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Berkshires

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Map of Berkshires Hotels

Hotels (72)

B&Bs / Inns (113)

Specialty Lodging (24)

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Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$437 - $824 Avg. price/night*
Ollie #1 of 72 hotels in Berkshires
#1 of 14 hotels in Lenox
  •  a special experience 
  • It felt like we were going to visit a favorite rich uncle or an episode in... more
  • December 12, 2014
Traveler photos (125)
Special Offer Holiday Getaway
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
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$99 - $173 Avg. price/night*
Ollie #2 of 72 hotels in Berkshires
Professional photos | Traveler photos (68)
165 Kemble Street, Lenox, MA 01240
Canyon Ranch in Lenox Slideshow
$653 - $1,189 Avg. price/night*
Ollie #3 of 72 hotels in Berkshires
#2 of 14 hotels in Lenox
Traveler photos (91)
Offers & Announcements New Guests Save 20%
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires Slideshow
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$122 - $230 Avg. price/night*
Ollie #4 of 72 hotels in Berkshires
#3 of 14 hotels in Lenox
Professional photos | Traveler photos (86)
Special Offer Jiminy Park Ski & Stay
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$732 - $1,336 Avg. price/night*
Ollie #5 of 72 hotels in Berkshires
#4 of 14 hotels in Lenox
  •  Making a great effort 
  • We stayed just one night en route elsewhere and found Wheatleigh to be a... more
  • November 7, 2014
Professional photos | Traveler photos (106)
Top Value! $68 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$63 - $98 Avg. price/night*
Ollie #6 of 72 hotels in Berkshires
  •  Excellent stay 
  • My teenage son and I stayed here the night before he toured Williams... more
  • November 14, 2014
Professional photos | Traveler photos (45)
256 Stockbridge Road, Rt 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
$45 - $200 Avg. price/night*
Ollie #7 of 72 hotels in Berkshires
  •  Restful and Comfy 
  • After hiking in the mountains, my wife, nephew, and I rested and recovered... more
  • November 26, 2014
Traveler photos (28)
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
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$77 - $117 Avg. price/night*
Ollie #8 of 72 hotels in Berkshires
  •  A good find! 
  • We stopped here without a reservation and were given a choice of rooms... more
  • November 8, 2014
Professional photos | Traveler photos (23)
Berkshire Valley Inn (Williamstown) 2.0 of 5
2541 Hancock Rd., Williamstown, MA 01267
Berkshire Valley Inn Slideshow
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$85 - $170 Avg. price/night*
Ollie #9 of 72 hotels in Berkshires
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Special Price 15% off room rate
249 Stockbridge Rd (Rt 7), Bldg 1, Great Barrington, MA 01230
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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$136 - $300 Avg. price/night*
Ollie #10 of 72 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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$92 - $163 Avg. price/night*
Ollie #11 of 72 hotels in Berkshires
  •  Another great stay! 
  • I was a little worried when my husband and I booked this hotel for the... more
  • December 18, 2014
Professional photos | Traveler photos (72)
Offers & Announcements Save up to 20%
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$133 - $293 Avg. price/night*
Ollie #12 of 72 hotels in Berkshires
  •  The Best of New England 
  • My husband and I spent Thanksgiving night at Porches and only wish that we... more
  • December 2, 2014
Professional photos | Traveler photos (136)
Special Rate Winter Wonderland
Top Value! $68 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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$71 - $90 Avg. price/night*
Ollie #13 of 72 hotels in Berkshires
  •  Out of the storm 
  • The night before Thanksgiving found me in a bad snow storm and unable to... more
  • November 29, 2014
Professional photos | Traveler photos (8)
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$64 - $87 Avg. price/night*
Ollie #14 of 72 hotels in Berkshires
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
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$139 - $328 Avg. price/night*
Ollie #15 of 72 hotels in Berkshires
Professional photos | Traveler photos (180)
1146 Cold Spring Road, Williamstown, MA 01267
Berkshire Hills Country Inn Slideshow
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$88 - $110 Avg. price/night*
Ollie #16 of 72 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)
Yankee Inn (Lenox) 2.0 of 5
461 Pittsfield Rd, Lenox, MA 01240
Yankee Inn Slideshow
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$73 - $122 Avg. price/night*
Ollie #17 of 72 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (86)
Offers & Announcements Discount Ski Tickets!
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$230 - $478 Avg. price/night*
Ollie #18 of 72 hotels in Berkshires
#6 of 14 hotels in Lenox
Professional photos | Traveler photos (173)
Special Price 20% Off Room & Spa
910 Cold Spring Road, Williamstown, MA 01267
1896 House - Brookside & Pondside Motels Slideshow
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$87 - $131 Avg. price/night*
Ollie #19 of 72 hotels in Berkshires
Traveler photos (97)
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$118 - $402 Avg. price/night*
Ollie #20 of 72 hotels in Berkshires
  •  Family friendly 
  • We have been lucky enough to be given this place as a gift for a couple of... more
  • December 10, 2014
Professional photos | Traveler photos (198)