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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 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • 3 star Mountain property
  • 2 floors in hotel
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From£164 total
Excellent 5.0 /5 Read 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
  • Cheap Rural property
  • 2 floors in hotel
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From£88 total
Very good 4.0 /5 Hotel 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 hotel
  • Gym is available 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
  • Economical Resort property
  • Free breakfast
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From£41 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd. 415 Stockbridge Rd., Great Barrington, MA 01230
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~7.13 miles north of Sheffield
  • Affordable Mountain hotel
  • 3 floors in property
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From£79 total
Very good 4.0 /5 Recent 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
  • Midscale property
  • Check in: 15:00
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From£96 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn in Lakeville 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • Affordable Rural hotel
  • Comp. Breakfast
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From£79 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Manor House Inn 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Midscale Rural property
  • 7 suites in hotel
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From£213 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Three Star Rural hotel
  • 8 meeting rooms in hotel
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From£106 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Three Star Mountain property
  • Fitness / Gym is on-site
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From£79 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Interlaken Inn - Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Mid-scale Resort property
  • Has environment-friendly policy See more
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From£159 total
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
  • Inexpensive property
  • Hotel has 28 rooms
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From£42 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Applegate Inn in Lee 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Mid-scale Rural property
  • Free breakfast available
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From£142 total
Very good 4.0 /5 Read Reviews Call BookMore Details
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Quality Inn - Lee 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • Low-priced Lake hotel
  • Check-in time: 11:00 AM
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From£41 total
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£71 total
Average 3.0 /5 Latest 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 5 star property
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From£177 total
Average 3.0 /5 Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Mid-scale property
  • Check in: 14:00
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From£79 total
Very good 4.5 /5 Hotel 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 property
  • Check in time: 13:00
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From£53 total
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
  • Cheap hotel
  • Hotel has 23 rooms
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From£53 total
Average 3.0 /5 Latest 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
  • 3-star Lake property
  • 52 rooms in hotel
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From£53 total
Very good 4.0 /5 Latest 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 hotel
  • Hotel has 4 suites
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From£163 total
Very good 4.5 /5 Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Affordable property
  • Hotel has 2 floors
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From£355 total
Very good 4.0 /5 Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • Affordable property
  • Hotel has 2 floors
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From£79 total
Average 3.0 /5 Read 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 property
  • 6 conference rooms in property
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From£88 total
Average 3.0 /5 Recent 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
  • High-end Rural property
  • Check-in time: 3 pm
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From£106 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Midscale Mountain property
  • Hotel has 12 suites
More Photos Image of Kemble Inn
From£235 total
Very good 4.0 /5 Review Score Call BookMore Details
The Constance by The Lenox Collection - Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • High end property
  • Free breakfast available
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From£199 total
Average 3.0 /5 Recent 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
  • Mid-scale hotel
  • 2 floors in hotel
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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
  • High-end hotel
  • 12 rooms in hotel
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From£66 total
Average 3.0 /5 Hotel 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
  • Affordable Mountain hotel
  • 2 floors in property
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From£53 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • High-end Mountain property
  • Check-in: 4:00PM
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From£96 total
Average 3.5 /5 Read Reviews Call BookMore Details
Element Lenox Berkshires in Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Three Star Mountain property
  • 2 floors in hotel
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From£44 total
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • 2-star Suburban hotel
  • Free breakfast
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From£43 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in Lenox 462 Pittsfield Rd., Lenox, MA 01240
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~19.67 miles north of Sheffield
  • Cheap Resort hotel
  • 44 rooms in hotel
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From£57 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox 55 Lee Rd., Lenox, MA 01240
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~20.19 miles north of Sheffield
  • 4 star Resort hotel
  • 105 sleeping rooms in hotel
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From£122 total
Average 3.0 /5 Review Score Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • Expensive Riverfront property
  • Hotel has 2 floors
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From£222 total
Very good 4.0 /5 Hotel 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
  • Mid-scale Rural property
  • Hotel has 3 meeting rooms
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From£133 total
Very good 4.5 /5 Read 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
  • 3 star Mountain hotel
  • 79 rooms in property
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From£71 total
Average 3.0 /5 Hotel 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
  • Free breakfast available
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From£128 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Knights Inn Lenox in Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Cheap Downtown hotel
  • 16 rooms in property
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From£32 total
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Inexpensive property
  • Check in time: 15:00
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From£53 total
Poor 2.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Midscale Suburban hotel
  • Check in time: 3pm
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From£71 total
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Three Star Suburban property
  • 95 rooms in property
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From£84 total
Very good 4.0 /5 Read 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
  • Economical Mountain property
  • Hotel has 2 meeting rooms
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From£111 total
Very good 4.5 /5 Read 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
  • Affordable Rural hotel
  • Check-in time: 03:00
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From£75 total
Very good 4.5 /5 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
  • Economy Suburban property
  • Free comp. breakfast
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From£50 total
Poor 2.0 /5 Review Score Call BookMore Details
Berkshire Inn : 150 West Housatonic St. 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Low Cost Downtown property
  • Free breakfast available
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From£79 total
Average 3.0 /5 Review Score Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Low Cost Downtown property
  • Hotel has 34 rooms
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From£71 total
Average 3.0 /5 Hotel 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
  • Check in time: 3:00 PM
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From£71 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Three Star Downtown hotel
  • Gym is available on property
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From£66 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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