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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 in Great Barrington
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3 star Mountain hotel
  • 2 conference rooms in property
More PhotosPhoto of Windflower Inn
From$185
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Berkshire Days Inn
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 14133150
372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Economical Rural property
  • Check in: 3:00pm
More Photos Image of Berkshire Days Inn
From$70
Very Good 4.0 /5Review Score Call
Fairfield Inn by Marriott
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 1-413-644-3200
249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • 3-star Resort hotel
  • Complimentary breakfast is offered
More Photos Exterior of Fairfield Inn by Marriott
From$119
Very Good 4.5 /5Reviews Call
Travelodge
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-413-528-2340
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Economy Resort hotel
  • 2 floors in property
More Photos Photo of Travelodge
From$55
Average 3.5 /5Review Score Call
Holiday Inn Express
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain hotel
  • Hotel has 58 rooms
More Photos hotel room
From$89
Very Good 4.0 /5Review Score Call
Blackberry River Inn : 538 Greenwoods Rd. West
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-860-542-5100
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale hotel
More Photos hotel room
From$75
Very Good 4.0 /5Recent Reviews Call
Wake Robin Inn in Lakeville
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural hotel
  • 3 suites in hotel
More Photos Image of Wake Robin Inn
From$129
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The Red Lion Inn in Stockbridge
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-413-298-5545
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • 3-star Rural property
  • 35 suites in property
More Photos Photo of The Red Lion Inn
From$150
Very Good 4.0 /5Recent Reviews Call
Interlaken Inn Resort & Conference Center - Lakeville
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-800-222-2909
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • 3-star Resort hotel
  • Gym / Fitness Center Available
More Photos Image of Interlaken Inn Resort & Conference Center
From$209
Very Good 4.0 /5Review Score Call
Americas Best Value Inn Lee
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
980 Pleasant St., Lee, MA 01238 ~13.63 miles northeast of Sheffield
  • Cheap property
  • Hotel has 2 floors
More Photos hotel room
From$49
Average 3.5 /5Guest Reviews Call
Applegate Inn : 279 West Park St.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-413-243-4451
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Midscale Rural property
  • Complimentary breakfast is offered
More Photos Image of Applegate Inn
From$160
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Black Swan Inn - Lee
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Three Star Lake hotel
  • Hotel has 2 floors
More Photos Image of Black Swan Inn
From$79
Very Good 4.5 /5Review Score Call
Apple Tree Inn
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-1477
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Three Star Mountain hotel
  • Hotel has 3 meeting rooms
More Photos Image of Apple Tree Inn
From$60
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Kemble Inn in Lenox
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-4113
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Midscale Resort hotel
  • Check in time: 3:00 PM
More Photos Exterior of Kemble Inn
From$165
Very Good 4.5 /5Review Score Call
The Rookwood Inn in Lenox
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-9750
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • Expensive property
More Photos hotel room
From$140
Very Good 4.0 /5Recent Reviews Call
Garden Gables Inn
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-0193
135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • Four star Rural hotel
  • Has environment-friendly policy Learn more
More Photos hotel room
From$200
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The Cornell Inn
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3-star Mountain property
  • Hotel has 3 suites
More Photos Exterior of The Cornell Inn
From$100
Very Good 4.5 /5Latest Reviews Call
Whistler's Inn
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • High end Mountain property
  • 14 sleeping rooms in hotel
More Photos Image of Whistler's Inn
From$170
Average 3.5 /5Recent Reviews Call
Eastover Estate & Retreat - Lenox
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Economical Mountain property
  • Has environment-friendly policy Read more
More Photos Image of Eastover Estate & Retreat
From$90
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Econo Lodge
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Inexpensive Mountain property
  • Hotel has 118 rooms
More Photos Photo of Econo Lodge
From$50
Average 3.0 /5Latest Reviews Call
Days Inn : 194 Pittsfield Rd.
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • 2-star Suburban hotel
  • 59 rooms in property
More Photos Exterior of Days Inn
From$65
Average 3.5 /5Hotel Reviews Call
Howard Johnson Express Inn Lenox
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Inexpensive Resort hotel
  • Check in time: 2:00 PM
More Photos Image of Howard Johnson Express Inn Lenox
From$65
Average 3.5 /5Reviews Call
Cranwell Resort Spa & Golf Club - Lenox
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-1364
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • 4-star Resort hotel
  • 19 suites in hotel
More Photos Image of Cranwell Resort Spa & Golf Club
From$159
Very Good 4.0 /5Read Reviews Call
The Amselhaus
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 1-860-248-3155
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • High-end Riverfront property
  • 2 rooms in hotel
More Photos Photo of The Amselhaus
From$250
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Hampton Inn & Suites : 445 Pittsfield Rd.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-413-499-1111
445 Pittsfield Rd., Lenox, MA 01240 ~20.63 miles north of Sheffield
  • 3 star Mountain property
  • Gym is available on property
More Photos Photo of Hampton Inn & Suites
From$99
Very Good 4.5 /5Guest Reviews Call
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