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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
+1-888-690-5247
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain property
  • Check in: 2:00PM
Berkshire Days Inn 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Two star Rural hotel
  • 63 sleeping rooms in hotel
  • Noise level is acceptable
  • Most guests said the beds were comfortable
From$65
Very Good 4.0 /5Read Reviews CallBookMore Details
Fairfield Inn by Marriott : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Three Star Resort hotel
  • 3 floors in hotel
From$109
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Travelodge Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Two star 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
  • Affordable Mountain hotel
  • 3 suites in property
  • Clean Rooms
  • Friendly service
From$89
Very Good 4.0 /5Read Reviews CallBookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • 3-star property
Wake Robin Inn
+1-888-690-5281
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Affordable Rural property
  • Free breakfast
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Three Star Rural hotel
  • Fitness center on property
  • Very good boutique hotel
  • Delightful chocolate mint
From$142
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
  • 3 star Resort property
  • 2 floors in property
  • Awesome vibe and great food
  • Upscale atmosphere
From$209
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Econo Lodge Lee Great Barrington : 980 Pleasant St. 980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low priced hotel
  • 28 rooms in hotel
Applegate Inn in Lee 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Three Star Rural property
  • Check in time: 2 pm
  • Great location
  • Excellent hotel
Super 8 Lee / Berkshires / Outlet Area 170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Two star hotel
Rodeway Inn : 200 Laurel St. 200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Low Cost property
  • 23 rooms in property
From$60
Average 3.0 /5Reviews CallBookMore Details
Black Swan Inn 435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Three Star Lake hotel
  • 2 floors in property
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
  • 3-star Mountain property
  • 34 rooms in property
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • 4-star Rural hotel
  • Hotel has 15 rooms
Kemble Inn 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Resort property
  • Has environment-friendly policy See more
From$165
Very Good 4.5 /5Review Score CallBookMore Details
The Rookwood Inn 11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4 star property
From$195
Very Good 4.0 /5Guest Reviews CallBookMore Details
Garden Gables Inn : 135 Main St. 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • Four-star Rural property
  • Has environment-friendly policy Learn more
The Cornell Inn in Lenox
+1-866-429-5787
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Free breakfast
From$55
Very Good 4.5 /5Reviews 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
  • Nice toast
  • The majority of guests complained about the bathroom
Eastover Estate & Retreat
+1-888-690-5247
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Economy Mountain property
  • Hotel has 2 floors
  • World class service
  • Most guests thought the view was good
Econo Lodge in Lenox
+1-888-305-3366
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Inexpensive Mountain hotel
  • Hotel has 118 rooms
  • Hotel was very old
  • Disappointing internet connection
Days Inn in Lenox
+1-800-881-1523
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Inexpensive Suburban hotel
  • Check-in time: 2pm
  • Ripped carpets
  • Hotel buildings could use some improvement
Howard Johnson Express Inn Lenox in Lenox
+1-888-283-3404
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Two-star Resort property
  • Free comp. breakfast
  • Easily accessible by car and close to shopping areas
  • Loud AC
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