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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
  • Three Star Downtown property
  • Check in: 4:00 PM
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From£67
Very good 4.0 /5 Hotel 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
  • Three Star Downtown property
  • 7 suites in hotel
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From£109
Very good 4.0 /5 Latest 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
  • 4 suites in property
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From£119
Very good 4.5 /5 Hotel 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
  • 3 star hotel
  • Complimentary breakfast is offered
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From£74
Very good 4.0 /5 Hotel Reviews 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
  • Inexpensive Highway property
  • Check-in: 3:00 PM
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From£64
Average 3.0 /5 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
  • Midscale Suburban hotel
  • Comp. Breakfast
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From£82
Very good 4.0 /5 Guest 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
  • 3 star Highway property
  • Hotel has a green policy See policy
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From£42
Average 3.0 /5 Latest Reviews Call BookMore Details
Knights Inn Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • 2 star hotel
  • 22 sleeping rooms in hotel
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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
  • Complimentary breakfast is offered
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From£105
Average 3.0 /5 Review Score 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
  • 3 star Highway hotel
  • 62 rooms in hotel
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From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Hadley Amherst in Hadley 340 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Three Star property
  • Check in: 15:00
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Hadley near University : 329 Russell St. 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Low priced Suburban hotel
  • Free breakfast
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From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley : 401 Russell St. 401 Russell St., Hadley, MA 01035
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~15.24 miles east of Chesterfield
  • Low Cost Downtown property
  • 100 rooms in hotel
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From£45
Average 3.0 /5 Review Score Call BookMore Details
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Courtyard by Marriott Hadley Amherst in 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£82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Umass 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Midscale Downtown hotel
  • 4 floors in property
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From£97
Very good 4.5 /5 Hotel 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
  • Low priced Downtown hotel
  • Check-in: 3:00 PM
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From£56
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
  • Inexpensive Highway hotel
  • Free breakfast
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From£45
Terrible 1.0 /5 Recent Reviews Call BookMore Details
Inn on Boltwood 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • Affordable Suburban hotel
  • Hotel has an eco-friendly policy See more
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From£109
Average 3.0 /5 Review Score 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
  • Low Cost Highway property
  • 2 suites in property
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From£57
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
  • Mid-scale Suburban property
  • 21 suites in property
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From£82
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
  • Cheap property
  • Check-in: 14:00
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From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~18.05 miles southeast of Chesterfield
  • Three Star Suburban hotel
  • 91 rooms in property
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From£82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield in Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • Three Star Suburban property
  • 86 rooms in property
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From£74
Average 3.0 /5 Guest 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
  • Midscale Suburban hotel
  • 56 sleeping rooms in hotel
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From£54
Average 3.0 /5 Recent 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
  • Airport shuttle provided
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Cheap Downtown property
  • 2 floors in hotel
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From£36
Poor 2.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~20.13 miles southeast of Chesterfield
  • Three Star Suburban hotel
  • 90 rooms 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-priced property
  • Hotel has 2 suites
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From£37
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
  • Mid-scale Highway property
  • Hotel has 115 suites
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield - Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~20.29 miles southeast of Chesterfield
  • 3-star hotel
  • Comp. Breakfast
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From£67
Very good 4.0 /5 Review Score 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
  • 3-star Suburban property
  • Check-in time: 3;00 pm
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From£44
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way 64 Border Way, West Springfield, MA 01089
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~20.55 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Hotel has 88 suites
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From£73
Very good 4.0 /5 Latest 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
  • Low priced Downtown hotel
  • 111 rooms in hotel
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From£50
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark : 1080 Riverdale St. 1080 Riverdale St., West Springfield, MA 01089
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~20.76 miles southeast of Chesterfield
  • Inexpensive Suburban property
  • Hotel has an eco-friendly policy See more
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From£51
Very good 4.0 /5 Recent 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
  • Two-star Suburban property
  • 2 floors in property
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From£97
Average 3.0 /5 Guest 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 property
  • Gym / Fitness Center Available
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From£56
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
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~21.27 miles southeast of Chesterfield
  • Affordable hotel
  • Fitness + Health Center
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From£67
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
  • Affordable Suburban property
  • Free comp. breakfast
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From£60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 1533 Elm St., West Springfield, MA 01089
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~21.39 miles southeast of Chesterfield
  • Economy Downtown property
  • 66 rooms in hotel
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From£51
Average 3.0 /5 Recent Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St. 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Four-star Mountain property
  • 2 floors in property
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From£82
Average 3.5 /5 Recent 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 property
  • 45 rooms in hotel
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From£113
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn in Lee 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • Midscale hotel
  • Check in time: 3:00 PM
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From£60
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 property
  • 26 suites in property
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From£60
Average 3.0 /5 Recent 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
  • Inexpensive Lake property
  • Check-in time: 11:00 AM
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From£35
Average 3.0 /5 Read 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: 3pm
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From£60
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield 36 Johnny Cake Hollow Rd., Chicopee, MA 01020
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~21.60 miles southeast of Chesterfield
  • Low-priced property
  • 88 rooms 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
  • 4-star Resort property
  • Hotel has an eco-friendly policy See policy
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From£103
Average 3.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • 2 star Mountain hotel
  • 146 rooms in property
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From£94
Very good 4.5 /5 Guest 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
  • Inexpensive Downtown hotel
  • 71 suites in hotel
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From£60
Very good 4.0 /5 Review Score Call BookMore Details
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240
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~21.67 miles west of Chesterfield
  • Economical hotel
  • 18 sleeping rooms in hotel
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From£45
Poor 2.0 /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?

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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