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 : 684 South Egremont Rd. 684 South Egremont Rd., Great Barrington, MA 01230 Call ~4.59 miles northwest of Sheffield
  • Mid-scale Mountain property
  • 2 meeting rooms in hotel
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From£166 total
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Quality Inn Great Barrington 372 Main St., Great Barrington, MA 01230 Website Call ~5.61 miles north of Sheffield
  • Two-star Rural property
  • Hotel has 63 rooms
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From£90 total
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~6.69 miles north of Sheffield
  • Mid-scale Resort hotel
  • 3 floors in property
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From£98 total
Very good 4.0 /5 Read 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
  • Cheap Resort property
  • Free comp. breakfast
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From£42 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 hotel
  • Gym / Fitness Center Available
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From£80 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 Call ~9.30 miles southeast of Sheffield
  • 3 star property
  • Hotel has 17 rooms
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From£98 total
Very good 4.0 /5 Reviews Call BookMore Details
Wake Robin Inn - Lakeville 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • Midscale Rural hotel
  • 3 suites in hotel
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From£80 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave. 69 Maple Ave., Norfolk, CT 06058 Call ~11.55 miles southeast of Sheffield
  • 3 star Rural property
  • 3 floors in hotel
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From£216 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~12.00 miles north of Sheffield
  • 3-star Rural property
  • Check in: 4:00
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From£108 total
Average 3.0 /5 Review Score 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
  • Affordable Mountain property
  • 334 suites in hotel
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From£80 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039 Call ~12.21 miles southwest of Sheffield
  • Affordable Resort hotel
  • 4 meeting rooms in hotel
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From£161 total
Very good 4.0 /5 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
  • Inexpensive hotel
  • Check-in time: 11:00
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From£43 total
Average 3.0 /5 Review Score Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • Mid-scale Rural hotel
  • Check-in time: 2 pm
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From£144 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238 Call ~14.33 miles northeast of Sheffield
  • Economy Lake property
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From£42 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn in Lee 165 Housatonic St., Lee, MA 01238 Call ~14.36 miles northeast of Sheffield
  • 3 star hotel
  • Check-in time: 3:00 PM
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From£72 total
Average 3.0 /5 Review Score Call BookMore Details
33 Main - Lenox 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxurious 5 Star property
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From£180 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • Midscale hotel
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From£81 total
Very good 4.5 /5 Read 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
  • Cheap hotel
  • 16 rooms in property
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From£54 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238 Call ~15.05 miles north of Sheffield
  • Cheap property
  • Hotel has 23 rooms
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From£54 total
Average 3.0 /5 Guest 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
  • 3-star Lake hotel
  • Check in: 3:00PM
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From£54 total
Very good 4.0 /5 Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240 Call ~15.98 miles north of Sheffield
  • Four star Resort property
  • 2 floors in property
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From£165 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • Midscale property
  • Free breakfast available
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From£360 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox 165 Kemble St., Lenox, MA 01240 Call ~16.59 miles north of Sheffield
  • 3 star hotel
  • Hotel has 2 floors
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From£81 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~16.89 miles north of Sheffield
  • Four star Mountain property
  • Hotel has 34 rooms
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From£90 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 Call ~17.04 miles north of Sheffield
  • Four star Rural hotel
  • 15 sleeping rooms in hotel
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From£108 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 Call ~17.24 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 3 floors
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From£239 total
Very good 4.0 /5 Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240 Call ~17.29 miles north of Sheffield
  • High-end property
  • 24 sleeping rooms in hotel
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From£202 total
Average 3.0 /5 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
  • Affordable property
  • Check-in time: 14:00
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From£180 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Dewey by The Lenox Collection : 7 Hubbard St. 7 Hubbard St., Lenox, MA 01240 Call ~17.80 miles north of Sheffield
  • Four star property
  • Free breakfast available
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From£67 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires 203 Main St., Lenox, MA 01240 Call ~18.03 miles north of Sheffield
  • 3-star Mountain hotel
  • Hotel has 3 suites
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From£54 total
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 hotel
  • Hotel has 10 meeting rooms
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From£98 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • Three Star Mountain property
  • 2 floors in hotel
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From£45 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
  • 2 star Suburban hotel
  • Check-in: 2pm
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From£44 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
  • Two-star Resort hotel
  • Free complimentary breakfast
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From£58 total
Average 3.0 /5 Recent 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 hotel
  • Hotel has 105 rooms
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From£124 total
Average 3.0 /5 Latest Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge 6 Rug Rd., Cornwall Bridge, CT 06754 Call ~20.21 miles south of Sheffield
  • High-end Riverfront property
  • Check in time: 0:00 pm
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From£225 total
Very good 4.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center 802 State Rd., Richmond, MA 01254 Call ~20.45 miles north of Sheffield
  • 3 star Rural hotel
  • 12 sleeping rooms in hotel
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From£135 total
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Midscale Mountain property
  • Gym / Fitness Center Available
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From£72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • 2 star property
  • Complimentary breakfast is offered
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From£130 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~20.72 miles north of Sheffield
  • Inexpensive Downtown hotel
  • 16 sleeping rooms in hotel
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From£33 total
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Inexpensive hotel
  • Hotel has 18 rooms
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From£54 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Mid-scale Suburban property
  • Check in time: 3pm
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From£72 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Three Star Suburban property
  • Hotel has 4 floors
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From£85 total
Very good 4.0 /5 Latest 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
  • 2 star Mountain hotel
  • 5 floors in hotel
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From£112 total
Very good 4.5 /5 Recent Reviews 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
  • 3-star Rural hotel
  • Hotel has 59 rooms
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From£76 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington 395 Winsted Rd., Torrington, CT 06790 Call ~23.28 miles southeast of Sheffield
  • Two star Suburban property
  • 30 suites in hotel
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From£51 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201 Call ~23.49 miles north of Sheffield
  • Two-star Downtown hotel
  • Free breakfast available
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From£81 total
Average 3.0 /5 Guest Reviews Call BookMore Details
St. Charles Hotel in Hudson 16 Park Place, Hudson, NY 12534 Call ~23.77 miles west of Sheffield
  • Economical Downtown property
  • Hotel has 34 rooms
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From£72 total
Average 3.0 /5 Read 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
  • 3-star Downtown hotel
  • Fitness center on property
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From£72 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hudson Whaler : 542 Warren St. 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • Affordable Downtown property
  • 16 rooms in hotel
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From£67 total
Very good 4.0 /5 Review Score Call BookMore Details

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