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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
  • Midscale Mountain property
  • Check in: 2:00PM
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From£166 total
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
  • Low Cost Rural hotel
  • Access to gym on-site
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From£90 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~6.69 miles north of Sheffield
  • Mid-scale Resort property
  • Fitness center on property
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From£98 total
Very good 4.0 /5 Review Score 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
  • Free breakfast
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From£42 total
Average 3.0 /5 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
  • Three Star Mountain hotel
  • 6 suites in hotel
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From£80 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • Mid-scale hotel
  • 17 rooms in hotel
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From£98 total
Very good 4.0 /5 Latest 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 hotel
  • Has environment-friendly policy Learn more
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From£80 total
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 9 rooms
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From£216 total
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
  • Midscale Rural hotel
  • 108 rooms in property
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From£108 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Affordable Mountain property
  • Check in: 4:00pm
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From£80 total
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 hotel
  • Hotel has 13 suites
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From£161 total
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee 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£43 total
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • 3 star Rural hotel
  • 6 suites in property
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From£144 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Quality Inn : 170 Housatonic St. 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • Economy Lake hotel
  • Check-in: 11:00 AM
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From£42 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Mid-scale hotel
  • Check in time: 3:00 PM
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From£72 total
Average 3.0 /5 Read 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
  • Luxury Five Star hotel
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From£180 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238
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~14.67 miles north of Sheffield
  • Midscale hotel
  • 9 rooms in property
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From£81 total
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
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From£54 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St. 200 Laurel St., Lee, MA 01238
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~15.05 miles north of Sheffield
  • 2 star hotel
  • Check-in time: 11:00
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From£54 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238
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~15.35 miles north of Sheffield
  • 3-star Lake hotel
  • Access to gym on-site
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From£54 total
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
  • High end Resort property
  • 4 suites in hotel
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From£165 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • Affordable hotel
  • Complimentary breakfast is offered
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From£360 total
Very good 4.0 /5 Guest 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
  • Mid-scale hotel
  • 102 rooms in hotel
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From£81 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240
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~16.89 miles north of Sheffield
  • Four-star Mountain property
  • Complimentary breakfast is offered
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From£90 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Brook Farm Inn : 15 Hawthorne St. 15 Hawthorne St., Lenox, MA 01240
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~17.04 miles north of Sheffield
  • 4 star Rural hotel
  • 3 floors in hotel
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From£108 total
Very good 4.0 /5 Guest 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
  • Check in: 3:00 PM
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From£239 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~17.29 miles north of Sheffield
  • 4-star property
  • 24 sleeping rooms in hotel
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From£202 total
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
  • Mid-scale hotel
  • 30 sleeping rooms in hotel
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From£180 total
Average 3.0 /5 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
  • 2 floors in hotel
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From£67 total
Average 3.0 /5 Recent 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
  • Three Star Mountain property
  • 3 suites in property
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From£54 total
Very good 4.0 /5 Guest 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
  • Four star Mountain property
  • Hotel has an eco-friendly policy See policy
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From£98 total
Average 3.5 /5 Recent Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • 3-star Mountain hotel
  • Free comp. breakfast
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From£45 total
Average 3.0 /5 Read Reviews Call BookMore Details
Life House Berkshires 194 Pittsfield Rd., Lenox, MA 01240
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~19.47 miles north of Sheffield
  • 2 star Suburban hotel
  • Free breakfast
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From£44 total
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
  • Cheap Resort hotel
  • Check-in time: 2:00 PM
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From£58 total
Average 3.0 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox 55 Lee Rd., Lenox, MA 01240
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~20.19 miles north of Sheffield
  • Expensive Resort hotel
  • Hotel has a green policy See more
More Photos Exterior of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£124 total
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
  • High-end Riverfront hotel
  • Check in time: 0:00 pm
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From£225 total
Very good 4.0 /5 Latest 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 hotel
  • Comp. Breakfast
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From£135 total
Very good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Three Star Mountain property
  • Gym is available on property
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From£72 total
Average 3.0 /5 Review Score Call BookMore Details
The Yankee Inn - Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~20.69 miles north of Sheffield
  • Low-priced hotel
  • 3 floors in hotel
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From£130 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Lenox - Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~20.72 miles north of Sheffield
  • Two-star Downtown hotel
  • 16 rooms in hotel
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From£33 total
Poor 2.0 /5 Read Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~20.96 miles north of Sheffield
  • Two-star hotel
  • 18 rooms in hotel
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From£54 total
Poor 2.0 /5 Review Score 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 property
  • 81 sleeping rooms in hotel
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From£72 total
Average 3.0 /5 Latest 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
  • Midscale Suburban property
  • Hotel has 95 rooms
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From£85 total
Very good 4.0 /5 Recent 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
  • Economical Mountain hotel
  • Hotel has 5 floors
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From£112 total
Very good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201
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~22.43 miles north of Sheffield
  • Midscale Rural hotel
  • Complimentary breakfast is offered
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From£76 total
Very good 4.5 /5 Hotel 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
  • Low priced Suburban property
  • Hotel has 30 suites
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From£51 total
Poor 2.0 /5 Read 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
  • 2-star Downtown hotel
  • 36 rooms in hotel
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From£81 total
Average 3.0 /5 Latest Reviews Call BookMore Details
St. Charles Hotel - Hudson 16 Park Place, Hudson, NY 12534
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~23.77 miles west of Sheffield
  • Inexpensive Downtown hotel
  • Check in: 4:00 PM
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From£72 total
Average 3.0 /5 Recent 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
  • 3-star Downtown hotel
  • Hotel has 26 suites
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From£72 total
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534
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~23.92 miles west of Sheffield
  • Three Star Downtown property
  • 16 sleeping rooms in hotel
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From£67 total
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, 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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