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 : 684 South Egremont Rd. 684 South Egremont Rd., Great Barrington, MA 01230 Call ~4.59 miles northwest of Sheffield
  • Affordable Mountain hotel
  • Free complimentary breakfast
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From£140
Excellent 5.0 /5 Reviews Call BookMore Details
Quality Inn Great Barrington - Great Barrington 372 Main St., Great Barrington, MA 01230 Website Call ~5.61 miles north of Sheffield
  • Two star Rural property
  • 2 floors in hotel
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From£75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~6.69 miles north of Sheffield
  • Affordable Resort property
  • Check-in time: 3:00pm
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From£82
Very good 4.0 /5 Hotel 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
  • Two-star Resort hotel
  • Check-in: 11:00 AM
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From£35
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Great Barrington in Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.13 miles north of Sheffield
  • 3 star Mountain property
  • Hotel has 78 rooms
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From£67
Very good 4.0 /5 Recent 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 hotel
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From£82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd. 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • 3 star Rural property
  • 3 floors in hotel
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From£67
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn - Norfolk 69 Maple Ave., Norfolk, CT 06058 Call ~11.55 miles southeast of Sheffield
  • 3 star Rural hotel
  • Free complimentary breakfast
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From£181
Very good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262 Call ~12.00 miles north of Sheffield
  • Three Star Rural hotel
  • 35 suites in hotel
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From£90
Average 3.0 /5 Guest 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
  • Midscale Mountain hotel
  • Check-in: 4:00pm
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~12.21 miles southwest of Sheffield
  • Affordable Resort hotel
  • 86 sleeping rooms in hotel
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From£135
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee 980 Pleasant St., Lee, MA 01238 Call ~12.56 miles northeast of Sheffield
  • Economical hotel
  • Free comp. breakfast
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From£36
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • Midscale Rural hotel
  • Check-in time: 2 pm
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From£121
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn : 170 Housatonic St. 170 Housatonic St., Lee, MA 01238 Call ~14.33 miles northeast of Sheffield
  • Two star Lake property
  • Check-in time: 11:00 AM
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From£35
Average 3.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238 Call ~14.36 miles northeast of Sheffield
  • 3 star hotel
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From£60
Average 3.0 /5 Reviews Call BookMore Details
33 Main : 33 Main St. 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxurious 5 Star hotel
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From£151
Average 3.0 /5 Guest Reviews Call BookMore Details
Chambery Inn : 199 Main St. 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • 3-star property
  • 9 rooms in hotel
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From£68
Very good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call ~14.80 miles north of Sheffield
  • Inexpensive property
  • Check in: 13:00
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn - Lee 200 Laurel St., Lee, MA 01238 Call ~15.05 miles north of Sheffield
  • Two star property
  • 23 rooms in property
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Call ~15.35 miles north of Sheffield
  • Midscale Lake property
  • Hotel has 2 floors
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From£45
Very good 4.0 /5 Guest Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240 Call ~15.98 miles north of Sheffield
  • 4-star Resort property
  • 2 floors in hotel
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From£139
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh - Lenox Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • Affordable hotel
  • 2 floors in property
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From£303
Very good 4.0 /5 Recent Reviews Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240 Call ~16.59 miles north of Sheffield
  • Midscale hotel
  • 24 suites in hotel
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From£68
Average 3.0 /5 Read Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd. 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~16.89 miles north of Sheffield
  • 4-star Mountain hotel
  • 6 meeting rooms in property
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From£75
Average 3.0 /5 Latest Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 Call ~17.04 miles north of Sheffield
  • Four star Rural hotel
  • Hotel has an eco-friendly policy Read more
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From£90
Very good 4.0 /5 Review Score Call BookMore Details
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240 Call ~17.24 miles north of Sheffield
  • Midscale Mountain hotel
  • 3 conference rooms in property
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From£200
Very good 4.0 /5 Review Score 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
  • Free breakfast available
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From£170
Average 3.0 /5 Review Score Call BookMore Details
The Whitlock by The Lenox Collection 16 Church St., Lenox, MA 01240 Call ~17.36 miles north of Sheffield
  • Mid-scale property
  • 2 floors in hotel
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From£151
Average 3.0 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox 7 Hubbard St., Lenox, MA 01240 Call ~17.80 miles north of Sheffield
  • High-end property
  • Free breakfast available
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From£56
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires in Lenox 203 Main St., Lenox, MA 01240 Call ~18.03 miles north of Sheffield
  • Three Star Mountain property
  • 2 floors in property
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From£45
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240 Call ~18.59 miles north of Sheffield
  • Four-star Mountain property
  • Hotel has 10 meeting rooms
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From£82
Average 3.5 /5 Read Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • 3 star Mountain property
  • Hotel has 2 floors
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240 Call ~19.47 miles north of Sheffield
  • Two star Suburban property
  • Check-in: 2pm
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox 462 Pittsfield Rd., Lenox, MA 01240 Call ~19.67 miles north of Sheffield
  • Inexpensive Resort hotel
  • Comp. Breakfast
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From£49
Average 3.0 /5 Hotel 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 an eco-friendly policy Learn more
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From£104
Average 3.0 /5 Guest Reviews 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£189
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center : 802 State Rd. 802 State Rd., Richmond, MA 01254 Call ~20.45 miles north of Sheffield
  • Midscale Rural property
  • Hotel has 4 suites
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From£113
Very good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires in Lenox 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Midscale Mountain hotel
  • 24 suites in property
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From£60
Average 3.0 /5 Reviews Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • Economical property
  • Hotel has 3 floors
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From£109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox in Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~20.72 miles north of Sheffield
  • Economical Downtown property
  • Check-in time: 2.00 pm
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From£28
Poor 2.0 /5 Recent Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Economical property
  • Hotel has 18 rooms
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From£45
Poor 2.0 /5 Read 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
  • Three Star Suburban hotel
  • 4 floors in property
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • 3-star Suburban hotel
  • 4 floors in hotel
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From£71
Very good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~21.37 miles north of Sheffield
  • Economy Mountain hotel
  • Hotel has 5 floors
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From£94
Very good 4.5 /5 Review Score Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield 1350 West Housatonic St., Pittsfield, MA 01201 Call ~22.43 miles north of Sheffield
  • Three Star Rural property
  • 59 sleeping rooms in hotel
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From£64
Very good 4.5 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Torrington CT 395 Winsted Rd., Torrington, CT 06790 Call ~23.28 miles southeast of Sheffield
  • Low priced Suburban property
  • Hotel has 30 suites
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From£43
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201 Call ~23.49 miles north of Sheffield
  • Two-star Downtown property
  • Check in time: 1500
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From£68
Average 3.0 /5 Review Score Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534 Call ~23.77 miles west of Sheffield
  • Two-star Downtown property
  • 34 rooms in hotel
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From£60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201 Call ~23.86 miles north of Sheffield
  • Mid-scale Downtown hotel
  • 170 sleeping rooms in hotel
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From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • 3-star Downtown hotel
  • Gym is available on property
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From£56
Very good 4.0 /5 Recent Reviews Call BookMore Details

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