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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

The Windflower Inn 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Mid-scale Mountain property
  • 2 meeting rooms in hotel
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From£166 total
Excellent 5.0 /5 Reviews Call BookMore Details
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Quality Inn Great Barrington : 372 Main St. 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • 2 star Rural hotel
  • Check-in: 3:00pm
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From£90 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • 3-star Resort property
  • Access to gym on-site
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From£98 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires in Great Barrington 400 Stockbridge Rd., Great Barrington, MA 01230
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~7.03 miles north of Sheffield
  • 2 star Resort property
  • Check-in time: 11:00 AM
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From£42 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230
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~7.13 miles north of Sheffield
  • Three Star Mountain hotel
  • 6 suites in hotel
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From£80 total
Very good 4.0 /5 Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • 3-star hotel
  • Check-in: 15:00
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From£98 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wake Robin Inn - Lakeville 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • 3 star Rural property
  • Hotel has 3 floors
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From£80 total
Average 3.0 /5 Review Score Call BookMore Details
Manor House Inn in Norfolk 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Midscale Rural hotel
  • 7 suites in hotel
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From£216 total
Very good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Midscale Rural property
  • 108 sleeping rooms in hotel
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From£108 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • 3-star Mountain property
  • Check-in: 4:00pm
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From£80 total
Very good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn : 74 Interlaken Rd. 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • Access to gym on-site
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From£161 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St. 980 Pleasant St., Lee, MA 01238
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~12.56 miles northeast of Sheffield
  • Low-priced property
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From£43 total
Average 3.0 /5 Review Score Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Mid-scale Rural hotel
  • Check in time: 2 pm
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From£144 total
Very good 4.0 /5 Review Score Call BookMore Details
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Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • Low priced Lake property
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From£42 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St. 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Affordable property
  • Check in time: 3:00 PM
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From£72 total
Average 3.0 /5 Reviews Call BookMore Details
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33 Main in Lenox 33 Main St., Lenox, MA 01238
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~14.47 miles northeast of Sheffield
  • Luxury 5 star property
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From£180 total
Average 3.0 /5 Read Reviews Call BookMore Details
Chambery Inn in Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Affordable hotel
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From£81 total
Very good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266
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~14.80 miles north of Sheffield
  • Two-star hotel
  • Check in time: 13:00
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From£54 total
Average 3.0 /5 Read Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Low-priced property
  • Check in time: 11:00
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From£54 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel - Lee 435 Laurel St., Lee, MA 01238
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~15.35 miles north of Sheffield
  • Three Star Lake property
  • Complimentary breakfast is offered
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From£54 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • High-end Resort property
  • Check-in: 3 pm
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From£165 total
Very good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Three Star property
  • 2 floors in hotel
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From£360 total
Very good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox : 165 Kemble St. 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • Three Star property
  • Airport shuttle provided
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From£81 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240
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~16.89 miles north of Sheffield
  • Expensive Mountain hotel
  • Hotel has 3 floors
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From£90 total
Average 3.0 /5 Reviews Call BookMore Details
Brook Farm Inn : 15 Hawthorne St. 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • 4-star Rural property
  • Free comp. breakfast
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From£108 total
Very good 4.0 /5 Reviews Call BookMore Details
Kemble Inn in Lenox 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Affordable Mountain hotel
  • Hotel has an eco-friendly policy Learn more
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From£239 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • Four-star hotel
  • 3 floors in property
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From£202 total
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox 16 Church St., Lenox, MA 01240
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~17.36 miles north of Sheffield
  • 3 star property
  • Check in: 14:00
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From£180 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox 7 Hubbard St., Lenox, MA 01240
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~17.80 miles north of Sheffield
  • 4 star hotel
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From£67 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox 203 Main St., Lenox, MA 01240
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~18.03 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 2 floors
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From£54 total
Very good 4.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • Four star Mountain hotel
  • Hotel has 90 rooms
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From£98 total
Average 3.5 /5 Review Score Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Midscale Mountain property
  • 118 rooms in property
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From£45 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd. 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Economy Suburban hotel
  • Check in: 2pm
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From£44 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox 462 Pittsfield Rd., Lenox, MA 01240
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~19.67 miles north of Sheffield
  • 2-star Resort property
  • 44 rooms in hotel
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From£58 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox 55 Lee Rd., Lenox, MA 01240
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~20.19 miles north of Sheffield
  • High-end Resort property
  • Hotel has an eco-friendly policy Learn more
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From£124 total
Average 3.0 /5 Review Score Call BookMore Details
The Amselhaus : 6 Rug Rd. 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • Expensive Riverfront property
  • Complimentary breakfast is offered
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From£225 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center 802 State Rd., Richmond, MA 01254
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~20.45 miles north of Sheffield
  • 3-star Rural property
  • 3 conference rooms in property
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From£135 total
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Three Star Mountain property
  • Complimentary breakfast is offered
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From£72 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Low-priced hotel
  • 9 suites in hotel
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From£130 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Cheap Downtown hotel
  • Check in: 2.00 pm
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From£33 total
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Economy property
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From£54 total
Poor 2.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3 star Suburban property
  • Hotel has 28 suites
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From£72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3-star Suburban hotel
  • 4 floors in property
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From£85 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Cheap Mountain hotel
  • Gym is available on property
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From£112 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield 1350 West Housatonic St., Pittsfield, MA 01201
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~22.43 miles north of Sheffield
  • 3-star Rural property
  • 3 floors in property
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From£76 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington 395 Winsted Rd., Torrington, CT 06790
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~23.28 miles southeast of Sheffield
  • Economical Suburban hotel
  • Check-in: 3:00pm
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From£51 total
Poor 2.0 /5 Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Cheap Downtown property
  • Gym / Fitness Center Available
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From£81 total
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Two star Downtown property
  • Check in: 4:00 PM
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From£72 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG : 1 West St. 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • 3 star Downtown hotel
  • Check in: 3:00 PM
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From£72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Affordable Downtown hotel
  • 16 rooms in property
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From£67 total
Very good 4.0 /5 Recent Reviews Call BookMore Details

Next: See My Sheffield Hotels with Pricing

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?

The Windflower Inn, Chambery Inn and Seven Hills Inn 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 Apple Tree Inn are the top 3 luxury hotels near Sheffield city center.

What hotels are closest to the city center of Sheffield?

The Windflower Inn, Quality Inn Great Barrington, and Fairfield Inn & Suites by Marriott Great Barrington Lenox are the properties closest to Sheffield city center.

What are the best independent hotels in Sheffield?

The Windflower Inn, Chambery Inn and Seven Hills Inn are the best rated independent hotels (not part of a big brand).

What are the most popular Choice Hotels branded hotels in Sheffield?

Quality Inn Great Barrington, Black Swan Lee Lenox An Ascend Collection Hotel and Econo Lodge Lee - Great Barrington 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, Holiday Inn Club Vacations Oak N Spruce Resort and Holiday Inn Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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