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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 - Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Midscale Mountain property
  • Check in: 2:00PM
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From£138
Excellent 5.0 /5 Reviews Call BookMore Details
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Quality Inn Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • Economical Rural hotel
  • Gym / Fitness Center Available
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From£74
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • Affordable Resort property
  • Check in: 3:00pm
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From£81
Very good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires : 400 Stockbridge Rd. 400 Stockbridge Rd., Great Barrington, MA 01230
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~7.03 miles north of Sheffield
  • Economy Resort hotel
  • Free breakfast
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From£35
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
  • Affordable Mountain property
  • Complimentary breakfast is offered
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From£66
Very good 4.0 /5 Review Score Call BookMore Details
Blackberry River Inn in Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • Mid-scale hotel
  • 2 floors in property
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From£81
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
  • Three Star Rural property
  • Hotel has a green policy See policy
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From£66
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave. 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Mid-scale Rural hotel
  • Check in: 3:00pm
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From£179
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Three Star Rural property
  • Check in time: 4:00
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From£89
Average 3.0 /5 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
  • Affordable Mountain hotel
  • Hotel has 2 meeting rooms
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From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • 3-star Resort hotel
  • Check-in time: 4:00pm
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From£133
Very good 4.0 /5 Read 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
  • 2 star property
  • Check in time: 11:00
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From£35
Average 3.0 /5 Guest Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Three Star Rural hotel
  • 6 suites in property
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From£119
Very good 4.0 /5 Recent Reviews 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
  • Economy Lake hotel
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From£35
Average 3.0 /5 Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Affordable hotel
  • Check in time: 3:00 PM
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
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33 Main 33 Main St., Lenox, MA 01238
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~14.47 miles northeast of Sheffield
  • Luxury Five Star property
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From£149
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn : 199 Main St. 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • 3-star property
  • 9 rooms in hotel
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From£67
Very good 4.5 /5 Hotel 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
  • Two star property
  • 16 sleeping rooms in hotel
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From£44
Average 3.0 /5 Guest 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£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel in Lee 435 Laurel St., Lee, MA 01238
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~15.35 miles north of Sheffield
  • Midscale Lake property
  • Free complimentary breakfast
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From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn - Lenox 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Four star Resort property
  • 2 floors in hotel
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From£137
Very good 4.5 /5 Recent Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Three Star hotel
  • Hotel has 9 suites
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From£298
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • Three Star hotel
  • 2 floors in hotel
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From£67
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
  • Four star Mountain hotel
  • Check in: 4:00 PM
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From£74
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn in Lenox 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • 4 star Rural property
  • 15 rooms in property
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From£89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3-star Mountain property
  • 3 meeting rooms in property
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From£197
Very good 4.0 /5 Guest 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
  • 4-star property
  • 3 floors in hotel
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From£167
Average 3.0 /5 Latest Reviews Call BookMore Details
The Whitlock by The Lenox Collection 16 Church St., Lenox, MA 01240
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~17.36 miles north of Sheffield
  • Three Star property
  • Hotel has 30 rooms
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From£149
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
  • 4-star property
  • 2 floors in hotel
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From£56
Average 3.0 /5 Review Score Call BookMore Details
The Cornell Inn, Lenox & The Berkshires : 203 Main St. 203 Main St., Lenox, MA 01240
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~18.03 miles north of Sheffield
  • Midscale Mountain property
  • Free breakfast available
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From£44
Very good 4.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • 4-star Mountain hotel
  • 2 floors in hotel
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From£81
Average 3.5 /5 Read 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
  • Mid-scale Mountain hotel
  • Check in: 3:00PM
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From£37
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires in Lenox 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Cheap Suburban property
  • Free breakfast available
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From£36
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
  • Economical Resort hotel
  • 2 floors in property
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From£48
Average 3.0 /5 Recent 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
  • Expensive Resort hotel
  • Hotel has a green policy See more
More Photos Image of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£103
Average 3.0 /5 Read Reviews 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
  • 4 star Riverfront hotel
  • Comp. Breakfast
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From£186
Very good 4.0 /5 Latest 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 floors in property
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From£111
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires in Lenox 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Mid-scale Mountain hotel
  • 79 sleeping rooms in hotel
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
The Yankee Inn - Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Inexpensive hotel
  • Gym is available on property
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From£108
Very good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd. 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Two star Downtown hotel
  • Check in time: 2.00 pm
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From£27
Poor 2.0 /5 Read 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
  • Low priced hotel
  • Check in time: 15:00
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From£44
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3-star Suburban hotel
  • 2 meeting rooms in property
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3-star Suburban hotel
  • Hotel has 4 floors
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From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Economy Mountain hotel
  • Check in: 4:00PM
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From£93
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 hotel
  • Free breakfast available
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From£63
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
  • Cheap Suburban hotel
  • Check in: 3:00pm
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From£42
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Low priced Downtown hotel
  • 36 sleeping rooms in hotel
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From£67
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Cheap Downtown hotel
  • Hotel has 6 suites
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • 3 star Downtown property
  • Gym / Fitness Center Available
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From£59
Average 3.0 /5 Guest Reviews 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
  • 16 rooms in property
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From£56
Very good 4.0 /5 Hotel 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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