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Berkshires

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Map of Berkshires Hotels

Hotels (71)

B&Bs / Inns (94)

Speciality Lodging (29)

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Hotels Travellers Trust

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615 Laurel St, Lee, MA 01238-9180
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US$161 - US$425 Avg. price/night*
Ollie #1 of 71 hotels in Berkshires
#1 of 9 hotels in Lee
  •  Lovelee Spot! 
  • Had a large room with a terrace overlooking gorgeous Laurel Lake. Two... more
  • 18 October 2018
Traveller photos (139)
91 Walker St, Lenox, MA 01240-2719
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US$221 - US$322 Avg. price/night*
Ollie #2 of 71 hotels in Berkshires
#1 of 16 hotels in Lenox
  •  Charmed, I'm sure! 
  • Girlfriend Getaway in the Berkshires was made complete with a stay at the... more
  • 15 October 2018
Traveller photos (310)
Offers & Announcements Classic Romance Package...
Hotel on North (Pittsfield) 3.5 of 5
297 North St, Pittsfield, MA 01201-4602
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US$155 - US$354 Avg. price/night*
Ollie #3 of 71 hotels in Berkshires
Traveller photos (233)
Offers & Announcements Peak Pick Package
135 Main St, Lenox, MA 01240-2396
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US$182 - US$447 Avg. price/night*
Ollie #4 of 71 hotels in Berkshires
#2 of 16 hotels in Lenox
Traveller photos (373)
Special Price Save up to 33%
MAPLE TERRACE MOTEL (Williamstown) 2.5 of 5
555 Main St, Williamstown, MA 01267-2612
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US$76 - US$201 Avg. price/night*
Ollie #5 of 71 hotels in Berkshires
Traveller photos (195)
Offers & Announcements BOOK DIRECT & SAVE
Briarcliff Motel (Great Barrington) 2.0 of 5
506 Stockbridge Rd, Great Barrington, MA 01230-1296
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US$123 - US$227 Avg. price/night*
Ollie #6 of 71 hotels in Berkshires
  •  Comfortable motel 
  • We weren’t sure what to expect as we had passed a number of motels during... more
  • 13 October 2018
Traveller photos (109)
Special Offer Buy One, Get One!
1032 South St, Pittsfield, MA 01201-8225
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US$115 - US$344 Avg. price/night*
Ollie #7 of 71 hotels in Berkshires
Traveller photos (74)
Special Offer Double Points, Every...
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$640 - US$853 Avg. price/night*
Ollie #8 of 71 hotels in Berkshires
#3 of 16 hotels in Lenox
Traveller photos (313)
445 Pittsfield Rd, Lenox, MA 01240-2132
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US$121 - US$366 Avg. price/night*
Ollie #9 of 71 hotels in Berkshires
#4 of 16 hotels in Lenox
Traveller photos (541)
Special Offer Double Points, Every...
165 Kemble St, Lenox, MA 01240-2817
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US$653 - US$1,189 Avg. price/night*
Ollie #10 of 71 hotels in Berkshires
#5 of 16 hotels in Lenox
Traveller photos (209)
Special Offer Save Now
249 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1297
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US$141 - US$422 Avg. price/night*
Ollie #11 of 71 hotels in Berkshires
Traveller photos (48)
Special Offer Unlock Lower Rates!
199 Main St, Lee, MA 01238-1660
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US$104 - US$363 Avg. price/night*
Ollie #12 of 71 hotels in Berkshires
#2 of 9 hotels in Lee
  •  Little historical gem 
  • This converted 19th century school building has charm and great service... more
  • 20 October 2018
Traveller photos (212)
Announcement Come Check out our...
40 Plunkett St, Lenox, MA 01240-2704
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US$88 - US$141 Avg. price/night*
Ollie #13 of 71 hotels in Berkshires
#6 of 16 hotels in Lenox
  •  Place is falling apart 
  • Needs major renovation. Shades are broken in our room. , faucet in shower... more
  • 11 October 2018
Traveller photos (158)
231 River St, North Adams, MA 01247-3201
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US$160 - US$332 Avg. price/night*
Ollie #14 of 71 hotels in Berkshires
  •  Great stay 
  • We highly recommend Porches as a destination. The entire experience was... more
  • 16 October 2018
Traveller photos (261)
Special Offer Peak Pick 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$67 - US$334 Avg. price/night*
Ollie #15 of 71 hotels in Berkshires
Traveller photos (43)
256 Stockbridge Rd, Route 7, Great Barrington, MA 01230-1269
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US$71 - US$192 Avg. price/night*
Ollie #16 of 71 hotels in Berkshires
Traveller photos (52)
Special Offer CALL FOR BEST RATES!
Williamstown Motel (Williamstown) 2.0 of 5
295 Main St, Williamstown, MA 01267-2610
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US$74 - US$219 Avg. price/night*
Ollie #17 of 71 hotels in Berkshires
  •  Hidden Gem 
  • My wife and I found this motel after a long day of traveling. We were... more
  • 14 October 2018
Traveller photos (111)
1 Corey Rd, Hancock, MA 01237-9541
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US$148 - US$409 Avg. price/night*
Ollie #18 of 71 hotels in Berkshires
  •  Excellent vacation 
  • I loved the area. Close to a variety of eating places. Things to do. Just... more
  • 20 October 2018
Traveller photos (335)
Yankee Inn (Lenox) 2.5 of 5
461 Pittsfield Rd, Lenox, MA 01240-2132
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US$82 - US$242 Avg. price/night*
Ollie #19 of 71 hotels in Berkshires
#7 of 16 hotels in Lenox
Traveller photos (153)
1350 W Housatonic St, Pittsfield, MA 01201-7514
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US$97 - US$248 Avg. price/night*
Ollie #20 of 71 hotels in Berkshires
  •  Great Stay 
  • Heading across western Mass and into New York, I stopped here early, due... more
  • 13 October 2018
Traveller photos (89)
Offers & Announcements BOOK DIRECT & SAVE