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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 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • 3-star Downtown property
  • Free breakfast available
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
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Hotel Northampton in Northampton 36 King St., Northampton, MA 01060
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~11.74 miles east of Chesterfield
  • Affordable Downtown property
  • Free breakfast available
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From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Old Mill Inn 87 School St., Hatfield, MA 01038
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~11.91 miles east of Chesterfield
  • 3 star hotel
  • 3 floors in property
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From$159
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst 115a Conz St., Northampton, MA 01060
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~12.19 miles east of Chesterfield
  • Midscale hotel
  • 4 floors in hotel
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From$99
Very Good 4.0 /5 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
  • Two-star Highway hotel
  • Hotel has 89 rooms
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From$85
Average 3.0 /5 Read 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
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst in South Deerfield 9 Greenfield Rd., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • Midscale Highway property
  • 2 suites in hotel
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From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Knights Inn Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • Inexpensive property
  • 22 rooms in property
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From$88
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Three Star Suburban hotel
  • 77 suites in property
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From$140
Average 3.0 /5 Reviews Call BookMore Details
D. Hotel Suites & Spa in Holyoke 1 Country Club Rd., Holyoke, MA 01040
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~14.47 miles southeast of Chesterfield
  • Three Star Highway property
  • Hotel has 6 floors
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites Hadley Amherst - Hadley 340 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • 3 star property
  • Check-in: 15:00
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From$90
Very Good 4.0 /5 Hotel 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
  • Inexpensive Suburban hotel
  • Complimentary breakfast is offered
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From$63
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Hadley Amherst 400 Russell St., Hadley, MA 01035 Website
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~15.18 miles east of Chesterfield
  • 3 star Downtown property
  • Hotel has 7 suites
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From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Howard Johnson by Wyndham Amherst Hadley 401 Russell St., Hadley, MA 01035
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~15.24 miles east of Chesterfield
  • Two star Downtown hotel
  • Check in time: 3:00 PM
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • 3 star Downtown property
  • 2 meeting rooms in hotel
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From$109
Very Good 4.0 /5 Latest 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
  • Check in time: 3:00pm
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From$129
Very Good 4.5 /5 Reviews Call BookMore Details
University Lodge - Amherst 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • Inexpensive Downtown property
  • Check in time: 3:00 PM
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Holyoke Ma - Holyoke 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • Cheap Highway hotel
  • Comp. Breakfast
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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
  • Midscale Suburban hotel
  • 5 conference rooms in property
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From$145
Average 3.0 /5 Guest 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
  • Cheap Highway property
  • 2 suites in hotel
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From$76
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites : 184 Shelburne Rd. 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • Three Star Suburban property
  • 4 floors in property
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From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield 671 Northampton St., Holyoke, MA 01040
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~17.43 miles southeast of Chesterfield
  • Low-priced property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke : 229 Whiting Farms Rd. 229 Whiting Farms Rd., Holyoke, MA 01040
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~18.05 miles southeast of Chesterfield
  • Three Star Suburban property
  • Free breakfast
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield : 39 Southampton Rd. 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • Three Star Suburban property
  • Free complimentary breakfast
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From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Westfield - Springfield : 2 Southampton Rd. 2 Southampton Rd., Westfield, MA 01085 Website
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~18.13 miles south of Chesterfield
  • Three Star Suburban hotel
  • Check in time: 3.00 pm
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From$72
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North - Holyoke 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • 3 star Highway hotel
  • 5 floors in property
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • 2-star Downtown hotel
  • 2 floors in hotel
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From$48
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • Midscale Suburban property
  • Gym is available on property
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From$109
Very Good 4.0 /5 Recent 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
  • 2 star property
  • Check in time: 2pm
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From$50
Poor 2.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Three Star Highway property
  • 115 sleeping rooms in hotel
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020
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~20.29 miles southeast of Chesterfield
  • 3-star property
  • Check-in time: 3:00PM
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Chicopee - Springfield 463 Memorial Dr., Chicopee, MA 01020 Website
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~20.41 miles southeast of Chesterfield
  • Affordable Suburban property
  • 100 sleeping rooms in hotel
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield in West Springfield 64 Border Way, West Springfield, MA 01089
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~20.55 miles southeast of Chesterfield
  • Affordable Highway property
  • Hotel has 88 rooms
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From$97
Very Good 4.0 /5 Guest Reviews 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
  • 2 star Downtown hotel
  • 111 rooms in property
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From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark : 1080 Riverdale St. 1080 Riverdale St., West Springfield, MA 01089 Website
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~20.76 miles southeast of Chesterfield
  • Low priced Suburban hotel
  • Hotel has 10 suites
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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
  • Two-star Suburban hotel
  • Hotel has 22 suites
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From$129
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St. 1150 Riverdale St., West Springfield, MA 01089 Website
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~20.86 miles southeast of Chesterfield
  • Economical Suburban hotel
  • 5 floors in hotel
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From$75
Average 3.0 /5 Review Score Call BookMore Details
Courtyard West Spring Marriott - West Springfield 885 Riverdale St., West Springfield, MA 01089
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~21.27 miles southeast of Chesterfield
  • Mid-scale hotel
  • Check-in: 15:00
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn West Springfield in West Springfield 1011 Riverdale St., West Springfield, MS 01089
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~21.36 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • Fitness center on property
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 - West Springfield 1533 Elm St., West Springfield, MA 01089
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~21.39 miles southeast of Chesterfield
  • 2 star Downtown property
  • Check in: 3.00pm
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From$69
Average 3.0 /5 Review Score 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 Guest 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
  • 4 floors in hotel
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From$150
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St. 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • Mid-scale hotel
  • Check in time: 3:00 PM
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201
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~21.50 miles west of Chesterfield
  • 3 star Downtown hotel
  • Check in: 3:00 PM
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Cheap Lake hotel
  • Check in: 11:00 AM
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From$47
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~21.56 miles west of Chesterfield
  • 3 star Suburban property
  • Access to gym on-site
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From$80
Average 3.0 /5 Latest 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
  • Cheap property
  • 2 floors in hotel
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From$60
Poor 2.5 /5 Reviews 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
  • Four star Resort hotel
  • 10 meeting rooms in hotel
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From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • Two-star Mountain hotel
  • 2 meeting rooms in hotel
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From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG : 572 Riverdale St. 572 Riverdale St., West Springfield, MA 01089
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~21.64 miles southeast of Chesterfield
  • Low priced Downtown property
  • Gym is available on property
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From$80
Very Good 4.0 /5 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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