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.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
259 Elm St., Northampton, MA 01060 +1-888-389-4121 ~10.96 miles east of Chesterfield
  • Mid-scale Downtown property
  • 3 suites in hotel
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Northampton - Northampton
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
36 King St., Northampton, MA 01060 +1-888-675-2083 ~11.74 miles east of Chesterfield
  • Three Star Downtown hotel
  • 5 meeting rooms in property
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From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Old Mill Inn - Hatfield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
87 School St., Hatfield, MA 01038 +1-800-716-8490 ~11.91 miles east of Chesterfield
  • Three Star property
  • 9 sleeping rooms in hotel
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From$159
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 +1-800-805-5223 ~12.19 miles east of Chesterfield
  • 3-star property
  • Comp. Breakfast
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst : 117 Conz St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 Website +1-888-965-1860 ~12.26 miles east of Chesterfield
  • Low priced Highway hotel
  • 89 rooms in property
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From$85
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-788-5576 ~12.62 miles east of Chesterfield
  • Three Star Suburban hotel
  • 4 meeting rooms in property
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst : 9 Greenfield Rd.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-897-9207 ~12.80 miles east of Chesterfield
  • 3-star Highway property
  • Check in: 03:00pm
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From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Knights Inn Hadley
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
208 Russell St., Hadley, MA 01035 +1-888-311-4278 ~13.75 miles east of Chesterfield
  • Two-star property
  • Free breakfast
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From$88
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott in Hadley
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-469-4795 ~14.02 miles east of Chesterfield
  • Affordable Suburban property
  • Access to gym on-site
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From$140
Average 3.0 /5 Reviews Call BookMore Details
D. Hotel Suites & Spa in Holyoke
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 +1-888-734-9421 ~14.47 miles southeast of Chesterfield
  • Midscale Highway property
  • Hotel has 6 floors
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites Hadley Amherst
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
340 Russell St., Hadley, MA 01035 +1-888-841-5292 ~14.74 miles east of Chesterfield
  • Midscale hotel
  • Hotel has 6 rooms
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Hadley near University
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
329 Russell St., Hadley, MA 01035 +1-888-455-5160 ~14.74 miles east of Chesterfield
  • Economy Suburban hotel
  • 3 floors in hotel
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From$63
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley in Hadley
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
401 Russell St., Hadley, MA 01035 +1-888-965-8297 ~15.24 miles east of Chesterfield
  • Economical Downtown hotel
  • Check in: 3:00 PM
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 +1-888-906-6358 ~15.43 miles east of Chesterfield
  • Three Star Downtown hotel
  • 3 floors in hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Umass in Amherst
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1 Campus Center Way, Amherst, MA 01003 +1-888-749-6785 ~15.67 miles east of Chesterfield
  • Three Star Downtown property
  • Comp. Breakfast
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From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
University Lodge
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
345 North Pleasant St., Amherst, MA 01002 +1-888-878-9982 ~16.33 miles east of Chesterfield
  • Cheap Downtown hotel
  • Hotel has 2 floors
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Holyoke Ma
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1515 Northampton St., Holyoke, MA 01040 +1-888-389-4485 ~16.39 miles southeast of Chesterfield
  • Low Cost Highway property
  • Check-in time: 2:00 PM
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From$60
Not Good 1.0 /5 Reviews Call BookMore Details
Inn on Boltwood in Amherst
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
30 Boltwood Ave., Amherst, MA 01002 +1-888-389-4121 ~16.43 miles east of Chesterfield
  • Three Star Suburban property
  • Hotel has 8 suites
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From$145
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Greenfield in Greenfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
21 Colrain Rd., Greenfield, MA 01301 +1-888-675-2083 ~17.39 miles northeast of Chesterfield
  • Two-star Highway property
  • Fitness / Gym is on-site
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From$76
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Greenfield : 184 Shelburne Rd.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
184 Shelburne Rd., Greenfield, MA 01301 +1-800-716-8490 ~17.42 miles northeast of Chesterfield
  • Three Star Suburban hotel
  • Check-in: 04:00 PM
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From$109
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
671 Northampton St., Holyoke, MA 01040 +1-800-805-5223 ~17.43 miles southeast of Chesterfield
  • Cheap hotel
  • Check in: 14:00
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-965-1860 ~18.05 miles southeast of Chesterfield
  • Midscale Suburban hotel
  • Hotel has 4 floors
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Westfield - Westfield
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
39 Southampton Rd., Westfield, MA 01085 +1-888-788-5576 ~18.12 miles south of Chesterfield
  • Midscale Suburban property
  • 86 rooms in hotel
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From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 Southampton Rd., Westfield, MA 01085 Website +1-888-897-9207 ~18.13 miles south of Chesterfield
  • Affordable Suburban hotel
  • Has environment-friendly policy See more
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From$72
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
375 Whitney Ave., Holyoke, MA 01040 +1-888-311-4278 ~18.32 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Check-in: 3:00 PM
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~19.23 miles west of Chesterfield
  • Economy Downtown property
  • Check-in time: 2pm
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From$48
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 +1-888-734-9421 ~20.13 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • 90 rooms in property
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Riverdale Inn
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1500 Riverdale St., West Springfield, MA 01089 +1-888-841-5292 ~20.19 miles southeast of Chesterfield
  • Inexpensive property
  • 2 suites in hotel
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From$50
Poor 2.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-455-5160 ~20.25 miles southeast of Chesterfield
  • 3 star Highway hotel
  • Hotel has 115 rooms
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
440 Memorial Dr., Chicopee, MA 01020 +1-888-965-8297 ~20.29 miles southeast of Chesterfield
  • Midscale hotel
  • Fitness center on property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Chicopee - Springfield
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
463 Memorial Dr., Chicopee, MA 01020 Website +1-888-906-6358 ~20.41 miles southeast of Chesterfield
  • 3 star Suburban hotel
  • Complimentary breakfast is offered
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From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott West Springfield - West Springfield
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 +1-888-749-6785 ~20.55 miles southeast of Chesterfield
  • 3-star Highway hotel
  • 2 meeting rooms in hotel
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From$97
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1254 Riverdale St., West Springfield, MA 01089 +1-888-878-9982 ~20.59 miles southeast of Chesterfield
  • Two star Downtown property
  • Access to gym on-site
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From$67
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark - West Springfield
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1080 Riverdale St., West Springfield, MA 01089 +1-888-389-4485 ~20.76 miles southeast of Chesterfield
  • Two-star Suburban hotel
  • Comp. Breakfast
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From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 Website +1-888-389-4121 ~20.81 miles southeast of Chesterfield
  • 2 star Suburban hotel
  • Gym / Fitness Center Available
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From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 Website +1-888-675-2083 ~20.86 miles southeast of Chesterfield
  • Two-star Suburban hotel
  • 2 conference rooms in property
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard West Spring Marriott in West Springfield
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
885 Riverdale St., West Springfield, MA 01089 +1-800-716-8490 ~21.27 miles southeast of Chesterfield
  • 3 star property
  • Fitness center on property
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn West Springfield
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1011 Riverdale St., West Springfield, MS 01089 +1-800-805-5223 ~21.36 miles southeast of Chesterfield
  • Three Star Suburban hotel
  • Check in: 12:00 pm
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 in West Springfield
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1533 Elm St., West Springfield, MA 01089 +1-888-965-1860 ~21.39 miles southeast of Chesterfield
  • Economy Downtown property
  • Hotel has 2 floors
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From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 +1-888-788-5576 ~21.44 miles west of Chesterfield
  • Four-star Mountain hotel
  • 2 floors in hotel
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From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hotel on North : 297 North St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 +1-888-897-9207 ~21.45 miles west of Chesterfield
  • High-end Downtown hotel
  • 6 suites in property
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From$150
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn in Lee
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
165 Housatonic St., Lee, MA 01238 +1-888-311-4278 ~21.46 miles west of Chesterfield
  • Mid-scale hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 +1-888-469-4795 ~21.50 miles west of Chesterfield
  • 3 star Downtown hotel
  • 26 suites in property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1055 South St., Pittsfield, MA 01201 +1-888-734-9421 ~21.56 miles west of Chesterfield
  • 3 star Rural property
  • Check in time: 3pm
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 +1-888-841-5292 ~21.60 miles southeast of Chesterfield
  • Two star property
  • 88 rooms in property
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From$60
Poor 2.5 /5 Latest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 +1-888-455-5160 ~21.63 miles west of Chesterfield
  • Expensive Resort property
  • Fitness / Gym is on-site
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From$138
Average 3.0 /5 Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-965-8297 ~21.64 miles west of Chesterfield
  • 2-star Mountain property
  • 146 suites in hotel
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From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
572 Riverdale St., West Springfield, MA 01089 +1-888-906-6358 ~21.64 miles southeast of Chesterfield
  • Economy Downtown hotel
  • 71 suites in property
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lenox Inn
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~21.67 miles west of Chesterfield
  • Cheap hotel
  • 18 sleeping rooms in hotel
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From$60
Poor 2.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-878-9982 ~21.68 miles west of Chesterfield
  • Economy Downtown hotel
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From$37
Poor 2.0 /5 Latest Reviews Call BookMore Details

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