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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 in Great Barrington
+1-888-690-5281
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Midscale Mountain hotel
  • 13 rooms in property
Berkshire Days Inn - Great Barrington 372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • 2 star Rural hotel
  • 63 sleeping rooms in hotel
  • Rather comfortable
  • Most guests enjoyed the restaurants & bars nearby
From$75
Very Good 4.0 /5Reviews Call
Fairfield Inn by Marriott in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Midscale Resort property
  • Fitness / Gym is on-site
From$109
Very Good 4.5 /5Latest Reviews Call
Travelodge 400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Economical Resort hotel
  • Hotel has 5 suites
  • Fantastic service
  • Right next store
Holiday Inn Express
+1-888-305-3366
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Three Star Mountain hotel
  • 2 floors in hotel
  • Clean rooms
  • Clean pool
Blackberry River Inn in Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Mid-scale hotel
Wake Robin Inn - Lakeville
+1-888-283-3404
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Three Star Rural hotel
  • Free complimentary breakfast
The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • 3-star Rural property
  • 35 suites in property
  • Fantastic service
  • Servers went out of her way
From$139
Very Good 4.0 /5Recent Reviews Call
Interlaken Inn Resort & Conference Center - Lakeville 74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Affordable Resort hotel
  • Fitness / Gym is on-site
  • Rooms are ok
  • Great venue
From$209
Very Good 4.0 /5Review Score Call
Americas Best Value Inn Lee - Lee
+1-800-230-4134
980 Pleasant St., Lee, MA 01238 ~13.63 miles northeast of Sheffield
  • Two-star hotel
  • Check in time: 1:00 PM
  • Bathroom needs cleaning
  • World class service
Applegate Inn - Lee 279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Affordable Rural property
  • Check-in: 2 pm
  • Excellent hotel
  • Popular among couples
Black Swan Inn
+1-888-690-5247
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • 3-star Lake hotel
  • Free comp. breakfast
  • Cheap diner
  • Breakfast is mediocre
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Three Star Mountain hotel
  • 34 rooms in hotel
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • 3-star Resort hotel
  • 12 sleeping rooms in hotel
From$165
Very Good 4.5 /5Recent Reviews Call
The Rookwood Inn : 11 Old Stockbridge Rd. 11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4-star hotel
From$140
Very Good 4.0 /5Reviews Call
Garden Gables Inn in Lenox 135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • High end Rural property
  • Hotel has 15 rooms
The Cornell Inn in Lenox
+1-888-690-5281
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3 star Mountain hotel
  • 3 suites in property
From$100
Very Good 4.5 /5Hotel Reviews Call
Whistler's Inn in Lenox
+1-800-230-4134
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • Four star Mountain hotel
  • Check-in: 3PM
  • The majority of guests said rooms were small
  • Every guests reviewed found the grounds to be nice
From$170
Average 3.5 /5Reviews Call
Eastover Estate & Retreat
+1-800-997-5148
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Two star Mountain property
  • Hotel has a green policy See more
  • Lovely grounds
  • Vibe is not too good
Econo Lodge
+1-888-690-5247
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Low Cost Mountain hotel
  • 118 sleeping rooms in hotel
  • WiFi system needs upgrading
  • Beds need improvement
Days Inn - Lenox
+1-888-305-3366
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Cheap Suburban hotel
  • Free complimentary breakfast
  • Furniture needs more attention
  • Amenities are not the best
Howard Johnson Express Inn Lenox
+1-800-881-1523
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Cheap Resort hotel
  • Free breakfast available
  • Most guests thought the pool was clean
  • Could be quieter
Cranwell Resort Spa & Golf Club - Lenox 55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • Four-star Resort property
  • Hotel has an eco-friendly policy See policy
From$159
Very Good 4.0 /5Read Reviews Call
The Amselhaus - Cornwall Bridge 6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • High-end Riverfront property
  • 2 rooms in property
Hampton Inn & Suites : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240 ~20.63 miles north of Sheffield
  • Three Star Mountain hotel
  • 3 floors in hotel
  • Close to parking areas
  • Clean towels
From$109
Very Good 4.5 /5Hotel Reviews Call
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