0 /5 Read Reviews 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
  • Two-star Suburban hotel
  • Check in time: 3:00 pm
From$63
Average 3.0 /5 Recent 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
  • Economy Downtown property
  • Hotel has 3 suites
From$60
Average 3.0 /5 Read 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
  • Mid-scale Downtown property
  • 4 suites in hotel
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Umass
+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 policy
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesterfield" Get Alexa Skill →
University Lodge
+1-888-878-9982
345 North Pleasant St., Amherst, MA 01002 ~16.36 miles east of Chesterfield
  • Inexpensive Downtown property
  • Check in time: 3:00 PM
From$75
Average 3.0 /5 Review Score 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
  • Two star Highway hotel
  • Comp. Breakfast
From$60
Not Good 1.0 /5 Hotel Reviews Call BookMore Details
Inn on Boltwood
+1-888-389-4121
30 Boltwood Ave., Amherst, MA 01002 ~16.46 miles east of Chesterfield
  • Three Star Suburban property
  • 5 conference rooms in property
From$145
Average 3.0 /5 Read 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
  • Economical Highway property
  • Complimentary breakfast is offered
From$76
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Greenfield in Greenfield
+1-800-716-8490
184 Shelburne Rd., Greenfield, MA 01301 ~17.44 miles northeast of Chesterfield
  • Midscale Suburban hotel
  • Hotel has 21 suites
From$109
Very Good 4.5 /5 Latest 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
From$60
Average 3.0 /5 Review Score 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
  • Three Star Suburban hotel
  • Free breakfast available
From$109
Very Good 4.0 /5 Hotel 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
  • Mid-scale Suburban hotel
  • Hotel has 3 floors
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-897-9207
2 Southampton Rd., Westfield, MA 01085 Website ~18.16 miles south of Chesterfield
  • Mid-scale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
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
  • 114 suites in property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Low Cost Downtown property
  • Hotel has 58 rooms
Hampton Inn Chicopee / Springfield in Chicopee
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • 2 suites in hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverdale Inn
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Two-star property
  • Check-in: 2pm
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 property
  • Hotel has 115 suites
From$99
Very Good 4.0 /5 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 property
  • Check-in time: 3:00PM
From$90
Very Good 4.0 /5 Read 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
  • 3 star Suburban hotel
  • Check-in: 3;00 pm
From$59
Very Good 4.0 /5 Latest 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
  • Three Star Highway hotel
  • Fitness + Health Center
From$97
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield in West Springfield
+1-888-878-9982
1254 Riverdale St., West Springfield, MA 01089 ~20.63 miles southeast of Chesterfield
  • Cheap Downtown property
  • Gym is available on property
From$67
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark in West Springfield
+1-888-389-4485
1080 Riverdale St., West Springfield, MA 01089 ~20.80 miles southeast of Chesterfield
  • Low priced Suburban property
  • Hotel has a green policy See policy
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites
+1-888-389-4121
106 Capital Dr., West Springfield, MA 01089 Website ~20.85 miles southeast of Chesterfield
  • 2-star Suburban hotel
  • 22 suites in property
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
  • Inexpensive Suburban property
  • 114 rooms in hotel
From$75
Average 3.0 /5 Reviews 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
  • 3 star hotel
  • Gym is available on property
From$90
Very Good 4.0 /5 Read 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 hotel
  • 148 rooms in hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 : 1533 Elm St.
+1-888-965-1860
1533 Elm St., West Springfield, MA 01089 ~21.44 miles southeast of Chesterfield
  • 2 star Downtown hotel
  • Hotel has 66 rooms
From$69
Average 3.0 /5 Review Score 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 hotel
  • 2 floors in property
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
  • 4-star Downtown hotel
  • 6 suites in property
From$150
Excellent 5.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn
+1-888-311-4278
165 Housatonic St., Lee, MA 01238 ~21.51 miles west of Chesterfield
  • Three Star property
  • Check in: 3:00 PM
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • Mid-scale Downtown property
  • Hotel has 26 suites
From$80
Average 3.0 /5 Read 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
  • Economy property
  • Check in: 15:00
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • 4 star Resort property
  • Fitness center on property
From$138
Average 3.0 /5 Latest Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-455-5160
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.67 miles west of Chesterfield
  • Economy Mountain hotel
  • Hotel has 146 rooms
From$125
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG
+1-888-965-8297
572 Riverdale St., West Springfield, MA 01089 ~21.69 miles southeast of Chesterfield
  • 2 star Downtown hotel
  • 71 rooms in hotel
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-906-6358
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • Economical hotel
  • 18 sleeping rooms in hotel
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-749-6785
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • 2-star Downtown hotel
  • 16 sleeping rooms in hotel
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-878-9982
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • Mid-scale Suburban hotel
  • Gym / Fitness Center Available
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 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).

Back to Top