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The Berkshires Massachusetts Hotels & Motels

Find the perfect hotel in The Berkshires using our hotel guide provided below. Search for cheap and discounted hotel and motel rates in or near The Berkshires, MA for your business or personal leisure travel. We provide the best The Berkshires, Massachusetts hotel and motel rooms. Browse the The Berkshires area hotels to find the perfect lodging! Please use the provided map of the The Berkshires hotels.

The The Berkshires center is about 3 miles southeast of Bousquet Ski Area and 4 miles southeast of Gallery 19.

The Berkshires Hotels, Motels & Accommodations

Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox 55 Lee Rd., Lenox, MA 01240
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~2.92 miles west of The Berkshires
  • Four star Resort hotel
  • Hotel has an eco-friendly policy Learn more
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From£101
Average 3.0 /5 Read Reviews Call BookMore Details
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~2.98 miles west of The Berkshires
  • 3-star Suburban hotel
  • Hotel has 28 suites
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240
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~3.02 miles west of The Berkshires
  • Cheap Downtown property
  • 16 sleeping rooms in hotel
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From£27
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn 525 Pittsfield Rd., Lenox, MA 01240
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~3.07 miles west of The Berkshires
  • Low Cost hotel
  • 18 sleeping rooms in hotel
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From£44
Poor 2.0 /5 Recent Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox 430 East St., Lenox, MA 01240
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~3.10 miles southwest of The Berkshires
  • 4-star Mountain property
  • 90 rooms in hotel
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From£80
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
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~3.13 miles west of The Berkshires
  • Affordable Suburban hotel
  • 2 conference rooms in property
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From£70
Very good 4.0 /5 Review Score Call BookMore Details
The Yankee Inn 461 Pittsfield Rd., Lenox, MA 01240
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~3.15 miles west of The Berkshires
  • Economical hotel
  • Free breakfast
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From£107
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~3.18 miles west of The Berkshires
  • Low-priced Mountain property
  • Access to gym on-site
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From£92
Very good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires - Lenox 445 Pittsfield Rd., Lenox, MA 01240
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~3.18 miles west of The Berkshires
  • Affordable Mountain property
  • 79 sleeping rooms in hotel
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox 462 Pittsfield Rd., Lenox, MA 01240
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~3.39 miles west of The Berkshires
  • Economical Resort hotel
  • 44 rooms in property
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From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240
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~3.40 miles west of The Berkshires
  • 2-star Suburban hotel
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From£36
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Element Lenox Berkshires : 130 Pittsfield Rd. 130 Pittsfield Rd., Lenox, MA 01240
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~3.55 miles west of The Berkshires
  • Three Star Mountain property
  • Complimentary breakfast is offered
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From£36
Average 3.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires in Lenox 203 Main St., Lenox, MA 01240
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~4.23 miles west of The Berkshires
  • 3 star Mountain hotel
  • Hotel has 3 suites
More Photos Photo of The Cornell Inn, Lenox & The Berkshires
From£44
Very good 4.0 /5 Read Reviews Call BookMore Details
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The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240
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~4.34 miles west of The Berkshires
  • 4 star hotel
  • Free breakfast available
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From£55
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201
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~4.47 miles northwest of The Berkshires
  • Two-star Downtown property
  • 36 rooms in hotel
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From£66
Average 3.0 /5 Read Reviews Call BookMore Details
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Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield 1 West St., Pittsfield, MA 01201
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~4.51 miles northwest of The Berkshires
  • 3 star Downtown property
  • 14 floors in property
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From£59
Average 3.0 /5 Review Score Call BookMore Details
The Whitlock by The Lenox Collection 16 Church St., Lenox, MA 01240
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~4.64 miles southwest of The Berkshires
  • Three Star hotel
  • Hotel has 2 floors
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From£147
Average 3.0 /5 Reviews Call BookMore Details
Kemble Inn : 2 Kemble St. 2 Kemble St., Lenox, MA 01240
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~4.68 miles southwest of The Berkshires
  • 3-star Mountain property
  • 12 rooms in hotel
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From£195
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel on North in Pittsfield 297 North St., Pittsfield, MA 01201
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~4.71 miles northwest of The Berkshires
  • Expensive Downtown hotel
  • Check in time: 15:00
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From£110
Excellent 5.0 /5 Review Score Call BookMore Details
The Constance by The Lenox Collection in Lenox 11 Old Stockbridge Rd., Lenox, MA 01240
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~4.74 miles southwest of The Berkshires
  • Four-star hotel
  • 3 floors in property
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From£166
Average 3.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox in Lenox 165 Kemble St., Lenox, MA 01240
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~4.98 miles southwest of The Berkshires
  • Midscale hotel
  • Check-in time: 15:00
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From£66
Average 3.0 /5 Guest Reviews Call BookMore Details
Brook Farm Inn in Lenox 15 Hawthorne St., Lenox, MA 01240
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~5.01 miles southwest of The Berkshires
  • High end Rural hotel
  • 15 rooms in property
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From£88
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge : 16 Cheshire Rd. 16 Cheshire Rd., Pittsfield, MA 01201
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~5.23 miles north of The Berkshires
  • Cheap Downtown hotel
  • Comp. Breakfast
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From£35
Poor 2.0 /5 Review Score Call BookMore Details
Seven Hills Inn in Lenox 40 Plunkett St., Lenox, MA 01240
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~5.46 miles southwest of The Berkshires
  • Four-star Resort hotel
  • Hotel has 4 suites
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From£135
Very good 4.5 /5 Guest Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238 Website
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~5.65 miles southwest of The Berkshires
  • 3-star Lake property
  • 2 floors in hotel
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From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn - Lee 200 Laurel St., Lee, MA 01238
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~5.90 miles southwest of The Berkshires
  • Two-star property
  • Check-in: 11:00
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield 1350 West Housatonic St., Pittsfield, MA 01201
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~6.03 miles west of The Berkshires
  • 3-star Rural hotel
  • 59 rooms in property
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From£62
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~6.05 miles southwest of The Berkshires
  • Mid-scale property
  • Check in time: 16:00
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From£295
Very good 4.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240
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~6.18 miles west of The Berkshires
  • 4-star Mountain property
  • 3 suites in hotel
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From£73
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn : 199 Main St. 199 Main St., Lee, 01238
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~6.26 miles south of The Berkshires
  • 3-star hotel
  • 9 rooms in hotel
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From£66
Very good 4.5 /5 Review Score Call BookMore Details
33 Main in Lenox 33 Main St., Lenox, MA 01238
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~6.46 miles south of The Berkshires
  • Luxury 5-star hotel
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From£147
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Pilgrim Inn 165 Housatonic St., Lee, MA 01238
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~6.62 miles south of The Berkshires
  • Three Star hotel
  • Check-in time: 3:00 PM
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn in Lee 170 Housatonic St., Lee, MA 01238
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~6.64 miles south of The Berkshires
  • 2-star Lake hotel
  • Check-in time: 11:00 AM
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From£34
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238
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~6.64 miles south of The Berkshires
  • 3-star Rural hotel
  • Comp. Breakfast
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From£118
Very good 4.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond 802 State Rd., Richmond, MA 01254
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~7.72 miles west of The Berkshires
  • Mid-scale Rural property
  • Check-in: 3:00 p.m.
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From£110
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee 980 Pleasant St., Lee, MA 01238
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~8.38 miles south of The Berkshires
  • Low-priced hotel
  • Complimentary breakfast is offered
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From£35
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260
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~8.89 miles southwest of The Berkshires
  • Mid-scale Mountain hotel
  • 2 meeting rooms in property
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From£65
Very good 4.0 /5 Guest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266
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~9.16 miles southwest of The Berkshires
  • Low-priced hotel
  • Check-in time: 13:00
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262
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~9.38 miles southwest of The Berkshires
  • Midscale Rural property
  • Hotel has a green policy See more
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From£88
Average 3.0 /5 Latest Reviews Call BookMore Details
Club Wyndham Bentley Brook 1 Corey Rd., Hancock, MA 01237
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~11.98 miles north of The Berkshires
  • Midscale Mountain property
  • 152 suites in hotel
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From£66
Very good 4.0 /5 Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237
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~12.18 miles north of The Berkshires
  • Midscale Mountain property
  • Check in time: 4:00pm
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From£77
Very good 4.0 /5 Guest Reviews Call BookMore Details
Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~12.24 miles north of The Berkshires
  • 3 star Mountain property
  • Hotel has 5 floors
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From£55
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230
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~14.24 miles southwest of The Berkshires
  • Midscale Mountain hotel
  • Check-in: 3:00pm
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From£65
Very good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230
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~14.33 miles southwest of The Berkshires
  • Cheap Resort hotel
  • Check in: 11:00 AM
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From£34
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~14.66 miles southwest of The Berkshires
  • Three Star Resort hotel
  • 60 sleeping rooms in hotel
More Photos Image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Great Barrington - Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~16.06 miles southwest of The Berkshires
  • Inexpensive Rural hotel
  • 63 sleeping rooms in hotel
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From£73
Very good 4.0 /5 Review Score Call BookMore Details
The Windflower Inn in Great Barrington 684 South Egremont Rd., Great Barrington, MA 01230
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~18.67 miles southwest of The Berkshires
  • 3-star Mountain property
  • Check in time: 2:00PM
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From£136
Excellent 5.0 /5 Review Score Call BookMore Details
Berkshire Hills Country Inn - Williamstown 1146 Cold Spring Rd., Williamstown, MA 01267
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~20.35 miles north of The Berkshires
  • 3-star Mountain hotel
  • 21 rooms in hotel
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From£32
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Williamstown - Williamstown 213 Main St., Williamstown, MA 01267
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~21.27 miles north of The Berkshires
  • 2-star Mountain property
  • Free breakfast available
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From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Tourists : 915 State Rd. 915 State Rd., North Adams, MA 01247
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~21.32 miles north of The Berkshires
  • Affordable property
  • Check-in time: 15:00
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From£66
Average 3.0 /5 Reviews Call BookMore Details

Next: See My The Berkshires Hotels with Pricing

Graph: Next 20 Days of The Berkshires Hotel Prices

Rates shown are nightly rates before taxes and do not necessarily reflect all The Berkshires, MA discounts available. The chart reflects the cheapest The Berkshires hotel for each day and each star rating category.

FAQs about hotels in The Berkshires

What are the best rated hotels in The Berkshires?

Hotel on North, The Windflower Inn and Berkshire Mountain Lodge are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in The Berkshires?

33 Main, Miraval Berkshires Resort & Spa - All Inclusive Adults Only and Eastover Estate & Retreat are the top 3 luxury hotels near The Berkshires city center.

What hotels are closest to the city center of The Berkshires?

Miraval Berkshires Resort & Spa - All Inclusive Adults Only, Holiday Inn Express Pittsfield Lenox Berkshires, and Knights Inn Lenox are the properties closest to The Berkshires city center.

What are the best independent hotels in The Berkshires?

Hotel on North, The Windflower Inn and Berkshire Mountain Lodge are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in The Berkshires?

The Black Swan Lee Lenox An Ascend Collection Hotel, Quality Inn Great Barrington and Rodeway Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in The Berkshires?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Great Barrington and Holiday Inn Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Recent traveler reviews of The Berkshires, MA

Below are reviews of the city of The Berkshires, MA from an actual visitor's perspective.

"Lots to explore and do"
Score 4.0 / 5

Lots to explore and do, especially during fall season!

Vincent C., from 21-Oct-2025
"So many wonderful museums and outdoor experiences!"
Score 4.0 / 5

There are so many wonderful museums and outdoor experiences to explore in the Berkshires!

Heather C., from 20-Oct-2025
The average traveler rating of the city of The Berkshires, MA shown above is 4.0 out of 5 based on 2 reviews
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