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
  • Three Star Mountain property
  • Hotel has 13 rooms
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From$185
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
  • 2 star Rural property
  • Check-in time: 3:00pm
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~6.69 miles north of Sheffield
  • Three Star Resort hotel
  • Free comp. breakfast
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.03 miles north of Sheffield
  • Inexpensive Resort property
  • Free comp. breakfast
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From$47
Average 3.0 /5 Latest 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
  • Three Star Mountain hotel
  • 78 rooms in property
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058 Call ~9.30 miles southeast of Sheffield
  • 3-star hotel
  • Hotel has 17 rooms
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd. 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • Three Star Rural hotel
  • Hotel has 3 floors
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From$89
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
  • Affordable Rural hotel
  • Hotel has 7 suites
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From$240
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
  • Midscale Rural hotel
  • 35 suites in property
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From$120
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260 Call ~12.04 miles north of Sheffield
  • 3 star Mountain hotel
  • Check in time: 4:00pm
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From$89
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
  • Mid-scale Resort property
  • Check in: 4:00pm
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From$179
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238 Call ~12.56 miles northeast of Sheffield
  • Two star property
  • Free comp. breakfast
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From$48
Average 3.0 /5 Recent Reviews Call BookMore Details
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • Three Star Rural hotel
  • 6 suites in property
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From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn - Lee 170 Housatonic St., Lee, MA 01238 Call ~14.33 miles northeast of Sheffield
  • Low priced Lake property
  • Check in: 11:00 AM
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From$47
Average 3.0 /5 Review Score Call BookMore Details
Pilgrim Inn : 165 Housatonic St. 165 Housatonic St., Lee, MA 01238 Call ~14.36 miles northeast of Sheffield
  • 3 star hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main - Lenox 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxury Five Star property
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From$200
Average 3.0 /5 Read Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • Mid-scale hotel
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From$90
Very Good 4.5 /5 Review Score 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
  • Two-star hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238 Call ~15.05 miles north of Sheffield
  • Economy hotel
  • 23 rooms in property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238 Website Call ~15.33 miles north of Sheffield
  • 3-star Lake hotel
  • Check-in: 3:00 PM
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From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St. 40 Plunkett St., Lenox, MA 01240 Call ~15.98 miles north of Sheffield
  • High end Resort hotel
  • 2 floors in property
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From$184
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Wheatleigh - Lenox Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • 3-star property
  • 19 rooms in hotel
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From$400
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
  • 3-star hotel
  • 24 suites in hotel
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From$90
Average 3.0 /5 Guest 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
  • Check in time: 4:00 PM
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From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Brook Farm Inn in Lenox 15 Hawthorne St., Lenox, MA 01240 Call ~17.04 miles north of Sheffield
  • High end Rural property
  • Comp. Breakfast
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From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 Call ~17.24 miles north of Sheffield
  • 3-star Mountain hotel
  • 12 suites in property
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From$265
Very Good 4.0 /5 Hotel 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
  • Four-star hotel
  • 24 rooms in hotel
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From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Whitlock by The Lenox Collection 16 Church St., Lenox, MA 01240 Call ~17.36 miles north of Sheffield
  • 3 star property
  • Check-in: 14:00
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From$200
Average 3.0 /5 Reviews Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240 Call ~17.80 miles north of Sheffield
  • Four star hotel
  • 12 rooms in property
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From$75
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
  • 28 rooms in property
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240 Call ~18.59 miles north of Sheffield
  • Expensive Mountain hotel
  • 10 meeting rooms in property
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From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 2 floors
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From$50
Average 3.0 /5 Hotel Reviews 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 hotel
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From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox 462 Pittsfield Rd., Lenox, MA 01240 Call ~19.67 miles north of Sheffield
  • Economy Resort property
  • Free complimentary breakfast
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From$65
Average 3.0 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only 55 Lee Rd., Lenox, MA 01240 Call ~20.19 miles north of Sheffield
  • 4 star Resort hotel
  • Fitness center on property
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From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Amselhaus : 6 Rug Rd. 6 Rug Rd., Cornwall Bridge, CT 06754 Call ~20.21 miles south of Sheffield
  • High-end Riverfront property
  • 2 floors in property
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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 - Richmond 802 State Rd., Richmond, MA 01254 Call ~20.45 miles north of Sheffield
  • Mid-scale Rural property
  • Check in: 3:00 p.m.
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From$150
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Three Star Mountain property
  • 79 rooms in property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • Two-star hotel
  • Check-in time: 3:00 PM
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From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~20.72 miles north of Sheffield
  • Cheap Downtown property
  • 16 rooms in property
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From$37
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Inexpensive property
  • Check-in time: 15:00
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From$60
Poor 2.0 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Mid-scale Suburban hotel
  • 81 rooms in property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Mid-scale Suburban hotel
  • 3 suites in hotel
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From$95
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
  • Economical Mountain hotel
  • Fitness center on property
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From$125
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
  • Midscale Rural property
  • Check-in: 03:00
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From$85
Very Good 4.5 /5 Review Score Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington 395 Winsted Rd., Torrington, CT 06790 Call ~23.28 miles southeast of Sheffield
  • Low priced Suburban hotel
  • Check in time: 3:00pm
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From$57
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn : 150 West Housatonic St. 150 West Housatonic St., Pittsfield, MA 01201 Call ~23.49 miles north of Sheffield
  • Two star Downtown hotel
  • Hotel has 36 rooms
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From$90
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
  • Two star Downtown hotel
  • Hotel has 6 suites
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From$80
Average 3.0 /5 Review Score 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
  • Mid-scale Downtown property
  • Check in time: 3:00 PM
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • 3 star Downtown hotel
  • 16 rooms in hotel
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From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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