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
+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 ~4.60 miles northwest of Sheffield
  • Midscale Mountain hotel
  • Check in time: 2:00PM
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From$185
Excellent 5.0 /5 Reviews Call BookMore Details
Quality Inn : 372 Main St.
+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 ~5.62 miles north of Sheffield
  • Low Cost Rural property
  • Gym / Fitness Center Available
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in 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 +1-800-716-8490 ~6.70 miles north of Sheffield
  • Three Star Resort property
  • 5 suites in hotel
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires in 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 ~7.04 miles north of Sheffield
  • Two-star Resort property
  • Free complimentary breakfast
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From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel in Great Barrington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
415 Stockbridge Road41, Great Barrington, MA 01230 +1-888-965-1860 ~7.10 miles north of Sheffield
  • 3 star Mountain property
  • 3 floors in property
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From$80
Average 3.0 /5 Read 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 ~9.32 miles southeast of Sheffield
  • Mid-scale property
  • 17 rooms in hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd.
+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 ~11.32 miles southwest of Sheffield
  • 3-star Rural property
  • 38 rooms in property
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Manor House Inn in Norfolk
+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 ~11.57 miles southeast of Sheffield
  • Affordable Rural property
  • Hotel has 3 floors
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From$240
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 +1-888-469-4795 ~12.05 miles north of Sheffield
  • 3 star Rural hotel
  • Hotel has 35 suites
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From$229
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+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 ~12.06 miles north of Sheffield
  • Three Star Mountain property
  • 3 floors in hotel
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From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Interlaken Inn & Resort in Lakeville
+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 ~12.19 miles southwest of Sheffield
  • 3 star Resort property
  • Has environment-friendly policy See more
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From$209
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St.
+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 ~12.58 miles northeast of Sheffield
  • 2-star property
  • Free breakfast
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From$48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn : 279 West Park St.
+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 ~14.31 miles northeast of Sheffield
  • Three Star Rural hotel
  • 3 floors in property
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From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
170 Housatonic St., Lee, MA 01238 +1-888-906-6358 ~14.35 miles northeast of Sheffield
  • 2 star property
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From$47
Average 3.0 /5 Reviews Call BookMore Details
Pilgrim Inn in Lee
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
165 Housatonic St., Lee, MA 01238 +1-888-749-6785 ~14.37 miles northeast of Sheffield
  • Three Star property
  • Check in: 3:00 PM
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
33 Main - Lenox
+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 ~14.49 miles northeast of Sheffield
  • Luxurious 5 Star hotel
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From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
199 Main St., Lee, 01238 +1-888-389-4485 ~14.69 miles north of Sheffield
  • 3-star hotel
  • 9 rooms in property
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From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-389-4121 ~14.83 miles north of Sheffield
  • Inexpensive hotel
  • Check-in: 13:00
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
200 Laurel St., Lee, MA 01238 +1-888-675-2083 ~15.07 miles north of Sheffield
  • Economical property
  • 23 rooms in property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+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 Website +1-800-716-8490 ~15.36 miles north of Sheffield
  • Midscale Lake hotel
  • Free complimentary breakfast
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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 ~16.00 miles north of Sheffield
  • Expensive Resort property
  • 4 suites in property
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From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Wheatleigh : Hawthorne Rd.
+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 ~16.37 miles north of Sheffield
  • Three Star property
  • 9 suites in property
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From$400
Very Good 4.0 /5 Reviews Call BookMore Details
Canyon Ranch 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 ~16.61 miles north of Sheffield
  • Three Star hotel
  • 24 suites in hotel
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From$90
Average 3.0 /5 Reviews Call BookMore Details
Apple Tree Inn
+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 ~16.91 miles north of Sheffield
  • 4-star Mountain property
  • Comp. Breakfast
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From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Brook Farm Inn - 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 ~17.06 miles north of Sheffield
  • Four star Rural hotel
  • Free breakfast
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From$120
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kemble Inn in 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 ~17.26 miles north of Sheffield
  • Midscale Mountain property
  • 3 floors in property
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From$265
Very Good 4.0 /5 Review Score Call BookMore Details
The Constance in 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 ~17.31 miles north of Sheffield
  • 4-star property
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From$225
Average 3.0 /5 Read Reviews Call BookMore Details
The Whitlock - Lenox
+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 ~17.38 miles north of Sheffield
  • Three Star hotel
  • Check-in time: 14:00
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From$200
Average 3.0 /5 Recent Reviews Call BookMore Details
The Dewey
+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 ~17.83 miles north of Sheffield
  • Four-star property
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn, Lenox - Lenox
+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 ~18.06 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Check-in time: 3:00 PM-8PM
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St.
+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 ~18.62 miles north of Sheffield
  • Four-star Mountain property
  • Hotel has a green policy Learn more
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From$109
Average 3.5 /5 Latest Reviews Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~19.49 miles north of Sheffield
  • 2 star Suburban hotel
  • Free complimentary breakfast
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From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 +1-888-878-9982 ~19.70 miles north of Sheffield
  • 2 star Resort hotel
  • Check in time: 2:00 PM
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From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 +1-888-389-4485 ~20.22 miles north of Sheffield
  • 4-star Resort hotel
  • Hotel has 19 suites
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From$138
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6 Rug Rd., Cornwall Bridge, CT 06754 +1-888-389-4121 ~20.24 miles south of Sheffield
  • Four star Riverfront hotel
  • Free comp. breakfast
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From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
802 State Rd., Richmond, MA 01254 +1-888-675-2083 ~20.48 miles north of Sheffield
  • Midscale Rural property
  • Hotel has 3 meeting rooms
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From$150
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox - Lenox
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
445 Pittsfield Rd., Lenox, MA 01240 +1-800-716-8490 ~20.67 miles north of Sheffield
  • 3-star Mountain hotel
  • 24 suites in hotel
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From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 +1-800-805-5223 ~20.72 miles north of Sheffield
  • Inexpensive property
  • Hotel has 9 suites
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From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 +1-888-965-1860 ~20.75 miles north of Sheffield
  • 2 star Downtown property
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From$37
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn in Lenox
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 +1-888-788-5576 ~20.99 miles north of Sheffield
  • Two star hotel
  • 18 rooms in hotel
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From$60
Poor 2.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-897-9207 ~21.05 miles north of Sheffield
  • Affordable Suburban hotel
  • 4 floors in property
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From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-311-4278 ~22.47 miles north of Sheffield
  • Mid-scale Rural hotel
  • Check in: 3pm
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
395 Winsted Rd., Torrington, CT 06790 +1-888-469-4795 ~23.33 miles southeast of Sheffield
  • Low priced Suburban hotel
  • 2 floors in property
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From$57
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
150 West Housatonic St., Pittsfield, MA 01201 +1-888-734-9421 ~23.52 miles north of Sheffield
  • 2 star Downtown hotel
  • 2 floors in property
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From$90
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
16 Park Place, Hudson, NY 12534 +1-888-841-5292 ~23.78 miles west of Sheffield
  • 2-star Downtown property
  • Check in: 4:00 PM
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel in Pittsfield
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 +1-888-455-5160 ~23.89 miles north of Sheffield
  • Midscale Downtown property
  • 170 rooms in property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler : 542 Warren St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
542 Warren St., Hudson, NY 12534 +1-888-965-8297 ~23.93 miles west of Sheffield
  • Mid-scale Downtown property
  • 16 sleeping rooms in hotel
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel on North
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 +1-888-906-6358 ~24.21 miles north of Sheffield
  • 4 star Downtown property
  • 45 rooms in hotel
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From$150
Excellent 5.0 /5 Recent Reviews Call BookMore Details
The Nest Hudson Hotel
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
330 Union St., Hudson, NY 12534 +1-888-749-6785 ~24.29 miles west of Sheffield
  • 4-star Downtown hotel
  • 6 suites in hotel
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From$200
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Torrington
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
492 East Main St., Torrington, CT 06790 +1-888-878-9982 ~24.50 miles southeast of Sheffield
  • Economical Mountain property
  • Comp. Breakfast
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details

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