Star Rating
Hotel Name
Price Range (USD)to
Amenities

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

Race Brook Lodge
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 4132292916
864 South Undermountain Rd., Sheffield, MA 01257
  • 3 star hotel
  • Check in: 14:00
More Photoshotel room
From$90
CallBookMore Details
Windflower 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
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Affordable Mountain hotel
  • Hotel has 2 floors
More Photos Photo of Windflower Inn
From$185
Very Good 4.5 /5Reviews CallBookMore Details
Berkshire Days 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: 14133150
372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • 2 star Rural property
  • Access to gym on-site
  • Air conditioning was criticized by 89%
  • Trouble with air conditioner
More Photos Photo of Berkshire Days Inn
From$65
Very Good 4.0 /5Reviews CallBookMore Details
Fairfield Inn by Marriott
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14136443200
249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Affordable Resort property
  • 5 suites in property
More Photos Photo of Fairfield Inn by Marriott
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Travelodge Great Barrington Berkshires - 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: 4135282340
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Cheap Resort hotel
  • Check in time: 11:00 AM
More Photos Photo of Travelodge Great Barrington Berkshires
From$47
Average 3.5 /5Review Score CallBookMore Details
Holiday Inn Express - Great Barrington
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14135281810
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain hotel
  • Gym is available on property
  • Ancient treadmills
  • Great reception
More Photos Image of Holiday Inn Express
From$89
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 18605425100
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • 3 star hotel
  • 17 rooms in hotel
More Photos Image of Blackberry River Inn
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
Wake Robin Inn - Lakeville
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Affordable Rural property
  • 3 suites in property
More Photos Photo of Wake Robin Inn
From$99
CallBookMore Details
Manor House Inn : 69 Maple Ave.
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 18605425690
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • Four star Rural property
  • Check-in time: 3:00pm
More Photos Exterior of Manor House Inn
From$250
Very Good 4.5 /5Reviews CallBookMore Details
The Red Lion Inn in Stockbridge
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14132985545
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Mid-scale Rural hotel
  • 8 meeting rooms in property
  • Average comfort
  • Good restaurant service
More Photos Exterior of The Red Lion Inn
From$99
Very Good 4.0 /5Recent Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 18002222909
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Mid-scale Resort property
  • 86 sleeping rooms in hotel
  • Room is all right
  • Most guests thought the building was wonderful
More Photos Photo of Interlaken Inn Resort & Conference Center
From$169
Very Good 4.0 /5Latest Reviews CallBookMore Details
Econo Lodge Lee Great Barrington - 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: 4132430501
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Inexpensive property
  • Check-in time: 11:00
More Photos Photo of Econo Lodge Lee Great Barrington
From$48
Average 3.5 /5Reviews CallBookMore Details
Applegate 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: 14132434451
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Three Star Rural property
  • Hotel has 3 floors
  • Excellent hotel
  • Popular among couples
More Photos Image of Applegate Inn
From$160
CallBookMore Details
Super 8 Lee / Berkshires / Outlet Area : 170 Housatonic St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 4132430143
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Low Cost hotel
  • Check-in: 11:00 AM
More Photos Image of Super 8 Lee / Berkshires / Outlet Area
From$47
Average 3.5 /5Read Reviews CallBookMore Details
Chambery Inn : 199 Main 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: 4132432221
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • 3-star hotel
  • Check in: 14:00
More Photos hotel room
From$90
CallBookMore Details
Rodeway Inn - Lee
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 4132430813
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Economy property
  • Comp. Breakfast
More Photos Exterior of Rodeway Inn
From$60
Average 3.0 /5Recent Reviews CallBookMore Details
Black Swan Inn 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: 14132432700
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • 3 star Lake property
  • Check-in: 3:00 PM
More Photos Exterior of Black Swan Inn
From$95
Very Good 4.5 /5Latest Reviews CallBookMore Details
Blantyre
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14136373556
16 Blantyre Rd. Po Box 995, Lenox, MA 01240 ~16.36 miles north of Sheffield
  • Mid-scale hotel
  • 12 suites in hotel
More Photos hotel room
From$90
CallBookMore Details
Wheatleigh : 11 Hawthorne Rd.
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 4136370610
11 Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Three Star property
  • Free complimentary breakfast
More Photos hotel room
From$90
CallBookMore Details
Apple Tree 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: 14136371477
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • 3 star Mountain property
  • Hotel has 34 rooms
More Photos Image of Apple Tree Inn
From$100
CallBookMore Details
Brook Farm Inn : 15 Hawthorne St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14136373013
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • 4 star Rural hotel
  • Hotel has 15 rooms
More Photos Image of Brook Farm Inn
From$120
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Kemble 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: 14136374113
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • 3-star Mountain property
  • 12 suites in hotel
More Photos Exterior of Kemble Inn
From$195
Very Good 4.5 /5Review Score CallBookMore Details
The Rookwood 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: 14136379750
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • High-end hotel
More Photos Photo of The Rookwood Inn
From$195
Very Good 4.0 /5Latest Reviews CallBookMore Details
E Village 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: 14136370020
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • 3-star hotel
  • Hotel has 32 rooms
More Photos hotel room
From$90
CallBookMore Details
Garden Gables Inn : 135 Main St.
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14136370193
135 Main St., Lenox, MA 01240 ~17.75 miles north of Sheffield
  • High-end Rural property
  • Hotel has 15 rooms
More Photos Photo of Garden Gables Inn
From$200
CallBookMore Details
Next 25 Sheffield Hotels >  [1 - 25 of 50]    
Next: See My Sheffield Hotels with Pricing
Back to Top