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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
  • Midscale Downtown hotel
  • Hotel has 3 suites
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Hotel Northampton - Northampton 36 King St., Northampton, MA 01060
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~11.74 miles east of Chesterfield
  • Mid-scale Downtown property
  • Comp. Breakfast
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From$145
Very Good 4.0 /5 Hotel 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
  • Affordable hotel
  • 4 suites in property
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From$159
Very Good 4.5 /5 Latest 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
  • Mid-scale hotel
  • Free breakfast available
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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
  • Two star Highway property
  • 3 floors in property
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From$85
Average 3.0 /5 Review Score 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
  • Affordable Suburban hotel
  • Hotel has 4 meeting rooms
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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., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • Mid-scale Highway property
  • Check-in: 03:00pm
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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
  • Two-star hotel
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From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Midscale Suburban property
  • 77 sleeping rooms in hotel
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From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
D. Hotel Suites & Spa - Holyoke 1 Country Club Rd., Holyoke, MA 01040
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~14.47 miles southeast of Chesterfield
  • 3 star Highway property
  • Free breakfast available
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From$89
Very Good 4.0 /5 Read 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
  • Three Star hotel
  • 6 rooms in property
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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
  • Low-priced Suburban hotel
  • Check in time: 3:00 pm
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From$63
Average 3.0 /5 Recent 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
  • 3-star Downtown property
  • Hotel has 3 floors
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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 in Hadley 401 Russell St., Hadley, MA 01035
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~15.24 miles east of Chesterfield
  • Two-star Downtown hotel
  • Hotel has 3 suites
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From$60
Average 3.0 /5 Read 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
  • Three Star Downtown hotel
  • 4 suites in hotel
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From$109
Very Good 4.0 /5 Guest 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
  • Midscale Downtown property
  • Check-in time: 3:00pm
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From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
University Lodge in Amherst 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • Economical Downtown property
  • Check in: 3:00 PM
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Holyoke Ma in Holyoke 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • Two star Highway property
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From$60
Not Good 1.0 /5 Recent Reviews Call BookMore Details
Inn on Boltwood : 30 Boltwood Ave. 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • Midscale Suburban hotel
  • 49 rooms in property
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From$145
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield 21 Colrain Rd., Greenfield, MA 01301
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~17.39 miles northeast of Chesterfield
  • Cheap Highway hotel
  • Fitness center on property
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From$76
Very Good 4.0 /5 Latest Reviews 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
  • Mid-scale Suburban property
  • Check-in time: 04:00 PM
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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: 14:00
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From$60
Average 3.0 /5 Latest 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
  • Midscale Suburban hotel
  • Hotel has 91 rooms
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • Midscale Suburban hotel
  • Free breakfast
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From$99
Average 3.0 /5 Recent 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
  • Hotel has an eco-friendly policy See more
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From$72
Average 3.0 /5 Review Score 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
  • Affordable Highway hotel
  • 5 floors in property
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge - Pittsfield 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Low Cost 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 : 600 Memorial Dr. 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • Gym / Fitness Center Available
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From$109
Very Good 4.0 /5 Guest 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
  • Two-star hotel
  • Complimentary breakfast is offered
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From$50
Poor 2.0 /5 Guest 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
  • Affordable Highway hotel
  • 4 floors in property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield : 440 Memorial Dr. 440 Memorial Dr., Chicopee, MA 01020
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~20.28 miles southeast of Chesterfield
  • Midscale property
  • 108 rooms in property
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From$99
Average 3.0 /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
  • 3 star Suburban property
  • Fitness / Gym is on-site
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From$59
Very Good 4.0 /5 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
  • Fitness / Gym is on-site
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From$97
Very Good 4.0 /5 Read 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
  • Low Cost Downtown property
  • Gym is available on 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
  • 10 suites in hotel
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From$69
Very Good 4.0 /5 Review Score 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
  • Low-priced Suburban hotel
  • Hotel has 75 rooms
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From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089 Website
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~20.86 miles southeast of Chesterfield
  • Two star Suburban hotel
  • Free complimentary breakfast
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From$75
Average 3.0 /5 Read 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 property
  • Fitness / Gym is on-site
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn West Springfield : 1011 Riverdale St. 1011 Riverdale St., West Springfield, MS 01089
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~21.36 miles southeast of Chesterfield
  • 3-star Suburban property
  • Hotel has 3 floors
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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
  • Two star Downtown property
  • 66 rooms in property
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From$69
Average 3.0 /5 Recent Reviews 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 property
  • Check in: 4:00PM
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From$109
Average 3.5 /5 Reviews 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 property
  • 4 floors in hotel
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From$150
Excellent 5.0 /5 Review Score Call BookMore Details
Pilgrim Inn : 165 Housatonic St. 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • 3 star 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 1 West St., Pittsfield, MA 01201
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~21.50 miles west of Chesterfield
  • Affordable Downtown hotel
  • 14 floors in property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Economical Lake property
  • Check-in time: 11:00 AM
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From$47
Average 3.0 /5 Latest Reviews 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
  • 3-star Suburban hotel
  • Check-in time: 3pm
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From$80
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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
  • 2 star property
  • 88 sleeping rooms 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. 55 Lee Rd., Lenox, MA 01240
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~21.63 miles west of Chesterfield
  • Four star Resort property
  • Check in: 3PM
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From$138
Average 3.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • Low priced Mountain hotel
  • 146 suites in hotel
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From$125
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG - West Springfield 572 Riverdale St., West Springfield, MA 01089
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~21.64 miles southeast of Chesterfield
  • Low priced Downtown hotel
  • Hotel has 4 floors
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From$80
Very Good 4.0 /5 Guest 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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