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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. 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • Affordable Downtown property
  • 2 floors in property
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From£67
Very good 4.0 /5 Recent Reviews 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
  • 3-star Downtown property
  • Fitness center on property
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From£109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Old Mill Inn in Hatfield 87 School St., Hatfield, MA 01038
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~11.91 miles east of Chesterfield
  • 3 star property
  • Check-in time: 3:00pm
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From£119
Very good 4.5 /5 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
  • Three Star property
  • 4 floors in hotel
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton 117 Conz St., Northampton, MA 01060 Website
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~12.26 miles east of Chesterfield
  • Two-star Highway hotel
  • Complimentary breakfast is offered
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From£64
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area : 24 Bay Rd. 24 Bay Rd., Hadley, MA 01035
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~12.62 miles east of Chesterfield
  • Midscale Suburban hotel
  • Check-in time: 11:00 AM
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From£82
Very good 4.0 /5 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
  • Mid-scale Highway hotel
  • Hotel has 2 floors
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From£43
Average 3.0 /5 Recent Reviews Call BookMore Details
Knights Inn Hadley : 208 Russell St. 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • 2-star hotel
  • Free comp. breakfast
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From£66
Average 3.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Affordable Suburban hotel
  • Hotel has 77 suites
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From£105
Average 3.0 /5 Hotel 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
  • 3-star Highway hotel
  • 62 rooms in hotel
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From£67
Very good 4.0 /5 Recent 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 property
  • 6 rooms in hotel
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From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University - Hadley 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Low-priced Suburban hotel
  • Free breakfast available
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From£47
Average 3.0 /5 Guest 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
  • Economy Downtown property
  • Check in time: 3:00 PM
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From£45
Average 3.0 /5 Review Score Call BookMore Details
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Courtyard by Marriott Hadley Amherst : 423 Russell St. 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • 2 meeting rooms in hotel
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From£82
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Umass 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Mid-scale Downtown property
  • Hotel has a green policy See policy
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From£97
Very good 4.5 /5 Read 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
  • Cheap Downtown property
  • Check-in: 3:00 PM
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From£56
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
  • 2-star Highway property
  • Complimentary breakfast is offered
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From£45
Terrible 1.0 /5 Review Score Call BookMore Details
Inn on Boltwood 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • Three Star Suburban hotel
  • 49 sleeping rooms in hotel
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From£109
Average 3.0 /5 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
  • Economical Highway hotel
  • 2 suites in property
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From£57
Very good 4.0 /5 Latest 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 rooms in property
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From£82
Average 3.0 /5 Recent 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
  • Inexpensive property
  • Check in time: 14:00
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From£45
Average 3.0 /5 Hotel 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
  • Midscale Suburban hotel
  • Access to gym on-site
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From£82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Westfield - Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • 3-star Suburban property
  • Hotel has 86 rooms
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From£74
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield - Westfield 2 Southampton Rd., Westfield, MA 01085 Website
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~18.13 miles south of Chesterfield
  • Three Star Suburban hotel
  • 2 floors in property
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From£54
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North in Holyoke 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • Affordable Highway hotel
  • Shuttle from airport available
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From£74
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge - Pittsfield 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Cheap Downtown hotel
  • Hotel has 58 rooms
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From£36
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • 3 star Suburban hotel
  • 3 floors in hotel
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From£82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Riverdale Inn in West Springfield 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Low Cost hotel
  • Hotel has 62 rooms
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From£37
Poor 2.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Affordable Highway property
  • Fitness center on property
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From£74
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 hotel
  • Hotel has 4 floors
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From£67
Very good 4.0 /5 Read 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
  • 3-star Suburban hotel
  • Check-in: 3;00 pm
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From£44
Very good 4.0 /5 Recent 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
  • 3-star Highway property
  • Check in: 3:00pm
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From£73
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
  • 2-star Downtown property
  • 2 floors in property
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From£50
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark 1080 Riverdale St., West Springfield, MA 01089
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~20.76 miles southeast of Chesterfield
  • Economy Suburban property
  • 7 conference rooms in property
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From£52
Very good 4.0 /5 Guest Reviews 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 property
  • Hotel has 2 floors
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From£97
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield in West Springfield 1150 Riverdale St., West Springfield, MA 01089 Website
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~20.86 miles southeast of Chesterfield
  • 2 star Suburban property
  • Free complimentary breakfast
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From£56
Average 3.0 /5 Review Score 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
  • 3 star property
  • Hotel has 121 rooms
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From£67
Very good 4.0 /5 Recent 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
  • Mid-scale Suburban property
  • Comp. Breakfast
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From£60
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
  • Economical Downtown property
  • Check in time: 3.00pm
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From£52
Average 3.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Expensive Mountain hotel
  • 90 rooms in hotel
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From£82
Average 3.5 /5 Latest Reviews Call BookMore Details
Hotel on North - Pittsfield 297 North St., Pittsfield, MA 01201
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~21.45 miles west of Chesterfield
  • Four star Downtown hotel
  • 4 floors in property
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From£113
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
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From£60
Average 3.0 /5 Review Score 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
  • 3-star Downtown property
  • Access to gym on-site
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From£60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn : 170 Housatonic St. 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£35
Average 3.0 /5 Review Score 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
  • Mid-scale Suburban hotel
  • 81 sleeping rooms in hotel
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From£60
Average 3.0 /5 Recent Reviews 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
  • 2 floors in property
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From£45
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
  • High-end Resort hotel
  • 19 suites in hotel
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From£104
Average 3.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • Inexpensive Mountain property
  • 146 suites in property
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From£94
Very good 4.5 /5 Read Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG in West Springfield 572 Riverdale St., West Springfield, MA 01089
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~21.64 miles southeast of Chesterfield
  • Low priced Downtown property
  • 71 rooms in hotel
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From£60
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
  • Inexpensive hotel
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From£45
Poor 2.0 /5 Recent 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?

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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