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Berkshires

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Map of Berkshires Hotels

Hotels (74)

B&Bs / Inns (114)

Specialty Lodging (24)

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165 Kemble Street, Lenox, MA 01240
Canyon Ranch in Lenox Slideshow
$653 - $1,189 Avg. price/night*
Ollie #1 of 74 hotels in Berkshires
#1 of 14 hotels in Lenox
Traveler photos (99)
Special Offer New Guests Save 20%
Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$452 - $1,085 Avg. price/night*
Ollie #2 of 74 hotels in Berkshires
#2 of 14 hotels in Lenox
Traveler photos (127)
Special Offer Fabulous Birthday Offer
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
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$99 - $206 Avg. price/night*
Ollie #3 of 74 hotels in Berkshires
Professional photos | Traveler photos (68)
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires by Hilton Slideshow
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$167 - $441 Avg. price/night*
Ollie #4 of 74 hotels in Berkshires
#3 of 14 hotels in Lenox
Professional photos | Traveler photos (86)
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$827 - $1,336 Avg. price/night*
Ollie #5 of 74 hotels in Berkshires
#4 of 14 hotels in Lenox
Professional photos | Traveler photos (106)
Top Value! $100 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$86 - $141 Avg. price/night*
Ollie #6 of 74 hotels in Berkshires
Professional photos | Traveler photos (45)
Special Price 10% off room rate
256 Stockbridge Road, Rt 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
$45 - $200 Avg. price/night*
Ollie #7 of 74 hotels in Berkshires
Traveler photos (28)
Top Value! $63 less than similar hotels in Berkshires
 
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
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$87 - $233 Avg. price/night*
Ollie #8 of 74 hotels in Berkshires
Professional photos | Traveler photos (25)
249 Stockbridge Rd (Rt 7), Bldg 1, Great Barrington, MA 01230
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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$158 - $341 Avg. price/night*
Ollie #9 of 74 hotels in Berkshires
Professional photos | Traveler photos (37)
Special Offer Earn Rewards Points
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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$98 - $276 Avg. price/night*
Ollie #10 of 74 hotels in Berkshires
Professional photos | Traveler photos (72)
Special Offer Stay 2X get $50 gift...
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$70 - $167 Avg. price/night*
Ollie #11 of 74 hotels in Berkshires
  •  Very clean! 
  • Stayed at this motel for one night, outside is well kept. looked homey... more
  • May 16, 2015
Professional photos | Traveler photos (60)
Offers & Announcements 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
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$141 - $406 Avg. price/night*
Ollie #12 of 74 hotels in Berkshires
Professional photos | Traveler photos (187)
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$154 - $338 Avg. price/night*
Ollie #13 of 74 hotels in Berkshires
Professional photos | Traveler photos (137)
Special Offer Pajama Party!
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$214 - $549 Avg. price/night*
Ollie #14 of 74 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (162)
Offers & Announcements 20% off Room, Spa & Golf
Top Value! $121 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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$75 - $131 Avg. price/night*
Ollie #15 of 74 hotels in Berkshires
Professional photos | Traveler photos (8)
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$141 - $327 Avg. price/night*
Ollie #16 of 74 hotels in Berkshires
  •  Good but loud 
  • Spent a week here. Beautiful location. Great decor. Well done and very... more
  • May 16, 2015
Professional photos | Traveler photos (199)
1146 Cold Spring Road, Williamstown, MA 01267
Berkshire Hills Country Inn Slideshow
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$87 - $155 Avg. price/night*
Ollie #17 of 74 hotels in Berkshires
Professional photos | Traveler photos (61)
The Orchards Hotel (Williamstown) 3.5 of 5
222 Adams Road, Williamstown, MA 01267
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$151 - $310 Avg. price/night*
Ollie #18 of 74 hotels in Berkshires
Professional photos | Traveler photos (43)
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$106 - $276 Avg. price/night*
Ollie #19 of 74 hotels in Berkshires
#1 of 9 hotels in Lee
  •  I was disappointed. 
  • A beautiful setting on the Web. It wasn't as beautiful as I expected. We... more
  • May 18, 2015
Professional photos | Traveler photos (63)
Special Offer Choice Privileges Points
Days Inn Great Barrington (Great Barrington) 2.0 of 5
372 Main Street, Great Barrington, MA 01230
Days Inn Great Barrington Slideshow
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$88 - $245 Avg. price/night*
Ollie #20 of 74 hotels in Berkshires
  •  Bad Experience Here 
  • when we arrived we were told they were cleaning rugs and its been a long... more
  • May 21, 2015
Professional photos | Traveler photos (16)
Special Offer Plan Ahead and Save 15%