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Berkshires

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Map of Berkshires Hotels

Hotels (75)

B&Bs / Inns (114)

Specialty Lodging (25)

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165 Kemble Street, Lenox, MA 01240
Canyon Ranch in Lenox Slideshow
$653 - $1,189 Avg. price/night*
Ollie #1 of 75 hotels in Berkshires
#1 of 14 hotels in Lenox
Traveler photos (102)
Special Offer New Guests Save 20%
Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$436 - $1,383 Avg. price/night*
Ollie #2 of 75 hotels in Berkshires
#2 of 14 hotels in Lenox
Professional photos | Traveler photos (145)
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires by Hilton Slideshow
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$182 - $442 Avg. price/night*
Ollie #3 of 75 hotels in Berkshires
#3 of 14 hotels in Lenox
  •  very satisfied 
  • Everything at this hotel was fine. The entrance to the hotel is a little... more
  • July 3, 2015
Professional photos | Traveler photos (143)
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
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$155 - $206 Avg. price/night*
Ollie #4 of 75 hotels in Berkshires
Professional photos | Traveler photos (68)
Hotel on North (Pittsfield) 3.5 of 5
297 North Street, Pittsfield, MA 01201
Hotel on North Slideshow
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$286 - $389 Avg. price/night*
Ollie #5 of 75 hotels in Berkshires
  •  A Modern Twist  
  • Classy, charming, elegant!! My wife and I both agree that this hotel is as... more
  • July 3, 2015
Professional photos | Traveler photos (30)
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$837 - $1,422 Avg. price/night*
Ollie #6 of 75 hotels in Berkshires
#4 of 14 hotels in Lenox
Professional photos | Traveler photos (109)
Top Value! $83 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$97 - $144 Avg. price/night*
Ollie #7 of 75 hotels in Berkshires
  •  Wonderful Pool 
  • My friend and I enjoyed our one night stay here during our three day trip... more
  • June 27, 2015
Professional photos | Traveler photos (45)
Top Value! $57 less than similar hotels in Berkshires
 
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
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$88 - $233 Avg. price/night*
Ollie #8 of 75 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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$176 - $407 Avg. price/night*
Ollie #9 of 75 hotels in Berkshires
  •  Home away from home 
  • My husband and I stayed at the hotel from January to the end of May 2015... more
  • July 2, 2015
Professional photos | Traveler photos (55)
Special Offer Earn Rewards Points
256 Stockbridge Road, Route 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
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$77 - $221 Avg. price/night*
Ollie #10 of 75 hotels in Berkshires
  •  Wedding 
  • This place was wonderful. The owner, Hasu, was most accommodating. The... more
  • July 2, 2015
Traveler photos (28)
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$76 - $172 Avg. price/night*
Ollie #11 of 75 hotels in Berkshires
Professional photos | Traveler photos (60)
Offers & Announcements Williamstown Theater...
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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$103 - $320 Avg. price/night*
Ollie #12 of 75 hotels in Berkshires
  •  Accomadation 
  • As a father of 3, the hotel provided excellent accommodation for my kids... more
  • July 1, 2015
Professional photos | Traveler photos (48)
Special Offer 1,000 bonus reward...
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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$188 - $408 Avg. price/night*
Ollie #13 of 75 hotels in Berkshires
Professional photos | Traveler photos (189)
Special Offer Package Deal
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$207 - $361 Avg. price/night*
Ollie #14 of 75 hotels in Berkshires
Professional photos | Traveler photos (137)
Special Offer Package Deal
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$261 - $550 Avg. price/night*
Ollie #15 of 75 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (172)
Announcement Wine & Spirit Tastings
199 Main St, Lee, MA 01238
Chambery Inn Slideshow
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$166 - $345 Avg. price/night*
Ollie #16 of 75 hotels in Berkshires
#1 of 9 hotels in Lee
Professional photos | Traveler photos (72)
Special Offer Voted #1 Inn Berkshires
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$117 - $377 Avg. price/night*
Ollie #17 of 75 hotels in Berkshires
#2 of 9 hotels in Lee
Professional photos | Traveler photos (97)
Special Offer Choice Privileges Points
Top Value! $146 less than similar hotels in Berkshires
 
Mountain View Motel (Great Barrington)
304 State Road - Route 23 East, Great Barrington, MA 01230
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$76 - $110 Avg. price/night*
Ollie #18 of 75 hotels in Berkshires
  •  Great experience 
  • The staff were great to deal with. The room was clean and organized. The... more
  • June 29, 2015
Professional photos | Traveler photos (8)
The Orchards Hotel (Williamstown) 3.5 of 5
222 Adams Road, Williamstown, MA 01267
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$198 - $381 Avg. price/night*
Ollie #19 of 75 hotels in Berkshires
  •  Great hotel 
  • We have been to this hotel several times and it is always charming and... more
  • June 30, 2015
Professional photos | Traveler photos (45)
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$148 - $364 Avg. price/night*
Ollie #20 of 75 hotels in Berkshires
  •  Great resort! 
  • We were planning a vacation in Massachusetts for a family get away and... more
  • July 2, 2015
Professional photos | Traveler photos (199)
Special Offer 15% Off