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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 : 259 Elm St.
+1-888-389-4121
259 Elm St., Northampton, MA 01060 ~10.99 miles east of Chesterfield
  • Affordable Downtown property
  • 3 suites in property
From£70
Very good 4.0 /5 Review Score 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
  • Mid-scale Downtown hotel
  • 7 suites in property
From£115
Very good 4.0 /5 Review Score Call BookMore Details
Old Mill Inn
+1-800-716-8490
87 School St., Hatfield, MA 01038 ~11.93 miles east of Chesterfield
  • 3-star hotel
  • Hotel has 9 rooms
From£126
Very good 4.5 /5 Recent 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
  • 3-star hotel
  • 26 suites in property
From£78
Very good 4.0 /5 Hotel 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 hotel
  • Gym is available on property
From£67
Average 3.0 /5 Latest 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
  • 3-star Suburban property
  • 6 suites in property
From£86
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 hotel
  • 122 rooms in property
From£45
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley
+1-888-311-4278
208 Russell St., Hadley, MA 01035 ~13.78 miles east of Chesterfield
  • 2-star property
From£69
Average 3.0 /5 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
  • Low Cost Suburban hotel
  • Free complimentary breakfast
From£59
Average 3.0 /5 Latest Reviews 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
  • Check-in time: 3:00 PM
From£70
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292
340 Russell St., Hadley, MA 01035 ~14.76 miles east of Chesterfield
  • 3-star hotel
  • Gym / Fitness Center Available
From£71
Very good 4.0 /5 Guest 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
  • Economical Suburban property
  • 63 sleeping rooms in hotel
From£50
Average 3.0 /5 Hotel 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
  • Low Cost Downtown hotel
  • Check-in: 3:00 PM
From£47
Average 3.0 /5 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
  • Midscale Downtown property
  • Check-in time: 3:00 PM
From£86
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Umass
+1-888-749-6785
1 Campus Center Way, Amherst, MA 01003 ~15.69 miles east of Chesterfield
  • Mid-scale Downtown property
  • Check-in time: 3:00pm
From£102
Very good 4.5 /5 Review Score 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
  • Two star Downtown property
  • 20 rooms in hotel
From£59
Average 3.0 /5 Guest 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 priced Highway hotel
  • Check in time: 2:00 PM
From£47
Terrible 1.0 /5 Recent 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 hotel
From£115
Average 3.0 /5 Recent 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
  • Low priced Highway property
  • 2 floors in property
From£60
Very good 4.0 /5 Guest 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 hotel
  • 21 suites in hotel
From£86
Very good 4.5 /5 Guest 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
  • Cheap property
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-965-1860
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.09 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • Check-in: 15:00
From£86
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Westfield - Westfield
+1-888-788-5576
39 Southampton Rd., Westfield, MA 01085 ~18.15 miles south of Chesterfield
  • Midscale Suburban property
  • Check-in: 3:00 PM
From£78
Average 3.0 /5 Guest 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
  • Check in: 3.00 pm
From£57
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 property
  • Hotel has 114 suites
From£78
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~19.25 miles west of Chesterfield
  • 2-star Downtown property
  • Check-in time: 2pm
Hampton Inn Chicopee/Springfield in Chicopee
+1-888-734-9421
600 Memorial Dr., Chicopee, MA 01020 ~20.18 miles southeast of Chesterfield
  • Midscale Suburban property
  • 2 suites in hotel
From£86
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 hotel
  • Complimentary breakfast is offered
Residence Inn by Marriott Springfield Chicopee in Chicopee
+1-888-455-5160
500 Memorial Dr., Chicopee, MA 01020 ~20.30 miles southeast of Chesterfield
  • 3 star Highway property
  • Free complimentary breakfast
From£78
Very good 4.0 /5 Recent 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
  • Three Star property
  • Fitness + Health Center
From£71
Very good 4.0 /5 Guest 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 hotel
  • 2 floors in property
From£46
Very good 4.0 /5 Guest 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
  • Check in time: 3:00pm
From£76
Very good 4.0 /5 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 hotel
  • 111 sleeping rooms in hotel
From£53
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
  • Low Cost Suburban hotel
  • 10 suites in hotel
From£54
Very good 4.0 /5 Hotel 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
  • Low-priced Suburban hotel
  • Check in: 3:00 PM
From£102
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
  • Comp. Breakfast
From£59
Average 3.0 /5 Hotel 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 property
  • Check in: 15:00
From£71
Very good 4.0 /5 Latest 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
  • Midscale Suburban property
  • 3 floors in property
From£63
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
  • Low Cost Downtown hotel
  • Free breakfast available
From£54
Average 3.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-788-5576
430 East St., Lenox, MA 01240 ~21.47 miles west of Chesterfield
  • High-end Mountain property
  • Check in time: 4:00PM
From£86
Average 3.5 /5 Recent 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 hotel
  • Check in: 15:00
From£119
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 hotel
  • Check in: 3:00 PM
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel in Pittsfield
+1-888-469-4795
1 West St., Pittsfield, MA 01201 ~21.52 miles west of Chesterfield
  • 3 star Downtown property
  • 170 sleeping rooms in hotel
From£63
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
  • Low Cost property
  • 2 floors in property
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~21.67 miles west of Chesterfield
  • Expensive Resort hotel
  • 19 suites in hotel
From£109
Average 3.0 /5 Read Reviews 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 property
  • 4 floors in hotel
From£63
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn
+1-888-965-8297
525 Pittsfield Rd., Lenox, MA 01240 ~21.70 miles west of Chesterfield
  • Two star property
  • Hotel has 18 rooms
From£47
Poor 2.0 /5 Reviews Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-906-6358
474 Pittsfield Rd., Lenox, MA 01240 ~21.71 miles west of Chesterfield
  • Inexpensive Downtown hotel
  • 16 sleeping rooms in hotel
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-749-6785
1032 South St., Pittsfield, MA 01201 ~21.74 miles west of Chesterfield
  • Mid-scale Suburban hotel
  • 95 rooms in property
From£75
Very good 4.0 /5 Read Reviews Call BookMore Details
33 Main - Lenox
+1-888-878-9982
33 Main St., Lenox, MA 01238 ~21.77 miles west of Chesterfield
  • Luxurious 5-star property
From£158
Average 3.0 /5 Recent 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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