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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 hotel
  • Check-in time: 2:00PM
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From£138
Excellent 5.0 /5 Guest 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
  • Cheap Rural property
  • 63 sleeping rooms in hotel
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From£75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • Midscale Resort property
  • 3 floors in property
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From£81
Very good 4.0 /5 Review Score 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
  • Inexpensive Resort hotel
  • Check-in time: 11:00 AM
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From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230
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~7.13 miles north of Sheffield
  • 3-star Mountain hotel
  • Access to gym on-site
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From£66
Very good 4.0 /5 Read Reviews 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
  • 3-star property
  • Hotel has 17 rooms
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From£81
Very good 4.0 /5 Latest Reviews Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • Midscale Rural hotel
  • Has environment-friendly policy Read more
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From£66
Average 3.0 /5 Guest 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
  • Three Star Rural property
  • Hotel has an eco-friendly policy Learn more
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From£180
Very good 4.0 /5 Guest 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
  • 3 star Rural property
  • 35 suites in property
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From£90
Average 3.0 /5 Guest 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
  • Midscale Mountain property
  • Hotel has an eco-friendly policy Learn more
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From£66
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
  • Three Star Resort property
  • 2 floors in property
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From£134
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee 980 Pleasant St., Lee, MA 01238
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~12.56 miles northeast of Sheffield
  • Low priced hotel
  • Hotel has 28 rooms
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From£36
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Midscale Rural hotel
  • 3 floors in hotel
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From£120
Very good 4.0 /5 Guest 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 Cost Lake property
  • Check in: 11:00 AM
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From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • 3 star hotel
  • Check-in: 3:00 PM
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From£60
Average 3.0 /5 Read 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
  • Luxurious 5-star property
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From£150
Average 3.0 /5 Read Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Midscale hotel
  • Check in: 14:00
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From£67
Very good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266
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~14.80 miles north of Sheffield
  • 2-star property
  • 16 rooms in hotel
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From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St. 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Economy property
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From£45
Average 3.0 /5 Guest 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
  • 3-star Lake property
  • 2 floors in property
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From£45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St. 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • 4-star Resort property
  • 57 rooms in property
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From£138
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Affordable property
  • Check-in: 16:00
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From£300
Very good 4.0 /5 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
  • Mid-scale hotel
  • Shuttle from airport available
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From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240
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~16.89 miles north of Sheffield
  • Four-star Mountain property
  • 3 floors in property
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From£75
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 hotel
  • 15 rooms in property
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From£90
Very good 4.0 /5 Review Score Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3 star Mountain hotel
  • 3 conference rooms in property
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From£198
Very good 4.0 /5 Review Score 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£168
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 hotel
  • Hotel has 2 floors
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From£150
Average 3.0 /5 Review Score Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240
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~17.80 miles north of Sheffield
  • 4 star hotel
  • 12 sleeping rooms in hotel
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From£56
Average 3.0 /5 Guest 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
  • 3-star Mountain property
  • Free breakfast available
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From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • High end Mountain hotel
  • Check-in: 4:00PM
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From£81
Average 3.5 /5 Latest Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Midscale Mountain hotel
  • 2 meeting rooms in property
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From£37
Average 3.0 /5 Latest Reviews 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
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From£36
Average 3.0 /5 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
  • Low priced Resort hotel
  • Free comp. breakfast
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From£48
Average 3.0 /5 Latest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240
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~20.19 miles north of Sheffield
  • 4 star Resort hotel
  • Hotel has an eco-friendly policy Learn more
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From£103
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge 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£187
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
  • Affordable Rural property
  • Free breakfast available
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From£112
Very good 4.5 /5 Latest 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
  • Fitness + Health Center
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From£60
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
  • Inexpensive hotel
  • Hotel has 3 floors
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From£108
Very good 4.0 /5 Hotel 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
  • Low priced Downtown hotel
  • 16 rooms in property
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From£27
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Low priced property
  • Check-in time: 15:00
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From£45
Poor 2.0 /5 Review Score 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
  • 3-star Suburban property
  • Check-in: 3pm
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From£60
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
  • Midscale Suburban hotel
  • 95 sleeping rooms in hotel
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From£71
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
  • Low-priced Mountain property
  • Check-in time: 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 1350 West Housatonic St., Pittsfield, MA 01201
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~22.43 miles north of Sheffield
  • 3-star Rural property
  • Comp. Breakfast
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From£63
Very good 4.5 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd. 395 Winsted Rd., Torrington, CT 06790
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~23.28 miles southeast of Sheffield
  • Inexpensive Suburban hotel
  • Free breakfast
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From£42
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
  • 36 sleeping rooms in hotel
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From£67
Average 3.0 /5 Recent Reviews Call BookMore Details
St. Charles Hotel in Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Economy Downtown property
  • 6 suites in property
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From£60
Average 3.0 /5 Recent Reviews 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 hotel
  • 170 rooms in hotel
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown property
  • 16 rooms in property
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From£56
Very good 4.0 /5 Latest 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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