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Berkshires

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Map of Berkshires Hotels

Hotels (73)

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 73 hotels in Berkshires
#1 of 14 hotels in Lenox
Traveler photos (94)
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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$99 - $217 Avg. price/night*
Ollie #2 of 73 hotels in Berkshires
Professional photos | Traveler photos (68)
Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$497 - $984 Avg. price/night*
Ollie #3 of 73 hotels in Berkshires
#2 of 14 hotels in Lenox
Traveler photos (126)
Special Offer Fabulous Birthday Offer
445 Pittsfield Road, Lenox, MA 01240
Hampton Inn & Suites Berkshires Slideshow
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$131 - $401 Avg. price/night*
Ollie #4 of 73 hotels in Berkshires
#3 of 14 hotels in Lenox
  •  Nice weekend! 
  • We stayed at The Hampton in for a weekend. The price was great and took... more
  • March 25, 2015
Professional photos | Traveler photos (86)
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$828 - $1,405 Avg. price/night*
Ollie #5 of 73 hotels in Berkshires
#4 of 14 hotels in Lenox
Professional photos | Traveler photos (106)
256 Stockbridge Road, Rt 7, Great Barrington, MA 01230
Lantern House Motel Great Barrington Slideshow
$45 - $200 Avg. price/night*
Ollie #6 of 73 hotels in Berkshires
Traveler photos (28)
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$63 - $108 Avg. price/night*
Ollie #7 of 73 hotels in Berkshires
Professional photos | Traveler photos (45)
Special Offer SKI AND STAY PACKAGE
Monument Mountain Motel (Great Barrington)
247 Stockbridge Road, Route 7, Great Barrington, MA 01230
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$77 - $201 Avg. price/night*
Ollie #8 of 73 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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$138 - $325 Avg. price/night*
Ollie #9 of 73 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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$91 - $236 Avg. price/night*
Ollie #10 of 73 hotels in Berkshires
  •  Great Service 
  • They make sure tat your stay is a cozy one. Breakfast was hot and a nice... more
  • March 29, 2015
Professional photos | Traveler photos (72)
Special Offer Get up to 20% off
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$60 - $144 Avg. price/night*
Ollie #11 of 73 hotels in Berkshires
Professional photos | Traveler photos (60)
Special Offer Stay and Ski
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$123 - $304 Avg. price/night*
Ollie #12 of 73 hotels in Berkshires
Professional photos | Traveler photos (136)
Special Offer Relax Inn
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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$131 - $398 Avg. price/night*
Ollie #13 of 73 hotels in Berkshires
Professional photos | Traveler photos (187)
Special Offer Lounge Inn
Mountain View Motel (Great Barrington)
304 State Road - Route 23 East, Great Barrington, MA 01230
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$71 - $110 Avg. price/night*
Ollie #14 of 73 hotels in Berkshires
  •  Low key ski weekend 
  • This is a great spot very close to butternut and downtown great... more
  • March 9, 2015
Professional photos | Traveler photos (8)
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$209 - $559 Avg. price/night*
Ollie #15 of 73 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (174)
Special Price 20% Off Room & Spa
The Orchards Hotel (Williamstown) 3.5 of 5
222 Adams Road, Williamstown, MA 01267
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$109 - $295 Avg. price/night*
Ollie #16 of 73 hotels in Berkshires
Professional photos | Traveler photos (43)
1146 Cold Spring Road, Williamstown, MA 01267
Berkshire Hills Country Inn Slideshow
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$76 - $154 Avg. price/night*
Ollie #17 of 73 hotels in Berkshires
Professional photos | Traveler photos (61)
Special Offer Ski, Stay and...
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$141 - $403 Avg. price/night*
Ollie #18 of 73 hotels in Berkshires
Professional photos | Traveler photos (198)
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$86 - $267 Avg. price/night*
Ollie #19 of 73 hotels in Berkshires
#1 of 9 hotels in Lee
Professional photos | Traveler photos (53)
Special Offer Choice Privileges Points
910 Cold Spring Road, Williamstown, MA 01267
1896 House - Brookside & Pondside Motels Slideshow
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$88 - $154 Avg. price/night*
Ollie #20 of 73 hotels in Berkshires
Professional photos | Traveler photos (99)