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Berkshires

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Map of Berkshires Hotels

Hotels (71)

B&Bs / Inns (94)

Speciality Lodging (27)

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615 Laurel St, Lee, MA 01238-9180
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US$151 - US$306 Avg. price/night*
Ollie #1 of 71 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Best of Berkshire 
  • Delightful Bed and Breakfast set in a stunning property. Warm welcome and... more
  • 19 November 2017
Traveller photos (114)
91 Walker St, Lenox, MA 01240-2719
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US$275 - US$301 Avg. price/night*
Ollie #2 of 71 hotels in Berkshires
#1 of 16 hotels in Lenox
Professional photos | Traveller photos (305)
Offers & Announcements ❄️ Low Winter Rates
Certificate of Excellence
Travellers' Choice® 2017 Winner Best Service
 
Hotel on North (Pittsfield) 3.5 of 5
297 North St, Pittsfield, MA 01201-4602
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US$166 - US$302 Avg. price/night*
Ollie #3 of 71 hotels in Berkshires
Professional photos | Traveller photos (226)
Offers & Announcements Holiday Countdown
165 Kemble St, Lenox, MA 01240-2817
US$653 - US$1,189 Avg. price/night*
Ollie #4 of 71 hotels in Berkshires
#2 of 16 hotels in Lenox
  •  Namaste 
  • Wonderful experience! Went on a mom-daughter journey and exceeded our... more
  • 12 December 2017
Traveller photos (216)
Special Offer Save 20% All-Inclusive
1032 South St, Pittsfield, MA 01201-8225
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US$115 - US$201 Avg. price/night*
Ollie #5 of 71 hotels in Berkshires
  •  Very nice hotel 
  • Lobby area and rooms are very clean, this is a fairly new hotel. The... more
  • 10 December 2017
Professional photos | Traveller photos (73)
Special Offer Double Points,Every Stay
445 Pittsfield Rd, Lenox, MA 01240-2132
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US$109 - US$197 Avg. price/night*
Ollie #6 of 71 hotels in Berkshires
#3 of 16 hotels in Lenox
Professional photos | Traveller photos (463)
Special Offer Double Points,Every Stay
135 Main St, Lenox, MA 01240-2396
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US$161 - US$349 Avg. price/night*
Ollie #7 of 71 hotels in Berkshires
#4 of 16 hotels in Lenox
  •  This B&B has it all! 
  • My stay at the Garden Gables was lovely. Martie, the Innkeeper, was... more
  • 29 November 2017
Traveller photos (368)
Special Price Save up to 33%
231 River St, North Adams, MA 01247-3201
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US$163 - US$329 Avg. price/night*
Ollie #8 of 71 hotels in Berkshires
  •  The Berkshires  
  • Our group stayed at the Porches which is well located across from Mass... more
  • 7 December 2017
Professional photos | Traveller photos (249)
Offers & Announcements Holiday Countdown
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd, Great Barrington, MA 01230-1296
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US$82 - US$192 Avg. price/night*
Ollie #9 of 71 hotels in Berkshires
Traveller photos (103)
Offers & Announcements Holiday Countdown
435 Laurel St, Lee, MA 01238-9510
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US$83 - US$147 Avg. price/night*
Ollie #10 of 71 hotels in Berkshires
#2 of 9 hotels in Lee
  •  Nice setting on a lake 
  • Very nice inn. Service is friendly, easy check in and we were allowed to... more
  • 10 December 2017
Professional photos | Traveller photos (227)
Special Offer Choice Privileges Points
MAPLE TERRACE MOTEL (Williamstown) 2.5 of 5
555 Main St, Williamstown, MA 01267-2612
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US$70 - US$104 Avg. price/night*
Ollie #11 of 71 hotels in Berkshires
  •  Warm and inviting! 
  • The motel is cute as could be with lovely clean and spacious rooms. The... more
  • 26 November 2017
Professional photos | Traveller photos (170)
1350 W Housatonic St, Pittsfield, MA 01201-7514
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US$89 - US$158 Avg. price/night*
Ollie #12 of 71 hotels in Berkshires
  •  It Does The Job 
  • No frills, clean rooms, extremely nice workers who are willing to help... more
  • 8 December 2017
Professional photos | Traveller photos (63)
Special Offer BOOK DIRECT & SAVE
The Red Lion Inn (Stockbridge) 3.5 of 5
30 Main St, Box 954, Stockbridge, MA 01262-9701
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US$165 - US$312 Avg. price/night*
Ollie #13 of 71 hotels in Berkshires
Professional photos | Traveller photos (836)
Offers & Announcements Holiday Countdown
Willows Motel (Williamstown) 2.0 of 5
480 Main St, Route 2, Williamstown, MA 01267-2609
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US$69 - US$110 Avg. price/night*
Ollie #14 of 71 hotels in Berkshires
  •  Average 
  • I haven't stayed at any other places in Williamstown, so don't have a good... more
  • 26 November 2017
Professional photos | Traveller photos (76)
Blantyre (Lenox) 4.0 of 5
16 Blantyre Rd, Lenox, MA 01240-2776
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US$538 - US$1,010 Avg. price/night*
Ollie #15 of 71 hotels in Berkshires
#5 of 16 hotels in Lenox
Traveller photos (227)
Yankee Inn (Lenox) 2.5 of 5
461 Pittsfield Rd, Lenox, MA 01240-2132
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US$84 - US$147 Avg. price/night*
Ollie #16 of 71 hotels in Berkshires
#6 of 16 hotels in Lenox
Professional photos | Traveller photos (124)
Williamstown Motel (Williamstown) 2.0 of 5
295 Main St, Williamstown, MA 01267-2610
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US$66 - US$97 Avg. price/night*
Ollie #17 of 71 hotels in Berkshires
  •  Williams College Tour 
  • We arrived yesterday in an unusually cold day but the warmth at the motel... more
  • 11 November 2017
Traveller photos (109)
249 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1297
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US$129 - US$340 Avg. price/night*
Ollie #18 of 71 hotels in Berkshires
Professional photos | Traveller photos (48)
Special Offer Unlock Member Rates!
199 Main St, Lee, MA 01238-1660
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US$103 - US$275 Avg. price/night*
Ollie #19 of 71 hotels in Berkshires
#3 of 9 hotels in Lee
Traveller photos (178)
276 Brodie Mountain Rd, Hancock, MA 01237
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US$114 - US$189 Avg. price/night*
Ollie #20 of 71 hotels in Berkshires
Professional photos | Traveller photos (398)