Star Rating
Hotel Name
Price Range (USD)to
Amenities

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 : 684 South Egremont Rd.
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~4.60 miles northwest of Sheffield
  • 3-star Mountain hotel
  • 13 rooms in hotel
From$185
Excellent 5.0 /5Guest Reviews CallBookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
Days Inn by Wyndham Great Barrington in Great Barrington
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 ~5.62 miles north of Sheffield
  • Inexpensive Rural hotel
  • Hotel has 2 floors
From$100
Very Good 4.0 /5Reviews CallBookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 ~6.70 miles north of Sheffield
  • Mid-scale Resort property
  • Complimentary breakfast is offered
From$109
Very Good 4.0 /5Recent Reviews CallBookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-800-805-5223
400 Stockbridge Rd., Great Barrington, MA 01230 ~7.04 miles north of Sheffield
  • Inexpensive Resort hotel
  • Complimentary breakfast is offered
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 ~7.09 miles north of Sheffield
  • Affordable Mountain hotel
  • Hotel has a green policy See policy
From$80
Average 3.0 /5Reviews CallBookMore Details
Blackberry River Inn
+1-888-788-5576
538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.32 miles southeast of Sheffield
  • Midscale hotel
  • 17 sleeping rooms in hotel
From$109
Very Good 4.0 /5Reviews CallBookMore Details
Wake Robin Inn : 106 Sharon Rd.
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~11.32 miles southwest of Sheffield
  • Mid-scale Rural hotel
  • Hotel has an eco-friendly policy See more
Manor House Inn
+1-888-311-4278
69 Maple Ave., Norfolk, CT 06058 ~11.57 miles southeast of Sheffield
  • 3 star Rural property
  • Free complimentary breakfast
From$240
Very Good 4.0 /5Review Score CallBookMore Details
The Red Lion Inn in Stockbridge
+1-888-469-4795
30 Main St., Stockbridge, MA 01262 ~12.05 miles north of Sheffield
  • Affordable Rural property
  • 125 sleeping rooms in hotel
  • Fantastic service
  • Great desserts & fruits
From$229
Very Good 4.0 /5Guest Reviews CallBookMore 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
  • Three Star hotel
  • 334 suites in property
Interlaken Inn & Resort
+1-888-841-5292
74 Interlaken Rd., Lakeville, CT 06039 ~12.19 miles southwest of Sheffield
  • Three Star Resort property
  • Has environment-friendly policy See policy
  • Food is to die for
  • Nice building
From$209
Very Good 4.0 /5Recent Reviews CallBookMore Details
Econo Lodge Lee - Great Barrington
+1-888-455-5160
980 Pleasant St., Lee, MA 01238 ~12.58 miles northeast of Sheffield
  • Two star property
  • Free comp. breakfast
Applegate Inn - Lee
+1-888-965-8297
279 West Park St., Lee, MA 01238 ~14.31 miles northeast of Sheffield
  • 3-star Rural hotel
  • Check in: 2 pm
  • Popular among couples
  • Excellent hotel
From$160
Very Good 4.0 /5Reviews CallBookMore Details
Quality Inn in Lee
+1-888-906-6358
170 Housatonic St., Lee, MA 01238 ~14.35 miles northeast of Sheffield
  • Economical property
  • Check-in time: 11:00 AM
Pilgrim Inn
+1-888-749-6785
165 Housatonic St., Lee, MA 01238 ~14.37 miles northeast of Sheffield
  • Mid-scale property
  • Check-in: 3:00 PM
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
33 Main - Lenox
+1-888-878-9982
33 Main St., Lenox, MA 01238 ~14.49 miles northeast of Sheffield
  • Luxury 5 star property
From$200
Average 3.0 /5Reviews CallBookMore Details
Chambery Inn : 199 Main St.
+1-888-389-4485
199 Main St., Lee, 01238 ~14.69 miles north of Sheffield
  • Midscale hotel
  • Check-in time: 14:00
Pleasant Valley Motel West Stockbridge
+1-888-389-4121
42 Stockbridge Rd., West Stockbridge, MA 01266 ~14.83 miles north of Sheffield
  • 2-star hotel
  • 16 rooms in property
Rodeway Inn - Lee
+1-888-675-2083
200 Laurel St., Lee, MA 01238 ~15.07 miles north of Sheffield
  • 2 star property
  • Hotel has 23 rooms
Black Swan Inn Lee Lenox An Ascend Hotel in Lee
+1-800-716-8490
435 Laurel St., Lee, MA 01238 Website ~15.36 miles north of Sheffield
  • Three Star Lake property
  • Comp. Breakfast
From$60
Very Good 4.0 /5Review Score CallBookMore Details
Seven Hills Inn
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 ~16.00 miles north of Sheffield
  • High-end Resort hotel
  • Has environment-friendly policy See policy
From$184
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Wheatleigh
+1-888-965-1860
11 Hawthorne Rd., Lenox, MA 01240 ~16.37 miles north of Sheffield
  • 3-star hotel
  • Check in time: 16:00
From$90
Average 3.0 /5Reviews CallBookMore Details
Canyon Ranch Lenox : 165 Kemble St.
+1-888-788-5576
165 Kemble St., Lenox, MA 01240 ~16.61 miles north of Sheffield
  • 3 star hotel
  • Fitness / Gym is on-site
Apple Tree Inn : 10 Richmond Mountain Rd.
+1-888-897-9207
10 Richmond Mountain Rd., Lenox, MA 01240 ~16.91 miles north of Sheffield
  • High-end Mountain hotel
  • Hotel has 34 rooms
Brook Farm Inn : 15 Hawthorne St.
+1-888-311-4278
15 Hawthorne St., Lenox, MA 01240 ~17.06 miles north of Sheffield
  • Expensive Rural property
  • Check-in time: 3 pm
From$120
Very Good 4.5 /5Guest Reviews CallBookMore Details
Next 25 Sheffield Hotels >  [1 - 25 of 50]    
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, Days Inn by Wyndham Great Barrington, 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?

Black Swan Inn Lee Lenox An Ascend Hotel, Econo Lodge Lee - Great Barrington and Quality Inn 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 & Suites Pittsfield-Berkshires, an IHG Hotel and Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top