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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. 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Midscale Mountain hotel
  • 13 rooms in property
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From£136
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
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Quality Inn Great Barrington in Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~5.61 miles north of Sheffield
  • 2-star Rural property
  • 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 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • 3-star Resort property
  • 60 rooms in hotel
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From£80
Very good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230
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~7.03 miles north of Sheffield
  • Low Cost Resort property
  • 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 in 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 3 floors
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From£65
Very good 4.0 /5 Hotel 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 property
  • Hotel has 2 floors
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From£80
Very good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • 3 star Rural property
  • 3 meeting rooms in hotel
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From£65
Average 3.0 /5 Review Score 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 hotel
  • 7 suites in hotel
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From£177
Very good 4.0 /5 Review Score 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
  • Has environment-friendly policy Learn more
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From£88
Average 3.0 /5 Guest 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
  • Three Star Mountain property
  • Has environment-friendly policy See policy
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From£65
Very good 4.0 /5 Recent 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
  • Midscale Resort hotel
  • Has environment-friendly policy Learn more
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From£132
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington in Lee 980 Pleasant St., Lee, MA 01238
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~12.56 miles northeast of Sheffield
  • Two-star hotel
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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
  • Three Star Rural hotel
  • Check in: 2 pm
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From£118
Very good 4.0 /5 Guest 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
  • Cheap Lake hotel
  • Check-in time: 11:00 AM
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From£34
Average 3.0 /5 Review Score Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • 3-star hotel
  • Check-in: 3:00 PM
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From£59
Average 3.0 /5 Read 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£147
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn in Lee 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Mid-scale hotel
  • Check in time: 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
  • Low Cost hotel
  • Check in time: 13:00
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Cheap property
  • Hotel has 23 rooms
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From£44
Average 3.0 /5 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
  • 52 sleeping rooms in hotel
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From£48
Very good 4.0 /5 Review Score Call BookMore Details
Seven Hills Inn in Lenox 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Expensive Resort property
  • Hotel has 4 suites
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From£135
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
  • Midscale hotel
  • Check in: 16:00
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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
  • Mid-scale property
  • 102 rooms in property
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From£66
Average 3.0 /5 Recent 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
  • 3 suites in property
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From£73
Average 3.0 /5 Guest 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
  • Hotel has 15 rooms
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From£88
Very good 4.0 /5 Review Score Call BookMore Details
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Three Star Mountain hotel
  • Hotel has an eco-friendly policy See policy
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From£195
Very good 4.0 /5 Read Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • 4-star property
  • Hotel has 3 floors
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From£166
Average 3.0 /5 Review Score 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
  • Three Star hotel
  • 30 rooms in hotel
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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
  • Expensive hotel
  • Comp. Breakfast
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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
  • Three Star Mountain hotel
  • Hotel has 3 suites
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From£44
Very good 4.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • 4-star Mountain hotel
  • Check-in: 4:00PM
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From£80
Average 3.5 /5 Latest 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
  • Gym / Fitness Center Available
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From£36
Average 3.0 /5 Read 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
  • Economical Suburban property
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From£36
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox 462 Pittsfield Rd., Lenox, MA 01240
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~19.67 miles north of Sheffield
  • Inexpensive Resort property
  • Hotel has 44 rooms
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From£48
Average 3.0 /5 Recent 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
  • Hotel has 19 suites
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From£101
Average 3.0 /5 Reviews Call BookMore Details
The Amselhaus 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • 4-star Riverfront hotel
  • 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 : 802 State Rd. 802 State Rd., Richmond, MA 01254
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~20.45 miles north of Sheffield
  • Affordable Rural property
  • Free complimentary breakfast
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From£110
Very good 4.5 /5 Read 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
  • 3 floors in hotel
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Economical hotel
  • Hotel has 3 floors
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From£107
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
  • Economical Downtown property
  • 16 rooms in hotel
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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
  • Low Cost hotel
  • 18 rooms in property
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From£44
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires - Pittsfield 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Midscale Suburban hotel
  • Free comp. breakfast
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From£59
Average 3.0 /5 Guest 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 property
  • 95 rooms in property
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From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Cheap Mountain property
  • Gym is available on property
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From£92
Very good 4.5 /5 Guest 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 hotel
  • Check in: 03:00
More Photos Exterior of Best Western Plus Berkshire Hills Inn & Suites
From£62
Very good 4.5 /5 Latest 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
  • Low priced Suburban hotel
  • Fitness + Health Center
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From£42
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn in Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Two star Downtown hotel
  • 36 rooms in hotel
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From£66
Average 3.0 /5 Hotel Reviews 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 hotel
  • 34 sleeping rooms in hotel
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From£59
Average 3.0 /5 Read 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
  • 3 star Downtown hotel
  • Check in: 3:00 PM
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler in Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown 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 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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