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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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Hotels Travellers Trust

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615 Laurel St, Lee, MA 01238-9180
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US$208 - US$613 Avg. price/night*
Ollie #1 of 71 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Loved this Inn ! 
  • My husband and I spent 3 wonderful nights at the LakeHouse Inn, and I... more
  • 15 August 2018
Traveller photos (129)
91 Walker St, Lenox, MA 01240-2719
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US$247 - US$377 Avg. price/night*
Ollie #2 of 71 hotels in Berkshires
#1 of 16 hotels in Lenox
  •  Hampton Inn Terrace 
  • We spent a wonderful evening at the Hampton Inn Terrace for our... more
  • 11 August 2018
Traveller photos (308)
Offers & Announcements ☀️Peak Midweek Savings
135 Main St, Lenox, MA 01240-2396
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US$202 - US$455 Avg. price/night*
Ollie #3 of 71 hotels in Berkshires
#2 of 16 hotels in Lenox
Traveller photos (371)
Special Price Save up to 33%
Hotel on North (Pittsfield) 3.5 of 5
297 North St, Pittsfield, MA 01201-4602
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US$162 - US$423 Avg. price/night*
Ollie #4 of 71 hotels in Berkshires
Traveller photos (232)
Offers & Announcements Take a Hike Package
MAPLE TERRACE MOTEL (Williamstown) 2.5 of 5
555 Main St, Williamstown, MA 01267-2612
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US$92 - US$199 Avg. price/night*
Ollie #5 of 71 hotels in Berkshires
Traveller photos (194)
Offers & Announcements BOOK DIRECT & SAVE
Certificate of Excellence
Travellers' Choice™ 2018 Winner Small Hotels
 
Blantyre (Lenox) 4.0 of 5
16 Blantyre Rd, Lenox, MA 01240-2776
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US$667 - US$2,351 Avg. price/night*
Ollie #6 of 71 hotels in Berkshires
#3 of 16 hotels in Lenox
  •  Huge Downer! 
  • We have never stayed at the Blantyre. Every Aug. for the past 20 years we... more
  • 19 August 2018
Traveller photos (280)
1032 South St, Pittsfield, MA 01201-8225
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US$127 - US$453 Avg. price/night*
Ollie #7 of 71 hotels in Berkshires
Traveller photos (40)
Special Offer Double Points, Every...
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd, Great Barrington, MA 01230-1296
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US$147 - US$269 Avg. price/night*
Ollie #8 of 71 hotels in Berkshires
  •  Welcoming respite 
  • We were warmly welcomed first by a friendly pooch and then by the helpful... more
  • 10 August 2018
Traveller photos (105)
445 Pittsfield Rd, Lenox, MA 01240-2132
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US$132 - US$472 Avg. price/night*
Ollie #9 of 71 hotels in Berkshires
#4 of 16 hotels in Lenox
Traveller photos (519)
Special Offer Double Points, Every...
165 Kemble St, Lenox, MA 01240-2817
US$653 - US$1,189 Avg. price/night*
Ollie #10 of 71 hotels in Berkshires
#5 of 16 hotels in Lenox
  •  10/10 
  • Canyon ranch was amazing! I had such an amazing four days working on my... more
  • 12 August 2018
Traveller photos (208)
Special Offer Save 15%
40 Plunkett St, Lenox, MA 01240-2704
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US$95 - US$216 Avg. price/night*
Ollie #11 of 71 hotels in Berkshires
#6 of 16 hotels in Lenox
  •  Customer NON Service 
  • This property was recently sold and is under new management. The front... more
  • 11 August 2018
Traveller photos (154)
Offers & Announcements 20% off Mid-Week
249 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1297
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US$148 - US$432 Avg. price/night*
Ollie #12 of 71 hotels in Berkshires
Traveller photos (64)
199 Main St, Lee, MA 01238-1660
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US$117 - US$337 Avg. price/night*
Ollie #13 of 71 hotels in Berkshires
#2 of 9 hotels in Lee
  •  a unique experience 
  • Where else can you tell of your stay on a classroom blackboard (actually... more
  • 18 August 2018
Traveller photos (201)
231 River St, North Adams, MA 01247-3201
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US$220 - US$379 Avg. price/night*
Ollie #14 of 71 hotels in Berkshires
  •  Just ok. 
  • Friendly staff meets decaying decor. Ha! Well we didn’t have high... more
  • 19 August 2018
Traveller photos (261)
Offers & Announcements ArtCountry Package
Monument Mountain Motel (Great Barrington) 2.5 of 5
247 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1297
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US$77 - US$216 Avg. price/night*
Ollie #15 of 71 hotels in Berkshires
Traveller photos (43)
Williamstown Motel (Williamstown) 2.0 of 5
295 Main St, Williamstown, MA 01267-2610
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US$85 - US$203 Avg. price/night*
Ollie #16 of 71 hotels in Berkshires
  •  Berkshire Weekenf 
  • My sister and I really enjoyed our weekend at the Williamstown motel... more
  • 13 August 2018
Traveller photos (111)
256 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1269
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US$77 - US$265 Avg. price/night*
Ollie #17 of 71 hotels in Berkshires
  •  Nice for the price 
  • Great price, especially considering the location. Very clean, and the... more
  • 18 August 2018
Traveller photos (52)
Special Offer CALL FOR BEST RATES!
1 Corey Rd, Hancock, MA 01237-9541
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US$144 - US$317 Avg. price/night*
Ollie #18 of 71 hotels in Berkshires
Traveller photos (379)
Yankee Inn (Lenox) 2.5 of 5
461 Pittsfield Rd, Lenox, MA 01240-2132
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US$87 - US$309 Avg. price/night*
Ollie #19 of 71 hotels in Berkshires
#7 of 16 hotels in Lenox
  •  A night at the Yankee 
  • Very nice stay at the Yankee!! Great bed (king) and, did I mention a great... more
  • 16 August 2018
Traveller photos (128)
1350 W Housatonic St, Pittsfield, MA 01201-7514
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US$104 - US$359 Avg. price/night*
Ollie #20 of 71 hotels in Berkshires
Traveller photos (60)
Special Offer BOOK DIRECT & SAVE