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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 in Great Barrington
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.59 miles northwest of Sheffield
  • 3 star Mountain property
  • Hotel has 2 meeting rooms
From$185
Excellent 5.0 /5 Read Reviews Call BookMore Details
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Quality Inn
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 Website ~5.61 miles north of Sheffield
  • Cheap Rural hotel
  • Gym is available on property
From$100
Very Good 4.0 /5 Read 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
  • 3 star Resort hotel
  • 60 sleeping rooms in hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.03 miles north of Sheffield
  • Low Cost Resort property
  • Free comp. breakfast
From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Great Barrington in Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.13 miles north of Sheffield
  • Mid-scale Mountain property
  • Gym is available on property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.30 miles southeast of Sheffield
  • 3-star hotel
  • 17 rooms in property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd.
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.30 miles southwest of Sheffield
  • 3-star Rural hotel
  • Complimentary breakfast is offered
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Manor House Inn in Norfolk
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.55 miles southeast of Sheffield
  • Three Star Rural property
  • 3 floors in hotel
From$240
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.00 miles north of Sheffield
  • Mid-scale Rural hotel
  • Hotel has an eco-friendly policy See policy
From$80
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
  • 3 star Mountain property
  • Hotel has a green policy See policy
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn : 74 Interlaken Rd.
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.21 miles southwest of Sheffield
  • Mid-scale Resort hotel
  • 86 rooms in property
From$179
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.56 miles northeast of Sheffield
  • Inexpensive hotel
  • Free comp. breakfast
From$48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.29 miles northeast of Sheffield
  • Affordable Rural hotel
  • 6 suites in hotel
From$160
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Pilgrim Inn - Lee
+1-888-906-6358
165 Housatonic St., Lee, MA 01238 ~14.36 miles northeast of Sheffield
  • Mid-scale hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
33 Main - Lenox
+1-888-749-6785
33 Main St., Lenox, MA 01238 ~14.47 miles northeast of Sheffield
  • Luxurious Five Star property
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Chambery Inn
+1-888-878-9982
199 Main St., Lee, 01238 ~14.67 miles north of Sheffield
  • Midscale hotel
  • Check-in: 14:00
From$90
Very Good 4.5 /5 Hotel 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
  • Cheap property
  • 16 rooms in hotel
From$60
Average 3.0 /5 Latest 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
  • Two star property
  • Check-in time: 11:00
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-675-2083
435 Laurel St., Lee, MA 01238 Website ~15.33 miles north of Sheffield
  • Three Star Lake hotel
  • Check in: 3:00 PM
From$65
Very Good 4.0 /5 Read 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
  • Three Star Lake property
  • Free breakfast
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Seven Hills Inn - Lenox
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~15.98 miles north of Sheffield
  • Four-star Resort hotel
  • 57 sleeping rooms in hotel
From$184
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Wheatleigh
+1-888-965-1860
Hawthorne Rd., Lenox, MA 01240 ~16.35 miles north of Sheffield
  • 3 star hotel
  • Check-in time: 16:00
From$400
Very Good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox in Lenox
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.59 miles north of Sheffield
  • Affordable hotel
  • Hotel has 2 floors
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Apple Tree Inn
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.89 miles north of Sheffield
  • Four-star Mountain property
  • 6 conference rooms in property
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Brook Farm Inn : 15 Hawthorne St.
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.04 miles north of Sheffield
  • Four star Rural hotel
  • Check in: 3 pm
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~17.24 miles north of Sheffield
  • Mid-scale Mountain property
  • 3 conference rooms in property
From$265
Very Good 4.0 /5 Review Score Call BookMore Details
The Constance by The Lenox Collection - Lenox
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 ~17.29 miles north of Sheffield
  • High-end property
  • Free comp. breakfast
From$225
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox
+1-888-841-5292
16 Church St., Lenox, MA 01240 ~17.36 miles north of Sheffield
  • Mid-scale hotel
  • 2 floors in property
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Dewey by The Lenox Collection
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~17.80 miles north of Sheffield
  • High-end hotel
  • 12 rooms in hotel
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~18.03 miles north of Sheffield
  • 3 star Mountain hotel
  • 28 sleeping rooms in hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~18.59 miles north of Sheffield
  • 4 star Mountain property
  • Check in: 4:00PM
From$109
Average 3.5 /5 Guest Reviews Call BookMore Details
Element Lenox Berkshires : 130 Pittsfield Rd.
+1-888-749-6785
130 Pittsfield Rd., Lenox, MA 01240 ~19.15 miles north of Sheffield
  • Midscale Mountain property
  • Check-in: 3:00PM
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Life House Berkshires - Lenox
+1-888-878-9982
194 Pittsfield Rd., Lenox, MA 01240 ~19.47 miles north of Sheffield
  • Cheap Suburban hotel
  • Free breakfast
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-389-4485
462 Pittsfield Rd., Lenox, MA 01240 ~19.67 miles north of Sheffield
  • 2-star Resort hotel
From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-389-4121
55 Lee Rd., Lenox, MA 01240 ~20.19 miles north of Sheffield
  • Four-star Resort hotel
  • Gym / Fitness Center Available
From$138
Average 3.0 /5 Read Reviews Call BookMore Details
The Amselhaus : 6 Rug Rd.
+1-888-675-2083
6 Rug Rd., Cornwall Bridge, CT 06754 ~20.21 miles south of Sheffield
  • High-end Riverfront property
  • Check-in time: 0:00 pm
From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond
+1-800-716-8490
802 State Rd., Richmond, MA 01254 ~20.45 miles north of Sheffield
  • Affordable Rural hotel
  • 3 floors in property
From$150
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-800-805-5223
445 Pittsfield Rd., Lenox, MA 01240 ~20.64 miles north of Sheffield
  • Three Star Mountain hotel
  • Gym / Fitness Center Available
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
The Yankee Trademark Collection by Wyndham in Lenox
+1-888-965-1860
461 Pittsfield Rd., Lenox, MA 01240 ~20.69 miles north of Sheffield
  • Economy hotel
  • Free comp. breakfast
From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox
+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
Lenox Inn - Lenox
+1-888-897-9207
525 Pittsfield Rd., Lenox, MA 01240 ~20.96 miles north of Sheffield
  • Two-star hotel
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-311-4278
1055 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Midscale Suburban hotel
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-469-4795
1032 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Midscale Suburban hotel
  • Check-in: 03:00PM
From$95
Very Good 4.0 /5 Guest 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 property
  • Fitness / Gym is on-site
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-888-841-5292
1350 West Housatonic St., Pittsfield, MA 01201 ~22.43 miles north of Sheffield
  • Three Star Rural property
  • 19 suites in hotel
From$85
Very Good 4.5 /5 Guest 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
  • Low Cost Suburban property
  • Complimentary breakfast is offered
Berkshire Inn
+1-888-965-8297
150 West Housatonic St., Pittsfield, MA 01201 ~23.49 miles north of Sheffield
  • 2 star Downtown hotel
  • 36 rooms in hotel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-906-6358
16 Park Place, Hudson, NY 12534 ~23.77 miles west of Sheffield
  • Cheap Downtown hotel
  • Hotel has 6 suites
From$80
Average 3.0 /5 Read 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
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hudson Whaler
+1-888-878-9982
542 Warren St., Hudson, NY 12534 ~23.92 miles west of Sheffield
  • 3-star Downtown property
  • Fitness center on property
From$75
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, 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 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 Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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