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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., Northampton, MA 01060
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~10.96 miles east of Chesterfield
  • Midscale Downtown property
  • 3 suites in hotel
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From£80 total
Very good 4.0 /5 Read Reviews Call BookMore Details
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Hotel Northampton : 36 King St. 36 King St., Northampton, MA 01060
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~11.74 miles east of Chesterfield
  • 3 star Downtown hotel
  • 106 rooms in hotel
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From£130 total
Very good 4.0 /5 Read 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
  • Midscale hotel
  • 3 floors in property
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From£142 total
Very good 4.5 /5 Recent 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
  • Affordable hotel
  • 106 sleeping rooms in hotel
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From£89 total
Very good 4.0 /5 Guest 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
  • Two star Highway hotel
  • 89 sleeping rooms in hotel
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From£76 total
Average 3.0 /5 Guest 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
  • 3-star Suburban hotel
  • Hotel has 3 floors
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From£98 total
Very good 4.0 /5 Recent 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 hotel
  • 2 floors in property
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From£51 total
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Hadley - Hadley 208 Russell St., Hadley, MA 01035
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~13.75 miles east of Chesterfield
  • Low Cost hotel
  • Hotel has 22 rooms
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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
  • Affordable Suburban hotel
  • 77 suites in hotel
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From£125 total
Average 3.0 /5 Guest 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 property
  • Hotel has 27 suites
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From£80 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites Hadley Amherst - Hadley 340 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Midscale property
  • Check-in time: 15:00
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From£80 total
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Hadley near University 329 Russell St., Hadley, MA 01035
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~14.74 miles east of Chesterfield
  • Two star Suburban hotel
  • 63 sleeping rooms in hotel
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From£56 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
  • 3-star Downtown hotel
  • Check-in: 3:00 pm
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From£80 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Howard Johnson by Wyndham Amherst Hadley - Hadley 401 Russell St., Hadley, MA 01035
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~15.24 miles east of Chesterfield
  • Economy Downtown hotel
  • Fitness + Health Center
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From£53 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst 423 Russell St., Hadley, MA 01035
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~15.43 miles east of Chesterfield
  • Affordable Downtown property
  • 96 rooms in hotel
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From£98 total
Very good 4.0 /5 Reviews Call BookMore Details
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Hotel Umass : 1 Campus Center Way 1 Campus Center Way, Amherst, MA 01003
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~15.67 miles east of Chesterfield
  • Mid-scale Downtown property
  • 2 meeting rooms in hotel
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From£116 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
  • Low priced Downtown property
  • Check in: 3:00 PM
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From£67 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
  • Economical Highway hotel
  • Complimentary breakfast is offered
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From£53 total
Terrible 1.0 /5 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
  • Hotel has an eco-friendly policy See policy
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From£130 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
  • Cheap Highway property
  • Check-in: 3 PM
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From£68 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites - Greenfield 184 Shelburne Rd., Greenfield, MA 01301
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~17.41 miles northeast of Chesterfield
  • 3-star Suburban property
  • Hotel has 68 rooms
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From£98 total
Average 3.0 /5 Latest 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
  • Economical hotel
  • Check-in: 14:00
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From£53 total
Average 3.0 /5 Recent 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 property
More Photos Image of Fairfield Inn & Suites Springfield Holyoke
From£98 total
Very good 4.0 /5 Guest 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
  • Complimentary breakfast is offered
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From£89 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
  • Check in time: 3.00 pm
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From£64 total
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North 375 Whitney Ave., Holyoke, MA 01040
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~18.32 miles southeast of Chesterfield
  • Midscale Highway property
  • 114 suites in hotel
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From£89 total
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201
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~19.23 miles west of Chesterfield
  • 2 star Downtown property
  • Free complimentary breakfast
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From£43 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
  • Mid-scale Suburban property
  • Check-in: 3:00PM
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From£98 total
Very good 4.0 /5 Hotel 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
  • Hotel has 2 suites
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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. 500 Memorial Dr., Chicopee, MA 01020
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~20.25 miles southeast of Chesterfield
  • Three Star Highway hotel
  • Free complimentary breakfast
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From£89 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020
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~20.28 miles southeast of Chesterfield
  • Affordable hotel
  • 108 rooms in hotel
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From£89 total
Average 3.0 /5 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 property
  • Access to gym on-site
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From£53 total
Very good 4.0 /5 Review Score 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
  • Free complimentary breakfast
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From£87 total
Very good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Plus+ West Springfield in West Springfield 1254 Riverdale St., West Springfield, MA 01089
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~20.59 miles southeast of Chesterfield
  • Low Cost Downtown hotel
  • Check in: 3:00pm
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From£60 total
Average 3.0 /5 Latest 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 property
  • 7 conference rooms in property
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From£62 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr. 106 Capital Dr., West Springfield, MA 01089 Website
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~20.81 miles southeast of Chesterfield
  • Low-priced Suburban property
  • Check-in: 3:00 PM
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From£116 total
Average 3.0 /5 Review Score 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
  • Cheap Suburban property
  • Has environment-friendly policy Read more
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From£67 total
Average 3.0 /5 Hotel 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
  • Midscale hotel
  • Check-in: 15:00
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From£80 total
Very good 4.0 /5 Guest 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
  • 3-star Suburban property
  • 148 rooms in property
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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
  • Economical Downtown hotel
  • Check in time: 3.00pm
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From£62 total
Average 3.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~21.44 miles west of Chesterfield
  • High end Mountain hotel
  • Hotel has an eco-friendly policy See policy
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From£98 total
Average 3.5 /5 Recent Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~21.46 miles west of Chesterfield
  • Mid-scale hotel
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From£71 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
  • Four star Downtown property
  • 4 floors in property
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From£107 total
Average 3.0 /5 Read 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
  • Affordable Downtown property
  • 14 floors in hotel
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From£71 total
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn - Lee 170 Housatonic St., Lee, MA 01238
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~21.50 miles west of Chesterfield
  • Low priced Lake hotel
  • 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 : 1055 South St. 1055 South St., Pittsfield, MA 01201
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~21.56 miles west of Chesterfield
  • Mid-scale Suburban hotel
  • 2 conference rooms in property
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From£71 total
Average 3.0 /5 Recent 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
  • Check in: 15:00
More Photos Image of Motel 6 Chicopee, MA - Springfield
From£53 total
Poor 2.5 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240
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~21.63 miles west of Chesterfield
  • Four-star Resort hotel
  • Gym / Fitness Center Available
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From£124 total
Average 3.0 /5 Latest 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 hotel
  • Hotel has 5 floors
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From£112 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG : 572 Riverdale St. 572 Riverdale St., West Springfield, MA 01089
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~21.64 miles southeast of Chesterfield
  • Low-priced Downtown hotel
  • Check-in: 3.00pm
More Photos Photo of Candlewood Suites West Springfield by IHG
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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