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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
  • 3 star Downtown hotel
  • 2 floors in hotel
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From£78 total
Very good 4.0 /5 Hotel 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
  • Mid-scale Downtown property
  • 5 conference rooms in property
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From£128 total
Very good 4.0 /5 Hotel 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 hotel
  • Hotel has 3 floors
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From£140 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton / Amherst : 115a Conz St. 115a Conz St., Northampton, MA 01060
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~12.19 miles east of Chesterfield
  • Affordable hotel
  • Hotel has 26 suites
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From£87 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Northampton Amherst in Northampton 117 Conz St., Northampton, MA 01060
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~12.26 miles east of Chesterfield
  • Two star Highway property
  • Hotel has 19 suites
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From£75 total
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
  • Affordable Suburban property
  • 72 rooms in property
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From£96 total
Very good 4.0 /5 Latest 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 property
  • Hotel has an eco-friendly policy See policy
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From£50 total
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • Low Cost hotel
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From£77 total
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035
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~14.02 miles east of Chesterfield
  • Midscale Suburban property
  • Free breakfast
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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
  • 3 star Highway hotel
  • Check-in: 3:00 PM
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From£78 total
Very good 4.0 /5 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
  • Mid-scale hotel
  • Fitness center on property
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From£79 total
Very good 4.0 /5 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 Cost Suburban hotel
  • Free comp. breakfast
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From£55 total
Average 3.0 /5 Latest 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
  • Mid-scale Downtown property
  • 7 suites in property
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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
  • Economical Downtown property
  • Access to gym on-site
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From£53 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in Hadley 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • Mid-scale Downtown hotel
  • Fitness + Health Center
More Photos Image of Courtyard by Marriott Hadley Amherst
From£96 total
Very good 4.0 /5 Read Reviews Call BookMore Details
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Hotel Umass 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • 3 star Downtown property
  • 2 conference rooms in property
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From£114 total
Very good 4.5 /5 Read 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 time: 3:00 PM
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From£66 total
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
  • Cheap Highway hotel
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From£53 total
Terrible 1.0 /5 Read Reviews Call BookMore Details
Inn on Boltwood - Amherst 30 Boltwood Ave., Amherst, MA 01002
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~16.43 miles east of Chesterfield
  • 3 star Suburban property
  • 4 floors in hotel
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From£128 total
Average 3.0 /5 Recent 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
  • Economy Highway hotel
  • Fitness + Health Center
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From£67 total
Very good 4.0 /5 Guest Reviews 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
  • Hotel has 68 rooms
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From£96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield : 671 Northampton St. 671 Northampton St., Holyoke, MA 01040
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~17.43 miles southeast of Chesterfield
  • Low Cost hotel
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From£53 total
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke - Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~18.05 miles southeast of Chesterfield
  • 3-star Suburban hotel
  • 4 floors in hotel
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From£96 total
Very good 4.0 /5 Hotel 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 hotel
  • 86 sleeping rooms in hotel
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From£87 total
Average 3.0 /5 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
  • 3 star Suburban hotel
  • Free breakfast available
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From£63 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North : 375 Whitney Ave. 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • Mid-scale Highway property
  • Free comp. breakfast
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From£87 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Low-priced Downtown hotel
  • Check-in time: 2pm
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From£42 total
Poor 2.0 /5 Guest Reviews 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 property
  • Check in: 3:00PM
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From£96 total
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
  • Inexpensive hotel
  • Hotel has 62 rooms
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From£44 total
Poor 2.0 /5 Hotel 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
  • 3 star Highway hotel
  • Free comp. breakfast
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From£87 total
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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~20.28 miles southeast of Chesterfield
  • Three Star property
  • Hotel has 4 floors
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From£87 total
Average 3.0 /5 Latest 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
  • Hotel has 2 floors
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From£52 total
Very good 4.0 /5 Read 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 hotel
  • Comp. Breakfast
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From£85 total
Very good 4.0 /5 Hotel 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 Cost Downtown hotel
  • Gym / Fitness Center Available
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From£59 total
Average 3.0 /5 Recent 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
  • Two star Suburban hotel
  • Comp. Breakfast
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From£61 total
Very good 4.0 /5 Hotel 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
  • Economy Suburban hotel
  • Hotel has 75 rooms
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From£114 total
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
  • Cheap Suburban property
  • Fitness / Gym is on-site
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From£66 total
Average 3.0 /5 Latest 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
  • Three Star property
  • Gym is available on property
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From£79 total
Very good 4.0 /5 Hotel 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
  • Midscale Suburban hotel
  • 148 rooms in hotel
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From£70 total
Very good 4.0 /5 Read 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
  • Cheap Downtown hotel
  • 66 sleeping rooms in hotel
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From£61 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Expensive Mountain property
  • 90 rooms in hotel
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From£96 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • Three Star hotel
  • Check-in: 3:00 PM
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From£70 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel on North : 297 North St. 297 North St., Pittsfield, MA 01201
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~21.46 miles west of Chesterfield
  • High end Downtown hotel
  • Has environment-friendly policy Read more
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From£106 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG : 1 West St. 1 West St., Pittsfield, MA 01201
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~21.50 miles west of Chesterfield
  • Mid-scale Downtown hotel
  • Fitness center on property
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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
  • Two-star Lake hotel
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From£41 total
Average 3.0 /5 Hotel 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 property
  • 4 floors in hotel
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From£70 total
Average 3.0 /5 Review Score 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
  • Economical property
  • Check in: 15:00
More Photos Image of Motel 6 Chicopee, MA - Springfield
From£53 total
Poor 2.5 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox 55 Lee Rd., Lenox, MA 01240
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~21.63 miles west of Chesterfield
  • 4 star Resort property
  • Check-in time: 3PM
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From£122 total
Average 3.0 /5 Review Score 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
  • Access to gym on-site
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From£110 total
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
  • 2 star Downtown hotel
  • 71 rooms in hotel
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From£70 total
Very good 4.0 /5 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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