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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
  • Affordable Mountain hotel
  • Hotel has 2 meeting rooms
From£139
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
  • Cheap Rural hotel
  • Hotel has 2 floors
From£75
Very good 4.0 /5 Latest 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
  • Three Star Resort hotel
  • Fitness + Health Center
From£82
Very good 4.0 /5 Guest 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
  • 2-star Resort property
  • Free complimentary breakfast
From£35
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd.
+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£66
Very good 4.0 /5 Review Score Call BookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • 3 star property
  • Check in time: 15:00
From£82
Very good 4.0 /5 Guest 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
  • Midscale Rural property
  • Hotel has an eco-friendly policy Read more
From£66
Average 3.0 /5 Latest 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
  • 3 star Rural property
  • 9 rooms in hotel
From£180
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.02 miles north of Sheffield
  • Mid-scale Rural property
  • Hotel has an eco-friendly policy Learn more
From£60
Average 3.0 /5 Hotel 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
  • 3 star Mountain hotel
  • Hotel has an eco-friendly policy See more
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn & Resort
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • Free complimentary breakfast
From£157
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
  • Inexpensive hotel
  • Hotel has 28 rooms
From£36
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3-star Rural hotel
  • 3 floors in hotel
From£120
Very good 4.0 /5 Review Score Call BookMore Details
Pilgrim Inn
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Affordable property
  • Check-in time: 3:00 PM
From£60
Average 3.0 /5 Hotel 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
  • Luxury Five Star hotel
From£150
Average 3.0 /5 Guest 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
  • Mid-scale property
  • Check in time: 14:00
From£67
Very good 4.5 /5 Review Score 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
  • Two star hotel
From£45
Average 3.0 /5 Review Score Call BookMore Details
Rodeway Inn
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Two star property
  • 23 rooms in hotel
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn in Lee
+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£48
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 ~15.36 miles north of Sheffield
  • Midscale Lake property
  • Free breakfast available
From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn in Lenox
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • Four star Resort property
  • Check-in time: 3 pm
From£138
Very good 4.5 /5 Read Reviews Call BookMore Details
Wheatleigh
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • 3-star hotel
  • Free breakfast
From£300
Very good 4.0 /5 Hotel 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
  • Access to gym on-site
From£67
Average 3.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd.
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • 4-star Mountain property
  • Free breakfast
From£75
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
  • 4-star Rural property
  • Free complimentary breakfast
From£90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 12 suites
From£199
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 ~17.31 miles north of Sheffield
  • 4-star property
  • Free comp. breakfast
From£169
Average 3.0 /5 Hotel 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
  • Mid-scale property
  • 30 rooms in property
From£150
Average 3.0 /5 Review Score 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 property
  • 12 sleeping rooms in hotel
From£56
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Three Star Mountain hotel
  • Hotel has 28 rooms
From£45
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • High end Mountain hotel
  • 10 meeting rooms in hotel
From£82
Average 3.5 /5 Reviews Call BookMore Details
Life House Berkshires
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Economical Suburban hotel
  • Check-in: 2pm
From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd.
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Low priced Resort hotel
  • 44 rooms in hotel
From£48
Average 3.0 /5 Guest 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
  • High end Resort hotel
  • Check in: 3PM
From£103
Average 3.0 /5 Guest 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
  • Check-in time: 0:00 pm
From£188
Very good 4.0 /5 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
  • Three Star Rural hotel
  • 3 meeting rooms in hotel
From£112
Very good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox - Lenox
+1-800-716-8490
445 Pittsfield Rd., Lenox, MA 01240 ~20.67 miles north of Sheffield
  • Affordable Mountain hotel
  • Access to gym on-site
From£82
Average 3.0 /5 Recent Reviews Call BookMore Details
Yankee Inn in Lenox
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Economical hotel
  • Comp. Breakfast
From£109
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
  • Low Cost Downtown hotel
  • Check-in: 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
From£45
Poor 2.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • Mid-scale Suburban property
  • Check in time: 03:00PM
From£71
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
  • Low Cost Mountain hotel
  • Hotel has 2 meeting rooms
From£94
Very good 4.5 /5 Review Score 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 hotel
  • 3 floors in property
From£59
Very good 4.0 /5 Review Score 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
  • Two star Suburban property
  • Free complimentary breakfast
Berkshire Inn
+1-888-841-5292
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Economy Downtown property
  • Check in: 1500
From£67
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
  • Two star Downtown hotel
  • Check-in: 4:00 PM
From£60
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
  • Three Star Downtown property
  • 170 sleeping rooms in hotel
From£60
Average 3.0 /5 Reviews Call BookMore Details
Hudson Whaler - Hudson
+1-888-906-6358
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • 3-star Downtown hotel
  • 3 floors in property
From£56
Very good 4.0 /5 Review Score Call BookMore Details
Hotel on North
+1-888-749-6785
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • 4 star Downtown hotel
  • Has environment-friendly policy See more
From£112
Excellent 5.0 /5 Recent 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 hotel
  • Check in time: 3:00
From£150
Very good 4.5 /5 Read 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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