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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 - Northampton 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • Three Star Downtown hotel
  • Check in: 4:00 PM
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From$89
Very Good 4.0 /5 Latest 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
  • 3-star Downtown property
  • Gym / Fitness Center Available
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From$145
Very Good 4.0 /5 Reviews Call BookMore Details
Old Mill Inn 87 School St., Hatfield, MA 01038
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~11.91 miles east of Chesterfield
  • Midscale property
  • 4 suites in hotel
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From$159
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton 115a Conz St., Northampton, MA 01060
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~12.19 miles east of Chesterfield
  • Midscale property
  • Gym is available on property
More Photos Image of Fairfield Inn & Suites Springfield Northampton/Amherst
From$99
Very Good 4.0 /5 Recent 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
  • Cheap Highway hotel
  • Check-in: 3:00 PM
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From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley 24 Bay Rd., Hadley, MA 01035
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~12.62 miles east of Chesterfield
  • 3 star Suburban property
  • 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 - South Deerfield 9 Greenfield Rd., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • Midscale Highway property
  • 2 floors 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
  • Low Cost property
  • Complimentary breakfast is offered
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From$88
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Mid-scale Suburban hotel
  • 77 rooms in hotel
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From$140
Average 3.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa 1 Country Club Rd., Holyoke, MA 01040
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~14.47 miles southeast of Chesterfield
  • 3-star Highway property
  • Check in: 3:00 PM
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Hadley Amherst 340 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Midscale hotel
  • Check in time: 15:00
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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
  • Cheap Suburban hotel
  • Hotel has 3 floors
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From$63
Average 3.0 /5 Read Reviews Call BookMore Details
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 property
  • Fitness + Health Center
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From$60
Average 3.0 /5 Review Score Call BookMore Details
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Courtyard by Marriott Hadley Amherst 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • Affordable Downtown hotel
  • 2 conference rooms in property
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Umass in Amherst 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Affordable Downtown property
  • Free comp. breakfast
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From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
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University Lodge 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • Economical Downtown hotel
  • Check-in: 3:00 PM
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Holyoke Ma : 1515 Northampton St. 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • Inexpensive Highway property
  • Check in time: 2:00 PM
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From$60
Not Good 1.0 /5 Reviews Call BookMore Details
Inn on Boltwood 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • Mid-scale Suburban hotel
  • 49 rooms in hotel
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From$145
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Greenfield : 21 Colrain Rd. 21 Colrain Rd., Greenfield, MA 01301
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~17.39 miles northeast of Chesterfield
  • Economical Highway hotel
  • Hotel has 59 rooms
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From$76
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites - Greenfield 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • 3 star Suburban property
  • 68 rooms in property
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From$109
Average 3.0 /5 Read Reviews 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
  • Two star hotel
  • Check-in time: 14:00
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From$60
Average 3.0 /5 Guest 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
  • Access to gym on-site
More Photos Photo of Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Review Score 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
  • Affordable Suburban hotel
  • Free complimentary breakfast
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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
  • Three Star Suburban hotel
  • 56 rooms in hotel
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From$72
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North : 375 Whitney Ave. 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • 3 star Highway property
  • 114 suites in property
More Photos Photo of Homewood Suites by Hilton Holyoke-Springfield/North
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Two star Downtown property
  • Free breakfast
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From$48
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • Fitness center on property
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Riverdale Inn - West Springfield 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Low priced property
  • 62 sleeping rooms in hotel
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From$50
Poor 2.0 /5 Hotel 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
  • 3 star Highway hotel
  • Fitness + Health Center
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield : 440 Memorial Dr. 440 Memorial Dr., Chicopee, MA 01020
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~20.29 miles southeast of Chesterfield
  • Affordable property
  • Hotel has 108 rooms
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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
  • Midscale Suburban property
  • 100 rooms in property
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From$59
Very Good 4.0 /5 Guest Reviews 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
  • 3 star Highway property
  • Check in: 3:00pm
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From$97
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield : 1254 Riverdale St. 1254 Riverdale St., West Springfield, MA 01089
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~20.59 miles southeast of Chesterfield
  • Inexpensive Downtown property
  • Check in: 3:00pm
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From$67
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark in West Springfield 1080 Riverdale St., West Springfield, MA 01089
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~20.76 miles southeast of Chesterfield
  • Two star Suburban property
  • Hotel has 10 suites
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From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites - West Springfield 106 Capital Dr., West Springfield, MA 01089 Website
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~20.81 miles southeast of Chesterfield
  • Cheap Suburban hotel
  • Hotel has 2 floors
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From$129
Average 3.0 /5 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
  • Cheap Suburban hotel
  • Check in time: 3:00
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Courtyard West Spring Marriott in West Springfield 885 Riverdale St., West Springfield, MA 01089
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~21.27 miles southeast of Chesterfield
  • Three Star hotel
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From$90
Very Good 4.0 /5 Guest 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
  • Three Star Suburban property
  • Access to gym on-site
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From$80
Very Good 4.0 /5 Recent 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
  • 2 floors in hotel
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From$69
Average 3.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Four-star Mountain property
  • Check in time: 4:00PM
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From$109
Average 3.5 /5 Review Score Call BookMore Details
Hotel on North 297 North St., Pittsfield, MA 01201
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~21.45 miles west of Chesterfield
  • 4 star Downtown hotel
  • Check-in time: 15:00
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From$150
Excellent 5.0 /5 Hotel 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 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
  • Mid-scale Downtown hotel
  • Hotel has 170 rooms
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
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~21.56 miles west of Chesterfield
  • Mid-scale Suburban hotel
  • Hotel has 2 meeting rooms
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Chicopee, MA - Springfield - Chicopee 36 Johnny Cake Hollow Rd., Chicopee, MA 01020
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~21.60 miles southeast of Chesterfield
  • Low-priced property
  • Check in: 15:00
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From$60
Poor 2.5 /5 Recent 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
  • High-end Resort hotel
  • Fitness center on property
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From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • Two star Mountain hotel
  • 146 rooms in hotel
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From$125
Very Good 4.5 /5 Guest 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
  • Two star Downtown property
  • Fitness / Gym is on-site
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Lenox Inn - Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~21.67 miles west of Chesterfield
  • Cheap hotel
  • 18 rooms in property
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From$60
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd. 474 Pittsfield Rd., Lenox, MA 01240
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~21.68 miles west of Chesterfield
  • Low priced Downtown property
  • Check in: 2.00 pm
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From$37
Poor 2.0 /5 Review Score 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?

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, 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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