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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
  • Affordable Downtown hotel
  • 32 rooms in hotel
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From$89
Very Good 4.0 /5 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 hotel
  • Fitness / Gym is on-site
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From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Old Mill Inn 87 School St., Hatfield, MA 01038
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~11.91 miles east of Chesterfield
  • Three Star property
  • 9 rooms in hotel
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From$159
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst - Northampton 115a Conz St., Northampton, MA 01060
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~12.19 miles east of Chesterfield
  • Three Star hotel
  • 4 floors in hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Northampton - Amherst 117 Conz St., Northampton, MA 01060 Website
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~12.26 miles east of Chesterfield
  • Low priced Highway property
  • 89 sleeping rooms in hotel
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From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley 24 Bay Rd., Hadley, MA 01035
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~12.62 miles east of Chesterfield
  • 3-star Suburban property
  • Fitness center on property
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst : 9 Greenfield Rd. 9 Greenfield Rd., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • 3-star Highway property
  • Hotel has an eco-friendly policy Read more
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From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Knights Inn Hadley - Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • Low-priced hotel
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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
  • Midscale Suburban property
  • 3 floors in property
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From$140
Average 3.0 /5 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
  • Affordable Highway hotel
  • Hotel has 6 floors
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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
  • 3 star hotel
  • 6 rooms in property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Hadley near University 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Low Cost Suburban property
  • Hotel has 3 floors
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From$63
Average 3.0 /5 Recent 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 hotel
  • Check-in time: 3:00 pm
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From$89
Very Good 4.0 /5 Read 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
  • 3 suites in property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
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 Guest Reviews Call BookMore Details
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Hotel Umass in Amherst 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Three Star Downtown hotel
  • 4 suites in hotel
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From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
University Lodge : 345 North Pleasant St. 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • Low-priced Downtown hotel
  • Hotel has 20 rooms
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From$75
Average 3.0 /5 Read 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
  • Two-star 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 - Amherst 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • Midscale Suburban hotel
  • Check-in: 4pm
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From$145
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Greenfield in Greenfield 21 Colrain Rd., Greenfield, MA 01301
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~17.39 miles northeast of Chesterfield
  • Economy Highway property
  • Hotel has 59 rooms
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From$76
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites in Greenfield 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • 3-star Suburban hotel
  • 21 suites in property
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From$109
Average 3.0 /5 Guest 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
  • Economy hotel
  • Check-in time: 14:00
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke in Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~18.05 miles southeast of Chesterfield
  • Affordable Suburban hotel
  • 91 sleeping rooms in hotel
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • 3 star Suburban hotel
  • 19 suites in property
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From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Westfield - Springfield in Westfield 2 Southampton Rd., Westfield, MA 01085 Website
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~18.13 miles south of Chesterfield
  • Mid-scale Suburban hotel
  • Free comp. breakfast
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From$72
Average 3.0 /5 Hotel 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
  • Mid-scale Highway hotel
  • Hotel has 114 rooms
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From$99
Very Good 4.0 /5 Read 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
  • 2 floors in hotel
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From$48
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • Hotel has 3 floors
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverdale Inn 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Low priced hotel
  • Check-in time: 2pm
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From$50
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr. 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • 115 suites in hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~20.29 miles southeast of Chesterfield
  • Midscale property
  • 4 floors in hotel
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Chicopee - Springfield - Chicopee 463 Memorial Dr., Chicopee, MA 01020 Website
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~20.41 miles southeast of Chesterfield
  • Midscale Suburban hotel
  • 100 rooms in hotel
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From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield - West Springfield 64 Border Way, West Springfield, MA 01089
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~20.55 miles southeast of Chesterfield
  • 3 star Highway hotel
  • 4 floors in property
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From$97
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Plus+ West Springfield - West Springfield 1254 Riverdale St., West Springfield, MA 01089
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~20.59 miles southeast of Chesterfield
  • Two-star Downtown property
  • 2 floors in hotel
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From$67
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark 1080 Riverdale St., West Springfield, MA 01089 Website
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~20.76 miles southeast of Chesterfield
  • Low Cost Suburban property
  • Hotel has 10 suites
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From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield 106 Capital Dr., West Springfield, MA 01089 Website
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~20.81 miles southeast of Chesterfield
  • Economical Suburban hotel
  • Hotel has 2 floors
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From$129
Average 3.0 /5 Recent Reviews 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
  • 2 star Suburban property
  • Hotel has 114 rooms
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From$75
Average 3.0 /5 Latest 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
  • Midscale property
  • Check-in: 15:00
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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
  • Check in time: 12:00 pm
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 : 1533 Elm St. 1533 Elm St., West Springfield, MA 01089
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~21.39 miles southeast of Chesterfield
  • 2 star Downtown hotel
  • Hotel has 2 floors
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From$69
Average 3.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • High end Mountain hotel
  • 2 floors in hotel
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From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Hotel on North : 297 North St. 297 North St., Pittsfield, MA 01201
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~21.45 miles west of Chesterfield
  • 4 star Downtown property
  • Check-in time: 15:00
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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
  • Mid-scale hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201
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~21.50 miles west of Chesterfield
  • Midscale Downtown hotel
  • Fitness / Gym is on-site
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Two star Lake hotel
  • Check-in: 11:00 AM
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From$47
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201
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~21.56 miles west of Chesterfield
  • Affordable Suburban property
  • 81 sleeping rooms in hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield in Chicopee 36 Johnny Cake Hollow Rd., Chicopee, MA 01020
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~21.60 miles southeast of Chesterfield
  • Two-star hotel
  • Check-in time: 15:00
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From$60
Poor 2.5 /5 Read 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 property
  • Has environment-friendly policy Read more
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From$138
Average 3.0 /5 Hotel 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
  • Low-priced Mountain property
  • 5 floors in property
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From$125
Very Good 4.5 /5 Latest 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
  • Economy Downtown hotel
  • Hotel has 4 floors
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From$80
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 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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