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 ~10.99 miles east of Chesterfield
  • 3 star Downtown property
  • 2 floors in hotel
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From£65
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Northampton : 36 King St.
+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 hotel
  • 7 suites in hotel
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From£106
Very good 4.0 /5 Reviews Call BookMore Details
Old Mill Inn in 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
  • 3 star hotel
  • 4 suites in hotel
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From£116
Very good 4.5 /5 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 property
  • Hotel has 4 floors
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From£72
Very good 4.0 /5 Guest 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 hotel
  • Complimentary breakfast is offered
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From£62
Average 3.0 /5 Latest 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
  • Affordable Suburban property
  • Hotel has 3 floors
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From£80
Very good 4.0 /5 Hotel 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 hotel
  • Check-in: 03:00pm
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From£41
Average 3.0 /5 Hotel 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 ~13.78 miles east of Chesterfield
  • Economy property
  • Free complimentary breakfast
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From£64
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott in Hadley
+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
  • Check-in time: 3:00
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From£102
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
  • Mid-scale Highway hotel
  • 62 rooms in hotel
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From£65
Very good 4.0 /5 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
  • 3-star property
  • Check in: 15:00
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From£66
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
  • Inexpensive Suburban property
  • 63 sleeping rooms in hotel
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From£46
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Amherst Hadley in Hadley
+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 hotel
  • Check in: 3:00 PM
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From£44
Average 3.0 /5 Read 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
  • Affordable Downtown property
  • 96 rooms in property
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From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Umass in 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
  • Affordable Downtown hotel
  • Hotel has an eco-friendly policy Read more
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From£94
Very good 4.5 /5 Review Score Call BookMore Details
University Lodge
+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
  • Low Cost Downtown property
  • 20 rooms in hotel
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From£55
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Holyoke Ma : 1515 Northampton St.
+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
  • Economical Highway property
  • Check-in time: 2:00 PM
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From£44
Terrible 1.0 /5 Guest 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
  • Midscale Suburban property
  • 5 conference rooms in property
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From£106
Average 3.0 /5 Hotel 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
  • 2 star Highway property
  • 59 sleeping rooms in hotel
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From£55
Very good 4.0 /5 Latest 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
  • 3 star Suburban property
  • 4 floors in property
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From£80
Very good 4.5 /5 Guest 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
  • Economy hotel
  • Check-in time: 14:00
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From£44
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
  • Midscale Suburban property
  • Check in: 15:00
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From£80
Very good 4.0 /5 Guest 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 hotel
  • Fitness center on property
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From£72
Average 3.0 /5 Hotel 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 hotel
  • Check in: 3.00 pm
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From£52
Average 3.0 /5 Hotel 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
  • Affordable Highway hotel
  • Free comp. breakfast
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From£72
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
  • 2 star Downtown property
  • 58 rooms in hotel
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From£35
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+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
  • Three Star Suburban hotel
  • Free complimentary breakfast
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From£80
Very good 4.0 /5 Review Score 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
  • Low priced hotel
  • Free breakfast available
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From£36
Poor 2.0 /5 Hotel 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
  • Midscale Highway property
  • Check in time: 3:00PM
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From£72
Very good 4.0 /5 Guest Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield
+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 hotel
  • Free comp. breakfast
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From£66
Very good 4.0 /5 Review Score 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
  • Midscale Suburban hotel
  • 2 floors in hotel
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From£43
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott 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
  • Comp. Breakfast
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From£71
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 property
  • Hotel has 111 rooms
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From£49
Average 3.0 /5 Hotel 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 property
  • Check in: 3:00pm
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From£50
Very good 4.0 /5 Read 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
  • Economical Suburban property
  • 75 sleeping rooms in hotel
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From£94
Average 3.0 /5 Hotel Reviews 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
  • 2-star Suburban property
  • 114 sleeping rooms in hotel
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From£55
Average 3.0 /5 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
  • Midscale property
  • 121 rooms in property
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From£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn West Springfield : 1011 Riverdale St.
+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
  • 3 floors in hotel
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From£58
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge West Springfield Hwy 5
+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 property
  • Check-in time: 3.00pm
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From£50
Average 3.0 /5 Review Score 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
  • Hotel has 2 floors
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From£80
Average 3.5 /5 Review Score 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 ~21.48 miles west of Chesterfield
  • 4-star Downtown hotel
  • Check-in time: 15:00
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From£110
Excellent 5.0 /5 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
  • Three Star property
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From£58
Average 3.0 /5 Read 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 ~21.52 miles west of Chesterfield
  • Mid-scale Downtown hotel
  • 26 suites in property
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From£58
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield
+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
  • Low Cost property
  • Hotel has 88 rooms
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From£44
Poor 2.5 /5 Hotel 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
  • Expensive Resort property
  • Hotel has a green policy Read more
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From£101
Average 3.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+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
  • Economical Mountain property
  • Check-in: 4:00PM
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From£91
Very good 4.5 /5 Latest Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG
+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
  • Economical Downtown property
  • Hotel has 4 floors
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From£58
Very good 4.0 /5 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
  • Two-star hotel
  • Hotel has 18 rooms
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From£44
Poor 2.0 /5 Hotel 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
  • Economical Downtown property
  • 16 rooms in property
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From£27
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - 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 property
  • Fitness center on property
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From£69
Very good 4.0 /5 Guest Reviews Call BookMore Details

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