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 InnWindflower Inn in Great Barrington
+1-800-230-4134Check Rates
684 South Egremont Rd., Great Barrington, MA 01230
  • 3-star Mountain property
  • Free breakfast
~4.60 Miles from Sheffield
Photo of Berkshire Days InnBerkshire Days Inn - Great Barrington
+1-800-997-5148Check Rates
372 Main St., Great Barrington, MA 01230
  • 4.0/5, Very Good Reviews
  • Low priced Rural property
  • Gym / Fitness Center Available
~5.62 Miles from Sheffield
Image of Fairfield Inn by MarriottFairfield Inn by Marriott : 249 Stockbridge Rd.
+1-800-997-5149Check Rates
249 Stockbridge Rd., Great Barrington, MA 01230
  • 4.5/5, Very Good Latest Reviews
  • Affordable Resort property
  • Free breakfast available
~6.70 Miles from Sheffield
Photo of TravelodgeTravelodge
+1-800-230-4134Check Rates
400 Stockbridge Rd., Great Barrington, MA 01230~7.04 Miles from Sheffield
Holiday Inn Express in Great Barrington
+1-800-997-5148Check Rates
415 Stockbridge Rd., Great Barrington, MA 01230
  • 4.0/5, Very Good Recent Reviews
  • Affordable Mountain property
  • 2 floors in property
~7.14 Miles from Sheffield
Image of Wake Robin InnWake Robin Inn in Lakeville
+1-800-997-5149Check Rates
106 Sharon Rd., Lakeville, CT 06039
  • Affordable Rural hotel
  • Hotel has 3 meeting rooms
~11.32 Miles from Sheffield
Image of The Red Lion InnThe Red Lion Inn
+1-800-230-4134Check Rates
30 Main St., Stockbridge, MA 01262
  • 4.0/5, Very Good Reviews
  • Midscale Rural hotel
  • Hotel has 35 suites
~12.05 Miles from Sheffield
Photo of Interlaken Inn Resort & Conference CenterInterlaken Inn Resort & Conference Center in Lakeville
+1-800-997-5148Check Rates
74 Interlaken Rd., Lakeville, CT 06039
  • 4.0/5, Very Good Read Reviews
  • Mid-scale Resort property
  • Fitness center on property
~12.19 Miles from Sheffield
Americas Best Value Inn Lee : 980 Pleasant St.
+1-800-997-5149Check Rates
980 Pleasant St., Lee, MA 01238~13.63 Miles from Sheffield
Applegate Inn : 279 West Park St.
+1-800-230-4134Check Rates
279 West Park St., Lee, MA 01238
  • Midscale Rural property
  • Check in: 2 pm
~14.31 Miles from Sheffield
Black Swan Inn in Lee
+1-800-997-5148Check Rates
435 Laurel St., Lee, MA 01238
  • Low-priced Lake property
  • 2 floors in hotel
~15.37 Miles from Sheffield
Cranwell Resort Spa & Golf Club
+1-800-997-5149Check Rates
55 Lee Rd., Lenox, MA 01240~16.44 Miles from Sheffield
Apple Tree Inn
+1-800-230-4134Check Rates
10 Richmond Mountain Rd., Lenox, MA 01240
  • 3-star Mountain property
  • 34 sleeping rooms in hotel
~16.82 Miles from Sheffield
The Cornell Inn in Lenox
+1-800-997-5148Check Rates
203 Main St., Lenox, MA 01240
  • 3 star Mountain property
  • Hotel has 2 floors
~18.06 Miles from Sheffield
Whistler's Inn : 5 Greenwood St. Len
+1-800-997-5149Check Rates
5 Greenwood St. Len, Lenox, MA 01240
  • 3.5/5, Average Recent Reviews
  • Expensive Mountain hotel
  • 3 meeting rooms in hotel
~18.32 Miles from Sheffield
Eastover Estate & Retreat - Lenox
+1-800-230-4134Check Rates
430 East St., Lenox, MA 01240
  • 2-star Mountain property
  • Check-in: 4:00PM
~18.62 Miles from Sheffield
Econo Lodge in Lenox
+1-800-997-5148Check Rates
130 Pittsfield Rd., Lenox, MA 01240
  • 3.0/5, Average Latest Reviews
  • Low Cost Mountain property
  • 2 meeting rooms in hotel
~19.16 Miles from Sheffield
Days Inn in Lenox
+1-800-997-5149Check Rates
194 Pittsfield Rd., Lenox, MA 01240
  • 3.5/5, Average Read Reviews
  • Economical Suburban hotel
  • 59 rooms in hotel
~19.48 Miles from Sheffield
Howard Johnson Express Inn Lenox in Lenox
+1-800-230-4134Check Rates
462 Pittsfield Rd., Lenox, MA 01240
  • 3.5/5, Average Review Score
  • Cheap Resort hotel
  • Check-in time: 2:00 PM
~19.70 Miles from Sheffield
Cranwell Resort : 55 Lenox Rd.
+1-800-997-5148Check Rates
55 Lenox Rd., Lenox, MA 01240
  • 4-star Resort hotel
  • Check in time: 3PM
~20.22 Miles from Sheffield

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