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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, Motels & Accommodations

The Windflower Inn - Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • 3-star Mountain hotel
  • 13 rooms in hotel
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From£137
Excellent 5.0 /5 Hotel 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
  • Economy Rural hotel
  • Check-in: 3:00pm
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From£74
Very good 4.0 /5 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
  • Affordable Resort hotel
  • 3 floors in property
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From£81
Very good 4.0 /5 Recent 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
  • Two-star Resort property
  • Comp. Breakfast
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From£35
Average 3.0 /5 Latest Reviews 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 hotel
  • 78 rooms in property
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From£66
Very good 4.0 /5 Latest 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 hotel
  • 17 rooms in property
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From£81
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
  • 3 star Rural property
  • Hotel has a green policy See policy
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From£66
Average 3.0 /5 Latest Reviews Call BookMore Details
Manor House Inn in Norfolk 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Affordable Rural property
  • Has environment-friendly policy See more
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From£178
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • 3 star Rural property
  • 8 conference rooms in property
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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
  • 3-star Mountain hotel
  • Hotel has an eco-friendly policy Read more
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From£66
Very good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Mid-scale Resort property
  • Free breakfast available
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From£133
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
  • Economical hotel
  • 28 rooms in hotel
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From£35
Average 3.0 /5 Latest 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 property
  • Hotel has 3 floors
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From£119
Very good 4.0 /5 Latest 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 property
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From£35
Average 3.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Mid-scale hotel
  • Check-in time: 3:00 PM
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From£59
Average 3.0 /5 Guest 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 property
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From£149
Average 3.0 /5 Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Mid-scale hotel
  • 9 rooms in hotel
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From£67
Very good 4.5 /5 Guest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266
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~14.80 miles north of Sheffield
  • Low-priced hotel
  • Hotel has 16 rooms
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From£44
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
  • Two-star hotel
  • Hotel has 23 rooms
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From£44
Average 3.0 /5 Review Score Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238 Website
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~15.33 miles north of Sheffield
  • Midscale Lake hotel
  • 2 floors in property
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From£48
Very good 4.0 /5 Reviews Call BookMore Details
Seven Hills Inn in Lenox 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • 4-star Resort property
  • Hotel has 4 suites
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From£137
Very good 4.5 /5 Read Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd. Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • 3 star hotel
  • 19 rooms in hotel
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From£298
Very good 4.0 /5 Recent 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 hotel
  • Fitness + Health Center
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From£67
Average 3.0 /5 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
  • 6 meeting rooms in property
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From£74
Average 3.0 /5 Latest 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
  • High-end Rural hotel
  • Comp. Breakfast
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From£89
Very good 4.0 /5 Read Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Affordable Mountain hotel
  • Check in: 3:00 PM
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From£197
Very good 4.0 /5 Latest 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
  • 24 rooms in hotel
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From£167
Average 3.0 /5 Hotel 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
  • Affordable hotel
  • 2 floors in property
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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
  • Four star property
  • Free breakfast available
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From£55
Average 3.0 /5 Guest Reviews 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
  • 3-star Mountain property
  • 2 floors in property
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From£44
Very good 4.0 /5 Guest 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
  • Has environment-friendly policy Learn more
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From£81
Average 3.5 /5 Review Score Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Affordable Mountain property
  • 2 meeting rooms in property
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From£37
Average 3.0 /5 Hotel Reviews Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Cheap Suburban property
  • Check in time: 2pm
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From£36
Average 3.0 /5 Guest 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
  • 2-star Resort property
  • 2 floors in hotel
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From£48
Average 3.0 /5 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
  • High-end Resort hotel
  • Has environment-friendly policy Read more
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From£102
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
  • Four-star Riverfront hotel
  • 2 floors in hotel
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From£186
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond 802 State Rd., Richmond, MA 01254
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~20.45 miles north of Sheffield
  • 3 star Rural hotel
  • 3 floors in property
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From£111
Very good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox - Lenox 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • 3-star Mountain property
  • Hotel has 3 floors
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From£81
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • 2 star hotel
  • 3 floors in property
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From£108
Very good 4.0 /5 Guest 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 property
  • 16 rooms in hotel
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From£27
Poor 2.0 /5 Review Score Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • 2-star property
  • Hotel has 18 rooms
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From£44
Poor 2.0 /5 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 hotel
  • 2 meeting rooms in property
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From£59
Average 3.0 /5 Read 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
  • Three Star Suburban property
  • Hotel has 4 floors
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From£70
Very good 4.0 /5 Review Score 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
  • Hotel has 146 rooms
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From£93
Very good 4.5 /5 Read 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
  • 3 star Rural hotel
  • 19 suites in property
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From£63
Very good 4.5 /5 Recent 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
  • Cheap Suburban property
  • 2 floors in property
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From£42
Poor 2.0 /5 Latest Reviews 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
  • 2-star Downtown property
  • Check-in: 1500
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From£67
Average 3.0 /5 Read 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
  • Two-star Downtown property
  • 3 floors in property
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • Three Star Downtown hotel
  • Check in: 3:00 PM
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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
  • Midscale Downtown hotel
  • 3 floors in property
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From£55
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 best Marriott hotels in Sheffield?

Fairfield Inn & Suites by Marriott Great Barrington Lenox and The Yankee, Trademark Collection by Wyndham are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the most popular Choice Hotels branded hotels in Sheffield?

Quality Inn Great Barrington, The 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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