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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 in Great Barrington
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • Affordable Mountain hotel
  • Check-in: 2:00PM
From£139
Excellent 5.0 /5 Read 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
  • Two-star Rural hotel
  • Fitness center on property
From£75
Very good 4.0 /5 Guest 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
  • 3 star Resort property
  • Fitness center on property
From£82
Very good 4.0 /5 Read 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
  • Low Cost Resort property
  • Comp. Breakfast
From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.14 miles north of Sheffield
  • 3 star Mountain property
  • Hotel has a green policy Learn more
From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn - Norfolk
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale property
  • 17 rooms in property
From£82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn - Lakeville
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Affordable Rural property
  • Hotel has 38 rooms
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • Mid-scale Rural hotel
  • Hotel has a green policy Learn more
From£180
Very good 4.0 /5 Review Score 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
  • 35 suites in property
From£60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+1-888-734-9421
190 Meadow St., South Lee, MA 01260 ~12.06 miles north of Sheffield
  • 3-star Mountain property
  • Check-in time: 4:00pm
From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn & Resort
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • 86 rooms in hotel
From£157
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 ~12.58 miles northeast of Sheffield
  • Two-star hotel
  • Hotel has 28 rooms
From£36
Average 3.0 /5 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 property
  • Complimentary breakfast is offered
From£120
Very good 4.0 /5 Guest Reviews Call BookMore Details
Pilgrim Inn - Lee
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • 3 star property
From£60
Average 3.0 /5 Latest 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
  • Luxurious 5-star property
From£150
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
  • Midscale property
  • Check-in: 14:00
From£67
Very good 4.5 /5 Read 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
  • Economy property
  • Check-in: 13:00
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Cheap hotel
  • Hotel has 23 rooms
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-675-2083
435 Laurel St., Lee, MA 01238 Website ~15.35 miles north of Sheffield
  • Midscale Lake hotel
  • Free breakfast available
From£48
Very good 4.0 /5 Read Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel in Lee
+1-800-716-8490
435 Laurel St., Lee, MA 01238 ~15.36 miles north of Sheffield
  • Three Star Lake property
  • Comp. Breakfast
From£45
Very good 4.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High-end Resort hotel
  • 57 rooms in hotel
From£138
Very good 4.5 /5 Review Score Call BookMore Details
Wheatleigh - Lenox
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • 3 star property
  • 9 suites in property
From£301
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Three Star property
  • 24 suites in property
From£67
Average 3.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • High end Mountain hotel
  • 6 conference rooms in property
From£75
Average 3.0 /5 Read 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 hotel
  • Free breakfast
From£90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Kemble Inn : 2 Kemble St.
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Mountain property
  • Hotel has 12 suites
From£199
Very good 4.0 /5 Recent 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
  • Hotel has 24 rooms
From£169
Average 3.0 /5 Read 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 hotel
  • 2 floors in property
From£150
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
  • Four star property
  • 12 sleeping rooms in hotel
From£56
Average 3.0 /5 Hotel 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
  • 3 star Mountain hotel
  • 2 floors in property
From£45
Very good 4.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Four star Mountain hotel
  • 10 meeting rooms in property
From£82
Average 3.5 /5 Recent 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
  • 2-star Suburban hotel
  • Check-in: 2pm
From£36
Average 3.0 /5 Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • 2-star Resort property
  • Check in: 2:00 PM
From£48
Average 3.0 /5 Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only - Lenox
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • Expensive Resort property
  • 105 sleeping rooms in hotel
From£103
Average 3.0 /5 Reviews Call BookMore Details
The Amselhaus in Cornwall Bridge
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • Four star Riverfront hotel
  • 2 floors in property
From£188
Very good 4.0 /5 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 hotel
  • Check-in time: 3:00 p.m.
From£112
Very good 4.5 /5 Recent 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 hotel
  • Check-in time: 3:00 pm
From£82
Average 3.0 /5 Reviews Call BookMore Details
Yankee Inn : 461 Pittsfield Rd.
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Economy property
  • Check in time: 3:00 PM
From£109
Very good 4.0 /5 Hotel 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
  • 16 rooms in property
Lenox Inn in Lenox
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Inexpensive property
  • Check-in time: 15:00
From£45
Poor 2.0 /5 Read 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
  • Midscale Suburban property
  • Check in time: 03:00PM
From£71
Very good 4.0 /5 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
  • Hotel has 2 meeting rooms
From£94
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
  • 3-star Rural property
  • Comp. Breakfast
From£64
Very good 4.5 /5 Review Score Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd.
+1-888-734-9421
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • Low Cost Suburban property
  • Check in: 3:00pm
Berkshire Inn : 150 West Housatonic St.
+1-888-841-5292
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Economical Downtown hotel
  • Gym / Fitness Center Available
From£67
Average 3.0 /5 Recent 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-priced Downtown hotel
  • Hotel has 6 suites
From£60
Average 3.0 /5 Review Score 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 hotel
  • Check-in time: 3:00 PM
From£60
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler - Hudson
+1-888-906-6358
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • Affordable Downtown property
  • Hotel has 3 floors
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
  • High-end Downtown hotel
  • Hotel has 6 suites
From£112
Excellent 5.0 /5 Reviews Call BookMore Details
The Nest Hudson Hotel
+1-888-878-9982
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • High-end 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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