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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/Accommodations

Windflower Inn
+1-888-690-5281
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Three Star Mountain hotel
  • 2 floors in hotel
Berkshire Days Inn 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Economical Rural hotel
  • Fitness + Health Center
  • Most guests had problems with the shower
  • AC needs updating
From$69
Very Good 4.0 /5 Read Reviews Call
Fairfield Inn by Marriott in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Mid-scale Resort property
  • Complimentary breakfast is offered
From$109
Very Good 4.5 /5 Hotel Reviews Call
Travelodge Great Barrington Berkshires : 400 Stockbridge Rd. 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • 2-star Resort property
From$47
Average 3.5 /5 Recent Reviews Call
Holiday Inn Express : 415 Stockbridge Rd. 415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 2 floors
  • Hit the three shops in the area
  • Food is average
From$89
Very Good 4.0 /5 Hotel Reviews Call
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • 3 star hotel
From$99
Very Good 4.0 /5 Guest Reviews Call
Wake Robin Inn
+1-888-283-3404
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural property
  • Hotel has 3 meeting rooms
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • 3 star Rural property
  • 8 meeting rooms in property
  • Food is a bit overpriced
  • Most guests said rooms were clean
From$139
Very Good 4.0 /5 Latest Reviews Call
Interlaken Inn Resort & Conference Center : 74 Interlaken Rd. 74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • 86 rooms in hotel
  • So many activities
  • Excellent accommodations
From$209
Very Good 4.0 /5 Recent Reviews Call
Econo Lodge Lee Great Barrington 980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • 2-star hotel
  • Complimentary breakfast is offered
From$75
Average 3.5 /5 Review Score Call
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3 star Rural property
  • 3 floors in property
  • Excellent hotel
  • Popular among couples
Super 8 Lee / Berkshires / Outlet Area 170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Cheap hotel
From$47
Average 3.5 /5 Reviews Call
Rodeway Inn 200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Inexpensive property
  • Check in: 11:00
Black Swan Inn : 435 Laurel St. 435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Affordable Lake hotel
  • 52 rooms in hotel
From$75
Very Good 4.5 /5 Guest Reviews Call
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • 3 star Mountain hotel
  • Free breakfast
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • Four-star Rural hotel
  • 15 sleeping rooms in hotel
Kemble Inn 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Affordable Resort hotel
  • 12 rooms in property
From$165
Very Good 4.5 /5 Read Reviews Call
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 /5 Latest Reviews Call
Garden Gables Inn - Lenox 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • High end Rural property
  • Hotel has 2 suites
The Cornell Inn - Lenox
+1-888-690-5247
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3 star Mountain hotel
  • Hotel has 3 suites
From$55
Very Good 4.5 /5 Latest Reviews Call
Whistler's Inn
+1-888-305-3366
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • Four-star Mountain property
  • Check-in time: 3PM
  • Sheets were clean
  • Rooms are not good
From$170
Average 3.5 /5 Hotel Reviews Call
Eastover Estate & Retreat
+1-800-881-1523
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Economy Mountain hotel
  • Hotel has an eco-friendly policy Learn more
  • Rooms are not good
  • Gorgeous property
Econo Lodge : 130 Pittsfield Rd.
+1-888-283-3404
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Economy Mountain hotel
  • 2 meeting rooms in property
  • Breakfast area minimal
  • Room needs to be redecorated
From$50
Average 3.0 /5 Read Reviews Call
Days Inn : 194 Pittsfield Rd.
+1-800-997-5149
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Low-priced Suburban property
  • Hotel has 59 rooms
  • Terrible amenities
  • Fair breakfast prices
From$60
Average 3.5 /5 Read Reviews Call
Howard Johnson Express Inn Lenox in Lenox
+1-888-690-5281
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Low-priced Resort hotel
  • Comp. Breakfast
  • Hotel is relatively stylish
  • Standard air conditioning
From$65
Average 3.5 /5 Hotel Reviews Call
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