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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
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain hotel
  • 2 floors in hotel
From£136
Excellent 5.0 /5 Read 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
  • 2 star Rural property
  • 2 floors in property
From£73
Very good 4.0 /5 Guest Reviews 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
  • Three Star Resort property
  • 3 floors in hotel
From£80
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
  • Economy Resort property
From£34
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Great Barrington in Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • Three Star Mountain hotel
  • 3 floors in property
From£65
Very good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Three Star property
  • 2 floors in hotel
From£80
Very good 4.0 /5 Read 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
  • Three Star Rural hotel
  • Check in time: 3 pm
From£65
Average 3.0 /5 Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • Three Star Rural property
  • Free breakfast
From£176
Very good 4.0 /5 Hotel 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
  • Affordable Rural property
  • Hotel has 4 floors
From£58
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
  • Has environment-friendly policy See policy
From£65
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 hotel
  • 4 meeting rooms in hotel
From£154
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low-priced property
  • Free breakfast
From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn : 279 West Park St.
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3-star Rural hotel
  • Hotel has 6 suites
From£117
Very good 4.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Affordable hotel
From£58
Average 3.0 /5 Latest 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 hotel
From£147
Average 3.0 /5 Review Score Call BookMore Details
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Chambery Inn
+1-888-878-9982
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • 3 star property
From£66
Very good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Low priced hotel
  • 16 sleeping rooms in hotel
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Two star property
From£44
Average 3.0 /5 Review Score 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 property
  • Free breakfast available
From£47
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
  • 2 floors in property
From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High-end Resort hotel
  • Hotel has 2 floors
From£135
Very good 4.5 /5 Recent Reviews Call BookMore Details
Wheatleigh - Lenox
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Midscale property
  • Hotel has 9 suites
From£294
Very good 4.0 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Mid-scale hotel
  • Gym / Fitness Center Available
From£66
Average 3.0 /5 Review Score Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • Four star Mountain hotel
  • 3 floors in property
From£73
Average 3.0 /5 Review Score Call BookMore Details
Brook Farm Inn : 15 Hawthorne St.
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • 4-star Rural property
  • Hotel has 3 floors
From£88
Very good 4.0 /5 Review Score Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Three Star Mountain hotel
  • 12 rooms in property
From£195
Very good 4.0 /5 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
  • High-end hotel
  • 24 rooms in hotel
From£165
Average 3.0 /5 Latest 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 property
  • Hotel has 2 floors
From£147
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
  • High end hotel
  • Free complimentary breakfast
From£55
Average 3.0 /5 Read Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires : 203 Main St.
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Midscale Mountain hotel
  • 3 suites in property
From£44
Very good 4.0 /5 Read 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
  • High-end Mountain hotel
  • 90 rooms in hotel
From£80
Average 3.5 /5 Read 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
  • Cheap Suburban property
  • Check in: 2pm
From£36
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Two star Resort hotel
  • 2 floors in property
From£47
Average 3.0 /5 Read 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
  • Hotel has 19 suites
From£101
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Amselhaus - Cornwall Bridge
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • Expensive Riverfront hotel
  • Comp. Breakfast
From£184
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-675-2083
802 State Rd., Richmond, MA 01254 ~20.48 miles north of Sheffield
  • Midscale Rural hotel
  • Check-in time: 3:00 p.m.
From£110
Very good 4.5 /5 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
  • Mid-scale Mountain hotel
  • Check-in time: 3:00 pm
From£80
Average 3.0 /5 Latest Reviews Call BookMore Details
Yankee Inn
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • 2-star hotel
  • Free comp. breakfast
From£106
Very good 4.0 /5 Recent Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • Two-star Downtown property
Lenox Inn
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Cheap hotel
  • 18 rooms in hotel
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • 3 star Suburban property
  • Hotel has 3 suites
From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-311-4278
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.40 miles north of Sheffield
  • Inexpensive Mountain hotel
  • Hotel has 5 floors
From£92
Very good 4.5 /5 Recent 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
  • Midscale Rural hotel
  • Fitness + Health Center
From£58
Very good 4.0 /5 Hotel 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
  • Economical Suburban property
  • Access to gym on-site
Berkshire Inn in Pittsfield
+1-888-841-5292
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Two star Downtown hotel
  • 36 sleeping rooms in hotel
From£66
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
  • Low Cost Downtown hotel
  • Complimentary breakfast is offered
From£58
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-965-8297
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • Midscale Downtown property
  • 14 floors in hotel
From£58
Average 3.0 /5 Read Reviews Call BookMore Details
Hudson Whaler
+1-888-906-6358
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • Midscale Downtown property
  • 3 floors in hotel
From£55
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hotel on North : 297 North St.
+1-888-749-6785
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • High end Downtown property
  • Hotel has 45 rooms
From£110
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
The Nest Hudson Hotel - Hudson
+1-888-878-9982
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • High-end Downtown hotel
  • 6 suites in hotel
From£147
Very good 4.5 /5 Recent 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, 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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