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 - Northampton
+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
  • Three Star Downtown property
  • Check-in: 4:00 PM
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From£68
Very good 4.0 /5 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
  • Affordable Downtown hotel
  • 106 sleeping rooms in hotel
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From£112
Very good 4.0 /5 Latest 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
  • Mid-scale hotel
  • Check in: 3:00pm
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From£122
Very good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton
+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
  • Mid-scale hotel
  • 26 suites in property
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From£76
Very good 4.0 /5 Hotel 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
  • Low priced Highway property
  • 19 suites in property
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From£65
Average 3.0 /5 Review Score 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
  • Midscale Suburban property
  • 72 rooms in hotel
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From£84
Very good 4.0 /5 Read 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
  • Three Star Highway hotel
  • Hotel has an eco-friendly policy Read more
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From£44
Average 3.0 /5 Reviews Call BookMore Details
Knights Inn Hadley - 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
  • Low Cost property
  • Free breakfast available
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From£67
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott : 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 ~14.05 miles east of Chesterfield
  • Mid-scale Suburban property
  • Fitness / Gym is on-site
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From£108
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 ~14.50 miles southeast of Chesterfield
  • Three Star Highway hotel
  • Access to gym on-site
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From£68
Very good 4.0 /5 Recent 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
  • Affordable property
  • Check-in: 15:00
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From£69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Hadley near University : 329 Russell St.
+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
  • Low-priced Suburban property
  • 63 sleeping rooms in hotel
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From£48
Average 3.0 /5 Latest 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
  • Low Cost Downtown property
  • 3 suites in hotel
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From£46
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley
+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
  • 3 star Downtown hotel
  • Gym is available on property
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From£84
Very good 4.0 /5 Read 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
  • Three Star Downtown property
  • 4 floors in hotel
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From£99
Very good 4.5 /5 Review Score Call BookMore Details
University Lodge in 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£57
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Holyoke Ma in 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
  • Cheap Highway property
  • Check-in time: 2:00 PM
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From£46
Terrible 1.0 /5 Reviews Call BookMore Details
Inn on Boltwood in Amherst
+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
  • Midscale Suburban hotel
  • Hotel has 4 floors
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From£112
Average 3.0 /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
  • Economy Highway hotel
  • Gym is available on property
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From£58
Very good 4.0 /5 Read Reviews 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 ~17.44 miles northeast of Chesterfield
  • Midscale Suburban hotel
  • 4 floors in hotel
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From£84
Very good 4.5 /5 Hotel 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 hotel
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From£46
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in 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
  • Three Star Suburban hotel
  • Hotel has 91 rooms
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From£84
Very good 4.0 /5 Guest Reviews 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
  • 3-star Suburban hotel
  • Free breakfast
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From£76
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield : 2 Southampton Rd.
+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
  • Affordable Suburban property
  • Free breakfast available
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From£55
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
  • Affordable Highway property
  • Access to gym on-site
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From£76
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 ~19.25 miles west of Chesterfield
  • 2 star Downtown hotel
  • 2 floors in hotel
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From£37
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield
+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
  • 3-star Suburban property
  • 2 suites in property
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From£84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Riverdale Inn in 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 2 floors
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From£38
Poor 2.0 /5 Recent 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 ~20.30 miles southeast of Chesterfield
  • 3-star Highway hotel
  • 115 suites in hotel
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From£76
Very good 4.0 /5 Hotel 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 ~20.34 miles southeast of Chesterfield
  • 3-star property
  • 108 rooms in hotel
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From£69
Very good 4.0 /5 Latest 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
  • Affordable Suburban property
  • Fitness center on property
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From£45
Very good 4.0 /5 Hotel 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
  • Affordable Highway hotel
  • Hotel has 88 suites
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From£74
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ West Springfield in 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
  • 2-star Downtown property
  • Gym is available on property
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From£51
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Aqua Lagoon Waterpark in 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 ~20.80 miles southeast of Chesterfield
  • Two-star Suburban hotel
  • Hotel has an eco-friendly policy Read more
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From£53
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites in 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
  • 2-star Suburban hotel
  • 22 suites in property
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From£99
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn West Springfield in 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
  • Two star Suburban property
  • Hotel has 2 meeting rooms
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From£57
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St.
+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
  • Hotel has 121 rooms
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From£69
Very good 4.0 /5 Recent 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
  • 3-star Suburban property
  • 148 sleeping rooms in hotel
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From£61
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge West Springfield Hwy 5 - 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
  • Low Cost Downtown property
  • Complimentary breakfast is offered
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From£53
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
  • High-end Mountain hotel
  • Hotel has an eco-friendly policy See policy
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From£84
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hotel on North - Pittsfield
+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
  • High end Downtown property
  • 4 floors in hotel
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From£115
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+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
  • 3-star property
  • Check in: 3:00 PM
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From£61
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 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
  • Affordable Downtown hotel
  • Hotel has 14 floors
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From£61
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
  • Two-star hotel
  • Hotel has 2 floors
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From£46
Poor 2.5 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+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
  • High-end Resort hotel
  • 19 suites in hotel
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From£106
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-455-5160 ~21.67 miles west of Chesterfield
  • Low-priced Mountain property
  • Hotel has 146 suites
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From£96
Very good 4.5 /5 Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG - West Springfield
+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
  • Economy Downtown hotel
  • Check-in time: 3.00pm
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From£61
Very good 4.0 /5 Recent Reviews Call BookMore Details
Lenox Inn
+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
  • Two-star property
  • Check-in: 15:00
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From£46
Poor 2.0 /5 Recent 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
  • Inexpensive Downtown hotel
  • Check-in: 2.00 pm
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From£28
Poor 2.0 /5 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
  • 3 star Suburban hotel
  • Hotel has 95 rooms
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From£73
Very good 4.0 /5 Review Score Call BookMore Details

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