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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 & Accommodations

The Windflower Inn in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Affordable Mountain property
  • Check in time: 2:00PM
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From£164 total
Excellent 5.0 /5 Reviews Call BookMore Details
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Quality Inn Great Barrington in Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • Two-star Rural property
  • 2 floors in hotel
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From£88 total
Very good 4.0 /5 Read 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
  • Three Star Resort property
  • Fitness center on property
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From£96 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230
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~7.03 miles north of Sheffield
  • 2-star Resort property
  • Complimentary breakfast is offered
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From£41 total
Average 3.0 /5 Review Score 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
  • 3 star Mountain hotel
  • Fitness + Health Center
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From£79 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • Affordable hotel
  • Check in: 15:00
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From£96 total
Very good 4.0 /5 Reviews Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • 3-star Rural property
  • 3 conference rooms in property
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From£79 total
Average 3.0 /5 Review Score Call BookMore Details
Manor House Inn - Norfolk 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Affordable Rural property
  • Check-in time: 3:00pm
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From£213 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Affordable Rural property
  • Hotel has 35 suites
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From£106 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Three Star Mountain hotel
  • Check in time: 4:00pm
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From£79 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Affordable Resort property
  • Hotel has 13 suites
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From£159 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238
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~12.56 miles northeast of Sheffield
  • Low-priced hotel
  • Free breakfast available
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From£42 total
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Affordable Rural property
  • 3 floors in hotel
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From£142 total
Very good 4.0 /5 Review Score Call BookMore Details
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Quality Inn 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • Two star Lake hotel
  • Check-in: 11:00 AM
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From£41 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Affordable property
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
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33 Main - Lenox 33 Main St., Lenox, MA 01238
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~14.47 miles northeast of Sheffield
  • Luxury Five Star hotel
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From£177 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn in Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Affordable property
  • 9 sleeping rooms in hotel
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From£79 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd. 42 Stockbridge Rd., West Stockbridge, MA 01266
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~14.80 miles north of Sheffield
  • Inexpensive property
  • Hotel has 16 rooms
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From£53 total
Average 3.0 /5 Review Score Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Economical hotel
  • Check in time: 11:00
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From£53 total
Average 3.0 /5 Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238
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~15.35 miles north of Sheffield
  • 3 star Lake property
  • 52 sleeping rooms in hotel
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From£53 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Four star Resort hotel
  • Hotel has 4 suites
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From£163 total
Very good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • 3-star hotel
  • 19 sleeping rooms in hotel
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From£355 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • 3-star hotel
  • 102 rooms in property
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From£79 total
Average 3.0 /5 Recent 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 property
  • 3 floors in hotel
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From£88 total
Average 3.0 /5 Review Score Call BookMore Details
Brook Farm Inn - Lenox 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • Expensive Rural hotel
  • Hotel has an eco-friendly policy See policy
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From£106 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Mid-scale Mountain property
  • 3 floors in hotel
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From£235 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Constance by The Lenox Collection 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • Four-star property
  • Hotel has 3 floors
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From£199 total
Average 3.0 /5 Review Score Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St. 16 Church St., Lenox, MA 01240
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~17.36 miles north of Sheffield
  • Mid-scale hotel
  • Check-in: 14:00
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From£177 total
Average 3.0 /5 Review Score 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
  • Expensive hotel
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From£66 total
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires in Lenox 203 Main St., Lenox, MA 01240
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~18.03 miles north of Sheffield
  • Mid-scale Mountain property
  • Check in: 3:00 PM-8PM
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From£53 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • Four-star Mountain property
  • Hotel has 10 meeting rooms
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From£96 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires : 130 Pittsfield Rd. 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Three Star Mountain hotel
  • Hotel has 118 rooms
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From£44 total
Average 3.0 /5 Recent 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
  • Inexpensive Suburban property
  • Check in: 2pm
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From£43 total
Average 3.0 /5 Latest 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
  • Inexpensive Resort hotel
  • 44 rooms in property
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From£57 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only 55 Lee Rd., Lenox, MA 01240
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~20.19 miles north of Sheffield
  • 4-star Resort hotel
  • Hotel has 10 meeting rooms
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From£122 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus in Cornwall Bridge 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • Expensive Riverfront property
  • Check in time: 0:00 pm
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From£222 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond 802 State Rd., Richmond, MA 01254
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~20.45 miles north of Sheffield
  • Midscale Rural hotel
  • 3 floors in property
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From£133 total
Very good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Mid-scale Mountain property
  • Check in: 3:00 pm
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From£71 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Yankee Inn : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Cheap hotel
  • Hotel has 96 rooms
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From£128 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Low-priced Downtown hotel
  • 16 rooms in property
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From£32 total
Poor 2.0 /5 Read Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Cheap hotel
  • 18 rooms in property
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From£53 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires - Pittsfield 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Three Star Suburban hotel
  • 81 rooms in property
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From£71 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3-star Suburban property
  • 95 sleeping rooms in hotel
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From£84 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • 2-star Mountain property
  • Check in: 4:00PM
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From£111 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites 1350 West Housatonic St., Pittsfield, MA 01201
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~22.43 miles north of Sheffield
  • Three Star Rural property
  • Hotel has 19 suites
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From£75 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT 395 Winsted Rd., Torrington, CT 06790
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~23.28 miles southeast of Sheffield
  • Economy Suburban property
  • 30 suites in hotel
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From£50 total
Poor 2.0 /5 Review Score Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • 2-star Downtown property
  • 2 floors in property
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From£79 total
Average 3.0 /5 Guest Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Low Cost Downtown property
  • Check-in time: 4:00 PM
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • 3 star Downtown hotel
  • 14 floors in property
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From£71 total
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown hotel
  • 3 floors in property
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From£66 total
Very good 4.0 /5 Guest 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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