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, Motels & Accommodations

The Windflower Inn in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230 Call ~4.59 miles northwest of Sheffield
  • 3 star Mountain hotel
  • Free breakfast available
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From£164 total
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Quality Inn Great Barrington : 372 Main St. 372 Main St., Great Barrington, MA 01230 Website Call ~5.61 miles north of Sheffield
  • Economy Rural property
  • 63 rooms in hotel
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From£88 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~6.69 miles north of Sheffield
  • 3 star Resort property
  • 60 sleeping rooms in hotel
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From£96 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires : 400 Stockbridge Rd. 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.03 miles north of Sheffield
  • Low Cost Resort hotel
  • Check in: 11:00 AM
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From£41 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.13 miles north of Sheffield
  • Three Star Mountain property
  • Free comp. breakfast
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From£79 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058 Call ~9.30 miles southeast of Sheffield
  • Midscale hotel
  • 17 rooms in property
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From£96 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Wake Robin Inn - Lakeville 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • Midscale Rural hotel
  • Free breakfast available
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From£79 total
Average 3.0 /5 Review Score Call BookMore Details
Manor House Inn in Norfolk 69 Maple Ave., Norfolk, CT 06058 Call ~11.55 miles southeast of Sheffield
  • Midscale Rural property
  • Hotel has 7 suites
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From£213 total
Very good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~12.00 miles north of Sheffield
  • Mid-scale Rural property
  • 35 suites in hotel
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From£106 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260 Call ~12.04 miles north of Sheffield
  • 3 star Mountain hotel
  • 334 suites in property
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From£79 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~12.21 miles southwest of Sheffield
  • Midscale Resort property
  • Hotel has 86 rooms
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From£159 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St. 980 Pleasant St., Lee, MA 01238 Call ~12.56 miles northeast of Sheffield
  • Low-priced property
  • Check-in: 11:00
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From£42 total
Average 3.0 /5 Review Score Call BookMore Details
Applegate Inn in Lee 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • 3 star Rural property
  • Check-in: 2 pm
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From£142 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238 Call ~14.33 miles northeast of Sheffield
  • Economical Lake hotel
  • Check-in time: 11:00 AM
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From£41 total
Average 3.0 /5 Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238 Call ~14.36 miles northeast of Sheffield
  • Affordable property
  • Check-in: 3:00 PM
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From£71 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
33 Main 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxury 5-star hotel
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From£177 total
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • Three Star property
  • 9 rooms in property
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From£79 total
Very good 4.5 /5 Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call ~14.80 miles north of Sheffield
  • Low priced hotel
  • Check-in time: 13:00
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From£53 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St. 200 Laurel St., Lee, MA 01238 Call ~15.05 miles north of Sheffield
  • Two-star property
  • Check-in: 11:00
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From£53 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel in Lee 435 Laurel St., Lee, MA 01238 Call ~15.35 miles north of Sheffield
  • Affordable Lake property
  • Free breakfast available
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From£53 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Seven Hills Inn - Lenox 40 Plunkett St., Lenox, MA 01240 Call ~15.98 miles north of Sheffield
  • High end Resort property
  • Hotel has an eco-friendly policy See more
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From£163 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • Three Star hotel
  • Check in: 16:00
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From£355 total
Very good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox in Lenox 165 Kemble St., Lenox, MA 01240 Call ~16.59 miles north of Sheffield
  • Mid-scale property
  • Airport shuttle provided
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From£79 total
Average 3.0 /5 Reviews Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~16.89 miles north of Sheffield
  • High-end Mountain property
  • 34 rooms in property
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From£88 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 Call ~17.04 miles north of Sheffield
  • 4-star Rural property
  • 15 rooms in hotel
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From£106 total
Very good 4.0 /5 Reviews Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 Call ~17.24 miles north of Sheffield
  • Three Star Mountain hotel
  • 12 suites in property
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From£235 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection 11 Old Stockbridge Rd., Lenox, MA 01240 Call ~17.29 miles north of Sheffield
  • High end hotel
  • 3 floors in property
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From£199 total
Average 3.0 /5 Latest Reviews Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St. 16 Church St., Lenox, MA 01240 Call ~17.36 miles north of Sheffield
  • Midscale hotel
  • Hotel has 30 rooms
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From£177 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240 Call ~17.80 miles north of Sheffield
  • 4-star property
  • Free breakfast available
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From£66 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires 203 Main St., Lenox, MA 01240 Call ~18.03 miles north of Sheffield
  • Midscale Mountain property
  • 3 suites in hotel
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From£53 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240 Call ~18.59 miles north of Sheffield
  • Expensive Mountain hotel
  • Hotel has 10 meeting rooms
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From£96 total
Average 3.5 /5 Read Reviews Call BookMore Details
Element Lenox Berkshires in Lenox 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • 3 star Mountain property
  • 2 floors in hotel
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From£44 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240 Call ~19.47 miles north of Sheffield
  • Low priced Suburban property
  • Check in time: 2pm
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From£43 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd. 462 Pittsfield Rd., Lenox, MA 01240 Call ~19.67 miles north of Sheffield
  • Inexpensive Resort property
  • Hotel has 44 rooms
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From£57 total
Average 3.0 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only 55 Lee Rd., Lenox, MA 01240 Call ~20.19 miles north of Sheffield
  • High end Resort property
  • Hotel has 10 meeting rooms
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From£122 total
Average 3.0 /5 Review Score Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754 Call ~20.21 miles south of Sheffield
  • High end Riverfront hotel
  • 2 floors in property
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From£222 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond 802 State Rd., Richmond, MA 01254 Call ~20.45 miles north of Sheffield
  • 3 star Rural hotel
  • Check in time: 3:00 p.m.
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From£133 total
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lenox Berkshires in Lenox 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Mid-scale Mountain property
  • 3 floors in property
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From£71 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • Two star property
  • Free complimentary breakfast
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From£128 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~20.72 miles north of Sheffield
  • Inexpensive Downtown property
  • 16 rooms in property
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From£32 total
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Low priced hotel
  • 18 rooms in property
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From£53 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Midscale Suburban hotel
  • 4 floors in property
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From£71 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Mid-scale Suburban hotel
  • 95 sleeping rooms in hotel
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From£84 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~21.37 miles north of Sheffield
  • Two-star Mountain hotel
  • 146 suites in hotel
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From£111 total
Very good 4.5 /5 Review Score Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites 1350 West Housatonic St., Pittsfield, MA 01201 Call ~22.43 miles north of Sheffield
  • 3 star Rural property
  • Check-in time: 03:00
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From£75 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Torrington CT 395 Winsted Rd., Torrington, CT 06790 Call ~23.28 miles southeast of Sheffield
  • Cheap Suburban hotel
  • Fitness + Health Center
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From£50 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 Call ~23.49 miles north of Sheffield
  • Two-star Downtown property
  • 36 rooms in hotel
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From£79 total
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534 Call ~23.77 miles west of Sheffield
  • Two star Downtown property
  • 6 suites in property
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG : 1 West St. 1 West St., Pittsfield, MA 01201 Call ~23.86 miles north of Sheffield
  • 3-star Downtown property
  • Access to gym on-site
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • Affordable Downtown hotel
  • Hotel has 3 floors
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From£66 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details

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