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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 - Great Barrington
+1-888-690-5281
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Midscale Mountain hotel
  • 2 meeting rooms in property
Berkshire Days Inn in Great Barrington 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Economical Rural property
  • Hotel has 2 floors
  • Breakfast basic
  • Most guests thought the building wasn't nice
Fairfield Inn by Marriott 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Mid-scale Resort property
  • 60 rooms in hotel
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
Travelodge Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Cheap Resort hotel
  • Check-in time: 11:00 AM
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
  • All nice shops
  • All guests loved the menu selection
Blackberry River Inn : 538 Greenwoods Rd. West 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Affordable property
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Wake Robin Inn - Lakeville
+1-888-283-3404
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural property
  • 38 rooms in hotel
The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Midscale Rural property
  • Hotel has 8 meeting rooms
  • Awesome terrace
  • Complimentary dessert
From$139
Very Good 4.0 /5Recent Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center 74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Midscale Resort property
  • 2 floors in property
  • Great venue
  • Great team
From$209
Very Good 4.0 /5Recent Reviews CallBookMore Details
Econo Lodge Lee Great Barrington 980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Two star hotel
  • Check-in: 11:00
From$75
Average 3.5 /5Reviews CallBookMore Details
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3-star Rural hotel
  • 6 suites in hotel
  • Popular among couples
  • Great location
Super 8 Lee / Berkshires / Outlet Area in Lee 170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Low-priced property
  • Check in time: 11:00 AM
Rodeway Inn - Lee 200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Low priced property
  • Check-in time: 11:00
Black Swan Inn in Lee 435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • 3 star Lake property
  • Hotel has 2 floors
From$75
Very Good 4.5 /5Read Reviews CallBookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd. 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • 3-star Mountain property
  • 34 rooms in property
Brook Farm Inn : 15 Hawthorne St. 15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • High-end Rural property
  • Hotel has an eco-friendly policy Read more
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • 3 star Resort hotel
  • Hotel has a green policy Read more
From$165
Very Good 4.5 /5Read Reviews CallBookMore Details
The Rookwood Inn 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 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • Expensive Rural property
  • Hotel has an eco-friendly policy See policy
The Cornell Inn in Lenox
+1-888-690-5247
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3-star Mountain hotel
  • 3 suites in property
Whistler's Inn
+1-888-305-3366
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • High end Mountain hotel
  • Hotel has 2 floors
  • Nice building
  • Quiet side street
Eastover Estate & Retreat
+1-800-881-1523
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 2 star Mountain hotel
  • Check-in: 4:00PM
  • Average amenities
  • Most guests thought the view was good
Econo Lodge : 130 Pittsfield Rd.
+1-888-283-3404
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • 2 star Mountain hotel
  • 118 rooms in hotel
  • NO toilet paper
  • Fair breakfast prices
Days Inn : 194 Pittsfield Rd.
+1-800-997-5149
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Two star Suburban property
  • Complimentary breakfast is offered
  • They have a nice breakfast bar
  • Convenient location
Howard Johnson Express Inn Lenox : 462 Pittsfield Rd.
+1-888-690-5281
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Cheap Resort hotel
  • 2 floors in hotel
  • Breakfast is mediocre
  • Most guests were happy with the price of the breakfast
From$65
Average 3.5 /5Reviews CallBookMore Details
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