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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 property
  • Check in time: 2:00PM
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From£136
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
  • Check-in: 3:00pm
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From£73
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • Midscale Resort hotel
  • Fitness / Gym is on-site
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From£80
Very good 4.0 /5 Guest 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
  • Cheap Resort hotel
  • Free comp. breakfast
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From£34
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
  • Gym is available on property
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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
  • Affordable hotel
  • 17 rooms in property
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From£80
Very good 4.0 /5 Recent 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
  • 3 star Rural property
  • Free complimentary breakfast
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From£65
Average 3.0 /5 Recent 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 property
  • Check in: 3:00pm
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From£177
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
  • 108 rooms in hotel
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From£88
Average 3.0 /5 Read Reviews 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
  • Mid-scale Mountain hotel
  • Fitness + Health Center
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From£65
Very good 4.0 /5 Latest Reviews 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 property
  • Free breakfast available
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From£132
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238
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~12.56 miles northeast of Sheffield
  • Cheap property
  • Check-in time: 11:00
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From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn in Lee 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Midscale Rural property
  • 6 suites in hotel
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From£118
Very good 4.0 /5 Hotel 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
  • 2-star Lake property
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From£34
Average 3.0 /5 Review Score Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Affordable hotel
  • Check in: 3:00 PM
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From£59
Average 3.0 /5 Reviews 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
  • Luxurious Five Star property
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From£147
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Midscale hotel
  • 9 sleeping rooms in hotel
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From£66
Very good 4.5 /5 Latest 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
  • Economy hotel
  • Check-in time: 13:00
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn in Lee 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Cheap property
  • 23 rooms in property
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From£44
Average 3.0 /5 Review Score Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel in Lee 435 Laurel St., Lee, MA 01238 Website
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~15.33 miles north of Sheffield
  • Mid-scale Lake hotel
  • Fitness center on property
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From£48
Very good 4.0 /5 Guest 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 property
  • Hotel has an eco-friendly policy See policy
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From£136
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
  • 3-star property
  • 9 suites in hotel
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From£295
Very good 4.0 /5 Recent 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
  • 102 rooms in property
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From£66
Average 3.0 /5 Guest 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 hotel
  • Free comp. breakfast
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From£73
Average 3.0 /5 Latest Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • Four-star Rural property
  • 3 floors in property
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From£88
Very good 4.0 /5 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 Hotel Reviews 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
  • 4-star hotel
  • 24 rooms in property
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From£166
Average 3.0 /5 Guest Reviews Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St. 16 Church St., Lenox, MA 01240
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~17.36 miles north of Sheffield
  • Three Star hotel
  • Check-in: 14:00
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From£147
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
  • 4 star property
  • 12 rooms in property
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From£55
Average 3.0 /5 Review Score Call BookMore Details
The Cornell Inn, Lenox & The Berkshires 203 Main St., Lenox, MA 01240
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~18.03 miles north of Sheffield
  • Affordable Mountain hotel
  • 28 rooms in property
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From£44
Very good 4.0 /5 Latest 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
  • 2 floors in property
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From£80
Average 3.5 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Mid-scale Mountain hotel
  • 2 floors in hotel
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From£36
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Two-star Suburban property
  • Check in time: 2pm
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From£36
Average 3.0 /5 Read 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
  • Two-star Resort hotel
  • 2 floors in property
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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
  • 10 meeting rooms in hotel
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From£102
Average 3.0 /5 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
  • Check in time: 0:00 pm
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From£184
Very good 4.0 /5 Recent 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
  • Three Star Rural hotel
  • 3 meeting rooms in property
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From£110
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • 3-star Mountain hotel
  • Hotel has 3 floors
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Cheap hotel
  • Free complimentary breakfast
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From£107
Very good 4.0 /5 Read 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
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From£27
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
  • Low priced property
  • Check-in time: 15:00
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From£44
Poor 2.0 /5 Review Score 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
  • 28 suites in hotel
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From£59
Average 3.0 /5 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
  • Fitness center on property
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From£70
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Inexpensive Mountain property
  • Access to gym on-site
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From£92
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
  • Three Star Rural property
  • 19 suites in property
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From£62
Very good 4.5 /5 Review Score 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
  • Low Cost Suburban property
  • Complimentary breakfast is offered
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From£42
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Low-priced Downtown property
  • 36 rooms in hotel
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From£66
Average 3.0 /5 Review Score Call BookMore Details
St. Charles Hotel : 16 Park Place 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Economy Downtown property
  • 6 suites in property
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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
  • Midscale Downtown property
  • 26 suites in property
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From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown hotel
  • Gym / Fitness Center Available
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From£55
Very good 4.0 /5 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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