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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 ~4.60 miles northwest of Sheffield
  • Affordable Mountain property
  • Free complimentary breakfast
From$185
Excellent 5.0 /5 Guest 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
  • 2-star Rural property
  • Check in time: 3:00pm
From$100
Very Good 4.0 /5 Recent 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
  • Mid-scale Resort property
  • Hotel has 3 floors
From$109
Very Good 4.0 /5 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 hotel
  • Check in: 11:00 AM
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel : 415 Stockbridge Road41
+1-888-965-1860
415 Stockbridge Road41, Great Barrington, MA 01230 ~7.10 miles north of Sheffield
  • Three Star Mountain hotel
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn in Norfolk
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Affordable property
  • 17 sleeping rooms in hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Wake Robin Inn
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Midscale Rural hotel
  • 3 floors in hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • 3-star Rural hotel
  • Hotel has an eco-friendly policy See more
From$240
Very Good 4.0 /5 Read 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
  • Affordable Rural hotel
  • 8 conference rooms in property
From$229
Very Good 4.0 /5 Recent 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
  • Affordable Mountain property
  • Hotel has 3 floors
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn & Resort : 74 Interlaken Rd.
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort hotel
  • Complimentary breakfast is offered
From$209
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Two-star hotel
  • Check-in time: 11:00
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Applegate Inn
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • Three Star Rural hotel
  • 11 sleeping rooms in hotel
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-906-6358
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Inexpensive property
  • Check in: 11:00 AM
From$47
Average 3.0 /5 Reviews Call BookMore Details
Pilgrim Inn
+1-888-749-6785
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Mid-scale property
From$80
Average 3.0 /5 Recent 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 Latest Reviews Call BookMore Details
Chambery Inn
+1-888-389-4485
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • Mid-scale property
  • Check-in time: 14:00
From$90
Very Good 4.5 /5 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
  • Economical hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn in Lee
+1-888-675-2083
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Two star property
  • 23 rooms in hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-800-716-8490
435 Laurel St., Lee, MA 01238 Website ~15.36 miles north of Sheffield
  • Midscale Lake hotel
  • Hotel has 2 floors
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
  • High end Resort property
  • Hotel has a green policy Read more
From$184
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
  • Mid-scale hotel
  • Hotel has 19 rooms
From$400
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Mid-scale hotel
  • Shuttle from airport available
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • Expensive Mountain hotel
  • Free complimentary breakfast
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Brook Farm Inn in Lenox
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • Four star Rural property
  • Comp. Breakfast
From$120
Very Good 4.0 /5 Hotel 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
  • Check in time: 3:00 PM
From$265
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Constance
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.31 miles north of Sheffield
  • Four-star property
From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Whitlock in Lenox
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • Mid-scale property
  • Check in time: 14:00
From$200
Average 3.0 /5 Recent Reviews Call BookMore Details
The Dewey
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.83 miles north of Sheffield
  • Expensive hotel
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn, Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.06 miles north of Sheffield
  • Three Star Mountain property
  • Free comp. breakfast
From$60
Very Good 4.0 /5 Recent 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 property
  • Has environment-friendly policy Learn more
From$109
Average 3.5 /5 Reviews Call BookMore Details
Life House Berkshires - Lenox
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Low priced Suburban hotel
  • Complimentary breakfast is offered
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~19.70 miles north of Sheffield
  • Low Cost Resort property
  • Check-in time: 2:00 PM
From$65
Average 3.0 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • Four star Resort hotel
  • Hotel has an eco-friendly policy See more
From$138
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus : 6 Rug Rd.
+1-888-389-4121
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.24 miles south of Sheffield
  • High-end Riverfront hotel
  • Complimentary breakfast is offered
From$250
Very Good 4.0 /5 Latest 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
  • Three Star Rural hotel
  • Hotel has 4 suites
From$150
Very Good 4.5 /5 Review Score 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 property
  • Hotel has 24 suites
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-800-805-5223
461 Pittsfield Rd., Lenox, MA 01240 ~20.72 miles north of Sheffield
  • Cheap property
  • Fitness + Health Center
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • 2 star Downtown property
  • Check-in time: 2.00 pm
Lenox Inn in Lenox
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Cheap hotel
  • Check-in: 15:00
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • 3 star Suburban property
  • Check-in time: 03:00PM
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield
+1-888-311-4278
1350 West Housatonic St., Pittsfield, MA 01201 ~22.47 miles north of Sheffield
  • 3-star Rural property
  • Hotel has 19 suites
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Americas Best Value Inn Torrington CT
+1-888-469-4795
395 Winsted Rd., Torrington, CT 06790 ~23.33 miles southeast of Sheffield
  • Inexpensive Suburban property
  • Free breakfast
Berkshire Inn : 150 West Housatonic St.
+1-888-734-9421
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Economical Downtown hotel
  • 36 rooms in hotel
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-841-5292
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Sheffield
  • Two star Downtown property
  • 34 sleeping rooms in hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel - Pittsfield
+1-888-455-5160
1 West St., Pittsfield, MA 01201 ~23.89 miles north of Sheffield
  • Three Star Downtown hotel
  • 14 floors in property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler
+1-888-965-8297
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • 3-star Downtown hotel
  • Hotel has 3 floors
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel on North
+1-888-906-6358
297 North St., Pittsfield, MA 01201 ~24.21 miles north of Sheffield
  • High-end Downtown hotel
  • Hotel has a green policy Read more
From$150
Excellent 5.0 /5 Recent Reviews Call BookMore Details
The Nest Hudson Hotel
+1-888-749-6785
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • 4-star Downtown property
  • 6 rooms in hotel
From$200
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Torrington
+1-888-878-9982
492 East Main St., Torrington, CT 06790 ~24.50 miles southeast of Sheffield
  • Inexpensive Mountain hotel
  • Free breakfast
From$60
Average 3.0 /5 Latest 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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