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 - 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
  • Hotel has 2 floors
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From£146
Excellent 5.0 /5 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 ~5.62 miles north of Sheffield
  • Low priced Rural property
  • Fitness + Health Center
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From£79
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 Website +1-800-716-8490 ~6.70 miles north of Sheffield
  • 3-star Resort hotel
  • Check in time: 3:00pm
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From£86
Very good 4.0 /5 Read 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
  • 2 star Resort hotel
  • Free comp. breakfast
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel : 415 Stockbridge Road41
+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
  • Mid-scale Mountain hotel
  • Hotel has 78 rooms
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From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn - Norfolk
+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
  • 3-star property
  • Check-in: 15:00
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From£86
Very good 4.0 /5 Read 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
  • 3-star Rural hotel
  • Free breakfast available
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From£70
Average 3.0 /5 Latest Reviews Call BookMore Details
Manor House Inn in Norfolk
+1-888-311-4278

How should we direct your call?

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
  • Three Star Rural property
  • Check in time: 3:00pm
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From£190
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn
+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
  • 3 star Rural hotel
  • 4 floors in hotel
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From£181
Very good 4.0 /5 Hotel 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
  • Midscale Mountain hotel
  • Check-in: 4:00pm
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From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn & Resort : 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 ~12.19 miles southwest of Sheffield
  • 3-star Resort property
  • Fitness / Gym is on-site
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From£166
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington in 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
  • Economy hotel
  • Check in: 11:00
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From£38
Average 3.0 /5 Latest Reviews Call BookMore Details
Applegate Inn in 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 ~14.31 miles northeast of Sheffield
  • 3 star Rural property
  • 11 rooms in property
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From£127
Very good 4.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn
+1-888-906-6358

How should we direct your call?

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£63
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main
+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 ~14.49 miles northeast of Sheffield
  • Luxury Five Star property
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From£158
Average 3.0 /5 Read Reviews Call BookMore Details
Chambery Inn
+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
  • Check-in: 14:00
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From£71
Very good 4.5 /5 Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in 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
  • Low-priced hotel
  • Hotel has 16 rooms
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From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Rodeway Inn - 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 property
  • Check-in: 11:00
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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 +1-888-675-2083 ~15.35 miles north of Sheffield
  • Midscale Lake property
  • Fitness center on property
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From£51
Very good 4.0 /5 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
  • Three Star Lake property
  • Hotel has 52 rooms
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From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn in Lenox
+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
  • High end Resort property
  • 57 rooms in property
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From£146
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
  • 3-star hotel
  • 9 suites in property
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From£317
Very good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch 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
165 Kemble St., Lenox, MA 01240 +1-888-788-5576 ~16.61 miles north of Sheffield
  • 3-star property
  • Check in: 15:00
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From£71
Average 3.0 /5 Review Score 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
  • 34 rooms in hotel
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From£79
Average 3.0 /5 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
  • High-end Rural property
  • 3 floors in property
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From£95
Very good 4.0 /5 Reviews 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
  • 3 star Mountain hotel
  • 12 suites in property
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From£210
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection
+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 hotel
  • 3 floors in property
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From£178
Average 3.0 /5 Latest Reviews Call BookMore Details
The Whitlock by The Lenox Collection in 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
  • Mid-scale hotel
  • Hotel has 30 rooms
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From£158
Average 3.0 /5 Review Score Call BookMore Details
The Dewey by The Lenox Collection - 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 ~17.83 miles north of Sheffield
  • 4-star hotel
  • 12 sleeping rooms in hotel
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From£59
Average 3.0 /5 Review Score 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
  • Three Star Mountain property
  • Check-in: 3:00 PM-8PM
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From£47
Very good 4.0 /5 Guest 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
  • High-end Mountain property
  • Hotel has an eco-friendly policy Read more
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From£86
Average 3.5 /5 Read Reviews Call BookMore Details
Life House Berkshires
+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
  • Two star Suburban property
  • Check in time: 2pm
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From£38
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd.
+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
  • Inexpensive Resort hotel
  • 44 rooms in property
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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
  • Expensive Resort property
  • Check in: 3PM
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From£109
Average 3.0 /5 Guest Reviews Call BookMore Details
The Amselhaus
+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
  • Check-in time: 0:00 pm
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From£198
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in 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
  • 3 star Rural property
  • Check in: 3:00 p.m.
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From£119
Very good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-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
  • Mid-scale Mountain hotel
  • Gym / Fitness Center Available
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From£86
Average 3.0 /5 Read Reviews Call BookMore Details
Yankee Inn
+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
  • Cheap property
  • 9 suites in hotel
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From£115
Very good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox - 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
  • 2 star Downtown hotel
  • 16 rooms in property
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From£29
Poor 2.0 /5 Hotel 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 property
  • Check-in: 15:00
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From£47
Poor 2.0 /5 Guest 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
  • 3-star Suburban hotel
  • 2 meeting rooms in hotel
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From£75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+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
  • 3-star Rural hotel
  • Free comp. breakfast
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From£62
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Torrington CT in Torrington
+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
  • 91 rooms in property
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From£45
Poor 2.0 /5 Hotel 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
  • Cheap Downtown property
  • 36 rooms in property
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From£71
Average 3.0 /5 Review Score 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 hotel
  • Check in time: 4:00 PM
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From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel : 1 West St.
+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
  • Affordable Downtown hotel
  • 170 sleeping rooms in hotel
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From£63
Average 3.0 /5 Latest Reviews 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
  • 3-star Downtown hotel
  • Hotel has 3 floors
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From£59
Very good 4.0 /5 Latest 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
  • High-end Downtown property
  • 4 floors in property
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From£119
Excellent 5.0 /5 Hotel 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
  • Four-star Downtown property
  • 6 rooms in property
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From£158
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Torrington - 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
  • Economy Mountain property
  • Free breakfast
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From£47
Average 3.0 /5 Review Score Call BookMore Details

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