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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 : 684 South Egremont Rd.
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.59 miles northwest of Sheffield
  • 3-star Mountain hotel
  • Check in: 2:00PM
From£138
Excellent 5.0 /5 Latest Reviews Call BookMore Details
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Quality Inn Great Barrington
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 Website ~5.61 miles north of Sheffield
  • 2-star Rural property
  • Fitness / Gym is on-site
From£74
Very good 4.0 /5 Recent 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
  • Hotel has 60 rooms
From£81
Very good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.03 miles north of Sheffield
  • Two star Resort property
  • Check-in time: 11:00 AM
From£35
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.13 miles north of Sheffield
  • Mid-scale Mountain property
  • Free comp. breakfast
From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Blackberry River Inn - Norfolk
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.30 miles southeast of Sheffield
  • Three Star property
  • 17 sleeping rooms in hotel
From£81
Very good 4.0 /5 Recent Reviews 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
  • Hotel has 3 suites
From£66
Average 3.0 /5 Guest Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.55 miles southeast of Sheffield
  • Three Star Rural hotel
  • Hotel has 7 suites
From£179
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn : 30 Main St.
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.00 miles north of Sheffield
  • Mid-scale Rural property
  • 125 rooms in hotel
From£59
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 ~12.04 miles north of Sheffield
  • Three Star Mountain property
  • Hotel has an eco-friendly policy Read more
From£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Interlaken Inn : 74 Interlaken Rd.
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.21 miles southwest of Sheffield
  • Midscale Resort property
  • 2 floors in property
From£133
Very good 4.0 /5 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
  • Cheap hotel
  • 28 rooms in property
From£35
Average 3.0 /5 Recent 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
  • Hotel has 11 rooms
From£119
Very good 4.0 /5 Review Score Call BookMore Details
Pilgrim Inn
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.36 miles northeast of Sheffield
  • Affordable hotel
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.47 miles northeast of Sheffield
  • Luxury Five Star property
From£149
Average 3.0 /5 Guest Reviews Call BookMore Details
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Chambery Inn : 199 Main St.
+1-888-878-9982
199 Main St., Lee, 01238 ~14.67 miles north of Sheffield
  • Midscale property
  • 9 sleeping rooms in hotel
From£67
Very good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.80 miles north of Sheffield
  • Two star hotel
  • Check in time: 13:00
From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St.
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.05 miles north of Sheffield
  • Low-priced hotel
  • Check-in time: 11:00
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn : 435 Laurel St.
+1-888-675-2083
435 Laurel St., Lee, MA 01238 Website ~15.33 miles north of Sheffield
  • Mid-scale Lake hotel
  • 2 floors in property
From£48
Very good 4.0 /5 Guest Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel - Lee
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.35 miles north of Sheffield
  • 3-star Lake hotel
  • Fitness + Health Center
From£44
Very good 4.0 /5 Reviews Call BookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~15.98 miles north of Sheffield
  • Four star Resort property
  • 57 rooms in property
From£137
Very good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.35 miles north of Sheffield
  • Three Star hotel
  • 9 suites in hotel
From£298
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.59 miles north of Sheffield
  • 3-star hotel
  • Access to gym on-site
From£67
Average 3.0 /5 Recent Reviews Call BookMore Details
Apple Tree Inn - Lenox
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.89 miles north of Sheffield
  • Four-star Mountain property
  • 3 suites in property
From£74
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn in Lenox
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.04 miles north of Sheffield
  • Four-star Rural property
  • 15 rooms in property
From£89
Very good 4.0 /5 Read Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.24 miles north of Sheffield
  • 3 star Mountain property
  • Hotel has an eco-friendly policy Read more
From£197
Very good 4.0 /5 Reviews Call BookMore Details
The Constance by The Lenox Collection in Lenox
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.29 miles north of Sheffield
  • 4 star hotel
  • Hotel has 3 floors
From£168
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.36 miles north of Sheffield
  • 3-star hotel
  • 30 sleeping rooms in hotel
From£149
Average 3.0 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.80 miles north of Sheffield
  • Expensive property
  • 2 floors in hotel
From£56
Average 3.0 /5 Read Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.03 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has 28 rooms
From£44
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.59 miles north of Sheffield
  • High-end Mountain hotel
  • Hotel has 2 floors
From£81
Average 3.5 /5 Latest 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
  • Three Star Mountain property
  • 2 floors in hotel
From£37
Average 3.0 /5 Read Reviews Call BookMore Details
Life House Berkshires
+1-888-878-9982
194 Pittsfield Rd., Lenox, MA 01240 ~19.47 miles north of Sheffield
  • Low Cost Suburban hotel
  • Check in time: 2pm
From£36
Average 3.0 /5 Review Score 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
  • Economical Resort property
  • Complimentary breakfast is offered
From£48
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+1-888-389-4121
55 Lee Rd., Lenox, MA 01240 ~20.19 miles north of Sheffield
  • Four-star Resort property
  • Gym is available on property
From£103
Average 3.0 /5 Latest Reviews Call BookMore Details
The Amselhaus in Cornwall Bridge
+1-888-675-2083
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.21 miles south of Sheffield
  • 4-star Riverfront hotel
  • Comp. Breakfast
From£186
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-800-716-8490
802 State Rd., Richmond, MA 01254 ~20.45 miles north of Sheffield
  • 3-star Rural property
  • Check in: 3:00 p.m.
From£112
Very good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox in Lenox
+1-800-805-5223
445 Pittsfield Rd., Lenox, MA 01240 ~20.64 miles north of Sheffield
  • 3-star Mountain property
  • Free comp. breakfast
From£81
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-888-965-1860
461 Pittsfield Rd., Lenox, MA 01240 ~20.69 miles north of Sheffield
  • Low Cost hotel
  • Fitness + Health Center
From£108
Very good 4.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-788-5576
474 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Two-star Downtown property
  • Check-in: 2.00 pm
From£27
Poor 2.0 /5 Review Score Call BookMore Details
Lenox Inn - Lenox
+1-888-897-9207
525 Pittsfield Rd., Lenox, MA 01240 ~20.96 miles north of Sheffield
  • Low Cost property
  • Check in time: 15:00
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-311-4278
1055 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Affordable Suburban property
  • 81 rooms in hotel
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-469-4795
1032 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Midscale Suburban property
  • 4 floors in property
From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-734-9421
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.37 miles north of Sheffield
  • Inexpensive Mountain hotel
  • Access to gym on-site
From£93
Very good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St.
+1-888-841-5292
1350 West Housatonic St., Pittsfield, MA 01201 ~22.43 miles north of Sheffield
  • Midscale Rural property
  • Free breakfast
From£63
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd.
+1-888-455-5160
395 Winsted Rd., Torrington, CT 06790 ~23.28 miles southeast of Sheffield
  • Cheap Suburban property
  • 2 floors in hotel
From£42
Poor 2.0 /5 Read Reviews Call BookMore Details
Berkshire Inn
+1-888-965-8297
150 West Housatonic St., Pittsfield, MA 01201 ~23.49 miles north of Sheffield
  • Cheap Downtown hotel
  • Check-in: 1500
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
St. Charles Hotel
+1-888-906-6358
16 Park Place, Hudson, NY 12534 ~23.77 miles west of Sheffield
  • Cheap Downtown property
  • Free complimentary breakfast
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-749-6785
1 West St., Pittsfield, MA 01201 ~23.86 miles north of Sheffield
  • 3 star Downtown hotel
  • Hotel has 170 rooms
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler
+1-888-878-9982
542 Warren St., Hudson, NY 12534 ~23.92 miles west of Sheffield
  • Mid-scale Downtown hotel
  • 16 rooms in hotel
From£56
Very good 4.0 /5 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, Chambery Inn and Seven Hills 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 Great Barrington, 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, Chambery Inn and Seven Hills Inn are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Sheffield?

Fairfield Inn & Suites by Marriott Great Barrington Lenox and The Yankee, Trademark Collection by Wyndham are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the most popular Choice Hotels branded hotels in Sheffield?

Quality Inn Great Barrington, 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 Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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