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Map of Berkshires Hotels

Hotels (68)

B&Bs / Inns (92)

Specialty Lodging (27)

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Hotels Travelers Trust

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91 Walker St, Lenox, MA 01240-2719
Hampton Terrace Bed and Breakfast Inn Slideshow
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$275 - $351 Avg. price/night*
Ollie #1 of 68 hotels in Berkshires
#1 of 14 hotels in Lenox
Professional photos | Traveler photos (296)
Special Offer Third Night 50% Off!
Travelers' Choice® 2017 Winner Best Service
 
Hotel on North (Pittsfield) 3.5 of 5
297 North St, Pittsfield, MA 01201-4602
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$164 - $319 Avg. price/night*
Ollie #2 of 68 hotels in Berkshires
Professional photos | Traveler photos (150)
Special Offer Date Night Package
615 Laurel St, Lee, MA 01238-9180
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$191 - $389 Avg. price/night*
Ollie #3 of 68 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Weekend at the Inn 
  • Outstanding experience. From Check in to arrival, owners could not have... more
  • February 22, 2017
Professional photos | Traveler photos (86)
445 Pittsfield Rd, Lenox, MA 01240
Hampton Inn & Suites Berkshires-Lenox Slideshow
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$110 - $326 Avg. price/night*
Ollie #4 of 68 hotels in Berkshires
#2 of 14 hotels in Lenox
  •  Clean, cheap friendly 
  • This is a no brainer in the berskshires - unless you are lookIng for a... more
  • February 10, 2017
Professional photos | Traveler photos (437)
Offers & Announcements Jiminy Peak Ski & Stay
165 Kemble St, Lenox, MA 01240-2817
$653 - $1,189 Avg. price/night*
Ollie #5 of 68 hotels in Berkshires
#3 of 14 hotels in Lenox
  •  Outstanding! 
  • I have been 10 years in a row. Love the cocoon of wellness each year... more
  • February 22, 2017
Traveler photos (202)
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd, Great Barrington, MA 01230-1296
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$99 - $173 Avg. price/night*
Ollie #6 of 68 hotels in Berkshires
Professional photos | Traveler photos (83)
231 River St, North Adams, MA 01247-3201
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$154 - $320 Avg. price/night*
Ollie #7 of 68 hotels in Berkshires
Professional photos | Traveler photos (233)
Offers & Announcements Date Night Package
1032 South St, Pittsfield, MA 01201-8225
Hilton Garden Inn Lenox Pittsfield Slideshow
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$123 - $300 Avg. price/night*
Ollie #8 of 68 hotels in Berkshires
Professional photos | Traveler photos (72)
Special Offer STOP CLICKING AROUND
435 Laurel St, Lee, MA 01238-9510
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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$84 - $261 Avg. price/night*
Ollie #9 of 68 hotels in Berkshires
#2 of 9 hotels in Lee
  •  Fantastic find 
  • This was a great stay. Met Teisha, the guest services manager upon... more
  • February 21, 2017
Professional photos | Traveler photos (173)
Special Offer Choice Privileges Points
Williamstown Motel (Williamstown) 2.0 of 5
295 Main Street, Williamstown, MA 01267-2610
Williamstown Motel Slideshow
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$68 - $96 Avg. price/night*
Ollie #10 of 68 hotels in Berkshires
  •  GREAT CHOICE!!!! 
  • If you're ok With a motel- 1 floor and parking out your door, look no... more
  • February 19, 2017
Professional photos | Traveler photos (97)
Special Offer STAY AND SKI
249 Stockbridge Rd, Bldg 1, Great Barrington, MA 01230-1297
Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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$146 - $366 Avg. price/night*
Ollie #11 of 68 hotels in Berkshires
Professional photos | Traveler photos (45)
Special Offer Member Rates
The Red Lion Inn (Stockbridge) 3.5 of 5
30 Main St, Box 954, Stockbridge, MA 01262-9701
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$155 - $341 Avg. price/night*
Ollie #12 of 68 hotels in Berkshires
  •  Wonderful Inn 
  • We stayed 2 nights at the inn we had a wonderful time. We had our dog with... more
  • February 21, 2017
Professional photos | Traveler photos (796)
Offers & Announcements Date Night Package
1350 W Housatonic St, Pittsfield, MA 01201-7514
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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$87 - $200 Avg. price/night*
Ollie #13 of 68 hotels in Berkshires
Professional photos | Traveler photos (63)
Special Offer BOOK DIRECT AND SAVE
1 Corey Rd, Hancock, MA 01237-9541
Wyndham at Bentley Brook Slideshow
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$141 - $415 Avg. price/night*
Ollie #14 of 68 hotels in Berkshires
Professional photos | Traveler photos (293)
Blantyre (Lenox) 4.0 of 5
16 Blantyre Rd, Lenox, MA 01240-2776
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$471 - $909 Avg. price/night*
Ollie #15 of 68 hotels in Berkshires
#4 of 14 hotels in Lenox
  •  Totally pampered. 
  • The staff were incredibly attentive and totally consumed with providing... more
  • February 21, 2017
Professional photos | Traveler photos (217)
Willows Motel (Williamstown) 2.0 of 5
480 Main St, Route 2, Williamstown, MA 01267-2609
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$80 - $109 Avg. price/night*
Ollie #16 of 68 hotels in Berkshires
Professional photos | Traveler photos (69)
Yankee Inn (Lenox) 2.5 of 5
461 Pittsfield Rd, Lenox, MA 01240-2132
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$72 - $198 Avg. price/night*
Ollie #17 of 68 hotels in Berkshires
#5 of 14 hotels in Lenox
  •  Great Value 
  • Was a bit nervous about booking a motel. However, I was pleasantly... more
  • February 15, 2017
Professional photos | Traveler photos (121)
276 Brodie Mountain Rd, Hancock, MA 01237
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$97 - $190 Avg. price/night*
Ollie #18 of 68 hotels in Berkshires
Professional photos | Traveler photos (315)
199 Main St, Lee, MA 01238-1660
Chambery Inn Slideshow
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$88 - $295 Avg. price/night*
Ollie #19 of 68 hotels in Berkshires
#3 of 9 hotels in Lee
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55 Lee Rd, Lenox, MA 01240-2703
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$164 - $506 Avg. price/night*
Ollie #20 of 68 hotels in Berkshires
#6 of 14 hotels in Lenox
Professional photos | Traveler photos (189)