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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
  • 2 meeting rooms in property
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From£137
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 hotel
  • 63 rooms in hotel
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From£74
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
  • Three Star Resort property
  • Check-in time: 3:00pm
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From£81
Very good 4.0 /5 Recent 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
  • Cheap Resort property
  • Free breakfast available
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From£35
Average 3.0 /5 Hotel 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
  • 3-star Mountain property
  • Hotel has an eco-friendly policy See more
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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
  • Mid-scale property
  • Check in: 15:00
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From£81
Very good 4.0 /5 Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd. 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • Mid-scale Rural property
  • Check in time: 3 pm
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From£66
Average 3.0 /5 Guest 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
  • 3-star Rural hotel
  • Check-in: 3:00pm
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From£178
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
  • Hotel has an eco-friendly policy See policy
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From£89
Average 3.0 /5 Recent 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
  • Three Star Mountain hotel
  • Check in time: 4:00pm
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From£66
Very good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn : 74 Interlaken Rd. 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • 3 star Resort hotel
  • Hotel has 13 suites
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From£133
Very good 4.0 /5 Guest 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
  • Two star property
  • Free comp. breakfast
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From£35
Average 3.0 /5 Latest 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 property
  • Hotel has 11 rooms
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From£119
Very good 4.0 /5 Review Score 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
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From£35
Average 3.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Midscale property
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From£59
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
  • Luxurious 5-star hotel
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From£149
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn in Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • 3-star hotel
  • Check in: 14:00
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From£67
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
  • Low-priced hotel
  • Check in: 13:00
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From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Two star property
  • 23 rooms in property
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From£44
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
  • Three Star Lake hotel
  • 2 floors in property
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From£44
Very good 4.0 /5 Latest 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
  • Four star Resort hotel
  • Check-in: 3 pm
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From£137
Very good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Affordable property
  • 9 suites in hotel
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From£298
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
  • 3 star hotel
  • 24 suites in hotel
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From£67
Average 3.0 /5 Review Score 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
  • Expensive Mountain property
  • Complimentary breakfast is offered
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From£74
Average 3.0 /5 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 property
  • Hotel has an eco-friendly policy See policy
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From£89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3 star Mountain property
  • 12 rooms in hotel
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From£197
Very good 4.0 /5 Read Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • High-end property
  • Free breakfast
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From£167
Average 3.0 /5 Latest 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 property
  • 30 rooms in hotel
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From£149
Average 3.0 /5 Read 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
  • 4 star hotel
  • Hotel has 2 floors
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From£55
Average 3.0 /5 Review Score 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
  • Midscale Mountain hotel
  • Check-in time: 3:00 PM-8PM
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From£44
Very good 4.0 /5 Review Score 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
  • 90 rooms in hotel
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From£81
Average 3.5 /5 Recent Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Midscale Mountain property
  • Check-in time: 3:00PM
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From£37
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
  • Cheap Suburban hotel
  • Check in: 2pm
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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
  • Economical Resort hotel
  • Hotel has 2 floors
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From£48
Average 3.0 /5 Read 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
  • Four-star Resort property
  • 19 suites in property
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From£102
Average 3.0 /5 Review Score 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
  • Four star Riverfront hotel
  • Hotel has 2 floors
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From£186
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
  • Affordable Rural property
  • Hotel has 4 suites
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From£111
Very good 4.5 /5 Recent 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
  • Affordable Mountain property
  • 3 floors in hotel
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
The Yankee Inn - Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Low priced property
  • Fitness + Health Center
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From£108
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • 2-star Downtown property
  • 16 rooms in property
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From£27
Poor 2.0 /5 Recent Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • 2 star property
  • 18 rooms in hotel
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From£44
Poor 2.0 /5 Review Score 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
  • Mid-scale Suburban property
  • Hotel has 28 suites
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • 3-star Suburban hotel
  • 2 conference rooms in property
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From£70
Very good 4.0 /5 Read Reviews 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 hotel
  • Fitness / Gym is on-site
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From£93
Very good 4.5 /5 Hotel 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
  • Midscale Rural property
  • 3 floors in property
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From£63
Very good 4.5 /5 Recent 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
  • Inexpensive Suburban property
  • Check-in time: 3:00pm
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From£42
Poor 2.0 /5 Hotel 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
  • Low-priced Downtown property
  • Hotel has 2 floors
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From£67
Average 3.0 /5 Hotel Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Low Cost Downtown property
  • 6 suites in property
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From£59
Average 3.0 /5 Read 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
  • Access to gym on-site
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • 3 star Downtown hotel
  • Gym / Fitness Center Available
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From£55
Very good 4.0 /5 Review Score 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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