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 ~4.60 miles northwest of Sheffield
  • 3-star Mountain property
  • Check-in: 2:00PM
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From£145
Excellent 5.0 /5 Reviews Call BookMore Details
Quality Inn - Great Barrington
+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
  • Cheap Rural property
  • 63 rooms in property
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From£78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+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 ~6.70 miles north of Sheffield
  • Mid-scale Resort property
  • Gym is available on property
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From£85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+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
  • Economical Resort property
  • Check-in: 11:00 AM
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From£36
Average 3.0 /5 Read 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
  • Affordable Mountain property
  • 3 floors in hotel
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From£62
Average 3.0 /5 Recent Reviews Call BookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West
+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
  • Three Star hotel
  • 2 floors in hotel
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From£85
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn
+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
  • Mid-scale Rural hotel
  • 3 suites in hotel
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From£70
Average 3.0 /5 Guest 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 ~11.57 miles southeast of Sheffield
  • 3 star Rural hotel
  • Hotel has 9 rooms
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From£188
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn in 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 ~12.05 miles north of Sheffield
  • Midscale Rural property
  • Fitness / Gym is on-site
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From£180
Very good 4.0 /5 Review Score 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
  • Midscale Mountain property
  • Access to gym on-site
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From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn & Resort
+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
  • Mid-scale Resort hotel
  • 2 floors in hotel
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From£164
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+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 hotel
  • 28 rooms in property
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From£37
Average 3.0 /5 Recent Reviews Call BookMore Details
Applegate Inn
+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
  • 3-star Rural hotel
  • Free complimentary breakfast
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From£125
Very good 4.0 /5 Hotel 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 ~14.37 miles northeast of Sheffield
  • 3-star property
  • Check-in time: 3:00 PM
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From£62
Average 3.0 /5 Guest Reviews Call BookMore Details
33 Main
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
33 Main St., Lenox, MA 01238 +1-888-749-6785 ~14.49 miles northeast of Sheffield
  • Luxurious 5-star property
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From£157
Average 3.0 /5 Recent 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 ~14.69 miles north of Sheffield
  • Mid-scale property
  • 9 rooms in hotel
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From£70
Very good 4.5 /5 Reviews 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 ~14.83 miles north of Sheffield
  • Inexpensive hotel
  • 16 rooms in hotel
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From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn in Lee
+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 ~15.07 miles north of Sheffield
  • Cheap hotel
  • 23 rooms in property
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From£47
Average 3.0 /5 Guest 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 ~15.35 miles north of Sheffield
  • Midscale Lake hotel
  • Check-in: 3:00 PM
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From£51
Very good 4.0 /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 +1-800-716-8490 ~15.36 miles north of Sheffield
  • 3-star Lake property
  • Hotel has 52 rooms
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From£47
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
  • 4-star Resort property
  • 57 sleeping rooms in hotel
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From£144
Very good 4.5 /5 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 ~16.37 miles north of Sheffield
  • Three Star property
  • 2 floors in hotel
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From£314
Very good 4.0 /5 Hotel 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
  • 3 star hotel
  • Fitness / Gym is on-site
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From£70
Average 3.0 /5 Reviews Call BookMore Details
Apple Tree Inn - Lenox
+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
  • Four-star Mountain hotel
  • Free breakfast available
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From£78
Average 3.0 /5 Guest 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 ~17.06 miles north of Sheffield
  • High-end Rural hotel
  • Comp. Breakfast
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From£94
Very good 4.0 /5 Review Score Call BookMore Details
Kemble Inn
+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
  • Mid-scale Mountain hotel
  • Hotel has an eco-friendly policy Read more
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From£208
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Constance
+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
  • Expensive hotel
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From£177
Average 3.0 /5 Guest Reviews Call BookMore Details
The Whitlock : 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 ~17.38 miles north of Sheffield
  • Affordable hotel
  • 3 floors in hotel
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From£157
Average 3.0 /5 Review Score Call BookMore Details
The Dewey : 7 Hubbard St.
+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£59
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, 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
  • 3 star Mountain hotel
  • 3 suites in property
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From£47
Very good 4.0 /5 Read 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 ~18.62 miles north of Sheffield
  • High end Mountain hotel
  • Hotel has 10 meeting rooms
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From£85
Average 3.5 /5 Read 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
  • Economical Suburban hotel
  • Check-in: 2pm
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From£38
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in 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
  • Cheap Resort hotel
  • Check in: 2:00 PM
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From£51
Average 3.0 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+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
  • Four star Resort hotel
  • 19 suites in hotel
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From£108
Average 3.0 /5 Recent 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
  • High end Riverfront hotel
  • Comp. Breakfast
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From£196
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+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
  • 4 suites in hotel
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From£118
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd.
+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 property
  • 24 suites in hotel
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From£85
Average 3.0 /5 Guest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham : 461 Pittsfield Rd.
+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
  • 2-star property
  • 9 suites in hotel
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From£51
Very good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox
+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
  • Low-priced Downtown property
  • Check in time: 2.00 pm
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From£29
Poor 2.0 /5 Guest Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+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
  • Low-priced hotel
  • 18 rooms in property
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From£47
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox 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
  • Midscale Suburban property
  • 4 floors in property
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From£74
Very good 4.0 /5 Guest Reviews 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
  • Three Star Rural hotel
  • Check-in: 3pm
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From£62
Very good 4.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd.
+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
  • 2 star Suburban hotel
  • Gym is available on property
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From£44
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Berkshire Inn in Pittsfield
+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
  • Low Cost Downtown property
  • Comp. Breakfast
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From£70
Average 3.0 /5 Hotel Reviews Call BookMore Details
St. Charles Hotel
+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
  • Low-priced Downtown hotel
  • Comp. Breakfast
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From£62
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+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
  • Mid-scale Downtown hotel
  • Hotel has 14 floors
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From£62
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler
+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 hotel
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From£59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel on North in Pittsfield
+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 hotel
  • Hotel has 6 suites
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From£118
Excellent 5.0 /5 Recent Reviews Call BookMore Details
The Nest Hudson Hotel in Hudson
+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
  • High-end Downtown hotel
  • 3 floors in property
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From£157
Very good 4.5 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Torrington : 492 East Main St.
+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
  • Economy Mountain hotel
  • Check-in: 11:00 AM
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From£47
Average 3.0 /5 Guest Reviews Call BookMore Details

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