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 from Monument Mountain Reservation and 21 miles from Bousquet Ski Area.

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Sheffield Hotels/Motels & Accommodations

Photo of Windflower Inn Windflower Inn in Great Barrington
+1-800-230-4134
$195+

684 South Egremont Rd., Great Barrington, MA 01230
  • Three Star Mountain hotel
  • 2 meeting rooms in hotel
~4.60 Miles from Sheffield
Photo of Berkshire Days Inn Berkshire Days Inn
+1-800-997-5148
$66+

372 Main St., Great Barrington, MA 01230
  • 4.0/5, Very Good Recent Reviews
  • Economy Rural hotel
  • Check-in: 3:00pm
~5.62 Miles from Sheffield
Image of Fairfield Inn by Marriott Fairfield Inn by Marriott : 249 Stockbridge Rd.
+1-800-997-5149
$110+

249 Stockbridge Rd., Great Barrington, MA 01230
  • 4.5/5, Very Good Recent Reviews
  • Midscale Resort hotel
  • 5 suites in hotel
~6.70 Miles from Sheffield
Photo of Travelodge Travelodge : 400 Stockbridge Rd.
+1-800-230-4134
$59+

400 Stockbridge Rd., Great Barrington, MA 01230
  • 3.0/5, Average Read Reviews
  • 2 star Resort hotel
  • 29 sleeping rooms in hotel
~7.04 Miles from Sheffield
Holiday Inn Express in Great Barrington
+1-800-997-5148
$89+

415 Stockbridge Rd., Great Barrington, MA 01230
  • 4.0/5, Very Good Latest Reviews
  • Affordable Mountain hotel
  • Comp. Breakfast
~7.14 Miles from Sheffield
Image of Wake Robin Inn Wake Robin Inn - Lakeville
+1-800-997-5149
$150+

106 Sharon Rd., Lakeville, CT 06039
  • 3-star Rural hotel
  • Comp. Breakfast
~11.32 Miles from Sheffield
Photo of The Red Lion Inn The Red Lion Inn - Stockbridge
+1-800-230-4134
$129+

30 Main St., Stockbridge, MA 01262
  • 4.0/5, Very Good Review Score
  • Mid-scale Rural hotel
  • 35 suites in property
~12.05 Miles from Sheffield
Photo of Interlaken Inn Resort & Conference Center Interlaken Inn Resort & Conference Center - Lakeville
+1-800-997-5148
$159+

74 Interlaken Rd., Lakeville, CT 06039
  • 4.0/5, Very Good Recent Reviews
  • Mid-scale Resort property
  • Check-in: 4:00 pm
~12.19 Miles from Sheffield
Americas Best Value Inn Lee in Lee
+1-800-997-5149
$49+

980 Pleasant St., Lee, MA 01238
  • 3.5/5, Average Guest Reviews
  • Inexpensive property
  • 2 floors in hotel
~13.63 Miles from Sheffield
Applegate Inn : 279 West Park St.
+1-800-230-4134
$160+

279 West Park St., Lee, MA 01238
  • 3 star Rural hotel
  • Hotel has 6 suites
~14.31 Miles from Sheffield
Black Swan Inn : 435 Laurel St.
+1-800-997-5148
$79+

435 Laurel St., Lee, MA 01238
  • Low Cost Lake hotel
  • Free comp. breakfast
~15.37 Miles from Sheffield
Apple Tree Inn
+1-800-997-5149
$160+

10 Richmond Mountain Rd., Lenox, MA 01240
  • Mid-scale Mountain hotel
  • Free breakfast available
~16.82 Miles from Sheffield
The Cornell Inn
+1-800-230-4134
$85+

203 Main St., Lenox, MA 01240
  • 3 star Mountain hotel
  • Free comp. breakfast
~18.06 Miles from Sheffield
Whistler's Inn - Lenox
+1-800-997-5148
$170+

5 Greenwood St. Len, Lenox, MA 01240
  • 3.5/5, Average Review Score
  • Four star Mountain hotel
  • Free breakfast available
~18.32 Miles from Sheffield
Eastover Estate & Retreat
+1-800-997-5149
$160+

430 East St., Lenox, MA 01240
  • Economy Mountain hotel
  • 2 floors in hotel
~18.62 Miles from Sheffield
Econo Lodge
+1-800-230-4134
$59+

130 Pittsfield Rd., Lenox, MA 01240
  • 3.0/5, Average Read Reviews
  • Economical Mountain hotel
  • 2 meeting rooms in hotel
~19.16 Miles from Sheffield
Days Inn
+1-800-997-5148
$49+

194 Pittsfield Rd., Lenox, MA 01240
  • 3.5/5, Average Recent Reviews
  • Low-priced Suburban hotel
  • Check-in time: 2pm
~19.48 Miles from Sheffield
Howard Johnson Express Inn Lenox
+1-800-997-5149
$65+

462 Pittsfield Rd., Lenox, MA 01240
  • 3.5/5, Average Recent Reviews
  • Low Cost Resort hotel
  • Check-in time: 2:00 PM
~19.70 Miles from Sheffield
Cranwell Resort Spa & Golf Club - Lenox
+1-800-230-4134
$110+

55 Lee Rd., Lenox, MA 01240
  • Four-star Resort hotel
  • 10 meeting rooms in property
~20.22 Miles from Sheffield
The Amselhaus
+1-800-997-5148
$175+

6 Rug Rd., Cornwall Bridge, CT 06754
  • Four star Riverfront hotel
  • Check-in time: 3:00 pm
~20.24 Miles from Sheffield

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