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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
  • Midscale Mountain property
  • Hotel has 2 floors
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From$222 total
Excellent 5.0 /5 Hotel 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
  • 2 star Rural property
  • Hotel has 2 floors
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From$120 total
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
  • Three Star Resort property
  • Hotel has 3 floors
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From$130 total
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington 400 Stockbridge Rd., Great Barrington, MA 01230
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~7.03 miles north of Sheffield
  • 2 star Resort hotel
  • Check-in time: 11:00 AM
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From$56 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Great Barrington in Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230
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~7.13 miles north of Sheffield
  • Affordable Mountain hotel
  • Hotel has 3 floors
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From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • Three Star property
  • 17 sleeping rooms in hotel
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From$130 total
Very Good 4.0 /5 Read 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
  • Three Star Rural property
  • Hotel has 3 meeting rooms
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From$106 total
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Affordable Rural property
  • Complimentary breakfast is offered
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From$288 total
Very Good 4.0 /5 Guest 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
  • Mid-scale Rural property
  • 4 floors in property
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From$144 total
Average 3.0 /5 Guest 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
  • 3-star Mountain hotel
  • Fitness / Gym is on-site
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From$106 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Affordable Resort property
  • Check-in: 4:00pm
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From$214 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
  • Economy hotel
  • 28 rooms in property
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From$57 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • 3-star Rural hotel
  • 3 floors in hotel
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From$192 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
  • Inexpensive Lake hotel
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From$56 total
Average 3.0 /5 Guest 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$96 total
Average 3.0 /5 Review Score 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 Five Star hotel
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From$240 total
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Mid-scale property
  • 9 sleeping rooms in hotel
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From$108 total
Very Good 4.5 /5 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
  • Two star property
  • 16 rooms in hotel
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From$72 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
  • Low Cost hotel
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From$72 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
  • Affordable Lake property
  • Check-in: 3:00PM
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From$72 total
Very Good 4.0 /5 Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Expensive Resort property
  • 57 sleeping rooms in hotel
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From$220 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Wheatleigh - Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Mid-scale hotel
  • Hotel has 9 suites
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From$480 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • Midscale property
  • Airport shuttle provided
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From$108 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn - Lenox 10 Richmond Mountain Rd., Lenox, MA 01240
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~16.89 miles north of Sheffield
  • Four star Mountain property
  • Free comp. breakfast
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From$120 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
  • Four-star Rural hotel
  • Free complimentary breakfast
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From$144 total
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
  • Affordable Mountain hotel
  • Hotel has a green policy Read more
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From$318 total
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
  • Four-star hotel
  • 3 floors in property
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From$270 total
Average 3.0 /5 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 2 floors
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From$240 total
Average 3.0 /5 Guest Reviews 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
  • Four-star hotel
  • 12 rooms in hotel
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From$90 total
Average 3.0 /5 Recent 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
  • 2 floors in property
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From$72 total
Very Good 4.0 /5 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 property
  • 10 meeting rooms in property
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From$130 total
Average 3.5 /5 Read Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Three Star Mountain property
  • 2 meeting rooms in hotel
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From$60 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Low-priced Suburban hotel
  • Check in time: 2pm
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From$58 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
  • Economy Resort hotel
  • Complimentary breakfast is offered
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From$78 total
Average 3.0 /5 Latest 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 property
  • Hotel has 19 suites
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From$165 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
  • High end Riverfront property
  • Free breakfast available
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From$300 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond 802 State Rd., Richmond, MA 01254
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~20.45 miles north of Sheffield
  • Midscale Rural hotel
  • 12 rooms in hotel
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From$180 total
Very Good 4.5 /5 Read 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
  • 3-star Mountain property
  • 24 suites in property
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From$96 total
Average 3.0 /5 Read 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
  • Two star property
  • Check-in time: 3:00 PM
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From$174 total
Very Good 4.0 /5 Latest 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
  • Inexpensive Downtown property
  • Check in: 2.00 pm
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From$44 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Lenox Inn - Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Two star hotel
  • 18 rooms in hotel
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From$72 total
Poor 2.0 /5 Recent 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
  • Three Star Suburban property
  • 2 meeting rooms in property
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From$96 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
  • Hotel has 3 suites
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From$114 total
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Low Cost Mountain property
  • 146 rooms in hotel
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From$150 total
Very Good 4.5 /5 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
  • 19 suites in hotel
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From$102 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
  • Inexpensive Suburban property
  • 2 floors in hotel
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From$68 total
Poor 2.0 /5 Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Two-star Downtown hotel
  • Hotel has 2 floors
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From$108 total
Average 3.0 /5 Read Reviews Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Low priced Downtown property
  • 6 suites in property
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From$96 total
Average 3.0 /5 Review Score 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
  • Mid-scale Downtown hotel
  • Fitness center on property
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From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown hotel
  • 16 sleeping rooms in hotel
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From$90 total
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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