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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 in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Three Star Mountain hotel
  • Hotel has 2 meeting rooms
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From£136
Excellent 5.0 /5 Recent Reviews Call BookMore Details
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Quality Inn Great Barrington - Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • Inexpensive Rural property
  • 63 rooms in property
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From£73
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • 3-star Resort hotel
  • Hotel has 3 floors
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From£80
Very good 4.0 /5 Latest 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
  • Check in time: 11:00 AM
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From£34
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd. 415 Stockbridge Rd., Great Barrington, MA 01230
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~7.13 miles north of Sheffield
  • Midscale Mountain property
  • Check-in time: 3:00pm
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From£65
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
  • Midscale hotel
  • Hotel has 2 floors
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From£80
Very good 4.0 /5 Read Reviews 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
  • 3 floors in property
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From£65
Average 3.0 /5 Guest Reviews Call BookMore Details
Manor House Inn - Norfolk 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Midscale Rural property
  • 3 floors in property
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From£177
Very good 4.0 /5 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 property
  • 8 meeting rooms in hotel
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From£88
Average 3.0 /5 Review Score 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
  • Access to gym on-site
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From£65
Very good 4.0 /5 Latest 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
  • Fitness + Health Center
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From£132
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 property
  • Free comp. breakfast
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From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Mid-scale Rural hotel
  • 6 suites in hotel
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From£118
Very good 4.0 /5 Latest Reviews 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
  • Low priced Lake property
  • Check-in time: 11:00 AM
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From£34
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn in Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Midscale property
  • Check in: 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. 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£147
Average 3.0 /5 Recent Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Affordable hotel
  • Check in: 14:00
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From£66
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
  • Inexpensive hotel
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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
  • 2 star hotel
  • Check-in: 11:00
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From£44
Average 3.0 /5 Latest Reviews 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
  • Three Star Lake hotel
  • Free breakfast available
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From£48
Very good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn - Lenox 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • 4 star Resort hotel
  • 4 suites in hotel
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From£135
Very good 4.5 /5 Recent Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Three Star property
  • 9 suites in hotel
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From£295
Very good 4.0 /5 Latest 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
  • 102 rooms in property
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From£66
Average 3.0 /5 Recent 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
  • 4 star Mountain property
  • 6 meeting rooms in hotel
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From£73
Average 3.0 /5 Hotel Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • Expensive Rural property
  • 15 rooms in hotel
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From£88
Very good 4.0 /5 Hotel 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 hotel
  • Check-in: 3:00 PM
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From£195
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
  • Expensive property
  • 3 floors in property
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From£166
Average 3.0 /5 Recent Reviews Call BookMore Details
The Whitlock by The Lenox Collection - Lenox 16 Church St., Lenox, MA 01240
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~17.36 miles north of Sheffield
  • Affordable hotel
  • Check in time: 14:00
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From£147
Average 3.0 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection : 7 Hubbard St. 7 Hubbard St., Lenox, MA 01240
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~17.80 miles north of Sheffield
  • Four-star property
  • Free breakfast
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From£55
Average 3.0 /5 Latest 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
  • Complimentary breakfast is offered
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From£44
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • Expensive Mountain hotel
  • Check in: 4:00PM
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From£80
Average 3.5 /5 Guest 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
  • Midscale Mountain hotel
  • 2 meeting rooms in hotel
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From£36
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
  • Economy Suburban property
  • Check-in time: 2pm
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From£36
Average 3.0 /5 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
  • Economical Resort property
  • Check-in time: 2:00 PM
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From£48
Average 3.0 /5 Read 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
  • Four star Resort property
  • Has environment-friendly policy See more
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From£101
Average 3.0 /5 Guest Reviews Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • Four star Riverfront hotel
  • Check in time: 0:00 pm
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From£184
Very good 4.0 /5 Review Score 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
  • 3 star Rural property
  • 4 suites in property
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From£110
Very good 4.5 /5 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
  • Fitness / Gym is on-site
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Low priced property
  • 9 suites in property
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From£107
Very good 4.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Cheap Downtown hotel
  • Hotel has 16 rooms
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From£27
Poor 2.0 /5 Guest Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Low Cost hotel
  • 18 rooms in property
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From£44
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
  • Three Star Suburban hotel
  • Gym is available on property
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From£59
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
  • Mid-scale Suburban property
  • Hotel has 4 floors
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From£70
Very good 4.0 /5 Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Two-star Mountain hotel
  • Access to gym on-site
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From£92
Very good 4.5 /5 Read 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
  • 3 star Rural hotel
  • 59 rooms in property
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From£62
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 hotel
  • Comp. Breakfast
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From£42
Poor 2.0 /5 Guest Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Economical Downtown property
  • 36 rooms in hotel
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From£66
Average 3.0 /5 Read Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • 2-star Downtown property
  • Free comp. breakfast
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From£59
Average 3.0 /5 Recent Reviews 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
  • Affordable Downtown hotel
  • Fitness center on property
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Three Star Downtown hotel
  • 16 rooms in property
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From£55
Very good 4.0 /5 Recent 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, 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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