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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 684 South Egremont Rd., Great Barrington, MA 01230
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~4.59 miles northwest of Sheffield
  • Three Star Mountain property
  • 2 meeting rooms in property
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From$185
Excellent 5.0 /5 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
  • Two star Rural hotel
  • Gym / Fitness Center Available
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From$100
Very Good 4.0 /5 Read Reviews 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 property
  • Hotel has 3 floors
More Photos Exterior of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 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
  • Economical Resort property
  • Check-in: 11:00 AM
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From$47
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
  • Mid-scale Mountain hotel
  • 6 suites in property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn in Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058
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~9.30 miles southeast of Sheffield
  • Three Star hotel
  • Hotel has 17 rooms
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From$109
Very Good 4.0 /5 Review Score 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
  • Affordable Rural property
  • 3 suites in hotel
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From$89
Average 3.0 /5 Latest 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
  • Hotel has an eco-friendly policy See policy
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From$240
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • 3-star Rural property
  • Fitness center on property
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From$120
Average 3.0 /5 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
  • 3 floors in hotel
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From$89
Very Good 4.0 /5 Review Score 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$179
Very Good 4.0 /5 Guest 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 hotel
  • Hotel has 28 rooms
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From$48
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~14.29 miles northeast of Sheffield
  • Mid-scale Rural property
  • 11 sleeping rooms in hotel
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From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~14.33 miles northeast of Sheffield
  • Economy Lake property
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From$47
Average 3.0 /5 Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~14.36 miles northeast of Sheffield
  • Three Star hotel
  • Check-in: 3:00 PM
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From$80
Average 3.0 /5 Recent 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
  • Luxurious Five Star property
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From$200
Average 3.0 /5 Recent Reviews 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: 14:00
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From$90
Very Good 4.5 /5 Guest 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
  • Cheap property
  • 16 rooms in property
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From$60
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
  • Two-star property
  • Hotel has 23 rooms
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Website
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~15.33 miles north of Sheffield
  • Three Star Lake hotel
  • Check-in: 3:00 PM
More Photos Image of The Black Swan Lee Lenox An Ascend Collection Hotel
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St. 40 Plunkett St., Lenox, MA 01240
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~15.98 miles north of Sheffield
  • High-end Resort hotel
  • Check in time: 3 pm
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From$184
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd. Hawthorne Rd., Lenox, MA 01240
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~16.35 miles north of Sheffield
  • 3 star hotel
  • 9 suites in property
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From$400
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240
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~16.59 miles north of Sheffield
  • 3-star property
  • Gym / Fitness Center Available
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From$90
Average 3.0 /5 Latest 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 hotel
  • Complimentary breakfast is offered
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From$100
Average 3.0 /5 Recent 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
  • High end Rural property
  • Free complimentary breakfast
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From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240
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~17.24 miles north of Sheffield
  • 3 star Mountain hotel
  • Hotel has 3 meeting rooms
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From$265
Very Good 4.0 /5 Latest 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
  • High-end property
  • Hotel has 24 rooms
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From$225
Average 3.0 /5 Latest Reviews 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
  • 2 floors in property
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From$200
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
  • Expensive property
  • 2 floors in hotel
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From$75
Average 3.0 /5 Recent 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
  • Three Star Mountain hotel
  • Hotel has 3 suites
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From$60
Very Good 4.0 /5 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
  • 2 floors in hotel
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From$109
Average 3.5 /5 Latest Reviews Call BookMore Details
Element Lenox Berkshires in Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~19.15 miles north of Sheffield
  • 3 star Mountain hotel
  • Free breakfast available
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From$50
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
  • 2-star Suburban property
  • Check-in time: 2pm
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From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd. 462 Pittsfield Rd., Lenox, MA 01240
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~19.67 miles north of Sheffield
  • Low Cost Resort property
  • Complimentary breakfast is offered
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From$65
Average 3.0 /5 Hotel 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
  • 4 star Resort hotel
  • 10 conference rooms in property
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From$138
Average 3.0 /5 Recent Reviews Call BookMore Details
The Amselhaus in Cornwall Bridge 6 Rug Rd., Cornwall Bridge, CT 06754
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~20.21 miles south of Sheffield
  • Expensive Riverfront property
  • Comp. Breakfast
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From$250
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
  • Three Star Rural property
  • 12 rooms in hotel
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From$150
Very Good 4.5 /5 Recent 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
  • Three Star Mountain property
  • 3 floors in hotel
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From$80
Average 3.0 /5 Guest 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
  • Economical property
  • 9 suites in property
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From$145
Very Good 4.0 /5 Hotel 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
  • Cheap Downtown property
  • Check in: 2.00 pm
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From$37
Poor 2.0 /5 Recent 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
  • Economy hotel
  • Hotel has 18 rooms
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From$60
Poor 2.0 /5 Guest Reviews 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
  • 3 star Suburban property
  • 4 floors in property
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From$80
Average 3.0 /5 Read 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
  • Gym / Fitness Center Available
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Cheap Mountain property
  • 2 meeting rooms in property
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From$125
Very Good 4.5 /5 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
  • Mid-scale Rural hotel
  • Check in time: 03:00
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From$85
Very Good 4.5 /5 Latest 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
  • 2 star Suburban property
  • Check-in time: 3:00pm
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From$57
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
  • Economical Downtown property
  • Hotel has 2 floors
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From$90
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
  • Low priced Downtown property
  • 34 rooms in property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201
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~23.86 miles north of Sheffield
  • Midscale Downtown property
  • 170 rooms in hotel
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From$80
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
  • Affordable Downtown property
  • 3 floors in property
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From$75
Very Good 4.0 /5 Guest 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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