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Berkshires

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Map of Berkshires Hotels

Hotels (76)

B&Bs / Inns (115)

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 76 hotels in Berkshires
#1 of 14 hotels in Lenox
Traveler photos (137)
Special Offer New Guests Save 20%
Blantyre (Lenox) 4.0 of 5
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$450 - $1,389 Avg. price/night*
Ollie #2 of 76 hotels in Berkshires
#2 of 14 hotels in Lenox
  •  A Magical Weekend 
  • We just had the most wonderful weekend at Blantyre, celebrating our 30th... more
  • July 14, 2015
Professional photos | Traveler photos (145)
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
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$155 - $205 Avg. price/night*
Ollie #3 of 76 hotels in Berkshires
Professional photos | Traveler photos (72)
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires by Hilton Slideshow
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$158 - $454 Avg. price/night*
Ollie #4 of 76 hotels in Berkshires
#3 of 14 hotels in Lenox
Professional photos | Traveler photos (143)
Special Offer Earn 2X Points!
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$830 - $1,607 Avg. price/night*
Ollie #5 of 76 hotels in Berkshires
#4 of 14 hotels in Lenox
Professional photos | Traveler photos (110)
Top Value! $79 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$139 - $151 Avg. price/night*
Ollie #6 of 76 hotels in Berkshires
Professional photos | Traveler photos (46)
Hotel on North (Pittsfield) 3.5 of 5
297 North Street, Pittsfield, MA 01201
Hotel on North Slideshow
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$285 - $389 Avg. price/night*
Ollie #7 of 76 hotels in Berkshires
Professional photos | Traveler photos (30)
Top Value! $60 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 - $234 Avg. price/night*
Ollie #8 of 76 hotels in Berkshires
  •  Very nice 
  • Just stayed one night but was very happy with the room. Room was large... more
  • August 1, 2015
Professional photos | Traveler photos (24)
Special Offer Call direct for BEST...
256 Stockbridge Road, Route 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
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$93 - $221 Avg. price/night*
Ollie #9 of 76 hotels in Berkshires
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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$79 - $176 Avg. price/night*
Ollie #10 of 76 hotels in Berkshires
Professional photos | Traveler photos (65)
Offers & Announcements Williamstown Theater...
249 Stockbridge Rd (Rt 7), Bldg 1, Great Barrington, MA 01230
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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$168 - $418 Avg. price/night*
Ollie #11 of 76 hotels in Berkshires
Professional photos | Traveler photos (55)
Special Offer Earn Rewards Points
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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$101 - $298 Avg. price/night*
Ollie #12 of 76 hotels in Berkshires
Professional photos | Traveler photos (52)
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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$170 - $440 Avg. price/night*
Ollie #13 of 76 hotels in Berkshires
Professional photos | Traveler photos (197)
Special Offer Package Deal
199 Main St, Lee, MA 01238
Chambery Inn Slideshow
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$156 - $341 Avg. price/night*
Ollie #14 of 76 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Love this place! 
  • Everything was perfect! The nicest people work at Chambery and they went... more
  • July 29, 2015
Professional photos | Traveler photos (82)
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$209 - $361 Avg. price/night*
Ollie #15 of 76 hotels in Berkshires
Professional photos | Traveler photos (147)
Special Offer Package Deal
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$121 - $401 Avg. price/night*
Ollie #16 of 76 hotels in Berkshires
#2 of 9 hotels in Lee
Professional photos | Traveler photos (102)
Special Offer Choice Privileges Points
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$141 - $359 Avg. price/night*
Ollie #17 of 76 hotels in Berkshires
Professional photos | Traveler photos (202)
Special Offer 15% Off
Top Value! $143 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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$77 - $110 Avg. price/night*
Ollie #18 of 76 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)
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$269 - $570 Avg. price/night*
Ollie #19 of 76 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (172)
Special Offer Free Tanglewood Tickets
The Orchards Hotel (Williamstown) 3.5 of 5
222 Adams Road, Williamstown, MA 01267
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$211 - $324 Avg. price/night*
Ollie #20 of 76 hotels in Berkshires
  •  Comforable 
  • Very nice hotel. I can't comment on the price as our stay was with a gift... more
  • July 31, 2015
Professional photos | Traveler photos (45)