We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Berkshires

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Hotel brand

Show all brands
Major Brands
Individual Chains
Show only major brands
 

Property name

Reset
 
Free Newsletter

Interested in Berkshires?

We'll send you updates with the latest deals, reviews and articles for Berkshires each week.

Map of Berkshires Hotels

Hotels (73)

B&Bs / Inns (113)

Specialty Lodging (24)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
Show Prices
$600 - $1,769 Avg. price/night*
Ollie #1 of 73 hotels in Berkshires
#1 of 15 hotels in Lenox
Professional photos | Traveler photos (125)
Special Offer Fall Escape
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
Show Prices
$99 - $194 Avg. price/night*
Ollie #2 of 73 hotels in Berkshires
Professional photos | Traveler photos (64)
165 Kemble Street, Lenox, MA 01240
Canyon Ranch in Lenox Slideshow
$653 - $1,189 Avg. price/night*
Ollie #3 of 73 hotels in Berkshires
#2 of 15 hotels in Lenox
Traveler photos (72)
Offers & Announcements New Guests Save 20%
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
Wheatleigh Slideshow
Show Prices
$1,224 - $1,607 Avg. price/night*
Ollie #4 of 73 hotels in Berkshires
#3 of 15 hotels in Lenox
Professional photos | Traveler photos (106)
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires Slideshow
Show Prices
$121 - $252 Avg. price/night*
Ollie #5 of 73 hotels in Berkshires
#4 of 15 hotels in Lenox
  •  Soo disappointed 
  • I was led to believe that this was a very upmarket hotel. As it was chosen... more
  • October 28, 2014
Professional photos | Traveler photos (80)
Special Offer Family Getaway
256 Stockbridge Road, Rt 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
$45 - $200 Avg. price/night*
Ollie #6 of 73 hotels in Berkshires
  •  clean and friendly 
  • It was nice to have the owner of the business care about the experience of... more
  • October 21, 2014
Traveler photos (28)
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
Show Prices
$63 - $140 Avg. price/night*
Ollie #7 of 73 hotels in Berkshires
Professional photos | Traveler photos (45)
249 Stockbridge Rd (Rt 7), Bldg 1, Great Barrington, MA 01230
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
Show Prices
$139 - $297 Avg. price/night*
Ollie #8 of 73 hotels in Berkshires
  •  Nice and clean 
  • We stayed here for a couple of nights during foliage season. The staff... more
  • October 26, 2014
Professional photos | Traveler photos (37)
Special Offer Earn Up To 25,000 Points
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
Show Prices
$76 - $335 Avg. price/night*
Ollie #9 of 73 hotels in Berkshires
Professional photos | Traveler photos (23)
Berkshire Valley Inn (Williamstown) 2.0 of 5
2541 Hancock Rd., Williamstown, MA 01267
Show Prices
$85 - $178 Avg. price/night*
Ollie #10 of 73 hotels in Berkshires
  •  Excellent 
  • The perfect place to get away from the city. The Marty and Renee are... more
  • October 27, 2014
Professional photos | Traveler photos (9)
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
Show Prices
$93 - $179 Avg. price/night*
Ollie #11 of 73 hotels in Berkshires
  •  It was what it was 
  • For the price it is a place to sleep. Nice hotel, clean, friendly staff... more
  • October 28, 2014
Professional photos | Traveler photos (65)
Offers & Announcements Save up to 20%
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
Show Prices
$139 - $322 Avg. price/night*
Ollie #12 of 73 hotels in Berkshires
  •  Beautiful and Unique 
  • I've stayed at Porches several times and it does not disappoint. It is... more
  • October 27, 2014
Professional photos | Traveler photos (129)
Top Value! $71 less than similar hotels in Berkshires
 
Mountain View Motel (Great Barrington)
304 State Road - Route 23 East, Great Barrington, MA 01230
Show Prices
$76 - $122 Avg. price/night*
Ollie #13 of 73 hotels in Berkshires
Professional photos | Traveler photos (8)
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
Show Prices
$65 - $182 Avg. price/night*
Ollie #14 of 73 hotels in Berkshires
  •  Adequate, but dated 
  • This is a family-owned motel, which I liked. Everyone was very nice and... more
  • October 29, 2014
Professional photos | Traveler photos (58)
Special Rate BOOK DIRECT AND SAVE
The Red Lion Inn (Stockbridge) 3.0 of 5
30 Main Street, Box 954, Stockbridge, MA 01262-0954
The Red Lion Inn Slideshow
Show Prices
$136 - $294 Avg. price/night*
Ollie #15 of 73 hotels in Berkshires
  •  Cozy Historic Inn 
  • I stayed only one night at the Red Lion Inn - the room was supposed to be... more
  • October 30, 2014
Professional photos | Traveler photos (178)
Special Offer Cozy Continental
Top Value! $59 less than similar hotels in Berkshires
 
1146 Cold Spring Road, Williamstown, MA 01267
Berkshire Hills Country Inn Slideshow
Show Prices
$87 - $155 Avg. price/night*
Ollie #16 of 73 hotels in Berkshires
  •  Quaint and Quiet 
  • We began our foliage tour by spending one night at the Berkshire Inn. The... more
  • October 26, 2014
Professional photos | Traveler photos (61)
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
Show Prices
$225 - $482 Avg. price/night*
Ollie #17 of 73 hotels in Berkshires
#5 of 15 hotels in Lenox
Professional photos | Traveler photos (174)
Announcement Free Wine Tastings
910 Cold Spring Road, Williamstown, MA 01267
1896 House - Brookside & Pondside Motels Slideshow
Show Prices
$87 - $175 Avg. price/night*
Ollie #18 of 73 hotels in Berkshires
  •  Great Overnight Stop! 
  • On a leisurely ride down Route 7, we spotted the 1896 House and stopped to... more
  • October 16, 2014
Professional photos | Traveler photos (97)
Yankee Inn (Lenox) 2.0 of 5
461 Pittsfield Rd, Lenox, MA 01240
Yankee Inn Slideshow
Show Prices
$75 - $220 Avg. price/night*
Ollie #19 of 73 hotels in Berkshires
#6 of 15 hotels in Lenox
  •  Yankee Inn 
  • Excellent above anywhere else i have stayed. Going to stay there again and... more
  • October 20, 2014
Professional photos | Traveler photos (85)
Offers & Announcements Complimentary bottle of...
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
Show Prices
$118 - $253 Avg. price/night*
Ollie #20 of 73 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Attention To Detail 
  • I rated this hotel a 5 because it surpasses my expectations on many... more
  • October 28, 2014
Professional photos | Traveler photos (48)
Special Offer Choice Privileges Points