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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

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain property
  • Hotel has 2 meeting rooms
More PhotosExterior of Windflower Inn
From$185
Very Good 4.5 /5Read Reviews CallBookMore Details
Berkshire Days Inn
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14133150
372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Cheap Rural hotel
  • Hotel has 2 floors
  • Terrific location
  • Clean, friendly desk people
More Photos Photo of Berkshire Days Inn
From$65
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Fairfield Inn by Marriott
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-413-644-3200
249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • 3-star Resort hotel
  • Check in time: 3:00pm
More Photos Exterior of Fairfield Inn by Marriott
From$109
Very Good 4.5 /5Reviews CallBookMore Details
Travelodge Great Barrington Berkshires
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 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
  • Cheap Resort hotel
  • Complimentary breakfast is offered
More Photos Image of Travelodge Great Barrington Berkshires
From$47
Average 3.5 /5Review Score CallBookMore Details
Holiday Inn Express - Great Barrington
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 1-413-528-1810
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain property
  • 2 floors in property
  • Broken ribs
  • Great hot tub
More Photos Photo of Holiday Inn Express
From$89
Very Good 4.0 /5Recent Reviews CallBookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 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
  • Three Star hotel
More Photos Image of Blackberry River Inn
From$99
Very Good 4.0 /5Latest Reviews CallBookMore Details
Wake Robin Inn - Lakeville
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Affordable Rural hotel
  • 3 floors in hotel
More Photos Exterior of Wake Robin Inn
From$139
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The Red Lion Inn
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-413-298-5545
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • 3 star Rural hotel
  • Hotel has 125 rooms
  • Most guests found the staff to be very friendly
  • Quiet couple time
More Photos Exterior of The Red Lion Inn
From$150
Very Good 4.0 /5Guest Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center in Lakeville
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-800-222-2909
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • 5 conference rooms in property
  • Great staff
  • Amazing food
More Photos Image of Interlaken Inn Resort & Conference Center
From$209
Very Good 4.0 /5Read Reviews CallBookMore Details
Econo Lodge Lee Great Barrington in Lee
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-413-243-0501
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low priced property
  • 28 rooms in hotel
More Photos Photo of Econo Lodge Lee Great Barrington
From$48
Average 3.5 /5Read Reviews CallBookMore Details
Applegate Inn
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 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 hotel
  • Check in: 2 pm
  • Popular among couples
  • Excellent hotel
More Photos Exterior of Applegate Inn
From$160
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Super 8 Lee / Berkshires / Outlet Area - Lee
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 1-413-243-0143
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Cheap property
More Photos Image of Super 8 Lee / Berkshires / Outlet Area
From$47
Average 3.5 /5Latest Reviews CallBookMore Details
Rodeway Inn - Lee
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 1-413-243-0813
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • 2 star hotel
  • Check in: 11:00
More Photos Photo of Rodeway Inn
From$60
Average 3.0 /5Guest Reviews CallBookMore Details
Black Swan Inn
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-413-243-2700
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • 3-star Lake property
  • Fitness + Health Center
More Photos Exterior of Black Swan Inn
From$80
Very Good 4.5 /5Recent Reviews CallBookMore Details
Apple Tree Inn in Lenox
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-1477
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Affordable Mountain hotel
  • 34 rooms in hotel
More Photos Photo of Apple Tree Inn
From$60
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Brook Farm Inn - Lenox
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-3013
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • 4 star Rural hotel
  • 3 floors in hotel
More Photos Photo of Brook Farm Inn
From$159
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Kemble Inn - Lenox
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-413-637-4113
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Midscale Resort hotel
  • 3 floors in property
More Photos Exterior of Kemble Inn
From$165
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Rookwood Inn - Lenox
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 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
  • 4 star hotel
More Photos Exterior of The Rookwood Inn
From$195
Very Good 4.0 /5Latest Reviews CallBookMore Details
Garden Gables Inn - Lenox
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 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
  • Hotel has 2 floors
More Photos Image of Garden Gables Inn
From$200
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The Cornell Inn
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Midscale Mountain property
  • Check-in: 3:00 PM
More Photos Exterior of The Cornell Inn
From$55
Very Good 4.5 /5Guest Reviews CallBookMore Details
Whistler's 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
5 Greenwood St. Len, Lenox, MA 01240 ~18.32 miles north of Sheffield
  • 4 star Mountain hotel
  • 2 floors in hotel
  • Terrific breakfast
  • Quiet side street
More Photos Exterior of Whistler's Inn
From$170
Average 3.5 /5Read Reviews CallBookMore Details
Eastover Estate & Retreat - Lenox
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 4 star Mountain hotel
  • 10 meeting rooms in hotel
  • Beautiful grounds
  • World class service
More Photos Photo of Eastover Estate & Retreat
From$90
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Econo Lodge - Lenox
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
130 Pittsfield Rd., Lenox, MA 01240 ~19.16 miles north of Sheffield
  • Economical Mountain property
  • Hotel has 2 floors
  • Broken refrigerator
  • We enjoy the Courtyard
More Photos Image of Econo Lodge
From$50
Average 3.0 /5Read Reviews CallBookMore Details
Days Inn
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Two star Suburban hotel
  • Check-in time: 2pm
  • Fair breakfast prices
  • AC needs updating
More Photos Image of Days Inn
From$57
Average 3.5 /5Read Reviews CallBookMore Details
Howard Johnson Express Inn Lenox - Lenox
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Cheap Resort hotel
  • Free complimentary breakfast
  • Great reception
  • Amenities are not the best
More Photos Image of Howard Johnson Express Inn Lenox
From$65
Average 3.5 /5Recent Reviews CallBookMore Details
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