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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
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain hotel
  • Hotel has 13 rooms
From$185
Excellent 5.0 /5 Recent Reviews Call BookMore Details
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Quality Inn - Great Barrington
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 Website ~5.62 miles north of Sheffield
  • 2 star Rural hotel
  • 63 rooms in hotel
From$100
Very Good 4.0 /5 Hotel 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
  • 60 rooms in property
From$109
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
  • Cheap Resort property
  • Free comp. breakfast
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel in Great Barrington
+1-888-965-1860
415 Stockbridge Road41, Great Barrington, MA 01230 ~7.10 miles north of Sheffield
  • Midscale Mountain hotel
  • Fitness center on property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Blackberry River Inn : 538 Greenwoods Rd. West
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale hotel
  • Check in time: 15:00
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wake Robin Inn
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • 3-star Rural property
  • Hotel has 3 floors
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Manor House Inn in Norfolk
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • 3 star Rural property
  • Has environment-friendly policy Read more
From$240
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Red Lion Inn - Stockbridge
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Three Star Rural property
  • Hotel has an eco-friendly policy Read more
From$229
Very Good 4.0 /5 Latest 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
  • 3 star Mountain hotel
  • 334 suites in property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Interlaken Inn & Resort
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • 3 star Resort property
  • Check in time: 4:00 pm
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 ~12.58 miles northeast of Sheffield
  • Economy hotel
  • Check in time: 11:00
From$48
Average 3.0 /5 Reviews Call BookMore Details
Applegate Inn in Lee
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Mid-scale Rural hotel
  • 3 floors in property
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn
+1-888-906-6358
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Low Cost hotel
From$47
Average 3.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn
+1-888-749-6785
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Midscale hotel
  • Check-in: 3:00 PM
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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33 Main - Lenox
+1-888-878-9982
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxurious 5 Star hotel
From$200
Average 3.0 /5 Read Reviews Call BookMore Details
Chambery Inn : 199 Main St.
+1-888-389-4485
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • 3 star property
  • 9 sleeping rooms in hotel
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge
+1-888-389-4121
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Cheap property
  • Check in: 13:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn
+1-888-675-2083
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Low Cost hotel
  • 23 sleeping rooms in hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel : 435 Laurel St.
+1-800-716-8490
435 Laurel St., Lee, MA 01238 Website ~15.36 miles north of Sheffield
  • 3 star Lake hotel
  • Check-in: 3:00PM
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • Four star Resort property
  • Check-in: 3 pm
From$184
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Wheatleigh
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • Midscale hotel
  • Check in time: 16:00
From$400
Very Good 4.0 /5 Reviews Call BookMore Details
Canyon Ranch Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • 3 star hotel
  • Check-in: 15:00
From$90
Average 3.0 /5 Reviews Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • Four-star Mountain property
  • 6 meeting rooms in hotel
From$100
Average 3.0 /5 Reviews Call BookMore Details
Brook Farm Inn - Lenox
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • High end Rural property
  • Complimentary breakfast is offered
From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kemble Inn
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • Mid-scale Mountain hotel
  • Hotel has an eco-friendly policy See more
From$265
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Constance
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • 4 star hotel
From$225
Average 3.0 /5 Read Reviews Call BookMore Details
The Whitlock
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • 3 star property
  • Check in: 14:00
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.83 miles north of Sheffield
  • Four star property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Cornell Inn, Lenox in Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Three Star Mountain property
  • 28 rooms in property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • 4-star Mountain hotel
  • Check in time: 4:00PM
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Life House Berkshires
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Two star Suburban hotel
  • Free comp. breakfast
From$49
Average 3.0 /5 Latest 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
  • Two-star Resort property
  • Free comp. breakfast
From$65
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
  • Expensive Resort hotel
  • Hotel has an eco-friendly policy Read more
From$138
Average 3.0 /5 Recent Reviews Call BookMore Details
The Amselhaus
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • 4-star Riverfront hotel
  • Check in time: 0:00 pm
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-888-675-2083
802 State Rd., Richmond, MA 01254 ~20.48 miles north of Sheffield
  • 3 star Rural property
  • Free breakfast available
From$150
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd.
+1-800-716-8490
445 Pittsfield Rd., Lenox, MA 01240 ~20.67 miles north of Sheffield
  • 3 star Mountain hotel
  • Complimentary breakfast is offered
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • 2-star hotel
  • Fitness + Health Center
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • Low Cost 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
  • Low Cost property
  • Check-in: 15:00
Hilton Garden Inn Lenox Pittsfield
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • 3-star Suburban hotel
  • Gym is available on property
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-888-311-4278
1350 West Housatonic St., Pittsfield, MA 01201 ~22.47 miles north of Sheffield
  • 3-star Rural property
  • 59 rooms in property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Torrington CT : 395 Winsted Rd.
+1-888-469-4795
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • Low priced Suburban hotel
  • Fitness / Gym is on-site
Berkshire Inn
+1-888-734-9421
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Two-star Downtown property
  • Check-in: 1500
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
St. Charles Hotel in Hudson
+1-888-841-5292
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Sheffield
  • Cheap Downtown property
  • Check-in time: 4:00 PM
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-455-5160
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • 3 star Downtown hotel
  • Hotel has 170 rooms
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hudson Whaler in Hudson
+1-888-965-8297
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • 3-star Downtown hotel
  • Fitness center on property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-906-6358
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • 4-star Downtown hotel
  • Check-in time: 15:00
From$150
Excellent 5.0 /5 Latest Reviews Call BookMore Details
The Nest Hudson Hotel : 330 Union St.
+1-888-749-6785
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • High end Downtown property
  • 6 rooms in hotel
From$200
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Torrington - Torrington
+1-888-878-9982
492 East Main St., Torrington, CT 06790 ~24.50 miles southeast of Sheffield
  • Low-priced Mountain hotel
  • Free breakfast available
From$60
Average 3.0 /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 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, Black Swan Inn Lee Lenox An Ascend Hotel and Econo Lodge Lee - Great Barrington are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Sheffield?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel 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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