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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
  • Midscale Mountain property
  • 2 meeting rooms in property
From$185
Very Good 4.5 /5Latest Reviews CallBookMore Details
Berkshire Days Inn 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Low priced Rural hotel
  • Hotel has 63 rooms
  • Most guests said the reception staff was great
  • AC needs updating
From$65
Very Good 4.0 /5Read Reviews CallBookMore Details
Fairfield Inn by Marriott - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • 3 star Resort property
  • 60 rooms in property
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Travelodge Great Barrington Berkshires : 400 Stockbridge Rd. 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • 2 star Resort hotel
  • Complimentary breakfast is offered
Holiday Inn Express : 415 Stockbridge Rd. 415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain property
  • Check in time: 3:00pm
  • Clean rooms
  • Quick little workout
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale hotel
Wake Robin Inn
+1-888-690-5281
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural hotel
  • 3 meeting rooms in property
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Mid-scale Rural hotel
  • 4 floors in property
  • Quiet town
  • Most guests said the beds were comfortable
From$150
Very Good 4.0 /5Review Score CallBookMore Details
Interlaken Inn Resort & Conference Center 74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • Comp. Breakfast
  • Vibe was good
  • So many activities
From$209
Very Good 4.0 /5Recent Reviews CallBookMore Details
Econo Lodge Lee Great Barrington - Lee 980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Two-star hotel
  • Check-in: 11:00
Applegate Inn 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Affordable Rural hotel
  • 3 floors in hotel
  • Great location
  • Popular among couples
Super 8 Lee / Berkshires / Outlet Area 170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Economical hotel
  • Check-in: 11:00 AM
Rodeway Inn 200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Inexpensive property
  • Comp. Breakfast
Black Swan Inn 435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Affordable Lake property
  • Check in: 3:00 PM
From$80
Very Good 4.5 /5Review Score CallBookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Mid-scale Mountain property
  • Hotel has 3 suites
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • High end Rural hotel
  • 3 floors in property
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • 3-star Resort property
  • Hotel has a green policy Learn more
From$165
Very Good 4.5 /5Review Score CallBookMore Details
The Rookwood Inn in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • Expensive hotel
From$195
Very Good 4.0 /5Reviews CallBookMore Details
Garden Gables Inn in Lenox 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • 4-star Rural property
  • 2 floors in property
The Cornell Inn
+1-866-429-5787
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Midscale Mountain property
  • Free complimentary breakfast
From$55
Very Good 4.5 /5Review Score CallBookMore Details
Whistler's Inn
+1-888-690-5281
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • 4 star Mountain property
  • Check-in time: 3PM
  • Large staff
  • Great amenities
Eastover Estate & Retreat : 430 East St.
+1-888-690-5247
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 4-star Mountain property
  • 90 sleeping rooms in hotel
  • Lovely grounds
  • Scratchy sheets
Econo Lodge
+1-888-305-3366
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Two star Mountain hotel
  • Check-in: 3:00PM
  • No wireless internet
  • Most guests found the grounds to be nice
Days Inn in Lenox
+1-800-881-1523
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Low-priced Suburban property
  • Check in: 2pm
  • Terrible amenities
  • Tasty breakfast
From$57
Average 3.5 /5Reviews CallBookMore Details
Howard Johnson Express Inn Lenox
+1-888-283-3404
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Low-priced Resort hotel
  • Complimentary breakfast is offered
  • Pool looked clean
  • Older facility
From$65
Average 3.5 /5Reviews CallBookMore Details
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