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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
  • Three Star Mountain hotel
  • Check in: 2:00PM
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
  • Economy Rural hotel
  • Access to gym on-site
From$100
Very Good 4.0 /5 Guest 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 ~6.70 miles north of Sheffield
  • 3-star Resort property
  • 5 suites in property
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
  • Economical Resort property
  • Check in: 11:00 AM
From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel - Great Barrington
+1-888-965-1860
415 Stockbridge Road41, Great Barrington, MA 01230 ~7.10 miles north of Sheffield
  • Three Star Mountain hotel
  • 3 floors in property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale hotel
  • 2 floors in hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn in Lakeville
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Mid-scale Rural hotel
  • 3 suites in property
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
  • Affordable 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
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.02 miles north of Sheffield
  • Midscale Rural hotel
  • Hotel has an eco-friendly policy See policy
From$80
Average 3.0 /5 Latest 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
  • Midscale Mountain hotel
  • 3 floors in property
From$89
Very Good 4.0 /5 Review Score 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
  • 4 meeting rooms in property
From$209
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Low-priced property
  • Check-in time: 11:00
From$48
Average 3.0 /5 Latest 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 property
  • 11 sleeping rooms in hotel
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • 3-star hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
33 Main
+1-888-749-6785
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
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Chambery Inn : 199 Main St.
+1-888-878-9982
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • Midscale hotel
  • Check-in time: 14:00
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd.
+1-888-389-4485
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • Economy property
  • 16 rooms in hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn - Lee
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • Two-star hotel
  • Check in time: 11:00
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn : 435 Laurel St.
+1-888-675-2083
435 Laurel St., Lee, MA 01238 ~15.35 miles north of Sheffield
  • Affordable Lake hotel
  • Comp. Breakfast
From$65
Very Good 4.0 /5 Hotel 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 ~15.36 miles north of Sheffield
  • Three Star Lake property
  • Fitness / Gym is on-site
From$60
Very Good 4.0 /5 Review Score 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
  • Hotel has 4 suites
From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • 3-star property
  • Check in time: 16:00
From$400
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Canyon Ranch Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • Mid-scale hotel
  • Check in time: 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 hotel
  • 34 rooms in hotel
From$100
Average 3.0 /5 Recent 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
  • 4 star Rural hotel
  • 3 floors in hotel
From$120
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kemble Inn
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.26 miles north of Sheffield
  • 3 star Mountain property
  • 3 meeting rooms in hotel
From$265
Very Good 4.0 /5 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
  • High-end hotel
  • 3 floors in property
From$225
Average 3.0 /5 Read Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.38 miles north of Sheffield
  • Midscale property
  • Check in: 14:00
From$200
Average 3.0 /5 Reviews Call BookMore Details
The Dewey by The Lenox Collection in Lenox
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.83 miles north of Sheffield
  • Four-star property
  • Free breakfast available
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 hotel
  • 3 suites in hotel
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.62 miles north of Sheffield
  • Four star Mountain hotel
  • 10 meeting rooms in hotel
From$109
Average 3.5 /5 Reviews Call BookMore Details
Life House Berkshires in Lenox
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~19.49 miles north of Sheffield
  • Cheap Suburban hotel
  • Free comp. breakfast
From$49
Average 3.0 /5 Read 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 priced Resort property
  • Free comp. breakfast
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~20.22 miles north of Sheffield
  • 4-star Resort hotel
  • 105 rooms in property
From$138
Average 3.0 /5 Recent 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
  • Check-in time: 0:00 pm
From$250
Very Good 4.0 /5 Read 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
  • Free comp. breakfast
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
  • Mid-scale Mountain property
  • Gym is available on property
From$109
Average 3.0 /5 Guest 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
  • Low priced hotel
  • 9 suites in property
From$145
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-965-1860
474 Pittsfield Rd., Lenox, MA 01240 ~20.75 miles north of Sheffield
  • Cheap Downtown property
  • 16 rooms in hotel
Lenox Inn : 525 Pittsfield Rd.
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~20.99 miles north of Sheffield
  • Low priced property
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-897-9207
1032 South St., Pittsfield, MA 01201 ~21.05 miles north of Sheffield
  • 3 star Suburban hotel
  • Gym / Fitness Center Available
From$95
Very Good 4.0 /5 Review Score 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
  • Mid-scale Rural property
  • Fitness center on property
From$79
Very Good 4.0 /5 Guest 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
  • Low Cost Suburban hotel
  • 2 floors in hotel
Berkshire Inn
+1-888-734-9421
150 West Housatonic St., Pittsfield, MA 01201 ~23.52 miles north of Sheffield
  • Low-priced Downtown hotel
  • Check-in: 1500
From$90
Average 3.0 /5 Latest 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
  • Economy Downtown hotel
  • 6 suites in property
From$80
Average 3.0 /5 Guest 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 property
  • Hotel has 26 suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler : 542 Warren St.
+1-888-965-8297
542 Warren St., Hudson, NY 12534 ~23.93 miles west of Sheffield
  • Three Star Downtown hotel
  • Fitness center on property
From$75
Very Good 4.0 /5 Recent 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
  • High end Downtown hotel
  • 6 suites in property
From$150
Excellent 5.0 /5 Reviews Call BookMore Details
The Nest Hudson Hotel
+1-888-749-6785
330 Union St., Hudson, NY 12534 ~24.29 miles west of Sheffield
  • Four star Downtown property
  • Hotel has 3 floors
From$200
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Torrington in Torrington
+1-888-878-9982
492 East Main St., Torrington, CT 06790 ~24.50 miles southeast of Sheffield
  • Cheap Mountain hotel
  • Check in: 11:00 AM
From$60
Average 3.0 /5 Guest 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 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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