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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
  • Mid-scale Mountain hotel
  • 2 meeting rooms in hotel
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From£139
Excellent 5.0 /5 Hotel 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
  • Low Cost Rural property
  • Check in time: 3:00pm
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From£75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • Mid-scale Resort property
  • Hotel has 3 floors
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From£82
Very good 4.0 /5 Recent 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
  • 2-star Resort hotel
  • Check in time: 11:00 AM
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From£35
Average 3.0 /5 Read 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
  • Midscale Mountain hotel
  • Fitness / Gym is on-site
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From£67
Very good 4.0 /5 Hotel 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
  • 3-star property
  • 17 sleeping rooms in hotel
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From£82
Very good 4.0 /5 Review Score Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039
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~11.30 miles southwest of Sheffield
  • Mid-scale Rural property
  • Free complimentary breakfast
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From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave. 69 Maple Ave., Norfolk, CT 06058
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~11.55 miles southeast of Sheffield
  • Midscale Rural hotel
  • 7 suites in property
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From£181
Very good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Three Star Rural property
  • Hotel has an eco-friendly policy Read more
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From£90
Average 3.0 /5 Guest 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
  • 3 star Mountain hotel
  • Hotel has 3 floors
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From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn - Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Midscale Resort property
  • 13 suites in hotel
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From£135
Very good 4.0 /5 Hotel 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
  • Check-in: 11:00
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From£36
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn - 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£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 Cost Lake hotel
  • Check-in: 11:00 AM
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From£35
Average 3.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn in Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Affordable property
  • Check-in time: 3:00 PM
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From£60
Average 3.0 /5 Recent 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 5-star property
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From£151
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
  • Three Star hotel
  • 9 sleeping rooms in hotel
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From£68
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd. 42 Stockbridge Rd., West Stockbridge, MA 01266
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~14.80 miles north of Sheffield
  • Low Cost hotel
  • Check in: 13:00
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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
  • Economy hotel
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel - Lee 435 Laurel St., Lee, MA 01238 Website
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~15.33 miles north of Sheffield
  • Affordable Lake property
  • 52 rooms in property
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From£49
Very good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • Four-star Resort hotel
  • Check in time: 3 pm
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From£139
Very good 4.5 /5 Read Reviews Call BookMore Details
Wheatleigh - Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • 3-star property
  • 19 rooms in hotel
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From£302
Very good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox : 165 Kemble St. 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£68
Average 3.0 /5 Read Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd. 10 Richmond Mountain Rd., Lenox, MA 01240
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~16.89 miles north of Sheffield
  • Four star Mountain property
  • Hotel has 6 meeting rooms
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From£75
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 hotel
  • 15 rooms in hotel
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From£90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • Mid-scale Mountain property
  • 12 sleeping rooms in hotel
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From£200
Very good 4.0 /5 Guest 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
  • Four-star 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
  • Three Star hotel
  • 30 rooms in property
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From£151
Average 3.0 /5 Recent 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
  • Four-star property
  • 2 floors in property
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From£56
Average 3.0 /5 Read Reviews 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
  • 3-star Mountain hotel
  • Hotel has 2 floors
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From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240
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~18.59 miles north of Sheffield
  • 4-star Mountain hotel
  • Hotel has 90 rooms
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From£82
Average 3.5 /5 Review Score Call BookMore Details
Element Lenox Berkshires in Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • Affordable Mountain property
  • Free breakfast
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • Low Cost Suburban hotel
  • Free breakfast
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From£37
Average 3.0 /5 Latest 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
  • Cheap Resort hotel
  • Check-in time: 2:00 PM
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From£49
Average 3.0 /5 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
  • 4-star Resort hotel
  • Hotel has 105 rooms
More Photos Exterior of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£104
Average 3.0 /5 Recent 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 property
  • 2 floors in hotel
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From£189
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
  • Three Star Rural property
  • 4 suites in hotel
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From£113
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Affordable Mountain property
  • Free comp. breakfast
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From£82
Average 3.0 /5 Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Cheap property
  • Fitness center on property
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From£109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Economical Downtown hotel
  • Check-in time: 2.00 pm
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From£27
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Inexpensive property
  • Hotel has 18 rooms
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From£45
Poor 2.0 /5 Hotel 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
  • Three Star Suburban hotel
  • 28 suites in hotel
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From£60
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
  • Three Star Suburban property
  • 95 rooms in property
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From£71
Very good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Two-star Mountain hotel
  • Gym is available on property
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From£94
Very good 4.5 /5 Recent 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
  • 3 star Rural property
  • Check-in time: 03:00
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From£64
Very good 4.5 /5 Recent 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
  • Cheap Suburban hotel
  • 30 suites in hotel
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From£43
Poor 2.0 /5 Review Score Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~23.49 miles north of Sheffield
  • Economy Downtown hotel
  • Fitness + Health Center
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From£68
Average 3.0 /5 Review Score Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Low priced Downtown property
  • 6 suites in property
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • Mid-scale Downtown property
  • 26 suites in hotel
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler - Hudson 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • 3 star Downtown property
  • Fitness center on property
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From£56
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 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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