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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 in Northampton 259 Elm St., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • Affordable Downtown property
  • Check in time: 4:00 PM
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From£79 total
Very good 4.0 /5 Review Score 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
  • Midscale Downtown property
  • Free comp. breakfast
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From£130 total
Very good 4.0 /5 Latest 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
  • Mid-scale property
  • 4 suites in property
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From£142 total
Very good 4.5 /5 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
  • Three Star property
  • Hotel has 4 floors
More Photos Image of Fairfield Inn & Suites Springfield Northampton / Amherst
From£88 total
Very good 4.0 /5 Latest Reviews 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 property
  • Free comp. breakfast
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From£76 total
Average 3.0 /5 Recent 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
  • Gym / Fitness Center Available
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From£97 total
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst : 9 Greenfield Rd. 9 Greenfield Rd., South Deerfield, MA 01373
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~12.80 miles east of Chesterfield
  • Midscale Highway property
  • Check-in time: 03:00pm
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From£51 total
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
  • Low-priced property
  • 22 rooms in hotel
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From£79 total
Average 3.0 /5 Guest 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
  • Midscale Suburban hotel
  • Hotel has 77 suites
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From£125 total
Average 3.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa 1 Country Club Rd., Holyoke, MA 01040
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~14.47 miles southeast of Chesterfield
  • Three Star Highway property
  • Free complimentary breakfast
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From£79 total
Very good 4.0 /5 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
  • Check in: 15:00
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From£80 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Hadley near University in Hadley 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Low priced Suburban property
  • 63 rooms in property
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From£56 total
Average 3.0 /5 Recent 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
  • 3 floors in property
More Photos Image of Comfort Inn & Suites Hadley Amherst
From£79 total
Very good 4.0 /5 Guest 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 property
  • 5 floors in property
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From£53 total
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst : 423 Russell St. 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • 3 star Downtown hotel
  • Hotel has 4 suites
More Photos Photo of Courtyard by Marriott Hadley Amherst
From£97 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
  • 3-star Downtown property
  • Hotel has a green policy See policy
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From£115 total
Very good 4.5 /5 Reviews Call BookMore Details
University Lodge 345 North Pleasant St., Amherst, MA 01002
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~16.33 miles east of Chesterfield
  • Cheap Downtown property
  • 20 rooms in property
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From£67 total
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Holyoke Ma : 1515 Northampton St. 1515 Northampton St., Holyoke, MA 01040
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~16.39 miles southeast of Chesterfield
  • 2-star Highway hotel
  • Check in time: 2:00 PM
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From£53 total
Terrible 1.0 /5 Latest Reviews 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 property
  • Check in: 4pm
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From£130 total
Average 3.0 /5 Guest Reviews 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
  • Two-star Highway property
  • 59 rooms in property
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From£68 total
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
  • 3-star Suburban hotel
  • Complimentary breakfast is offered
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From£97 total
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: 14:00
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From£53 total
Average 3.0 /5 Latest 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
  • Midscale Suburban property
  • 4 floors in hotel
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From£97 total
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Westfield 39 Southampton Rd., Westfield, MA 01085
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~18.12 miles south of Chesterfield
  • 3-star Suburban property
  • Complimentary breakfast is offered
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From£88 total
Average 3.0 /5 Read 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
  • Affordable Suburban hotel
  • Hotel has an eco-friendly policy Learn more
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From£64 total
Average 3.0 /5 Guest 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
  • Three Star Highway property
  • 114 sleeping rooms in hotel
More Photos Exterior of Homewood Suites by Hilton Holyoke-Springfield/North
From£88 total
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge : 16 Cheshire Rd. 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • Low-priced Downtown hotel
  • 58 rooms in property
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From£43 total
Poor 2.0 /5 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 property
  • Comp. Breakfast
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From£97 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riverdale Inn 1500 Riverdale St., West Springfield, MA 01089
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~20.19 miles southeast of Chesterfield
  • Economy hotel
  • Check-in: 2pm
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From£44 total
Poor 2.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee in Chicopee 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Midscale Highway property
  • Complimentary breakfast is offered
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From£88 total
Very good 4.0 /5 Hotel 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
  • Mid-scale hotel
  • Check in: 3:00PM
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From£88 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Chicopee - Springfield in Chicopee 463 Memorial Dr., Chicopee, MA 01020 Website
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~20.41 miles southeast of Chesterfield
  • 3 star Suburban property
  • Check in: 3;00 pm
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From£53 total
Very good 4.0 /5 Guest 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
  • Midscale Highway hotel
  • 2 conference rooms in property
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From£87 total
Very good 4.0 /5 Hotel 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
  • 2-star Downtown hotel
  • Access to gym on-site
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From£60 total
Average 3.0 /5 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
  • Cheap Suburban property
  • Has environment-friendly policy Read more
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From£62 total
Very good 4.0 /5 Read 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
  • 2-star Suburban property
  • Complimentary breakfast is offered
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From£115 total
Average 3.0 /5 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
  • Economical Suburban property
  • Fitness + Health Center
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From£67 total
Average 3.0 /5 Review Score Call BookMore Details
Courtyard West Spring Marriott - West Springfield 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£80 total
Very good 4.0 /5 Recent 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
  • Midscale Suburban hotel
  • Free breakfast available
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From£71 total
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
  • Two-star Downtown property
  • 66 sleeping rooms in hotel
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From£62 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • Expensive Mountain hotel
  • Check in time: 4:00PM
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From£97 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
  • Midscale property
  • Check-in: 3:00 PM
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
Hotel on North - Pittsfield 297 North St., Pittsfield, MA 01201
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~21.46 miles west of Chesterfield
  • Expensive Downtown property
  • Check-in time: 15:00
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From£107 total
Average 3.0 /5 Guest Reviews 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
  • 14 floors in property
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From£71 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Two star Lake property
  • Check in time: 11:00 AM
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From£42 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires - 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£71 total
Average 3.0 /5 Read 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 Cost hotel
  • 88 sleeping rooms in hotel
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From£53 total
Poor 2.5 /5 Recent Reviews 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
  • Expensive Resort hotel
  • 10 meeting rooms in hotel
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From£124 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.64 miles west of Chesterfield
  • Economical Mountain hotel
  • Access to gym on-site
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From£112 total
Very good 4.5 /5 Read 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
  • Economy Downtown hotel
  • Check in: 3.00pm
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From£71 total
Very good 4.0 /5 Review Score 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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