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
+1-888-389-4121

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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
  • Hotel has 2 floors
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel 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 ~11.76 miles east of Chesterfield
  • Three Star Downtown hotel
  • Free complimentary breakfast
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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 ~11.93 miles east of Chesterfield
  • Mid-scale hotel
  • 4 suites in property
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From$159
Very Good 4.5 /5 Review Score 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
  • Affordable hotel
  • 26 suites in hotel
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in 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
  • 2 star Highway property
  • Free breakfast available
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From$85
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area - Hadley
+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
  • Three Star Suburban property
  • 4 meeting rooms in hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst - South Deerfield
+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 ~12.81 miles east of Chesterfield
  • 3 star Highway hotel
  • Check in: 03:00pm
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From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Hadley - 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 ~13.78 miles east of Chesterfield
  • Low priced hotel
  • Hotel has 22 rooms
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From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Hadley - Amherst 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 ~14.12 miles east of Chesterfield
  • Low Cost Suburban property
  • 2 floors in hotel
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From$75
Average 3.0 /5 Hotel 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 ~14.50 miles southeast of Chesterfield
  • Three Star Highway hotel
  • Free breakfast
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Hadley Amherst : 340 Russell St.
+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
  • Midscale hotel
  • Check-in time: 15:00
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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

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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 ~14.77 miles east of Chesterfield
  • Low Cost Suburban property
  • Check in: 3:00 pm
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From$63
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Amherst 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 ~15.27 miles east of Chesterfield
  • Inexpensive 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 ~15.46 miles east of Chesterfield
  • 3-star Downtown property
  • 4 suites in hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Umass - Amherst
+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
  • Mid-scale Downtown hotel
  • Hotel has a green policy See more
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From$129
Very Good 4.5 /5 Read Reviews Call BookMore Details
University Lodge - Amherst
+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 ~16.36 miles east of Chesterfield
  • Two-star Downtown hotel
  • Check-in time: 3:00 PM
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From$75
Average 3.0 /5 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 ~16.42 miles southeast of Chesterfield
  • Low Cost Highway property
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From$60
Not Good 1.0 /5 Reviews Call BookMore Details
Inn on Boltwood
+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 ~16.46 miles east of Chesterfield
  • Affordable hotel
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From$145
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham 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 ~17.41 miles northeast of Chesterfield
  • Two star Highway property
  • Gym / Fitness Center Available
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From$76
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites 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
  • Three Star Suburban hotel
  • 21 suites in property
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From$109
Very Good 4.5 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Holyoke Springfield in Holyoke
+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-priced property
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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 ~18.09 miles southeast of Chesterfield
  • Mid-scale Suburban hotel
  • 91 rooms in hotel
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn 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 ~18.15 miles south of Chesterfield
  • Three Star Suburban hotel
  • 19 suites in property
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From$99
Average 3.0 /5 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 ~18.16 miles south of Chesterfield
  • Midscale Suburban hotel
  • Check in time: 3.00 pm
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From$72
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Holyoke-Springfield/North in Holyoke
+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 hotel
  • Hotel has 114 suites
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge - Pittsfield
+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
  • Two star Downtown property
  • 2 floors in property
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From$48
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee/Springfield in 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 property
  • Fitness + Health Center
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Riverdale Inn - West Springfield
+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
  • Inexpensive hotel
  • Hotel has 62 rooms
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From$50
Poor 2.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee in 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
  • 3 star Highway property
  • Check-in: 3:00PM
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Tru by Hilton Chicopee Springfield - 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 ~20.34 miles southeast of Chesterfield
  • Three Star 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 in Chicopee
+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
  • Midscale Suburban property
  • Check-in: 3;00 pm
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From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield in 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
  • 3-star Highway hotel
  • Gym is available on property
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From$97
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield - 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 hotel
  • 2 floors in property
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From$67
Average 3.0 /5 Recent 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
  • Low-priced Suburban hotel
  • 259 rooms in hotel
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From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites
+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
  • 2-star Suburban property
  • 22 suites in hotel
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From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield - 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 ~20.90 miles southeast of Chesterfield
  • Low Cost Suburban property
  • 114 sleeping rooms in hotel
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott - 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 ~21.31 miles southeast of Chesterfield
  • 3-star hotel
  • Gym / Fitness Center Available
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn West Springfield in 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
  • Mid-scale Suburban property
  • Fitness + Health Center
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From$80
Very Good 4.0 /5 Review Score 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
  • Inexpensive Downtown hotel
  • Check-in: 3.00pm
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From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat
+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
  • Expensive Mountain hotel
  • 90 sleeping rooms in hotel
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From$109
Average 3.5 /5 Read Reviews 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
  • Four star Downtown hotel
  • Hotel has 6 suites
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From$150
Excellent 5.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn
+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
  • Mid-scale hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+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
  • Midscale Downtown property
  • 26 suites in hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Chicopee, MA - Springfield - Chicopee
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 +1-888-734-9421 ~21.65 miles southeast of Chesterfield
  • Economy hotel
  • Check-in: 15:00
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From$60
Poor 2.5 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 +1-888-841-5292 ~21.67 miles west of Chesterfield
  • Four-star Resort hotel
  • 19 suites in hotel
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From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites West Springfield, an IHG Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
572 Riverdale St., West Springfield, MA 01089 +1-888-455-5160 ~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
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-965-8297 ~21.70 miles west of Chesterfield
  • Economical property
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From$60
Poor 2.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~21.71 miles west of Chesterfield
  • Cheap Downtown hotel
  • Check-in: 2.00 pm
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From$37
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-749-6785 ~21.74 miles west of Chesterfield
  • 3 star Suburban hotel
  • 3 suites in property
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From$95
Very Good 4.0 /5 Reviews Call BookMore Details
33 Main
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
33 Main St., Lenox, MA 01238 +1-888-878-9982 ~21.77 miles west of Chesterfield
  • Luxury 5-star property
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From$200
Average 3.0 /5 Guest Reviews Call BookMore Details

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