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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 : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240
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~2.92 miles west of The Berkshires
  • Expensive Resort hotel
  • Gym / Fitness Center Available
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From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
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~2.98 miles west of The Berkshires
  • Midscale Suburban hotel
  • 28 suites in property
More Photos Image of Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Review Score Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd. 474 Pittsfield Rd., Lenox, MA 01240
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~3.02 miles west of The Berkshires
  • Low priced Downtown hotel
  • Check in time: 2.00 pm
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From$37
Poor 2.0 /5 Recent Reviews Call BookMore Details
Lenox Inn in Lenox 525 Pittsfield Rd., Lenox, MA 01240
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~3.07 miles west of The Berkshires
  • 2-star property
  • Check in time: 15:00
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From$60
Poor 2.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox 430 East St., Lenox, MA 01240
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~3.10 miles southwest of The Berkshires
  • High-end Mountain property
  • 2 floors in property
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From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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~3.13 miles west of The Berkshires
  • Mid-scale Suburban property
  • Hotel has 3 suites
More Photos Exterior of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240
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~3.15 miles west of The Berkshires
  • Low Cost hotel
  • Comp. Breakfast
More Photos Exterior of The Yankee Inn
From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201
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~3.18 miles west of The Berkshires
  • Low priced Mountain property
  • 146 sleeping rooms in hotel
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From$125
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
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~3.18 miles west of The Berkshires
  • Affordable Mountain hotel
  • Hotel has 3 floors
More Photos Photo of Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in Lenox 462 Pittsfield Rd., Lenox, MA 01240
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~3.39 miles west of The Berkshires
  • Low priced Resort property
  • Check in time: 2:00 PM
More Photos Image of Howard Johnson by Wyndham Lenox
From$65
Average 3.0 /5 Review Score Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd. 194 Pittsfield Rd., Lenox, MA 01240
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~3.40 miles west of The Berkshires
  • Economical Suburban property
  • Check in time: 2pm
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From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240
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~3.55 miles west of The Berkshires
  • Midscale Mountain property
  • Check-in: 3:00PM
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From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires 203 Main St., Lenox, MA 01240
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~4.23 miles west of The Berkshires
  • Mid-scale Mountain hotel
  • Free complimentary breakfast
More Photos Exterior of The Cornell Inn, Lenox & The Berkshires
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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The Dewey by The Lenox Collection - Lenox 7 Hubbard St., Lenox, MA 01240
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~4.34 miles west of The Berkshires
  • High-end property
  • 12 rooms in property
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
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~4.47 miles northwest of The Berkshires
  • Inexpensive Downtown property
  • Check-in: 1500
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From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
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Holiday Inn & Suites Pittsfield-Berkshires by IHG 1 West St., Pittsfield, MA 01201
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~4.51 miles northwest of The Berkshires
  • 3 star Downtown hotel
  • Hotel has 14 floors
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Whitlock by The Lenox Collection : 16 Church St. 16 Church St., Lenox, MA 01240
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~4.64 miles southwest of The Berkshires
  • Midscale property
  • 2 floors in property
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From$200
Average 3.0 /5 Recent 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
  • Has environment-friendly policy See policy
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From$265
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel on North : 297 North St. 297 North St., Pittsfield, MA 01201
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~4.71 miles northwest of The Berkshires
  • High end Downtown hotel
  • Hotel has 4 floors
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From$150
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
  • High-end property
  • Hotel has 3 floors
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From$225
Average 3.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox - Lenox 165 Kemble St., Lenox, MA 01240
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~4.98 miles southwest of The Berkshires
  • 3 star property
  • Check-in time: 15:00
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From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn : 15 Hawthorne St. 15 Hawthorne St., Lenox, MA 01240
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~5.01 miles southwest of The Berkshires
  • High-end Rural hotel
  • Hotel has 15 rooms
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From$120
Very Good 4.0 /5 Review Score 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
  • Economical Downtown hotel
  • 58 rooms in property
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From$48
Poor 2.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240
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~5.46 miles southwest of The Berkshires
  • High end Resort hotel
  • 57 rooms in property
More Photos Photo of Seven Hills Inn
From$184
Very Good 4.5 /5 Review Score Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Website
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~5.65 miles southwest of The Berkshires
  • 3-star Lake property
  • Gym / Fitness Center Available
More Photos Photo of The Black Swan Lee Lenox An Ascend Collection Hotel
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn in Lee 200 Laurel St., Lee, MA 01238
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~5.90 miles southwest of The Berkshires
  • Economical hotel
  • Check-in time: 11:00
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201
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~6.03 miles west of The Berkshires
  • Three Star Rural hotel
  • Check in: 03:00
More Photos Exterior of Best Western Plus Berkshire Hills Inn & Suites
From$85
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Wheatleigh Hawthorne Rd., Lenox, MA 01240
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~6.05 miles southwest of The Berkshires
  • Affordable hotel
  • Check-in: 16:00
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From$400
Very Good 4.0 /5 Review Score Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240
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~6.18 miles west of The Berkshires
  • Four star Mountain property
  • Check-in time: 4:00 PM
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From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn - Lee 199 Main St., Lee, 01238
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~6.26 miles south of The Berkshires
  • 3 star hotel
  • 9 rooms in property
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From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
33 Main in Lenox 33 Main St., Lenox, MA 01238
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~6.46 miles south of The Berkshires
  • Luxurious 5 Star property
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From$200
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Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238
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~6.62 miles south of The Berkshires
  • 3-star property
  • Check in: 3:00 PM
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn : 170 Housatonic St. 170 Housatonic St., Lee, MA 01238
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~6.64 miles south of The Berkshires
  • Low-priced Lake hotel
  • Check-in time: 11:00 AM
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From$47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn - Lee 279 West Park St., Lee, MA 01238
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~6.64 miles south of The Berkshires
  • Three Star Rural hotel
  • 6 suites in property
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From$160
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond 802 State Rd., Richmond, MA 01254
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~7.72 miles west of The Berkshires
  • Three Star Rural property
  • Check in time: 3:00 p.m.
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From$150
Very Good 4.5 /5 Review Score 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 Cost hotel
  • Check-in: 11:00
More Photos Image of Econo Lodge Lee - Great Barrington
From$48
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260
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~8.89 miles southwest of The Berkshires
  • 3-star Mountain property
  • 2 conference rooms in property
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From$89
Very Good 4.0 /5 Review Score 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
  • Two star hotel
  • 16 sleeping rooms in hotel
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From$60
Average 3.0 /5 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
  • 3 star Rural property
  • 108 sleeping rooms in hotel
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From$120
Average 3.0 /5 Review Score Call BookMore Details
Club Wyndham Bentley Brook : 1 Corey Rd. 1 Corey Rd., Hancock, MA 01237
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~11.98 miles north of The Berkshires
  • 3-star Mountain property
  • Hotel has 152 suites
More Photos Image of Club Wyndham Bentley Brook
From$90
Very Good 4.0 /5 Hotel 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
  • Mid-scale Mountain hotel
  • Check in time: 4:00pm
More Photos Image of Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Read 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
  • Three Star Mountain hotel
  • Access to gym on-site
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd. 415 Stockbridge Rd., Great Barrington, MA 01230
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~14.24 miles southwest of The Berkshires
  • Midscale Mountain property
  • 3 floors in hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires : 400 Stockbridge Rd. 400 Stockbridge Rd., Great Barrington, MA 01230
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~14.33 miles southwest of The Berkshires
  • Two-star Resort hotel
  • Check in time: 11:00 AM
More Photos Exterior of Travelodge by Wyndham Great Barrington Berkshires
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230 Website
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~14.66 miles southwest of The Berkshires
  • 3-star Resort property
  • 60 sleeping rooms in hotel
More Photos Exterior of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Great Barrington 372 Main St., Great Barrington, MA 01230 Website
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~16.06 miles southwest of The Berkshires
  • 2 star Rural property
  • Check in: 3:00pm
More Photos Image of Quality Inn Great Barrington
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Windflower Inn : 684 South Egremont Rd. 684 South Egremont Rd., Great Barrington, MA 01230
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~18.67 miles southwest of The Berkshires
  • Mid-scale Mountain property
  • 2 floors in hotel
More Photos Image of The Windflower Inn
From$185
Excellent 5.0 /5 Hotel Reviews 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
  • Midscale Mountain hotel
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From$44
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Williamstown 213 Main St., Williamstown, MA 01267
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~21.27 miles north of The Berkshires
  • Economical Mountain hotel
  • Check-in time: 2:00 pm
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Tourists - North Adams 915 State Rd., North Adams, MA 01247
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~21.32 miles north of The Berkshires
  • Three Star property
  • Check in: 15:00
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From$90
Average 3.0 /5 Hotel 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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