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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
  •  Perfect place to visit 
  • We visit here regularly and have never been disappointed . From the moment... more
  • April 15, 2015
Traveler photos (94)
Special Offer New Guests Save 20%
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd., Great Barrington, MA 01230
Show Prices
$98 - $219 Avg. price/night*
Ollie #2 of 73 hotels in Berkshires
  •  Fabulous! 
  • stayed here with some friends a couple of weeks ago and I must say what a... more
  • April 10, 2015
Professional photos | Traveler photos (68)
Blantyre (Lenox)
16 Blantyre Road, Lenox, MA 01240
Blantyre Slideshow
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$600 - $828 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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$141 - $422 Avg. price/night*
Ollie #4 of 73 hotels in Berkshires
#3 of 14 hotels in Lenox
  •  Great Hotel 
  • We stayed one night and were very impressed with the hotel and the staff... more
  • April 19, 2015
Professional photos | Traveler photos (86)
Wheatleigh (Lenox)
Hawthorne Road, Lenox, MA 01240
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$825 - $1,343 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)
Top Value! $85 less than similar hotels in Berkshires
 
MAPLE TERRACE MOTEL (Williamstown)
555 MAIN ST, Williamstown, MA 01267
MAPLE TERRACE MOTEL Slideshow
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$74 - $113 Avg. price/night*
Ollie #7 of 73 hotels in Berkshires
Professional photos | Traveler photos (45)
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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$147 - $330 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 - $238 Avg. price/night*
Ollie #10 of 73 hotels in Berkshires
  •  Very Nice 
  • Our room was very nice and a decent size. The bed was very comfortable... more
  • April 15, 2015
Professional photos | Traveler photos (72)
Special Offer Stay 2X get $50 gift...
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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$132 - $399 Avg. price/night*
Ollie #11 of 73 hotels in Berkshires
  •  Old-Timey Fun 
  • Who knew something from 1773 could be so fun?! I've stayed in the Inn and... more
  • April 19, 2015
Professional photos | Traveler photos (187)
Special Offer Package Deal
231 River St, North Adams, MA 01247
The Porches Inn at MASS MoCA Slideshow
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$136 - $305 Avg. price/night*
Ollie #12 of 73 hotels in Berkshires
Professional photos | Traveler photos (136)
Special Offer Pajama Party!
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street / Rte. 2, Williamstown, MA 01267
Williamstown Motel Slideshow
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$60 - $151 Avg. price/night*
Ollie #13 of 73 hotels in Berkshires
Professional photos | Traveler photos (60)
Offers & Announcements BOOK DIRECT AND SAVE
55 Lee Rd, Lenox, MA 01240
Cranwell Resort, Spa & Golf Club Slideshow
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$215 - $542 Avg. price/night*
Ollie #14 of 73 hotels in Berkshires
#5 of 14 hotels in Lenox
Professional photos | Traveler photos (174)
Special Price 20% Off Room & Spa
Top Value! $112 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 - $88 Avg. price/night*
Ollie #15 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)
The Orchards Hotel (Williamstown) 3.5 of 5
222 Adams Road, Williamstown, MA 01267
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$153 - $299 Avg. price/night*
Ollie #16 of 73 hotels in Berkshires
Professional photos | Traveler photos (43)
1 Corey Rd, Hancock, MA 01237
Wyndham at Bentley Brook Slideshow
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$144 - $490 Avg. price/night*
Ollie #17 of 73 hotels in Berkshires
  •  Great Resort 
  • The resort is updated, very clean with courteous staff sensitive to... more
  • April 5, 2015
Professional photos | Traveler photos (198)
Top Value! $84 less than similar hotels in Berkshires
 
1146 Cold Spring Road, Williamstown, MA 01267
Berkshire Hills Country Inn Slideshow
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$76 - $155 Avg. price/night*
Ollie #18 of 73 hotels in Berkshires
Professional photos | Traveler photos (61)
Special Offer Ski, Stay and...
435 Laurel Street, Lee, MA 01238
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$93 - $299 Avg. price/night*
Ollie #19 of 73 hotels in Berkshires
#1 of 9 hotels in Lee
  •  It's OK 
  • The rooms were clean. It looks like they've be updated recently. The guy... more
  • March 30, 2015
Professional photos | Traveler photos (53)
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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$74 - $243 Avg. price/night*
Ollie #20 of 73 hotels in Berkshires
Professional photos | Traveler photos (16)
Special Offer Plan Ahead and Save 15%