Sheffield Massachusetts Accommodations

Find hotels & motels in Sheffield using the list below. Explore our guide for inexpensive and discount hotel/motel rates in or near Sheffield, MA for your upcoming personal or group travel. We list the best Sheffield Massachusetts hotel rooms. Review the Sheffield hotel list below to find the perfect lodging. We also have a map of the Sheffield hotels.

The Sheffield center point is approximately 8 miles west of Monument Mountain Reservation and 11 miles northwest of Tobey Pond.

Sheffield Hotels/Accommodations

The Windflower Inn in Great Barrington
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
684 South Egremont Rd., Great Barrington, MA 01230 +1-888-389-4121 ~4.59 miles northwest of Sheffield
  • Affordable Mountain property
  • 13 rooms in hotel
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From$185
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
372 Main St., Great Barrington, MA 01230 Website +1-888-675-2083 ~5.61 miles north of Sheffield
  • Low Cost Rural hotel
  • 63 rooms in hotel
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From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-800-716-8490 ~6.69 miles north of Sheffield
  • Mid-scale Resort property
  • 5 suites in property
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 Stockbridge Rd., Great Barrington, MA 01230 +1-800-805-5223 ~7.03 miles north of Sheffield
  • Low-priced Resort hotel
  • Check in: 11:00 AM
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From$47
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
415 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~7.13 miles north of Sheffield
  • 3 star Mountain hotel
  • Hotel has 3 floors
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Blackberry River Inn
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
538 Greenwoods Rd. West, Norfolk, CT 06058 +1-888-788-5576 ~9.30 miles southeast of Sheffield
  • Mid-scale hotel
  • Hotel has 2 floors
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wake Robin Inn - Lakeville
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 +1-888-897-9207 ~11.30 miles southwest of Sheffield
  • Mid-scale Rural hotel
  • 38 rooms in hotel
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
69 Maple Ave., Norfolk, CT 06058 +1-888-311-4278 ~11.55 miles southeast of Sheffield
  • 3-star Rural hotel
  • Free breakfast available
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From$240
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn - Stockbridge
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 +1-888-469-4795 ~12.00 miles north of Sheffield
  • Mid-scale Rural hotel
  • Check in time: 3:00
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 +1-888-734-9421 ~12.04 miles north of Sheffield
  • Affordable Mountain hotel
  • 3 floors in property
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn : 74 Interlaken Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 +1-888-841-5292 ~12.21 miles southwest of Sheffield
  • 3 star Resort hotel
  • Gym / Fitness Center Available
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From$179
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
980 Pleasant St., Lee, MA 01238 +1-888-455-5160 ~12.56 miles northeast of Sheffield
  • Cheap hotel
  • Check in time: 11:00
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From$48
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn - Lee
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
279 West Park St., Lee, MA 01238 +1-888-965-8297 ~14.29 miles northeast of Sheffield
  • 3 star Rural property
  • 11 sleeping rooms in hotel
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From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
165 Housatonic St., Lee, MA 01238 +1-888-906-6358 ~14.36 miles northeast of Sheffield
  • Midscale property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
33 Main - Lenox
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
33 Main St., Lenox, MA 01238 +1-888-749-6785 ~14.47 miles northeast of Sheffield
  • Luxurious 5-star property
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From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn in Lee
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
199 Main St., Lee, 01238 +1-888-878-9982 ~14.67 miles north of Sheffield
  • 3-star property
  • 9 sleeping rooms in hotel
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From$90
Very Good 4.5 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-389-4485 ~14.80 miles north of Sheffield
  • Cheap property
  • Check-in time: 13:00
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
200 Laurel St., Lee, MA 01238 +1-888-389-4121 ~15.05 miles north of Sheffield
  • Low-priced property
  • Check in time: 11:00
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
435 Laurel St., Lee, MA 01238 Website +1-888-675-2083 ~15.33 miles north of Sheffield
  • 3-star Lake hotel
  • 52 sleeping rooms in hotel
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From$65
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel in Lee
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
435 Laurel St., Lee, MA 01238 +1-800-716-8490 ~15.35 miles north of Sheffield
  • Affordable Lake hotel
  • Complimentary breakfast is offered
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From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Seven Hills Inn
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
40 Plunkett St., Lenox, MA 01240 +1-800-805-5223 ~15.98 miles north of Sheffield
  • Four-star Resort property
  • 2 floors in hotel
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From$184
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
Hawthorne Rd., Lenox, MA 01240 +1-888-965-1860 ~16.35 miles north of Sheffield
  • Three Star hotel
  • Hotel has 2 floors
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From$400
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
165 Kemble St., Lenox, MA 01240 +1-888-788-5576 ~16.59 miles north of Sheffield
  • Mid-scale hotel
  • Hotel has 102 rooms
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-897-9207 ~16.89 miles north of Sheffield
  • Expensive Mountain hotel
  • 3 floors in hotel
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From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Brook Farm Inn in Lenox
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
15 Hawthorne St., Lenox, MA 01240 +1-888-311-4278 ~17.04 miles north of Sheffield
  • High end Rural property
  • Check-in time: 3 pm
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From$120
Very Good 4.0 /5 Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Kemble St., Lenox, MA 01240 +1-888-469-4795 ~17.24 miles north of Sheffield
  • Midscale Mountain property
  • 3 meeting rooms in property
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From$265
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-734-9421 ~17.29 miles north of Sheffield
  • High-end hotel
  • Free comp. breakfast
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From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
16 Church St., Lenox, MA 01240 +1-888-841-5292 ~17.36 miles north of Sheffield
  • Mid-scale hotel
  • Hotel has 2 floors
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From$200
Average 3.0 /5 Review Score Call BookMore Details
The Dewey by The Lenox Collection in Lenox
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7 Hubbard St., Lenox, MA 01240 +1-888-455-5160 ~17.80 miles north of Sheffield
  • 4-star property
  • 12 rooms in property
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires : 203 Main St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
203 Main St., Lenox, MA 01240 +1-888-965-8297 ~18.03 miles north of Sheffield
  • Three Star Mountain hotel
  • Free comp. breakfast
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From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 +1-888-906-6358 ~18.59 miles north of Sheffield
  • Expensive Mountain property
  • Hotel has an eco-friendly policy See policy
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From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires : 130 Pittsfield Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
130 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~19.15 miles north of Sheffield
  • Affordable Mountain property
  • 2 conference rooms in property
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From$50
Average 3.0 /5 Reviews Call BookMore Details
Life House Berkshires - Lenox
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 +1-888-878-9982 ~19.47 miles north of Sheffield
  • Low Cost Suburban hotel
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From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in Lenox
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4485 ~19.67 miles north of Sheffield
  • Cheap Resort property
  • Check-in time: 2:00 PM
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From$65
Average 3.0 /5 Recent Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 +1-888-389-4121 ~20.19 miles north of Sheffield
  • Four-star Resort property
  • Gym / Fitness Center Available
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From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
6 Rug Rd., Cornwall Bridge, CT 06754 +1-888-675-2083 ~20.21 miles south of Sheffield
  • 4 star Riverfront property
  • 2 floors in hotel
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From$250
Very Good 4.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center : 802 State Rd.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
802 State Rd., Richmond, MA 01254 +1-800-716-8490 ~20.45 miles north of Sheffield
  • Three Star Rural property
  • 12 rooms in property
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From$150
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox - Lenox
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
445 Pittsfield Rd., Lenox, MA 01240 +1-800-805-5223 ~20.64 miles north of Sheffield
  • Midscale Mountain property
  • Check in time: 3:00 pm
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From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Yankee Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 +1-888-965-1860 ~20.69 miles north of Sheffield
  • Low-priced hotel
  • 9 suites in property
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From$145
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-788-5576 ~20.72 miles north of Sheffield
  • Inexpensive Downtown hotel
  • 16 rooms in hotel
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From$37
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn - Lenox
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-897-9207 ~20.96 miles north of Sheffield
  • Economy property
  • Check in: 15:00
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From$60
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-311-4278 ~21.02 miles north of Sheffield
  • Three Star Suburban hotel
  • 2 conference rooms in property
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From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-469-4795 ~21.37 miles north of Sheffield
  • Low-priced Mountain property
  • Hotel has 5 floors
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From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-734-9421 ~22.43 miles north of Sheffield
  • Mid-scale Rural property
  • 59 sleeping rooms in hotel
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From$85
Very Good 4.5 /5 Reviews Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
395 Winsted Rd., Torrington, CT 06790 +1-888-841-5292 ~23.28 miles southeast of Sheffield
  • Inexpensive Suburban hotel
  • Fitness + Health Center
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From$57
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
150 West Housatonic St., Pittsfield, MA 01201 +1-888-455-5160 ~23.49 miles north of Sheffield
  • Two star Downtown property
  • Check in time: 1500
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From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
St. Charles Hotel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
16 Park Place, Hudson, NY 12534 +1-888-965-8297 ~23.77 miles west of Sheffield
  • Two-star Downtown hotel
  • Free breakfast available
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 +1-888-906-6358 ~23.86 miles north of Sheffield
  • Mid-scale Downtown property
  • Check in time: 3:00 PM
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hudson Whaler - Hudson
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
542 Warren St., Hudson, NY 12534 +1-888-749-6785 ~23.92 miles west of Sheffield
  • 3 star Downtown property
  • 3 floors in property
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 +1-888-878-9982 ~24.18 miles north of Sheffield
  • 4-star Downtown hotel
  • 45 rooms in property
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From$150
Excellent 5.0 /5 Guest Reviews Call BookMore Details

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