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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
  • 2 floors in property
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From$222 total
Excellent 5.0 /5 Recent Reviews Call BookMore Details
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Quality Inn Great Barrington : 372 Main St. 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • Cheap Rural hotel
  • Access to gym on-site
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From$120 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
  • Affordable Resort hotel
  • Gym is available on property
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From$130 total
Very Good 4.0 /5 Read 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
  • Inexpensive Resort hotel
  • Complimentary breakfast is offered
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From$56 total
Average 3.0 /5 Review Score 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 6 suites
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From$106 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • 3-star hotel
  • Hotel has 17 rooms
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From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Wake Robin Inn - Lakeville 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • 3 star Rural property
  • Hotel has 38 rooms
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From$106 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Manor House Inn 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • 3 star Rural hotel
  • Hotel has an eco-friendly policy Read more
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From$288 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Affordable Rural hotel
  • 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 in South Lee 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Mid-scale Mountain property
  • Access to gym on-site
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From$106 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • 3-star Resort hotel
  • Hotel has 4 meeting rooms
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From$214 total
Very Good 4.0 /5 Latest 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
  • 28 rooms in property
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From$57 total
Average 3.0 /5 Read 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
  • Mid-scale Rural hotel
  • 11 sleeping rooms in hotel
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From$192 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Quality Inn : 170 Housatonic St. 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • 2 star Lake hotel
  • Check-in time: 11:00 AM
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From$56 total
Average 3.0 /5 Hotel 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
  • 3 star hotel
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From$96 total
Average 3.0 /5 Recent 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 5 star hotel
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From$240 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • 3-star hotel
  • Hotel has 9 rooms
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From$108 total
Very Good 4.5 /5 Review Score 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
  • Economical property
  • Hotel has 16 rooms
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From$72 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
  • 2 star property
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From$72 total
Average 3.0 /5 Hotel 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
  • Gym / Fitness Center Available
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From$72 total
Very Good 4.0 /5 Review Score 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
  • 57 rooms in property
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From$220 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Midscale hotel
  • 19 sleeping rooms in hotel
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From$480 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
  • Midscale property
  • 24 suites in property
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From$108 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
  • High-end Mountain property
  • Check-in time: 4:00 PM
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From$120 total
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • High-end Rural hotel
  • Comp. Breakfast
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From$144 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3 star Mountain hotel
  • 12 rooms in hotel
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From$318 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection : 11 Old Stockbridge Rd. 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • High-end property
  • Hotel has 3 floors
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From$270 total
Average 3.0 /5 Guest 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
  • 3-star hotel
  • 30 rooms in hotel
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From$240 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection in 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$90 total
Average 3.0 /5 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 property
  • Check-in: 3:00 PM-8PM
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From$72 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St. 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • 4-star Mountain property
  • Check in: 4:00PM
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From$130 total
Average 3.5 /5 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
  • Mid-scale Mountain property
  • Check in: 3:00PM
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From$60 total
Average 3.0 /5 Reviews Call BookMore Details
Life House Berkshires in Lenox 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 Hotel 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 property
  • Check-in: 2:00 PM
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From$78 total
Average 3.0 /5 Latest 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
  • High-end Resort property
  • 105 rooms in hotel
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From$165 total
Average 3.0 /5 Hotel 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
  • Four-star Riverfront property
  • Free breakfast available
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From$300 total
Very Good 4.0 /5 Guest 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 hotel
  • Free complimentary breakfast
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From$180 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • 3 star Mountain property
  • Fitness + Health Center
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From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Cheap hotel
  • 9 suites in property
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From$174 total
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • 2-star Downtown hotel
  • Check-in time: 2.00 pm
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From$44 total
Poor 2.0 /5 Review Score Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Two-star hotel
  • Hotel has 18 rooms
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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., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Affordable Suburban property
  • Gym is available on property
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From$96 total
Average 3.0 /5 Hotel 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 hotel
  • 95 sleeping rooms in hotel
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From$114 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Two star Mountain hotel
  • Check-in time: 4:00PM
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From$150 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201
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~22.43 miles north of Sheffield
  • Affordable Rural property
  • Complimentary breakfast is offered
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From$102 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT in Torrington 395 Winsted Rd., Torrington, CT 06790
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~23.28 miles southeast of Sheffield
  • Two star Suburban property
  • Check in time: 3:00pm
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From$68 total
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 rooms in hotel
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From$108 total
Average 3.0 /5 Recent Reviews Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Economy Downtown property
  • 6 suites in hotel
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From$96 total
Average 3.0 /5 Guest 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
  • Affordable Downtown property
  • 26 suites in hotel
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From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hudson Whaler : 542 Warren St. 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • 3 star Downtown property
  • 3 floors in property
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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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