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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

Race Brook Lodge - Sheffield
+1-888-690-5247
864 South Undermountain Rd., Sheffield, MA 01257
  • Three Star property
  • 31 rooms in hotel
Windflower Inn : 684 South Egremont Rd.
+1-888-305-3366
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3 star Mountain property
  • 2 conference rooms in property
From$185
Excellent 5.0 /5Hotel Reviews CallBookMore Details
Days Inn by Wyndham Great Barrington : 372 Main St.
+1-800-881-1523
372 Main St., Great Barrington, MA 01230 ~5.65 miles north of Sheffield
  • Two star Rural property
  • Check in: 3:00pm
Fairfield Inn by Marriott
+1-888-283-3404
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~6.70 miles north of Sheffield
  • Three Star Resort hotel
  • 3 floors in hotel
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Travelodge Great Barrington Berkshires - Great Barrington
+1-866-221-8581
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Cheap Resort property
  • Check-in time: 11:00 AM
Holiday Inn Express Great Barrington
+1-866-429-5787
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Three Star Mountain property
  • Has environment-friendly policy Read more
  • The majority of guests thought the building was wonderful
  • Quick little workout
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Blackberry River Inn - Norfolk
+1-888-690-5281
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Affordable property
  • Hotel has 2 floors
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
Wake Robin Inn
+1-888-690-5247
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural property
  • Complimentary breakfast is offered
Manor House Inn - Norfolk
+1-888-305-3366
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • 3-star Rural property
  • Check-in time: 3:00pm
From$240
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Red Lion Inn
+1-800-881-1523
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Affordable Rural property
  • 8 meeting rooms in property
  • About half of guests thought it was too noisy
  • Great menu
From$229
Very Good 4.0 /5Read Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center : 74 Interlaken Rd.
+1-888-283-3404
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • 3-star Resort property
  • Has environment-friendly policy See more
  • Breakfast is average
  • Food is to die for
From$209
Very Good 4.0 /5Review Score CallBookMore Details
Econo Lodge Lee Great Barrington in Lee
+1-866-221-8581
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low-priced property
  • Hotel has 28 rooms
Applegate Inn - Lee
+1-866-429-5787
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3-star Rural hotel
  • 11 rooms in hotel
  • Popular among couples
  • Excellent hotel
Super 8 Lee / Berkshires / Outlet Area
+1-888-690-5281
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Low Cost hotel
33 Main
+1-888-690-5247
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxurious Five Star hotel
Chambery Inn in Lee
+1-888-305-3366
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • 3-star property
  • 9 sleeping rooms in hotel
Pleasant Valley Motel West Stockbridge
+1-800-881-1523
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • 2 star property
  • Check in: 13:00
Rodeway Inn - Lee
+1-888-283-3404
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Cheap property
  • Check-in: 11:00
The Black Swan Inn An Ascend Hotel Collection Member - Lee
+1-866-221-8581
435 Laurel St., Lee, MA 01238 ~15.37 miles north of Sheffield
  • Midscale Lake property
  • Fitness / Gym is on-site
From$114
Very Good 4.0 /5Latest Reviews CallBookMore Details
Seven Hills Inn
+1-866-429-5787
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High-end Resort property
  • Has environment-friendly policy Learn more
From$184
Very Good 4.5 /5Review Score CallBookMore Details
Blantyre - Lenox
+1-888-690-5281
16 Blantyre Rd. Po Box 995, Lenox, MA 01240 ~16.36 miles north of Sheffield
  • Mid-scale property
  • 2 floors in hotel
Wheatleigh
+1-888-690-5247
11 Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Affordable hotel
  • 2 floors in hotel
Canyon Ranch Lenox in Lenox
+1-888-305-3366
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Mid-scale property
  • Fitness center on property
Apple Tree Inn - Lenox
+1-800-881-1523
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.82 miles north of Sheffield
  • Midscale Mountain property
  • 3 suites in property
Brook Farm Inn in Lenox
+1-888-283-3404
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • High-end Rural property
  • 3 floors in hotel
From$120
Very Good 4.5 /5Guest Reviews CallBookMore Details
Next 25 Sheffield Hotels >  [1 - 25 of 50]    
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Graph: Upcoming 20 Days of Sheffield Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Sheffield, MA discounts available. The chart reflects the cheapest Sheffield hotel for each day and each star rating category.

FAQs about hotels in Sheffield

What are the most favored hotels in Sheffield?

Windflower Inn, Hotel on North and Fairfield Inn by Marriott are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Sheffield?

33 Main, Seven Hills Inn and Brook Farm Inn are the top 3 luxury hotels near Sheffield city center.

What hotels are closest to the city center of Sheffield?

Race Brook Lodge, Windflower Inn, and Days Inn by Wyndham Great Barrington are the properties closest to Sheffield city center.

What are the best independent hotels in Sheffield?

Windflower Inn, Hotel on North and Manor House Inn are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in Sheffield?

The Black Swan Inn An Ascend Hotel Collection Member, Econo Lodge Lee Great Barrington and Rodeway Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best IHG hotels in Sheffield?

Holiday Inn Express Great Barrington and Crowne Plaza Pittsfield Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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