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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. 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • 3-star Downtown property
  • Hotel has 32 rooms
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Hotel Northampton 36 King St., Northampton, MA 01060
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~11.74 miles east of Chesterfield
  • Affordable Downtown property
  • Fitness center on property
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From$145
Very Good 4.0 /5 Reviews Call BookMore Details
Old Mill Inn : 87 School St. 87 School St., Hatfield, MA 01038
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~11.91 miles east of Chesterfield
  • 3-star property
  • 4 suites in property
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From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St. 115a Conz St., Northampton, MA 01060
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~12.19 miles east of Chesterfield
  • Midscale property
  • Gym / Fitness Center Available
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in Northampton 117 Conz St., Northampton, MA 01060 Website
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~12.26 miles east of Chesterfield
  • 2-star Highway property
  • 3 floors in hotel
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From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
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~12.62 miles east of Chesterfield
  • Three Star Suburban property
  • 3 floors in hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst 9 Greenfield Rd., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • Mid-scale Highway property
  • Hotel has a green policy Learn more
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From$57
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • Two-star property
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From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott : 237 Russell St. 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • 3-star Suburban property
  • Hotel has 77 suites
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From$140
Average 3.0 /5 Latest Reviews Call BookMore Details
D. Hotel Suites & Spa 1 Country Club Rd., Holyoke, MA 01040
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~14.47 miles southeast of Chesterfield
  • Midscale Highway property
  • Access to gym on-site
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites Hadley Amherst 340 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Affordable property
  • Gym is available on property
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Economy Suburban hotel
  • 63 rooms in property
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From$63
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Hadley Amherst - Hadley 400 Russell St., Hadley, MA 01035 Website
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~15.18 miles east of Chesterfield
  • Three Star Downtown property
  • Hotel has 3 floors
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
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Howard Johnson by Wyndham Amherst Hadley in Hadley 401 Russell St., Hadley, MA 01035
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~15.24 miles east of Chesterfield
  • Two-star Downtown hotel
  • 100 rooms in property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • 3-star Downtown hotel
  • 96 rooms in property
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
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Hotel Umass : 1 Campus Center Way 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • Hotel has 4 floors
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From$129
Very Good 4.5 /5 Review Score Call BookMore Details
University Lodge in Amherst 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • 2-star Downtown property
  • 2 floors in property
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Holyoke Ma 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • Economical Highway property
  • Check-in time: 2:00 PM
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From$60
Not Good 1.0 /5 Hotel Reviews Call BookMore Details
Inn on Boltwood - Amherst 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • 3 star Suburban property
  • Has environment-friendly policy Read more
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From$145
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Greenfield - Greenfield 21 Colrain Rd., Greenfield, MA 01301
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~17.39 miles northeast of Chesterfield
  • Low-priced Highway property
  • 59 rooms in property
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From$76
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • 3-star Suburban hotel
  • 68 sleeping rooms in hotel
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From$109
Average 3.0 /5 Review Score Call BookMore Details
Americas Best Value Inn Holyoke Springfield in Holyoke 671 Northampton St., Holyoke, MA 01040
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~17.43 miles southeast of Chesterfield
  • 2-star hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~18.05 miles southeast of Chesterfield
  • Midscale Suburban property
  • 4 suites in hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Westfield in Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • Midscale Suburban hotel
  • Complimentary breakfast is offered
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From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Westfield - Springfield 2 Southampton Rd., Westfield, MA 01085 Website
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~18.13 miles south of Chesterfield
  • Midscale Suburban hotel
  • Hotel has 2 floors
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From$72
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Check-in: 3:00 PM
More Photos Exterior of Homewood Suites by Hilton Holyoke-Springfield/North
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge in Pittsfield 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Economy Downtown property
  • 2 floors in property
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From$48
Poor 2.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • 3-star Suburban hotel
  • Check in: 3:00PM
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Riverdale Inn : 1500 Riverdale St. 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Low priced hotel
  • Hotel has 62 rooms
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From$50
Poor 2.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee in Chicopee 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Three Star Highway hotel
  • Free breakfast available
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Chicopee Springfield - Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~20.29 miles southeast of Chesterfield
  • 3 star property
  • Free breakfast
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Chicopee - Springfield 463 Memorial Dr., Chicopee, MA 01020 Website
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~20.41 miles southeast of Chesterfield
  • Three Star Suburban hotel
  • Gym / Fitness Center Available
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From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089
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~20.55 miles southeast of Chesterfield
  • Three Star Highway hotel
  • 88 rooms in hotel
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From$97
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Plus+ West Springfield 1254 Riverdale St., West Springfield, MA 01089
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~20.59 miles southeast of Chesterfield
  • Economical Downtown property
  • 111 sleeping rooms in hotel
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From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark - West Springfield 1080 Riverdale St., West Springfield, MA 01089
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~20.76 miles southeast of Chesterfield
  • Cheap Suburban property
  • 7 meeting rooms in property
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From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites 106 Capital Dr., West Springfield, MA 01089 Website
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~20.81 miles southeast of Chesterfield
  • Low priced Suburban property
  • Check-in time: 3:00 PM
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From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089 Website
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~20.86 miles southeast of Chesterfield
  • Inexpensive Suburban hotel
  • 2 meeting rooms in hotel
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St. 885 Riverdale St., West Springfield, MA 01089
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~21.27 miles southeast of Chesterfield
  • Affordable hotel
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn West Springfield 1011 Riverdale St., West Springfield, MS 01089
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~21.36 miles southeast of Chesterfield
  • Midscale Suburban property
  • 148 rooms in property
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 in West Springfield 1533 Elm St., West Springfield, MA 01089
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~21.39 miles southeast of Chesterfield
  • Economy Downtown property
  • 66 rooms in property
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From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Expensive Mountain hotel
  • 2 floors in property
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From$109
Average 3.5 /5 Latest Reviews Call BookMore Details
Hotel on North 297 North St., Pittsfield, MA 01201
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~21.45 miles west of Chesterfield
  • Expensive Downtown hotel
  • 45 sleeping rooms in hotel
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From$150
Excellent 5.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • Three Star property
  • Check-in: 3:00 PM
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201
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~21.50 miles west of Chesterfield
  • Three Star Downtown hotel
  • 170 sleeping rooms in hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Low-priced Lake property
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From$47
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~21.56 miles west of Chesterfield
  • Three Star Suburban property
  • Hotel has 28 suites
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd. 36 Johnny Cake Hollow Rd., Chicopee, MA 01020
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~21.60 miles southeast of Chesterfield
  • Economy hotel
  • 88 rooms in hotel
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From$60
Poor 2.5 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only 55 Lee Rd., Lenox, MA 01240
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~21.63 miles west of Chesterfield
  • Expensive Resort hotel
  • Hotel has an eco-friendly policy See policy
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From$138
Average 3.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • 2 star Mountain property
  • Check-in time: 4:00PM
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From$125
Very Good 4.5 /5 Read Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG 572 Riverdale St., West Springfield, MA 01089
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~21.64 miles southeast of Chesterfield
  • 2 star Downtown property
  • Check in: 3.00pm
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From$80
Very Good 4.0 /5 Latest 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 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?

Comfort Inn & Suites Hadley Amherst, Quality Inn Chicopee - Springfield and Clarion Hotel & Aqua Lagoon Waterpark 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, Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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