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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 - Great Barrington
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain property
  • 2 meeting rooms in property
From$185
Excellent 5.0 /5 Review Score 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
  • Low priced Rural property
  • 63 rooms in property
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~6.70 miles north of Sheffield
  • Mid-scale Resort hotel
  • 5 suites in hotel
From$109
Very Good 4.0 /5 Hotel 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
  • Inexpensive Resort hotel
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Mid-scale Mountain property
  • Hotel has a green policy Read more
From$89
Very Good 4.0 /5 Read 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 property
  • Hotel has 17 rooms
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd.
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Mid-scale Rural hotel
  • Check-in time: 3 pm
From$89
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn in Norfolk
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • 3 star Rural property
  • 3 floors in hotel
From$240
Very Good 4.0 /5 Reviews Call BookMore Details
The Red Lion Inn - Stockbridge
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.02 miles north of Sheffield
  • Mid-scale Rural hotel
  • Hotel has 4 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-734-9421
190 Meadow St., South Lee, MA 01260 ~12.06 miles north of Sheffield
  • Three Star Mountain property
  • Hotel has 334 rooms
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn & Resort : 74 Interlaken Rd.
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • 4 meeting rooms in property
From$209
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Lee - Great Barrington in Lee
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Inexpensive hotel
  • Free comp. breakfast
From$48
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn in Lee
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Affordable Rural hotel
  • 11 sleeping rooms in hotel
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Three Star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
33 Main : 33 Main St.
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxurious Five Star hotel
From$200
Average 3.0 /5 Reviews Call BookMore Details
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Chambery Inn in Lee
+1-888-878-9982
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • Three Star hotel
  • Hotel has 9 rooms
From$90
Very Good 4.5 /5 Read Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Low priced property
  • Check in time: 13:00
From$60
Average 3.0 /5 Review Score Call BookMore Details
Rodeway Inn in Lee
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Two-star hotel
  • Hotel has 23 rooms
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-888-675-2083
435 Laurel St., Lee, MA 01238 Website ~15.35 miles north of Sheffield
  • 3 star Lake hotel
  • Check-in: 3:00 PM
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel : 435 Laurel St.
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.36 miles north of Sheffield
  • Three Star Lake hotel
  • Hotel has 2 floors
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • Four-star Resort property
  • 57 rooms in hotel
From$184
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh in Lenox
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Affordable hotel
  • 9 suites in property
From$400
Very Good 4.0 /5 Read Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Midscale property
  • Check in time: 15:00
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn - Lenox
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • 4 star Mountain property
  • Check in time: 4:00 PM
From$100
Average 3.0 /5 Review Score Call BookMore Details
Brook Farm Inn
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • Expensive Rural hotel
  • 15 sleeping rooms in hotel
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Kemble Inn
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Affordable Mountain property
  • Hotel has a green policy Read more
From$265
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4 star hotel
  • Hotel has 3 floors
From$225
Average 3.0 /5 Read Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • Midscale hotel
  • 2 floors in property
From$200
Average 3.0 /5 Latest 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
  • Expensive hotel
  • 2 floors in property
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • 3 star Mountain property
  • Check in time: 3:00 PM-8PM
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • High-end Mountain hotel
  • Hotel has 90 rooms
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd.
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • 2 star Suburban hotel
  • Check in time: 2pm
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Economy Resort hotel
  • Check in time: 2:00 PM
From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • 4 star Resort hotel
  • Fitness / Gym is on-site
From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
The Amselhaus : 6 Rug Rd.
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • Four star Riverfront hotel
  • Free breakfast
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-888-675-2083
802 State Rd., Richmond, MA 01254 ~20.48 miles north of Sheffield
  • Midscale Rural hotel
  • 12 rooms in property
From$150
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-800-716-8490
445 Pittsfield Rd., Lenox, MA 01240 ~20.67 miles north of Sheffield
  • 3-star Mountain property
  • Check-in: 3:00 pm
From$109
Average 3.0 /5 Review Score Call BookMore Details
Yankee Inn
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Low-priced property
  • Hotel has 3 floors
From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • Low-priced Downtown hotel
  • Check in time: 2.00 pm
Lenox Inn
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Two star hotel
  • Check in: 15:00
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • Midscale Suburban hotel
  • 95 sleeping rooms in hotel
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield
+1-888-311-4278
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.40 miles north of Sheffield
  • Economy Mountain property
  • 146 sleeping rooms in hotel
From$125
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-888-469-4795
1350 West Housatonic St., Pittsfield, MA 01201 ~22.47 miles north of Sheffield
  • Mid-scale Rural property
  • Check in: 3pm
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Americas Best Value Inn Torrington CT
+1-888-734-9421
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • Cheap Suburban hotel
  • Hotel has 30 suites
Berkshire Inn in Pittsfield
+1-888-841-5292
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Low-priced Downtown hotel
  • 36 rooms in property
From$90
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-455-5160
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Sheffield
  • Economy Downtown hotel
  • 6 suites in property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG : 1 West St.
+1-888-965-8297
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • Midscale Downtown property
  • 26 suites in hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler in Hudson
+1-888-906-6358
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • Three Star Downtown hotel
  • 16 rooms in hotel
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel on North - Pittsfield
+1-888-749-6785
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • Expensive Downtown hotel
  • 45 sleeping rooms in hotel
From$150
Excellent 5.0 /5 Read Reviews Call BookMore Details
The Nest Hudson Hotel
+1-888-878-9982
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • Four-star Downtown property
  • Hotel has 6 suites
From$200
Very Good 4.5 /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 best IHG hotels in Sheffield?

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

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