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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
  • 3 star Mountain hotel
  • Free breakfast
From$185
Excellent 5.0 /5 Guest Reviews Call BookMore Details
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Quality Inn in Great Barrington
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 Website ~5.62 miles north of Sheffield
  • Low-priced Rural hotel
  • 63 sleeping rooms in hotel
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~6.70 miles north of Sheffield
  • Affordable Resort hotel
  • 5 suites in hotel
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Cheap Resort property
  • Check in time: 11:00 AM
From$47
Average 3.0 /5 Recent 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
  • Three Star Mountain hotel
  • Free comp. breakfast
From$89
Very Good 4.0 /5 Recent 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 hotel
  • Check in: 15:00
From$109
Very Good 4.0 /5 Hotel 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
  • 3 star Rural property
  • Free breakfast available
From$89
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
  • Affordable Rural hotel
  • 7 suites in hotel
From$240
Very Good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.02 miles north of Sheffield
  • Affordable Rural hotel
  • 8 conference rooms in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-888-734-9421
190 Meadow St., South Lee, MA 01260 ~12.06 miles north of Sheffield
  • Three Star Mountain property
  • 334 sleeping rooms in hotel
From$89
Very Good 4.0 /5 Hotel 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
  • Hotel has 2 floors
From$209
Very Good 4.0 /5 Latest 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
  • 2-star property
  • Check in time: 11:00
From$48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Three Star Rural property
  • Free breakfast
From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Pilgrim Inn
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • 3-star property
  • Check in: 3:00 PM
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxurious 5-star property
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
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Chambery Inn
+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 Read Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd.
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Low-priced hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St.
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • 2-star property
  • Hotel has 23 rooms
From$60
Average 3.0 /5 Latest 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 hotel
  • Free complimentary breakfast
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel - Lee
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.36 miles north of Sheffield
  • 3-star Lake property
  • 52 rooms in property
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn - Lenox
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High end Resort hotel
  • Hotel has a green policy See more
From$184
Very Good 4.5 /5 Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Mid-scale hotel
  • Hotel has 9 suites
From$400
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox : 165 Kemble St.
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Affordable hotel
  • 102 rooms in property
From$90
Average 3.0 /5 Read 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
  • Four-star Mountain property
  • 3 suites in hotel
From$100
Average 3.0 /5 Latest 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
  • Hotel has 15 rooms
From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kemble Inn in Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Mountain hotel
  • 12 suites in property
From$265
Very Good 4.0 /5 Guest 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
  • Four star property
  • Free breakfast available
From$225
Average 3.0 /5 Review Score Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St.
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • 3 star property
  • 30 sleeping rooms in hotel
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.83 miles north of Sheffield
  • High-end hotel
  • Free breakfast
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Midscale Mountain property
  • 2 floors in hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St.
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 4-star Mountain hotel
  • Hotel has an eco-friendly policy Read more
From$109
Average 3.5 /5 Read Reviews Call BookMore Details
Life House Berkshires
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Low Cost Suburban property
  • Free breakfast
From$49
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 property
  • 2 floors in hotel
From$65
Average 3.0 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • Expensive Resort hotel
  • Hotel has 10 meeting rooms
From$138
Average 3.0 /5 Recent 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
  • 4-star Riverfront hotel
  • 2 floors in property
From$250
Very Good 4.0 /5 Latest 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
  • 3-star Rural property
  • Hotel has 4 suites
From$150
Very Good 4.5 /5 Hotel 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
  • 3 floors in hotel
From$109
Average 3.0 /5 Review Score Call BookMore Details
Yankee Inn : 461 Pittsfield Rd.
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Two-star hotel
  • Check-in time: 3:00 PM
From$145
Very Good 4.0 /5 Guest 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
  • 2-star Downtown property
  • Check-in: 2.00 pm
Lenox Inn
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Cheap property
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+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$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-311-4278
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.40 miles north of Sheffield
  • Two-star Mountain hotel
  • 146 rooms in property
From$125
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-888-469-4795
1350 West Housatonic St., Pittsfield, MA 01201 ~22.47 miles north of Sheffield
  • 3-star Rural hotel
  • Complimentary breakfast is offered
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington
+1-888-734-9421
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • Economy Suburban property
  • 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
  • 2 star Downtown hotel
  • Check in: 1500
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-455-5160
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Sheffield
  • Economical Downtown property
  • Comp. Breakfast
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-965-8297
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • Midscale Downtown property
  • Hotel has 14 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hudson Whaler
+1-888-906-6358
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • Three Star Downtown property
  • 3 floors in property
From$75
Very Good 4.0 /5 Read 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
  • Expensive Downtown hotel
  • Check in time: 15:00
From$150
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
The Nest Hudson Hotel : 330 Union St.
+1-888-878-9982
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • 4-star Downtown hotel
  • 6 suites in hotel
From$200
Very Good 4.5 /5 Latest 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, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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