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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 11 miles northwest of Tobey Pond.

Sheffield Hotels, Motels & Accommodations

Windflower Inn
+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
  • Mid-scale Mountain hotel
  • Free complimentary breakfast
More PhotosImage of Windflower Inn
From$185
Very Good 4.5 /5Guest Reviews CallBookMore Details
Berkshire Days Inn - Great Barrington
+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
  • Inexpensive Rural property
  • Check-in time: 3:00pm
  • Most guests were happy with the price of the breakfast
  • City centre within easy reach, said 100%
More Photos Exterior of Berkshire Days Inn
From$65
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Fairfield Inn by Marriott : 249 Stockbridge Rd.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14136443200
249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • 3-star Resort hotel
  • 60 sleeping rooms in hotel
More Photos Photo of Fairfield Inn by Marriott
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Travelodge Great Barrington Berkshires in Great Barrington
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 4135282340
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Low-priced Resort hotel
  • Check-in time: 11:00 AM
More Photos Exterior of Travelodge Great Barrington Berkshires
From$47
Average 3.5 /5Guest Reviews CallBookMore Details
Holiday Inn Express in 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: 14135281810
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Gym is available on property
  • All guests liked the proximity to shopping
  • Rooms are great
More Photos Exterior of Holiday Inn Express
From$89
Very Good 4.0 /5Guest Reviews CallBookMore Details
Blackberry River Inn - Norfolk
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 18605425100
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Mid-scale property
More Photos Exterior of Blackberry River Inn
From$119
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Wake Robin Inn
+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
  • Three Star Rural hotel
  • 3 floors in property
More Photos Photo of Wake Robin Inn
From$100
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The Red Lion Inn in Stockbridge
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14132985545
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Mid-scale Rural property
  • 125 rooms in hotel
  • Great location
  • Average value
More Photos Image of The Red Lion Inn
From$199
Very Good 4.0 /5Hotel 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: 18002222909
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Affordable Resort property
  • Free breakfast available
  • Breakfast is average
  • Room is all right
More Photos Image of Interlaken Inn Resort & Conference Center
From$209
Very Good 4.0 /5Guest 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: 4132430501
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • 2 star hotel
  • 28 sleeping rooms in hotel
More Photos Image 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: 14132434451
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Affordable Rural hotel
  • Hotel has 6 suites
  • Excellent hotel
  • Popular among couples
More Photos Image of Applegate Inn
From$160
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Super 8 Lee / Berkshires / Outlet Area
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 4132430143
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Two star property
  • Check in: 11:00 AM
More Photos Image of Super 8 Lee / Berkshires / Outlet Area
From$47
Average 3.5 /5Guest Reviews CallBookMore Details
Rodeway Inn
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 4132430813
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Economy property
  • 23 rooms in hotel
More Photos Exterior of Rodeway Inn
From$60
Average 3.0 /5Latest Reviews CallBookMore Details
Black Swan Inn - Lee
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14132432700
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Three Star Lake hotel
  • Access to gym on-site
More Photos Image of Black Swan Inn
From$80
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Apple Tree Inn - 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: 14136371477
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Mid-scale Mountain property
  • 34 rooms in property
More Photos Image of Apple Tree Inn
From$60
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Brook Farm Inn : 15 Hawthorne St.
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14136373013
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • High end Rural property
  • Check-in time: 3 pm
More Photos Exterior of Brook Farm Inn
From$187
Very Good 4.5 /5Guest Reviews CallBookMore Details
Kemble Inn : 2 Kemble St.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14136374113
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Resort property
  • Hotel has 3 floors
More Photos Image of Kemble Inn
From$165
Very Good 4.5 /5Hotel 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: 14136379750
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4 star hotel
More Photos Image of The Rookwood Inn
From$195
Very Good 4.0 /5Read Reviews CallBookMore Details
Garden Gables Inn : 135 Main St.
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14136370193
135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • 4 star Rural property
  • 2 suites in property
More Photos Image of Garden Gables Inn
From$200
CallBookMore Details
The Cornell Inn in Lenox
+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
  • 3-star Mountain property
  • 28 sleeping rooms in hotel
More Photos Image of The Cornell Inn
From$55
Very Good 4.5 /5Review Score 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
  • Four star Mountain property
  • Hotel has 3 meeting rooms
  • Could use a good cleaning
  • Great location
More Photos Photo of Whistler's Inn
From$170
Average 3.5 /5Latest Reviews CallBookMore Details
Eastover Estate & Retreat
+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 property
  • Hotel has 90 rooms
  • Vibe wasn't good
  • More comfort would be nice
More Photos Image of Eastover Estate & Retreat
From$90
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Econo Lodge
+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
  • Two star Mountain property
  • 118 rooms in property
  • Most guests found the grounds to be nice
  • Terrific location
More Photos Photo of Econo Lodge
From$50
Average 3.0 /5Guest Reviews CallBookMore Details
Days Inn Lenox Ma - 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: 4136373560
194 Pittsfield Rd., Lenox, MA 01240 ~19.48 miles north of Sheffield
  • Economical Suburban property
  • 2 floors in property
  • Ripped carpets
  • Beds were acceptable for 51%
More Photos Exterior of Days Inn Lenox Ma
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
  • Low Cost Resort hotel
  • 44 sleeping rooms in hotel
  • Most guests loved the minibar
  • Older facility
More Photos Photo of Howard Johnson Express Inn Lenox
From$65
Average 3.5 /5Latest Reviews CallBookMore Details
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