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., Great Barrington, MA 01230 Call ~4.59 miles northwest of Sheffield
  • Mid-scale Mountain property
  • 13 rooms in hotel
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From$185
Excellent 5.0 /5 Review Score 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
  • Economical Rural property
  • 63 rooms in hotel
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From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~6.69 miles north of Sheffield
  • Mid-scale Resort property
  • Check-in: 3:00pm
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.03 miles north of Sheffield
  • Low priced Resort hotel
  • Free breakfast available
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From$47
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.13 miles north of Sheffield
  • Affordable Mountain hotel
  • Hotel has 6 suites
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From$89
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
  • Mid-scale hotel
  • 2 floors in hotel
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn in Lakeville 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • 3-star Rural property
  • Check-in: 3 pm
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From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Manor House Inn in Norfolk 69 Maple Ave., Norfolk, CT 06058 Call ~11.55 miles southeast of Sheffield
  • Three Star Rural property
  • Free breakfast available
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From$240
Very Good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~12.00 miles north of Sheffield
  • 3 star Rural hotel
  • 108 rooms in hotel
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From$120
Average 3.0 /5 Recent 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
  • Mid-scale Mountain property
  • Hotel has a green policy See more
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn : 74 Interlaken Rd. 74 Interlaken Rd., Lakeville, CT 06039 Call ~12.21 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • Gym is available on property
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From$179
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238 Call ~12.56 miles northeast of Sheffield
  • Cheap hotel
  • 28 sleeping rooms in hotel
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From$48
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • Mid-scale Rural property
  • 6 suites in hotel
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From$160
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
  • Cheap Lake property
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From$47
Average 3.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238 Call ~14.36 miles northeast of Sheffield
  • Mid-scale hotel
  • Check-in: 3:00 PM
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
33 Main - Lenox 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxury 5-star hotel
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From$200
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • Affordable hotel
  • Hotel has 9 rooms
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From$90
Very Good 4.5 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call ~14.80 miles north of Sheffield
  • Two star property
  • Check in time: 13:00
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn 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$60
Average 3.0 /5 Latest Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Website Call ~15.33 miles north of Sheffield
  • Three Star Lake hotel
  • Access to gym on-site
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From$65
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St. 40 Plunkett St., Lenox, MA 01240 Call ~15.98 miles north of Sheffield
  • Expensive Resort hotel
  • 57 sleeping rooms in hotel
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From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • Midscale property
  • 2 floors in hotel
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From$400
Very Good 4.0 /5 Read Reviews Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240 Call ~16.59 miles north of Sheffield
  • Three Star property
  • 102 sleeping rooms in hotel
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From$90
Average 3.0 /5 Review Score Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd. 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~16.89 miles north of Sheffield
  • Four-star Mountain hotel
  • Check-in: 4:00 PM
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From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 Call ~17.04 miles north of Sheffield
  • Expensive Rural hotel
  • Hotel has an eco-friendly policy Read more
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From$120
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
  • 3-star Mountain property
  • 12 rooms in property
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From$265
Very Good 4.0 /5 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
  • Hotel has 24 rooms
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From$225
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox 16 Church St., Lenox, MA 01240 Call ~17.36 miles north of Sheffield
  • Affordable hotel
  • Hotel has 2 floors
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From$200
Average 3.0 /5 Review Score Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240 Call ~17.80 miles north of Sheffield
  • Four star property
  • 12 sleeping rooms in hotel
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From$75
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
  • 3 star Mountain hotel
  • Free breakfast available
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From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240 Call ~18.59 miles north of Sheffield
  • 4-star Mountain hotel
  • 90 rooms in hotel
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From$109
Average 3.5 /5 Read Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • Midscale Mountain hotel
  • Check in time: 3:00PM
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From$50
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd. 194 Pittsfield Rd., Lenox, MA 01240 Call ~19.47 miles north of Sheffield
  • Two star Suburban property
  • Check-in time: 2pm
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From$49
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Lenox 462 Pittsfield Rd., Lenox, MA 01240 Call ~19.67 miles north of Sheffield
  • Two-star Resort hotel
  • Check-in: 2:00 PM
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From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox 55 Lee Rd., Lenox, MA 01240 Call ~20.19 miles north of Sheffield
  • 4 star Resort property
  • Hotel has an eco-friendly policy Read more
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From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754 Call ~20.21 miles south of Sheffield
  • 4 star Riverfront property
  • Hotel has 2 floors
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From$250
Very Good 4.0 /5 Hotel Reviews 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
  • Midscale Rural hotel
  • 4 suites in hotel
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From$150
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Three Star Mountain hotel
  • Check-in: 3:00 pm
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From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham in Lenox 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • Low-priced hotel
  • Check-in time: 3:00 PM
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From$145
Very Good 4.0 /5 Reviews Call BookMore Details
Knights Inn Lenox in Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~20.72 miles north of Sheffield
  • Two-star Downtown hotel
  • Check-in time: 2.00 pm
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From$37
Poor 2.0 /5 Read Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Low priced hotel
  • Check-in time: 15:00
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From$60
Poor 2.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires - Pittsfield 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Affordable Suburban hotel
  • 28 suites in property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Affordable Suburban property
  • 95 rooms in hotel
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From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~21.37 miles north of Sheffield
  • Low priced Mountain property
  • Check in time: 4:00PM
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From$125
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 hotel
  • Check in: 03:00
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From$85
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
  • Cheap Suburban hotel
  • Check in: 3:00pm
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From$57
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
  • Low Cost Downtown property
  • Comp. Breakfast
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From$90
Average 3.0 /5 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
  • Complimentary breakfast is offered
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201 Call ~23.86 miles north of Sheffield
  • 3 star Downtown property
  • Check-in time: 3:00 PM
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • 3-star Downtown property
  • 16 rooms in hotel
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From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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