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 : 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 ~10.99 miles east of Chesterfield
  • 3 star Downtown hotel
  • Free complimentary breakfast
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Northampton
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
36 King St., Northampton, MA 01060 +1-888-675-2083 ~11.76 miles east of Chesterfield
  • Three Star Downtown property
  • Hotel has 5 meeting rooms
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From$145
Very Good 4.0 /5 Reviews Call BookMore Details
Old Mill Inn
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
87 School St., Hatfield, MA 01038 +1-800-716-8490 ~11.93 miles east of Chesterfield
  • Affordable property
  • 9 sleeping rooms in hotel
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From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+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 ~12.22 miles east of Chesterfield
  • 3-star hotel
  • 26 suites in property
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton Amherst - Northampton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 Website +1-888-965-1860 ~12.29 miles east of Chesterfield
  • Low Cost Highway property
  • Comp. Breakfast
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From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-788-5576 ~12.64 miles east of Chesterfield
  • Affordable Suburban property
  • 4 meeting rooms in property
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-897-9207 ~12.81 miles east of Chesterfield
  • Midscale Highway property
  • 2 suites in property
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From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Knights Inn Hadley
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
208 Russell St., Hadley, MA 01035 +1-888-311-4278 ~13.78 miles east of Chesterfield
  • Economical hotel
  • Hotel has 22 rooms
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From$88
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst : 237 Russell St.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-469-4795 ~14.12 miles east of Chesterfield
  • Cheap Suburban property
  • 84 sleeping rooms in hotel
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
D. Hotel Suites & Spa
+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 ~14.50 miles southeast of Chesterfield
  • 3-star Highway property
  • Check-in: 3:00 PM
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Hadley Amherst - Hadley
+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 ~14.76 miles east of Chesterfield
  • Three Star hotel
  • 6 rooms in hotel
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Hadley near University
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
329 Russell St., Hadley, MA 01035 +1-888-455-5160 ~14.77 miles east of Chesterfield
  • Inexpensive Suburban property
  • Free complimentary breakfast
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From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley : 401 Russell St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
401 Russell St., Hadley, MA 01035 +1-888-965-8297 ~15.27 miles east of Chesterfield
  • 2-star Downtown property
  • Gym is available on property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 +1-888-906-6358 ~15.46 miles east of Chesterfield
  • Mid-scale Downtown property
  • Gym / Fitness Center Available
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Umass
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1 Campus Center Way, Amherst, MA 01003 +1-888-749-6785 ~15.69 miles east of Chesterfield
  • 3 star Downtown property
  • Hotel has an eco-friendly policy See more
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From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
University Lodge - Amherst
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
345 North Pleasant St., Amherst, MA 01002 +1-888-878-9982 ~16.36 miles east of Chesterfield
  • 2-star Downtown property
  • Check-in time: 3:00 PM
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Holyoke Ma - Holyoke
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1515 Northampton St., Holyoke, MA 01040 +1-888-389-4485 ~16.42 miles southeast of Chesterfield
  • 2 star 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
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
30 Boltwood Ave., Amherst, MA 01002 +1-888-389-4121 ~16.46 miles east of Chesterfield
  • 3 star property
  • Check in: 15:00
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Greenfield : 21 Colrain Rd.
+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 ~17.41 miles northeast of Chesterfield
  • Two star Highway hotel
  • Free comp. breakfast
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From$76
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Greenfield in Greenfield
+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 ~17.44 miles northeast of Chesterfield
  • 3 star Suburban property
  • 68 rooms in property
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From$109
Very Good 4.5 /5 Read 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 ~17.47 miles southeast of Chesterfield
  • Low Cost hotel
  • Check in time: 14:00
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke - 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 ~18.09 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • 4 floors in hotel
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Westfield : 39 Southampton Rd.
+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 ~18.15 miles south of Chesterfield
  • Mid-scale Suburban property
  • Check-in time: 3:00 PM
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From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Westfield - Springfield - Westfield
+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 ~18.16 miles south of Chesterfield
  • 3 star Suburban property
  • Hotel has 2 floors
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From$72
Average 3.0 /5 Read Reviews 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 ~18.36 miles southeast of Chesterfield
  • Three Star Highway property
  • Hotel has 114 rooms
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From$99
Very Good 4.0 /5 Reviews 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 ~19.25 miles west of Chesterfield
  • Economical Downtown property
  • 2 floors in property
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From$48
Poor 2.0 /5 Hotel Reviews 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 ~20.18 miles southeast of Chesterfield
  • Affordable Suburban hotel
  • Fitness + Health Center
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham West Springfield/Route 5
+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 ~20.23 miles southeast of Chesterfield
  • 2 star property
  • Check in: 2pm
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From$50
Poor 2.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - 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 ~20.30 miles southeast of Chesterfield
  • Affordable Highway hotel
  • Hotel has 115 suites
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Tru by Hilton Chicopee Springfield : 440 Memorial Dr.
+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 ~20.34 miles southeast of Chesterfield
  • Mid-scale property
  • Hotel has 4 floors
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Chicopee - Springfield : 463 Memorial Dr.
+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 ~20.45 miles southeast of Chesterfield
  • Mid-scale Suburban property
  • Check-in: 3;00 pm
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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 ~20.60 miles southeast of Chesterfield
  • Affordable Highway property
  • Hotel has 4 floors
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From$97
Very Good 4.0 /5 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 ~20.63 miles southeast of Chesterfield
  • Cheap Downtown property
  • 111 rooms in hotel
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From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark
+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 ~20.80 miles southeast of Chesterfield
  • Economy Suburban hotel
  • 7 conference rooms in property
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From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites - West Springfield
+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 ~20.85 miles southeast of Chesterfield
  • Low priced Suburban hotel
  • 2 floors in property
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From$129
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+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 ~20.90 miles southeast of Chesterfield
  • Inexpensive Suburban hotel
  • Free breakfast
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott
+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 ~21.31 miles southeast of Chesterfield
  • 3 star property
  • 121 rooms in property
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn West Springfield - 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 ~21.40 miles southeast of Chesterfield
  • Three Star Suburban hotel
  • Check-in time: 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 ~21.44 miles southeast of Chesterfield
  • Two star Downtown hotel
  • Hotel has 66 rooms
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From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat - 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 ~21.47 miles west of Chesterfield
  • Four star Mountain property
  • 10 meeting rooms in hotel
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From$109
Average 3.5 /5 Review Score Call BookMore Details
Hotel on North
+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 ~21.48 miles west of Chesterfield
  • 4-star Downtown property
  • 6 suites in hotel
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From$150
Excellent 5.0 /5 Read 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 ~21.51 miles west of Chesterfield
  • Affordable hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel in Pittsfield
+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 ~21.52 miles west of Chesterfield
  • 3 star Downtown hotel
  • Check-in: 3:00 PM
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn in Lee
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
170 Housatonic St., Lee, MA 01238 +1-888-734-9421 ~21.55 miles west of Chesterfield
  • 2-star hotel
  • Check in: 11:00 AM
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From$47
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd.
+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 ~21.65 miles southeast of Chesterfield
  • Inexpensive hotel
  • Hotel has 2 floors
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From$60
Poor 2.5 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+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 ~21.67 miles west of Chesterfield
  • High-end Resort property
  • Fitness center on property
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From$138
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites West Springfield, an IHG Hotel : 572 Riverdale St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
572 Riverdale St., West Springfield, MA 01089 +1-888-965-8297 ~21.69 miles southeast of Chesterfield
  • Two star Downtown hotel
  • Hotel has 4 floors
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~21.70 miles west of Chesterfield
  • Cheap property
  • Hotel has 18 rooms
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From$60
Poor 2.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~21.71 miles west of Chesterfield
  • Low priced Downtown hotel
  • Check in: 2.00 pm
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From$37
Poor 2.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-878-9982 ~21.74 miles west of Chesterfield
  • Three Star Suburban hotel
  • 4 floors in hotel
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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