Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

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 - Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
Call Us
~4.59 miles northwest of Sheffield
  • Mid-scale Mountain property
  • Hotel has 13 rooms
More Photos Image of The Windflower Inn
From£166 total
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
Quality Inn Great Barrington 372 Main St., Great Barrington, MA 01230 Website
Call Us
~5.61 miles north of Sheffield
  • Low Cost Rural property
  • 63 rooms in property
More Photos Exterior of Quality Inn Great Barrington
From£90 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website
Call Us
~6.69 miles north of Sheffield
  • Midscale Resort property
  • 3 floors in hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
From£98 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington 400 Stockbridge Rd., Great Barrington, MA 01230
Call Us
~7.03 miles north of Sheffield
  • Low Cost Resort hotel
  • Check-in time: 11:00 AM
More Photos Photo of Travelodge by Wyndham Great Barrington Berkshires
From£42 total
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230
Call Us
~7.13 miles north of Sheffield
  • 3 star Mountain property
  • 6 suites in hotel
More Photos Photo of Holiday Inn Express Great Barrington
From£80 total
Very good 4.0 /5 Reviews Call BookMore Details
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058
Call Us
~9.30 miles southeast of Sheffield
  • Mid-scale hotel
  • Check in time: 15:00
More Photos Photo of Blackberry River Inn
From£98 total
Very good 4.0 /5 Reviews Call BookMore Details
Wake Robin Inn 106 Sharon Rd., Lakeville, CT 06039
Call Us
~11.30 miles southwest of Sheffield
  • Affordable Rural property
  • Check in: 3 pm
More Photos Photo of Wake Robin Inn
From£80 total
Average 3.0 /5 Review Score Call BookMore Details
Manor House Inn - Norfolk 69 Maple Ave., Norfolk, CT 06058
Call Us
~11.55 miles southeast of Sheffield
  • Mid-scale Rural hotel
  • 7 suites in hotel
More Photos Image of Manor House Inn
From£216 total
Very good 4.0 /5 Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
Call Us
~12.00 miles north of Sheffield
  • Mid-scale Rural property
  • 35 suites in property
More Photos Photo of The Red Lion Inn
From£108 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260
Call Us
~12.04 miles north of Sheffield
  • Three Star Mountain hotel
  • Access to gym on-site
More Photos Exterior of Holiday Inn Club Vacations Oak N Spruce Resort
From£80 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
Call Us
~12.21 miles southwest of Sheffield
  • Affordable Resort property
  • 2 floors in hotel
More Photos Exterior of Interlaken Inn
From£161 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238
Call Us
~12.56 miles northeast of Sheffield
  • Low-priced hotel
  • Comp. Breakfast
More Photos Exterior of Econo Lodge Lee - Great Barrington
From£43 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
Call Us
~14.29 miles northeast of Sheffield
  • Midscale Rural hotel
  • 11 rooms in hotel
More Photos Photo of Applegate Inn
From£144 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +44 8081694373

Booking for Homes and Apartments
Go to BookingGo to Booking
Quality Inn - Lee 170 Housatonic St., Lee, MA 01238
Call Us
~14.33 miles northeast of Sheffield
  • Two-star Lake hotel
  • Check in: 11:00 AM
More Photos Exterior of Quality Inn
From£42 total
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
Call Us
~14.36 miles northeast of Sheffield
  • Affordable property
  • Check in time: 3:00 PM
More Photos Exterior of Pilgrim Inn
From£72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
33 Main 33 Main St., Lenox, MA 01238
Call Us
~14.47 miles northeast of Sheffield
  • Luxurious Five Star property
More Photos hotel room
From£180 total
Average 3.0 /5 Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238
Call Us
~14.67 miles north of Sheffield
  • Affordable property
  • 9 rooms in property
More Photos Photo of Chambery Inn
From£81 total
Very good 4.5 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266
Call Us
~14.80 miles north of Sheffield
  • Economical property
  • Check in time: 13:00
More Photos Photo of Pleasant Valley Motel West Stockbridge
From£54 total
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn in Lee 200 Laurel St., Lee, MA 01238
Call Us
~15.05 miles north of Sheffield
  • 2-star hotel
  • Hotel has 23 rooms
More Photos Photo of Rodeway Inn
From£54 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel in Lee 435 Laurel St., Lee, MA 01238
Call Us
~15.35 miles north of Sheffield
  • 3-star Lake property
  • Check-in: 3:00PM
More Photos Exterior of Black Swan Lee Lenox An Ascend Collection Hotel
From£54 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
Call Us
~15.98 miles north of Sheffield
  • Expensive Resort property
  • Hotel has a green policy Learn more
More Photos Image of Seven Hills Inn
From£165 total
Very good 4.5 /5 Guest Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
Call Us
~16.35 miles north of Sheffield
  • 3-star hotel
  • Hotel has 19 rooms
More Photos Exterior of Wheatleigh
From£360 total
Very good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240
Call Us
~16.59 miles north of Sheffield
  • Three Star property
  • Hotel has 2 floors
More Photos Exterior of Canyon Ranch Lenox
From£81 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240
Call Us
~16.89 miles north of Sheffield
  • 4-star Mountain hotel
  • Complimentary breakfast is offered
More Photos Photo of Apple Tree Inn
From£90 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Brook Farm Inn in Lenox 15 Hawthorne St., Lenox, MA 01240
Call Us
~17.04 miles north of Sheffield
  • Four-star Rural property
  • 15 rooms in hotel
More Photos Image of Brook Farm Inn
From£108 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Kemble Inn - Lenox 2 Kemble St., Lenox, MA 01240
Call Us
~17.24 miles north of Sheffield
  • Affordable Mountain property
  • Hotel has a green policy Learn more
More Photos Image of Kemble Inn
From£239 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
Call Us
~17.29 miles north of Sheffield
  • Four-star hotel
  • Free breakfast available
More Photos Image of The Constance by The Lenox Collection
From£202 total
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection 16 Church St., Lenox, MA 01240
Call Us
~17.36 miles north of Sheffield
  • 3 star property
  • Check in: 14:00
More Photos hotel room
From£180 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240
Call Us
~17.80 miles north of Sheffield
  • 4-star hotel
  • 12 rooms in property
More Photos hotel room
From£67 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires in Lenox 203 Main St., Lenox, MA 01240
Call Us
~18.03 miles north of Sheffield
  • Three Star Mountain hotel
  • 2 floors in hotel
More Photos Exterior of The Cornell Inn, Lenox & The Berkshires
From£54 total
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St. 430 East St., Lenox, MA 01240
Call Us
~18.59 miles north of Sheffield
  • Four star Mountain property
  • 2 floors in property
More Photos Photo of Eastover Estate & Retreat
From£98 total
Average 3.5 /5 Latest Reviews Call BookMore Details
Element Lenox Berkshires 130 Pittsfield Rd., Lenox, MA 01240
Call Us
~19.15 miles north of Sheffield
  • Midscale Mountain property
  • 118 rooms in property
More Photos Image of Element Lenox Berkshires
From£45 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240
Call Us
~19.47 miles north of Sheffield
  • Low-priced Suburban hotel
  • Check in time: 2pm
More Photos Image of Life House Berkshires
From£44 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox 462 Pittsfield Rd., Lenox, MA 01240
Call Us
~19.67 miles north of Sheffield
  • Two-star Resort property
  • Free breakfast
More Photos Image of Howard Johnson by Wyndham Lenox
From£58 total
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240
Call Us
~20.19 miles north of Sheffield
  • 4 star Resort hotel
  • Fitness / Gym is on-site
More Photos Photo of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£124 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge 6 Rug Rd., Cornwall Bridge, CT 06754
Call Us
~20.21 miles south of Sheffield
  • 4 star Riverfront property
  • Free breakfast available
More Photos hotel room
From£225 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond 802 State Rd., Richmond, MA 01254
Call Us
~20.45 miles north of Sheffield
  • Mid-scale Rural hotel
  • Check-in time: 3:00 p.m.
More Photos hotel room
From£135 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.64 miles north of Sheffield
  • Mid-scale Mountain property
  • 79 sleeping rooms in hotel
More Photos Photo of Hampton Inn & Suites Lenox Berkshires
From£72 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Yankee Inn : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.69 miles north of Sheffield
  • 2-star property
  • Access to gym on-site
More Photos Exterior of The Yankee Inn
From£130 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd. 474 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.72 miles north of Sheffield
  • Low-priced Downtown property
  • Check-in: 2.00 pm
More Photos Photo of Knights Inn Lenox
From£33 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.96 miles north of Sheffield
  • Cheap hotel
  • 18 rooms in property
More Photos Exterior of Lenox Inn
From£54 total
Poor 2.0 /5 Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
Call Us
~21.02 miles north of Sheffield
  • Affordable Suburban property
  • Free breakfast
More Photos Photo of Holiday Inn Express Pittsfield Lenox Berkshires
From£72 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201
Call Us
~21.02 miles north of Sheffield
  • Mid-scale Suburban property
  • 95 sleeping rooms in hotel
More Photos Exterior of Hilton Garden Inn Lenox Pittsfield
From£85 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
Call Us
~21.37 miles north of Sheffield
  • Two star Mountain hotel
  • Check in: 4:00PM
More Photos Exterior of Berkshire Mountain Lodge
From£112 total
Very good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield 1350 West Housatonic St., Pittsfield, MA 01201
Call Us
~22.43 miles north of Sheffield
  • Affordable Rural property
  • Free breakfast available
More Photos Exterior of Best Western Plus Berkshire Hills Inn & Suites
From£76 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington 395 Winsted Rd., Torrington, CT 06790
Call Us
~23.28 miles southeast of Sheffield
  • Inexpensive Suburban property
  • 2 floors in hotel
More Photos Image of Americas Best Value Inn Torrington CT
From£51 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
Call Us
~23.49 miles north of Sheffield
  • Two-star Downtown hotel
  • 2 floors in hotel
More Photos Exterior of Berkshire Inn
From£81 total
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel : 16 Park Place 16 Park Place, Hudson, NY 12534
Call Us
~23.77 miles west of Sheffield
  • Low priced Downtown hotel
  • Free breakfast available
More Photos Photo of St. Charles Hotel
From£72 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201
Call Us
~23.86 miles north of Sheffield
  • Three Star Downtown hotel
  • Fitness + Health Center
More Photos Photo of Holiday Inn & Suites Pittsfield-Berkshires by IHG
From£72 total
Average 3.0 /5 Reviews Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534
Call Us
~23.92 miles west of Sheffield
  • 3 star Downtown hotel
  • Fitness + Health Center
More Photos hotel room
From£67 total
Very good 4.0 /5 Review Score 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).

Back to Top