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 in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230 Call ~4.59 miles northwest of Sheffield
  • 3-star Mountain hotel
  • 2 floors in property
More Photos
From£136
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Quality Inn Great Barrington in Great Barrington 372 Main St., Great Barrington, MA 01230 Website Call ~5.61 miles north of Sheffield
  • Two star Rural hotel
  • Hotel has 63 rooms
More Photos
From£73
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
  • Affordable Resort hotel
  • Hotel has 60 rooms
More Photos
From£80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires in Great Barrington 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.03 miles north of Sheffield
  • Two star Resort property
  • Comp. Breakfast
More Photos
From£34
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.13 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Access to gym on-site
More Photos
From£65
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
  • Three Star hotel
  • 2 floors in hotel
More Photos
From£80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039 Call ~11.30 miles southwest of Sheffield
  • 3 star Rural hotel
  • Has environment-friendly policy See policy
More Photos
From£65
Average 3.0 /5 Latest 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 hotel
  • Check in: 3:00pm
More Photos
From£177
Very good 4.0 /5 Recent 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
  • Access to gym on-site
More Photos
From£88
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St. 190 Meadow St., South Lee, MA 01260 Call ~12.04 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Check-in time: 4:00pm
More Photos
From£65
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
  • Midscale Resort property
  • Check in time: 4:00pm
More Photos
From£132
Very good 4.0 /5 Latest 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
  • 2-star property
  • Check in: 11:00
More Photos
From£35
Average 3.0 /5 Latest Reviews Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238 Call ~14.29 miles northeast of Sheffield
  • Mid-scale Rural property
  • Hotel has 6 suites
More Photos
From£118
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238 Call ~14.33 miles northeast of Sheffield
  • Two-star Lake property
More Photos
From£34
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
More Photos
From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
33 Main : 33 Main St. 33 Main St., Lenox, MA 01238 Call ~14.47 miles northeast of Sheffield
  • Luxurious Five Star hotel
More Photos
From£147
Average 3.0 /5 Guest Reviews Call BookMore Details
Chambery Inn in Lee 199 Main St., Lee, 01238 Call ~14.67 miles north of Sheffield
  • Three Star property
  • Hotel has 9 rooms
More Photos
From£66
Very good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call ~14.80 miles north of Sheffield
  • Low Cost property
More Photos
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn in Lee 200 Laurel St., Lee, MA 01238 Call ~15.05 miles north of Sheffield
  • Two-star property
  • 23 sleeping rooms in hotel
More Photos
From£44
Average 3.0 /5 Guest 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 property
  • 2 floors in hotel
More Photos
From£48
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 hotel
  • Check-in: 3 pm
More Photos
From£135
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240 Call ~16.35 miles north of Sheffield
  • Mid-scale hotel
  • 2 floors in property
More Photos
From£295
Very good 4.0 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox 165 Kemble St., Lenox, MA 01240 Call ~16.59 miles north of Sheffield
  • 3-star property
  • Hotel has 2 floors
More Photos
From£66
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
  • Free breakfast
More Photos
From£73
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
  • 4-star Rural hotel
  • Free breakfast available
More Photos
From£88
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
  • Midscale Mountain hotel
  • Hotel has 12 suites
More Photos
From£195
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox 11 Old Stockbridge Rd., Lenox, MA 01240 Call ~17.29 miles north of Sheffield
  • High end property
  • 3 floors in property
More Photos
From£166
Average 3.0 /5 Recent 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
  • Midscale property
  • Check-in time: 14:00
More Photos
From£147
Average 3.0 /5 Review Score 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
  • High end property
More Photos
From£55
Average 3.0 /5 Recent 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
  • 3 suites in hotel
More Photos
From£44
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
  • High-end Mountain hotel
  • Hotel has a green policy Learn more
More Photos
From£80
Average 3.5 /5 Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240 Call ~19.15 miles north of Sheffield
  • Mid-scale Mountain hotel
  • 2 floors in hotel
More Photos
From£36
Average 3.0 /5 Hotel Reviews Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240 Call ~19.47 miles north of Sheffield
  • 2 star Suburban hotel
  • Comp. Breakfast
More Photos
From£36
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
  • Cheap Resort property
  • Comp. Breakfast
More Photos
From£48
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
  • Has environment-friendly policy Read more
More Photos
From£101
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754 Call ~20.21 miles south of Sheffield
  • Expensive Riverfront hotel
  • Check-in: 0:00 pm
More Photos
From£184
Very good 4.0 /5 Recent 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 hotel
  • 3 meeting rooms in hotel
More Photos
From£110
Very good 4.5 /5 Hotel 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
  • 3 star Mountain hotel
  • 79 rooms in hotel
More Photos
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
The Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 Call ~20.69 miles north of Sheffield
  • Two star hotel
  • Check in time: 3:00 PM
More Photos
From£107
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
  • Two-star Downtown property
  • Hotel has 16 rooms
More Photos
From£27
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240 Call ~20.96 miles north of Sheffield
  • Two-star hotel
  • Check-in: 15:00
More Photos
From£44
Poor 2.0 /5 Hotel 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 property
  • Hotel has 28 suites
More Photos
From£59
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Three Star Suburban property
  • 4 floors in property
More Photos
From£70
Very good 4.0 /5 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 property
  • 5 floors in property
More Photos
From£92
Very good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201 Call ~22.43 miles north of Sheffield
  • Three Star Rural hotel
  • Check in time: 03:00
More Photos
From£62
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Torrington CT 395 Winsted Rd., Torrington, CT 06790 Call ~23.28 miles southeast of Sheffield
  • Economical Suburban property
  • 30 suites in hotel
More Photos
From£42
Poor 2.0 /5 Read 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 property
  • Fitness / Gym is on-site
More Photos
From£66
Average 3.0 /5 Latest Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534 Call ~23.77 miles west of Sheffield
  • Low Cost Downtown property
  • 6 suites in hotel
More Photos
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201 Call ~23.86 miles north of Sheffield
  • Three Star Downtown hotel
  • 14 floors in property
More Photos
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534 Call ~23.92 miles west of Sheffield
  • 3 star Downtown property
  • Fitness center on property
More Photos
From£55
Very good 4.0 /5 Guest Reviews Call BookMore Details

Next: See My Sheffield Hotels with Pricing
Back to Top