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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
  • Three Star Downtown property
  • 3 suites in hotel
From£65
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
  • Midscale Downtown property
  • Check-in: 2:30pm
From£106
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Old Mill Inn : 87 School St.
+1-800-716-8490
87 School St., Hatfield, MA 01038 ~11.93 miles east of Chesterfield
  • Mid-scale hotel
  • 3 floors in property
From£116
Very good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst - Northampton
+1-800-805-5223
115a Conz St., Northampton, MA 01060 ~12.22 miles east of Chesterfield
  • Mid-scale property
  • Hotel has 106 rooms
From£72
Very good 4.0 /5 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-priced Highway hotel
  • 89 sleeping rooms in hotel
From£62
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-888-788-5576
24 Bay Rd., Hadley, MA 01035 ~12.64 miles east of Chesterfield
  • 3 star Suburban hotel
  • Free breakfast available
From£80
Very good 4.0 /5 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 hotel
  • Check in: 03:00pm
From£41
Average 3.0 /5 Recent Reviews 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
  • Two star hotel
  • Comp. Breakfast
From£64
Average 3.0 /5 Guest 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
  • Midscale Suburban hotel
  • Free breakfast
From£102
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
  • 3-star Highway hotel
  • 6 floors in property
From£65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • Mid-scale hotel
  • Check in: 15:00
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University : 329 Russell St.
+1-888-455-5160
329 Russell St., Hadley, MA 01035 ~14.77 miles east of Chesterfield
  • Inexpensive Suburban hotel
  • Hotel has 3 floors
From£46
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
  • Cheap Downtown hotel
  • 3 suites in hotel
From£44
Average 3.0 /5 Latest 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 hotel
  • 2 meeting rooms in hotel
From£80
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Umass - Amherst
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • Affordable Downtown property
  • 4 floors in hotel
From£94
Very good 4.5 /5 Reviews Call BookMore Details
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University Lodge : 345 North Pleasant St.
+1-888-878-9982
345 North Pleasant St., Amherst, MA 01002 ~16.36 miles east of Chesterfield
  • Cheap Downtown property
  • Hotel has 20 rooms
From£55
Average 3.0 /5 Read 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
  • Cheap Highway hotel
  • Check-in time: 2:00 PM
From£44
Terrible 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 Suburban hotel
  • 5 meeting rooms in hotel
From£106
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Greenfield : 21 Colrain Rd.
+1-888-675-2083
21 Colrain Rd., Greenfield, MA 01301 ~17.41 miles northeast of Chesterfield
  • Inexpensive Highway hotel
  • Free breakfast available
From£55
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
  • Free complimentary breakfast
From£80
Very good 4.5 /5 Guest 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
  • 2-star property
  • Check in time: 14:00
From£44
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
  • Three Star Suburban property
  • 4 suites in hotel
From£80
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
  • 3-star Suburban property
  • Check in time: 3:00 PM
From£72
Average 3.0 /5 Recent 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
  • 3 star Suburban property
  • Check in: 3.00 pm
From£52
Average 3.0 /5 Read 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
  • 3-star Highway hotel
  • Airport shuttle provided
From£72
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • Cheap Downtown hotel
  • Check-in time: 2pm
From£35
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • 2 suites in property
From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Riverdale Inn : 1500 Riverdale St.
+1-888-841-5292
1500 Riverdale St., West Springfield, MA 01089 ~20.23 miles southeast of Chesterfield
  • Low priced property
  • 2 floors in property
From£36
Poor 2.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr.
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • Three Star Highway property
  • Access to gym on-site
From£72
Very good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-888-965-8297
440 Memorial Dr., Chicopee, MA 01020 ~20.34 miles southeast of Chesterfield
  • 3-star property
  • 4 floors in hotel
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Chicopee - Springfield - Chicopee
+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£43
Very good 4.0 /5 Guest Reviews 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 hotel
  • Gym is available on property
From£71
Very good 4.0 /5 Review Score 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
  • Cheap Downtown property
  • Check-in time: 3:00pm
From£49
Average 3.0 /5 Hotel 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
  • 2 star Suburban property
  • Hotel has an eco-friendly policy See policy
From£50
Very good 4.0 /5 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
  • Economy Suburban property
  • Hotel has 75 rooms
From£94
Average 3.0 /5 Read 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
  • Inexpensive Suburban property
  • Check-in: 3:00
From£55
Average 3.0 /5 Guest 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£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn West Springfield - West Springfield
+1-800-805-5223
1011 Riverdale St., West Springfield, MS 01089 ~21.40 miles southeast of Chesterfield
  • Three Star Suburban property
  • Check in: 12:00 pm
From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5
+1-888-965-1860
1533 Elm St., West Springfield, MA 01089 ~21.44 miles southeast of Chesterfield
  • Two star Downtown hotel
  • Comp. Breakfast
From£50
Average 3.0 /5 Hotel 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 2 floors
From£80
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
  • 4 star Downtown property
  • Check-in: 15:00
From£110
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
  • 3-star property
  • Check-in: 3:00 PM
From£58
Average 3.0 /5 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 14 floors
From£58
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield
+1-888-734-9421
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 ~21.65 miles southeast of Chesterfield
  • Inexpensive 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
  • Expensive Resort property
  • Hotel has 10 meeting rooms
From£101
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield
+1-888-455-5160
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.67 miles west of Chesterfield
  • Cheap Mountain hotel
  • Gym is available on property
From£91
Very good 4.5 /5 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
  • 2 star Downtown property
  • Hotel has 71 suites
From£58
Very good 4.0 /5 Hotel 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
  • Two star property
  • 18 sleeping rooms in hotel
Knights Inn Lenox
+1-888-749-6785
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Low Cost Downtown property
From£27
Poor 2.0 /5 Reviews Call BookMore Details
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
  • 3 suites in property
From£69
Very good 4.0 /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 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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