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
+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
  • 3 star Downtown property
  • Check-in: 4:00 PM
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From£65
Very good 4.0 /5 Read Reviews 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 ~11.74 miles east of Chesterfield
  • 3 star Downtown hotel
  • Check-in time: 2:30pm
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From£107
Very good 4.0 /5 Read 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 ~11.91 miles east of Chesterfield
  • 3 star property
  • Check in: 3:00pm
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From£117
Very good 4.5 /5 Recent 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
  • Affordable hotel
  • Check in time: 15:00
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From£73
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst
+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 ~12.26 miles east of Chesterfield
  • Economy Highway hotel
  • 19 suites in hotel
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From£62
Average 3.0 /5 Read 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 ~12.62 miles east of Chesterfield
  • 3-star Suburban hotel
  • Hotel has 72 rooms
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From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst : 9 Greenfield Rd.
+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 ~12.80 miles east of Chesterfield
  • Mid-scale Highway hotel
  • Check-in time: 03:00pm
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From£42
Average 3.0 /5 Latest 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
  • 2 star property
  • Hotel has 22 rooms
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From£65
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott : 237 Russell St.
+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
  • Mid-scale Suburban property
  • Fitness center on property
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From£103
Average 3.0 /5 Recent 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 ~14.47 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Free complimentary breakfast
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From£65
Very good 4.0 /5 Review Score 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 ~14.74 miles east of Chesterfield
  • Mid-scale property
  • Fitness / Gym is on-site
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From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Hadley near University : 329 Russell St.
+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
  • Economical Suburban property
  • Free comp. breakfast
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From£46
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 ~15.24 miles east of Chesterfield
  • 2-star Downtown property
  • Hotel has 3 suites
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From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in 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 ~15.43 miles east of Chesterfield
  • Three Star Downtown property
  • 2 meeting rooms in property
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From£80
Very good 4.0 /5 Review Score 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 ~15.67 miles east of Chesterfield
  • Affordable Downtown property
  • 2 meeting rooms in hotel
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From£95
Very good 4.5 /5 Read Reviews Call BookMore Details
University Lodge : 345 North Pleasant St.
+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 ~16.33 miles east of Chesterfield
  • 2 star Downtown property
  • 2 floors in hotel
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From£55
Average 3.0 /5 Review Score 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 ~16.39 miles southeast of Chesterfield
  • Two-star Highway property
  • Check-in: 2:00 PM
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From£44
Terrible 1.0 /5 Read Reviews Call BookMore Details
Inn on Boltwood : 30 Boltwood Ave.
+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 ~16.43 miles east of Chesterfield
  • 3-star Suburban hotel
  • Hotel has 5 meeting rooms
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From£107
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 hotel
  • Hotel has 59 rooms
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From£56
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites : 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 ~17.41 miles northeast of Chesterfield
  • 3-star Suburban hotel
  • 21 suites in property
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From£80
Average 3.0 /5 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 ~17.43 miles southeast of Chesterfield
  • Low Cost hotel
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From£44
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites 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
  • 3 star Suburban property
  • Free breakfast available
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From£80
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 ~18.12 miles south of Chesterfield
  • 3-star Suburban property
  • Gym is available on property
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From£73
Average 3.0 /5 Hotel 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 ~18.13 miles south of Chesterfield
  • 3 star Suburban property
  • Has environment-friendly policy Read more
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From£53
Average 3.0 /5 Hotel 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 ~18.32 miles southeast of Chesterfield
  • Mid-scale Highway property
  • Free breakfast
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From£73
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge in 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 ~19.23 miles west of Chesterfield
  • 2-star Downtown hotel
  • Comp. Breakfast
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From£35
Poor 2.0 /5 Latest 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 ~20.13 miles southeast of Chesterfield
  • 3 star Suburban property
  • 3 floors in property
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From£80
Very good 4.0 /5 Hotel 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 ~20.19 miles southeast of Chesterfield
  • Low Cost property
  • 2 suites in property
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From£37
Poor 2.0 /5 Review Score 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 ~20.25 miles southeast of Chesterfield
  • 3-star Highway hotel
  • Free complimentary breakfast
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From£73
Very good 4.0 /5 Guest 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 ~20.29 miles southeast of Chesterfield
  • Affordable hotel
  • 4 floors in hotel
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From£66
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
  • Affordable Suburban property
  • Hotel has 2 floors
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From£43
Very good 4.0 /5 Guest Reviews 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 ~20.55 miles southeast of Chesterfield
  • Mid-scale Highway hotel
  • Gym / Fitness Center Available
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From£71
Very good 4.0 /5 Review Score 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 hotel
  • Check-in: 3:00pm
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From£49
Average 3.0 /5 Latest 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 property
  • Hotel has 4 floors
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From£51
Very good 4.0 /5 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 ~20.81 miles southeast of Chesterfield
  • Economical Suburban hotel
  • Check-in time: 3:00 PM
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From£95
Average 3.0 /5 Recent 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
  • Economy Suburban property
  • 5 floors in hotel
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From£55
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 ~21.27 miles southeast of Chesterfield
  • 3 star hotel
  • Access to gym on-site
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From£66
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 ~21.36 miles southeast of Chesterfield
  • Affordable Suburban property
  • 148 sleeping rooms in hotel
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From£59
Very good 4.0 /5 Read Reviews 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 ~21.39 miles southeast of Chesterfield
  • Low Cost Downtown hotel
  • 66 rooms in hotel
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From£51
Average 3.0 /5 Guest 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
  • 4 star Mountain property
  • 90 rooms in property
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From£80
Average 3.5 /5 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 ~21.45 miles west of Chesterfield
  • Four-star Downtown property
  • Check in time: 15:00
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From£111
Excellent 5.0 /5 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 ~21.46 miles west of Chesterfield
  • 3-star property
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From£59
Average 3.0 /5 Latest 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 property
  • Access to gym on-site
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From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield
+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 Suburban hotel
  • 81 rooms in hotel
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From£59
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 ~21.60 miles southeast of Chesterfield
  • Economical property
  • 2 floors in property
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From£44
Poor 2.5 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - 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 ~21.63 miles west of Chesterfield
  • High end Resort property
  • Hotel has a green policy Learn more
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From£102
Average 3.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+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
  • Cheap Mountain property
  • 2 conference rooms in property
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From£92
Very good 4.5 /5 Recent Reviews Call BookMore Details
Candlewood Suites West Springfield by IHG in West Springfield
+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
  • Inexpensive Downtown hotel
  • 4 floors in hotel
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From£59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn - Lenox
+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
  • Low priced property
  • Check-in: 15:00
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From£44
Poor 2.0 /5 Latest Reviews Call BookMore Details
Knights Inn 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
  • Low-priced Downtown hotel
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From£27
Poor 2.0 /5 Latest Reviews Call BookMore Details

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