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Berkshires

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Map of Berkshires Hotels

Hotels (76)

B&Bs / Inns (114)

Specialty Lodging (25)

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Blantyre (Lenox) 4.0 of 5
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$400 - $1,116 Avg. price/night*
Ollie #1 of 76 hotels in Berkshires
#1 of 14 hotels in Lenox
  •  Blantyre was a Bust 
  • After several previous and wonderful visits, we were looking forward to... more
  • September 2, 2015
Traveler photos (145)
165 Kemble Street, Lenox, MA 01240
Canyon Ranch in Lenox Slideshow
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$653 - $1,189 Avg. price/night*
Ollie #2 of 76 hotels in Berkshires
#2 of 14 hotels in Lenox
  •  Intresting 
  • I have just returned from four days at CR where I went to unwind. I had... more
  • August 27, 2015
Traveler photos (141)
Special Offer New Guests Save 20%
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
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$149 - $206 Avg. price/night*
Ollie #3 of 76 hotels in Berkshires
Professional photos | Traveler photos (75)
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires by Hilton Slideshow
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$150 - $404 Avg. price/night*
Ollie #4 of 76 hotels in Berkshires
#3 of 14 hotels in Lenox
  •  Clean and quiet rooms 
  • The room was pretty large with 2 queen size beds and plenty of free space... more
  • September 2, 2015
Professional photos | Traveler photos (144)
Special Offer Earn 2X Points!
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$828 - $1,607 Avg. price/night*
Ollie #5 of 76 hotels in Berkshires
#4 of 14 hotels in Lenox
Professional photos | Traveler photos (110)
Hotel on North (Pittsfield) 3.5 of 5
297 North Street, Pittsfield, MA 01201
Hotel on North Slideshow
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$177 - $389 Avg. price/night*
Ollie #6 of 76 hotels in Berkshires
  •  Three times so far! 
  • I stayed at Hotel on North three times during the months of July and... more
  • September 1, 2015
Professional photos | Traveler photos (36)
Top Value! $66 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$122 - $151 Avg. price/night*
Ollie #7 of 76 hotels in Berkshires
Professional photos | Traveler photos (46)
Top Value! $79 less than similar hotels in Berkshires
 
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
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$77 - $233 Avg. price/night*
Ollie #8 of 76 hotels in Berkshires
Professional photos | Traveler photos (24)
Special Offer Call direct for BEST...
249 Stockbridge Rd (Rt 7), Bldg 1, Great Barrington, MA 01230
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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$156 - $385 Avg. price/night*
Ollie #9 of 76 hotels in Berkshires
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Special Offer Double Rewards Points!
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$74 - $166 Avg. price/night*
Ollie #10 of 76 hotels in Berkshires
Professional photos | Traveler photos (65)
Special Rate BOOK DIRECT AND SAVE!!
256 Stockbridge Road, Route 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
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$82 - $167 Avg. price/night*
Ollie #11 of 76 hotels in Berkshires
Traveler photos (28)
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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$100 - $276 Avg. price/night*
Ollie #12 of 76 hotels in Berkshires
Professional photos | Traveler photos (52)
Special Offer 1,000 bonus reward...
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$150 - $326 Avg. price/night*
Ollie #13 of 76 hotels in Berkshires
Professional photos | Traveler photos (215)
Special Offer 15% Off
199 Main St, Lee, MA 01238
Chambery Inn Slideshow
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$140 - $344 Avg. price/night*
Ollie #14 of 76 hotels in Berkshires
#1 of 9 hotels in Lee
  •  A QUAINT INN 
  • We stayed two days at the Inn. It was very quaint and the staff was very... more
  • September 1, 2015
Professional photos | Traveler photos (87)
The Red Lion Inn (Stockbridge) 3.0 of 5
30 Main Street, Box 954, Stockbridge, MA 01262-0954
The Red Lion Inn Slideshow
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$153 - $440 Avg. price/night*
Ollie #15 of 76 hotels in Berkshires
Professional photos | Traveler photos (626)
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$207 - $361 Avg. price/night*
Ollie #16 of 76 hotels in Berkshires
Professional photos | Traveler photos (156)
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$113 - $320 Avg. price/night*
Ollie #17 of 76 hotels in Berkshires
#2 of 9 hotels in Lee
Professional photos | Traveler photos (97)
Special Offer Choice Privileges Points
Berkshire Valley Inn (Williamstown) 2.0 of 5
2541 Hancock Rd., Williamstown, MA 01267
Berkshire Valley Inn Slideshow
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$106 - $228 Avg. price/night*
Ollie #18 of 76 hotels in Berkshires
  •  Nice quiet room! 
  • Had a wonderful stay here. Very affordable compared to other hotels... more
  • September 1, 2015
Professional photos | Traveler photos (14)
Willows Motel (Williamstown) 2.0 of 5
480 Main Street, Route 2, Williamstown, MA 01267
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$62 - $165 Avg. price/night*
Ollie #19 of 76 hotels in Berkshires
Professional photos | Traveler photos (39)
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$264 - $527 Avg. price/night*
Ollie #20 of 76 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (173)