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

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

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