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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
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Three Star Mountain property
  • Check-in time: 2:00PM
From$185
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
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Quality Inn
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 Website ~5.62 miles north of Sheffield
  • Two-star Rural property
  • Gym is available on property
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~6.70 miles north of Sheffield
  • 3 star Resort hotel
  • Check-in time: 3:00pm
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Economical Resort property
  • Check in: 11:00 AM
From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
+1-888-965-1860
415 Stockbridge Road41, Great Barrington, MA 01230 ~7.10 miles north of Sheffield
  • 3-star Mountain property
  • Hotel has 3 floors
From$80
Average 3.0 /5 Reviews Call BookMore Details
Blackberry River Inn - Norfolk
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • 3 star hotel
  • Check in time: 15:00
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn in Lakeville
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • 3 star Rural hotel
  • 38 rooms in property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave.
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • Mid-scale Rural hotel
  • 7 suites in property
From$240
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Mid-scale Rural property
  • 4 floors in property
From$229
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+1-888-734-9421
190 Meadow St., South Lee, MA 01260 ~12.06 miles north of Sheffield
  • 3 star Mountain hotel
  • 3 floors in property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn & Resort - Lakeville
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • 3 star Resort hotel
  • Has environment-friendly policy See more
From$209
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St.
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • 2 star property
  • Free breakfast available
From$48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn - Lee
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Three Star Rural hotel
  • Free breakfast
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn in Lee
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Three Star hotel
  • Check in: 3:00 PM
From$80
Average 3.0 /5 Reviews Call BookMore Details
33 Main in Lenox
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxury 5-star property
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Chambery Inn - Lee
+1-888-878-9982
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • Three Star hotel
  • 9 rooms in hotel
From$90
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Inexpensive property
  • Hotel has 16 rooms
From$60
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn in Lee
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Inexpensive property
  • 23 rooms in hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Lee
+1-888-675-2083
435 Laurel St., Lee, MA 01238 ~15.35 miles north of Sheffield
  • 3-star Lake property
  • Gym is available on property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.36 miles north of Sheffield
  • Midscale Lake hotel
  • Free complimentary breakfast
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High-end Resort property
  • 4 suites in property
From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Wheatleigh
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Mid-scale hotel
  • Free breakfast
From$400
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Three Star property
  • Check-in: 15:00
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • 4-star Mountain hotel
  • Check-in: 4:00 PM
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Brook Farm Inn
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • Four-star Rural property
  • Free breakfast available
From$120
Very Good 4.0 /5 Reviews Call BookMore Details
Kemble Inn
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Midscale Mountain hotel
  • 12 suites in hotel
From$265
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • Expensive hotel
  • Hotel has 24 rooms
From$225
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection - Lenox
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • 3-star hotel
  • Hotel has 30 rooms
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.83 miles north of Sheffield
  • 4-star property
  • Hotel has 2 floors
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Cornell Inn, Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3-star Mountain property
  • Free breakfast
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Four-star Mountain hotel
  • Check in: 4:00PM
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Life House Berkshires
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Low priced Suburban hotel
  • Free comp. breakfast
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Inexpensive Resort property
  • Check-in: 2:00 PM
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • 4-star Resort hotel
  • 10 conference rooms in property
From$138
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Amselhaus
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • Four-star Riverfront property
  • Free complimentary breakfast
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond
+1-888-675-2083
802 State Rd., Richmond, MA 01254 ~20.48 miles north of Sheffield
  • Mid-scale Rural property
  • 3 floors in hotel
From$150
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd.
+1-800-716-8490
445 Pittsfield Rd., Lenox, MA 01240 ~20.67 miles north of Sheffield
  • Affordable Mountain property
  • Fitness / Gym is on-site
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Yankee Inn
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Economical property
  • 3 floors in property
From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • Two-star Downtown hotel
  • 16 sleeping rooms in hotel
Lenox Inn in Lenox
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Two star hotel
  • 18 rooms in hotel
Hilton Garden Inn Lenox Pittsfield
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • 3 star Suburban hotel
  • 2 meeting rooms in property
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield
+1-888-311-4278
1350 West Housatonic St., Pittsfield, MA 01201 ~22.47 miles north of Sheffield
  • 3 star Rural hotel
  • Free comp. breakfast
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Torrington CT
+1-888-469-4795
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • 2-star Suburban hotel
  • 30 suites in property
From$57
Poor 2.0 /5 Reviews Call BookMore Details
Berkshire Inn
+1-888-734-9421
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Two star Downtown hotel
  • Fitness center on property
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
St. Charles Hotel : 16 Park Place
+1-888-841-5292
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Sheffield
  • Low priced Downtown property
  • 6 suites in property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel - Pittsfield
+1-888-455-5160
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • Three Star Downtown hotel
  • 170 rooms in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler : 542 Warren St.
+1-888-965-8297
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • 3-star Downtown hotel
  • Gym / Fitness Center Available
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-906-6358
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • Four star Downtown property
  • Check-in: 15:00
From$150
Excellent 5.0 /5 Reviews Call BookMore Details
The Nest Hudson Hotel : 330 Union St.
+1-888-749-6785
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • 4 star Downtown hotel
  • Hotel has 6 suites
From$200
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Torrington
+1-888-878-9982
492 East Main St., Torrington, CT 06790 ~24.50 miles southeast of Sheffield
  • Economy Mountain hotel
From$60
Average 3.0 /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, Hotel on North and Chambery 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, 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, Hotel on North and Chambery 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, Quality Inn and Black Swan Inn Lee Lenox An Ascend Hotel are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Sheffield?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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