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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 in Northampton 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • 3 star Downtown hotel
  • 3 suites in property
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From£78 total
Very good 4.0 /5 Read 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
  • Hotel has 7 suites
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From£128 total
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
  • Mid-scale hotel
  • Check-in time: 3:00pm
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From£140 total
Very good 4.5 /5 Guest 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 property
  • Check-in time: 15:00
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From£87 total
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Northampton Amherst 117 Conz St., Northampton, MA 01060
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~12.26 miles east of Chesterfield
  • Cheap Highway hotel
  • Hotel has 3 floors
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From£75 total
Average 3.0 /5 Hotel 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
  • Midscale Suburban hotel
  • Gym / Fitness Center Available
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From£96 total
Very good 4.0 /5 Review Score 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
  • 3 star Highway hotel
  • Hotel has 2 floors
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From£50 total
Average 3.0 /5 Guest 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
  • Low priced property
  • 22 sleeping rooms in hotel
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From£77 total
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Three Star Suburban property
  • 77 suites in hotel
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From£123 total
Average 3.0 /5 Recent 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
  • Midscale Highway hotel
  • 27 suites in hotel
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From£78 total
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
  • Mid-scale hotel
  • Gym / Fitness Center Available
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From£79 total
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
  • Cheap Suburban hotel
  • Free breakfast
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From£55 total
Average 3.0 /5 Guest 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
  • Midscale Downtown property
  • Hotel has 100 rooms
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From£78 total
Very good 4.0 /5 Recent 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
  • Economy Downtown hotel
  • Check in: 3:00 PM
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From£53 total
Average 3.0 /5 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
  • 3 star Downtown property
  • 2 meeting rooms in hotel
More Photos Image of Courtyard by Marriott Hadley Amherst
From£96 total
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
  • Affordable Downtown property
  • Check in: 3:00pm
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From£114 total
Very good 4.5 /5 Latest 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
  • Two-star Downtown property
  • 2 floors in property
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From£66 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Holyoke Ma 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • Low-priced Highway property
  • Free breakfast
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From£53 total
Terrible 1.0 /5 Read Reviews Call BookMore Details
Inn on Boltwood 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • 3-star Suburban hotel
  • 8 suites in property
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From£128 total
Average 3.0 /5 Hotel 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
  • Low priced Highway hotel
  • Fitness + Health Center
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From£67 total
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • Three Star Suburban hotel
  • Free comp. breakfast
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From£96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield - Holyoke 671 Northampton St., Holyoke, MA 01040
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~17.43 miles southeast of Chesterfield
  • Low Cost hotel
  • Check in time: 14:00
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From£53 total
Average 3.0 /5 Latest 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
  • 3 star Suburban property
  • Complimentary breakfast is offered
More Photos Image of Fairfield Inn & Suites Springfield Holyoke
From£96 total
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
  • 3-star Suburban property
  • Check in time: 3:00 PM
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From£87 total
Average 3.0 /5 Guest 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
  • Affordable Suburban property
  • 56 rooms in hotel
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From£63 total
Average 3.0 /5 Review Score 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
  • 114 suites in property
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From£87 total
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
  • Economy Downtown property
  • Hotel has 2 floors
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From£42 total
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
  • Midscale Suburban property
  • Hotel has 90 rooms
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From£96 total
Very good 4.0 /5 Reviews Call BookMore Details
Riverdale Inn : 1500 Riverdale St. 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Low priced hotel
  • 2 floors in hotel
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From£44 total
Poor 2.0 /5 Latest 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
  • 3-star Highway hotel
  • Gym is available on property
More Photos Photo of Residence Inn by Marriott Springfield Chicopee
From£87 total
Very good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~20.28 miles southeast of Chesterfield
  • Mid-scale hotel
  • Access to gym on-site
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From£87 total
Average 3.0 /5 Recent 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
  • Affordable Suburban hotel
  • 2 floors in hotel
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From£52 total
Very good 4.0 /5 Recent 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
  • Affordable Highway property
  • 2 meeting rooms in hotel
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From£85 total
Very good 4.0 /5 Guest Reviews 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 hotel
  • Fitness / Gym is on-site
More Photos Image of Red Roof Inn Plus+ West Springfield
From£59 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark - West Springfield 1080 Riverdale St., West Springfield, MA 01089 Website
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~20.76 miles southeast of Chesterfield
  • Low-priced Suburban hotel
  • Complimentary breakfast is offered
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From£61 total
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
  • Economical Suburban property
  • 22 suites in property
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From£114 total
Average 3.0 /5 Hotel 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
  • 114 rooms in property
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From£66 total
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
  • Three Star hotel
  • 121 rooms in hotel
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From£79 total
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 hotel
  • Gym is available on property
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From£70 total
Very good 4.0 /5 Hotel 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
  • Inexpensive Downtown property
  • Complimentary breakfast is offered
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From£61 total
Average 3.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • 4-star Mountain hotel
  • 10 meeting rooms in hotel
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From£96 total
Average 3.5 /5 Reviews 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 property
  • Check in time: 3:00 PM
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From£70 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel on North in Pittsfield 297 North St., Pittsfield, MA 01201
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~21.46 miles west of Chesterfield
  • High-end Downtown property
  • 6 suites in property
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From£106 total
Average 3.0 /5 Hotel 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
  • Midscale Downtown property
  • Check in time: 3:00 PM
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From£70 total
Average 3.0 /5 Read 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: 11:00 AM
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From£41 total
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
  • Three Star Suburban property
  • 81 rooms in hotel
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From£70 total
Average 3.0 /5 Guest 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
  • 2 star property
  • Hotel has 2 floors
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From£53 total
Poor 2.5 /5 Review Score 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
  • 105 rooms in hotel
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From£122 total
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
  • Cheap Mountain property
  • Check-in time: 4:00PM
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From£110 total
Very good 4.5 /5 Review Score 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
  • Inexpensive Downtown property
  • Check in time: 3.00pm
More Photos Image of Candlewood Suites West Springfield by IHG
From£70 total
Very good 4.0 /5 Hotel 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 top reviewed hotels in Chesterfield?

Old Mill Inn, Hotel Umass and Berkshire Mountain Lodge 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 most popular independent hotels in Chesterfield?

Old Mill Inn, Hotel Umass and Berkshire Mountain Lodge 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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