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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 in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Three Star Mountain property
  • Check in time: 2:00PM
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From£139
Excellent 5.0 /5 Read 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
  • Low Cost Rural property
  • Hotel has 2 floors
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From£75
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 hotel
  • Gym is available on property
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From£82
Very good 4.0 /5 Hotel 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
  • Low priced Resort hotel
  • Check-in time: 11:00 AM
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From£35
Average 3.0 /5 Review Score 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
  • Check in: 3:00pm
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • 3 star property
  • Hotel has 2 floors
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From£82
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
  • Three Star Rural property
  • Check in time: 3 pm
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From£67
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn - Norfolk 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Three Star Rural hotel
  • Hotel has an eco-friendly policy Learn more
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From£181
Very good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Three Star Rural property
  • Gym is available on property
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From£90
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St. 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • 3-star Mountain property
  • 334 suites in property
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From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • 13 suites in hotel
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From£135
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
  • Low-priced hotel
  • Comp. Breakfast
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From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Three Star Rural hotel
  • Free complimentary breakfast
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From£120
Very good 4.0 /5 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: 11:00 AM
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From£35
Average 3.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • 3 star property
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From£60
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 property
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From£151
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
  • Mid-scale property
  • Check-in time: 14:00
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From£68
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
  • 16 rooms in hotel
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From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • Low Cost property
  • Check in time: 11:00
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From£45
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
  • Affordable Lake hotel
  • Check in time: 3:00 PM
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From£49
Very good 4.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn - Lenox 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Four-star Resort property
  • Check-in: 3 pm
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From£139
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Mid-scale hotel
  • Hotel has 2 floors
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From£302
Very good 4.0 /5 Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • Affordable hotel
  • Check-in: 15:00
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From£68
Average 3.0 /5 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 property
  • Check in: 4:00 PM
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From£75
Average 3.0 /5 Review Score 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
  • Check-in time: 3 pm
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From£90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3-star Mountain hotel
  • Check in time: 3:00 PM
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From£200
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 hotel
  • 3 floors in property
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From£170
Average 3.0 /5 Review Score 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
  • Midscale hotel
  • Check in: 14:00
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From£151
Average 3.0 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection in Lenox 7 Hubbard St., Lenox, MA 01240
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~17.80 miles north of Sheffield
  • High-end property
  • 12 rooms in hotel
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From£56
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox 203 Main St., Lenox, MA 01240
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~18.03 miles north of Sheffield
  • 3-star Mountain property
  • Check in time: 3:00 PM-8PM
More Photos Image of The Cornell Inn, Lenox & The Berkshires
From£45
Very good 4.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • Four star Mountain property
  • Has environment-friendly policy Read more
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From£82
Average 3.5 /5 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
  • Free breakfast available
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From£37
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Economy Suburban hotel
  • Complimentary breakfast is offered
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From£37
Average 3.0 /5 Latest 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
  • 2 star Resort hotel
  • 44 sleeping rooms in hotel
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From£49
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
  • 4 star Resort property
  • Hotel has a green policy Read more
More Photos Photo of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£104
Average 3.0 /5 Latest Reviews Call BookMore Details
The Amselhaus : 6 Rug Rd. 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • 4-star Riverfront hotel
  • 2 floors in property
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From£189
Very good 4.0 /5 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
  • 3-star Rural property
  • 4 suites in hotel
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From£113
Very good 4.5 /5 Review Score 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
  • Midscale Mountain hotel
  • Fitness / Gym is on-site
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From£82
Average 3.0 /5 Read 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
  • Low priced property
  • Fitness + Health Center
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From£109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd. 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Two star Downtown hotel
  • Hotel has 16 rooms
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From£27
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Low-priced property
  • Check-in: 15:00
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From£45
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Affordable Suburban property
  • Hotel has 28 suites
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From£60
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
  • Hotel has 3 suites
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From£71
Very good 4.0 /5 Review Score 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
  • Economical Mountain property
  • Fitness / Gym is on-site
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From£94
Very good 4.5 /5 Latest 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
  • Affordable Rural hotel
  • 3 floors in property
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From£64
Very good 4.5 /5 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
  • Cheap Suburban hotel
  • Hotel has 2 floors
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From£43
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • 2-star Downtown hotel
  • 2 floors in hotel
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From£68
Average 3.0 /5 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 hotel
  • 6 suites in hotel
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From£60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • Mid-scale Downtown property
  • Check in: 3:00 PM
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Mid-scale Downtown hotel
  • Fitness / Gym is on-site
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From£56
Very good 4.0 /5 Read 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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