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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 21 miles south of Bousquet Ski Area.

Sheffield Hotels, Motels & Accommodations

Windflower Inn - Great Barrington
+1-888-690-5247
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain property
  • Hotel has 2 meeting rooms
From$185
Very Good 4.5 /5Read Reviews CallBookMore Details
Berkshire Days Inn 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Cheap Rural hotel
  • Hotel has 2 floors
  • Terrific location
  • Clean, friendly desk people
Fairfield Inn by Marriott 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • 3-star Resort hotel
  • Check in time: 3:00pm
From$109
Very Good 4.5 /5Reviews CallBookMore Details
Travelodge Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Cheap Resort hotel
  • Complimentary breakfast is offered
Holiday Inn Express - Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain property
  • 2 floors in property
  • Broken ribs
  • Great hot tub
Blackberry River Inn : 538 Greenwoods Rd. West 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Three Star hotel
Wake Robin Inn - Lakeville
+1-888-690-5281
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Affordable Rural hotel
  • 3 floors in hotel
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • 3 star Rural hotel
  • Hotel has 125 rooms
  • Most guests found the staff to be very friendly
  • Quiet couple time
From$150
Very Good 4.0 /5Guest Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center in Lakeville 74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • 5 conference rooms in property
  • Great staff
  • Amazing food
From$209
Very Good 4.0 /5Read Reviews CallBookMore Details
Econo Lodge Lee Great Barrington in Lee 980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low priced property
  • 28 rooms in hotel
Applegate Inn 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Midscale Rural hotel
  • Check in: 2 pm
  • Popular among couples
  • Excellent hotel
Super 8 Lee / Berkshires / Outlet Area - Lee 170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Cheap property
Rodeway Inn - Lee 200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • 2 star hotel
  • Check in: 11:00
Black Swan Inn 435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • 3-star Lake property
  • Fitness + Health Center
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Affordable Mountain hotel
  • 34 rooms in hotel
Brook Farm Inn - Lenox 15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • 4 star Rural hotel
  • 3 floors in hotel
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Midscale Resort hotel
  • 3 floors in property
From$165
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Rookwood Inn - Lenox 11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4 star hotel
From$195
Very Good 4.0 /5Latest Reviews CallBookMore Details
Garden Gables Inn - Lenox 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • Four-star Rural hotel
  • Hotel has 2 floors
The Cornell Inn
+1-866-429-5787
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Midscale Mountain property
  • Check-in: 3:00 PM
Whistler's Inn in Lenox
+1-888-690-5281
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • 4 star Mountain hotel
  • 2 floors in hotel
  • Terrific breakfast
  • Quiet side street
Eastover Estate & Retreat - Lenox
+1-888-690-5247
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 4 star Mountain hotel
  • 10 meeting rooms in hotel
  • Beautiful grounds
  • World class service
Econo Lodge - Lenox
+1-888-305-3366
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Economical Mountain property
  • Hotel has 2 floors
  • Broken refrigerator
  • We enjoy the Courtyard
Days Inn
+1-800-881-1523
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Two star Suburban hotel
  • Check-in time: 2pm
  • Fair breakfast prices
  • AC needs updating
Howard Johnson Express Inn Lenox - Lenox
+1-888-283-3404
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Cheap Resort hotel
  • Free complimentary breakfast
  • Great reception
  • Amenities are not the best
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