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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 ~4.59 miles northwest of Sheffield
  • Midscale Mountain property
  • 13 rooms in hotel
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 ~5.61 miles north of Sheffield
  • Cheap Rural property
  • Check in: 3:00pm
From$100
Very Good 4.0 /5 Read 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 ~6.69 miles north of Sheffield
  • Three Star Resort property
  • 60 rooms in hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires : 400 Stockbridge Rd.
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.03 miles north of Sheffield
  • Low-priced Resort property
From$47
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd.
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.13 miles north of Sheffield
  • Affordable Mountain hotel
  • 3 floors in hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.30 miles southeast of Sheffield
  • 3 star property
  • 2 floors in property
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Wake Robin Inn - Lakeville
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.30 miles southwest of Sheffield
  • 3-star Rural property
  • 3 suites in property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.55 miles southeast of Sheffield
  • Midscale Rural property
  • Comp. Breakfast
From$240
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.00 miles north of Sheffield
  • Midscale Rural property
  • 4 floors in hotel
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 ~12.04 miles north of Sheffield
  • 3 star Mountain hotel
  • Hotel has a green policy See more
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn & Resort in Lakeville
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.17 miles southwest of Sheffield
  • 3 star Resort hotel
  • 2 floors in hotel
From$209
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St.
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.56 miles northeast of Sheffield
  • Inexpensive hotel
  • Free comp. breakfast
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Applegate Inn
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.29 miles northeast of Sheffield
  • Mid-scale Rural hotel
  • 6 suites in property
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.36 miles northeast of Sheffield
  • Mid-scale hotel
  • Check in time: 3:00 PM
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
33 Main : 33 Main St.
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.47 miles northeast of Sheffield
  • Luxury 5 star hotel
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
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Chambery Inn
+1-888-878-9982
199 Main St., Lee, 01238 ~14.67 miles north of Sheffield
  • 3 star hotel
From$90
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.80 miles north of Sheffield
  • Two star hotel
  • 16 rooms in hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Rodeway Inn : 200 Laurel St.
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.05 miles north of Sheffield
  • Two-star hotel
  • Hotel has 23 rooms
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Lee
+1-888-675-2083
435 Laurel St., Lee, MA 01238 Website ~15.33 miles north of Sheffield
  • Three Star Lake property
  • Fitness / Gym is on-site
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.35 miles north of Sheffield
  • Affordable Lake hotel
  • 52 rooms in hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Seven Hills Inn in Lenox
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~15.98 miles north of Sheffield
  • 4-star Resort hotel
  • Hotel has a green policy Read more
From$184
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.35 miles north of Sheffield
  • Three Star hotel
  • 9 suites in hotel
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 ~16.59 miles north of Sheffield
  • 3 star property
  • 2 floors in hotel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn in Lenox
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.89 miles north of Sheffield
  • Four-star Mountain hotel
  • Free complimentary breakfast
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Brook Farm Inn - Lenox
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.04 miles north of Sheffield
  • High end Rural property
  • Check-in time: 3 pm
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.24 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has an eco-friendly policy Learn more
From$265
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Constance by The Lenox Collection
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.29 miles north of Sheffield
  • High end 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 ~17.36 miles north of Sheffield
  • Affordable hotel
  • 2 floors in hotel
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection : 7 Hubbard St.
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.80 miles north of Sheffield
  • High end hotel
  • Complimentary breakfast is offered
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.03 miles north of Sheffield
  • Three Star Mountain property
  • 3 suites in hotel
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.59 miles north of Sheffield
  • High-end Mountain hotel
  • 2 floors in hotel
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Element Lenox Berkshires in Lenox
+1-888-749-6785
130 Pittsfield Rd., Lenox, MA 01240 ~19.15 miles north of Sheffield
  • 3-star Mountain property
  • Complimentary breakfast is offered
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Life House Berkshires in Lenox
+1-888-878-9982
194 Pittsfield Rd., Lenox, MA 01240 ~19.47 miles north of Sheffield
  • Two-star Suburban property
  • Free breakfast
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd.
+1-888-389-4485
462 Pittsfield Rd., Lenox, MA 01240 ~19.67 miles north of Sheffield
  • Low priced Resort hotel
  • Free breakfast
From$65
Average 3.0 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-389-4121
55 Lee Rd., Lenox, MA 01240 ~20.19 miles north of Sheffield
  • Four star Resort hotel
  • Access to gym on-site
From$138
Average 3.0 /5 Recent Reviews Call BookMore Details
The Amselhaus
+1-888-675-2083
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.21 miles south of Sheffield
  • High-end Riverfront hotel
  • 2 floors in hotel
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-800-716-8490
802 State Rd., Richmond, MA 01254 ~20.45 miles north of Sheffield
  • 3 star Rural property
  • Hotel has 3 floors
From$150
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-800-805-5223
445 Pittsfield Rd., Lenox, MA 01240 ~20.64 miles north of Sheffield
  • Midscale Mountain property
  • 24 suites in hotel
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Yankee Inn - Lenox
+1-888-965-1860
461 Pittsfield Rd., Lenox, MA 01240 ~20.69 miles north of Sheffield
  • Two-star property
  • Check-in: 3:00 PM
From$145
Very Good 4.0 /5 Read Reviews Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-788-5576
474 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Economical Downtown hotel
  • 16 sleeping rooms in hotel
Lenox Inn - Lenox
+1-888-897-9207
525 Pittsfield Rd., Lenox, MA 01240 ~20.96 miles north of Sheffield
  • Economical property
  • Check in: 15:00
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-311-4278
1032 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Three Star Suburban hotel
  • 3 suites in property
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield
+1-888-469-4795
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.37 miles north of Sheffield
  • Economy Mountain hotel
  • 146 rooms in hotel
From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield
+1-888-734-9421
1350 West Housatonic St., Pittsfield, MA 01201 ~22.43 miles north of Sheffield
  • Midscale Rural property
  • Check in time: 03:00
From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Torrington CT - Torrington
+1-888-841-5292
395 Winsted Rd., Torrington, CT 06790 ~23.28 miles southeast of Sheffield
  • Low priced Suburban property
  • 30 suites in property
Berkshire Inn
+1-888-455-5160
150 West Housatonic St., Pittsfield, MA 01201 ~23.49 miles north of Sheffield
  • Cheap Downtown hotel
  • Hotel has 36 rooms
From$90
Average 3.0 /5 Review Score Call BookMore Details
St. Charles Hotel in Hudson
+1-888-965-8297
16 Park Place, Hudson, NY 12534 ~23.77 miles west of Sheffield
  • Low priced Downtown hotel
  • Free breakfast
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-906-6358
1 West St., Pittsfield, MA 01201 ~23.86 miles north of Sheffield
  • Midscale Downtown property
  • 14 floors in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler
+1-888-749-6785
542 Warren St., Hudson, NY 12534 ~23.92 miles west of Sheffield
  • Affordable Downtown property
  • 16 sleeping rooms in hotel
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel on North
+1-888-878-9982
297 North St., Pittsfield, MA 01201 ~24.18 miles north of Sheffield
  • 4-star Downtown property
  • 45 rooms in property
From$150
Excellent 5.0 /5 Hotel 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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