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Hotels (9)

B&Bs / Inns (5)

Speciality Lodging (2)

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White Horse Inn (Pittsfield, MA) 3.0 of 5
378 South Street, Pittsfield, MA 01201
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USD 167 - 262 Avg. price/night*
Ollie #1 of 5 B&Bs in Pittsfield
Professional photos | Traveller photos (15)
1350 West Housatonic Street, Pittsfield, MA 01201
BEST WESTERN PLUS Berkshire Hills Inn & Suites Slideshow
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USD 103 - 280 Avg. price/night*
Ollie #1 of 9 hotels in Pittsfield
  •  Great Hotel 
  • James Taylor at Tanglewood was a wet disaster luckily this hotel was... more
  • 10 July 2014
Professional photos | Traveller photos (58)
Offers & Announcements Low Rate, Guaranteed
Crowne Plaza Pittsfield (Pittsfield, MA) 3.5 of 5
1 West St, Rte 7 & West St, Pittsfield, MA 01201
Crowne Plaza Pittsfield Slideshow
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USD 148 - 322 Avg. price/night*
Ollie #2 of 9 hotels in Pittsfield
Professional photos | Traveller photos (86)
Special Offer Save on Hotel Packages!
Comfort Inn Pittsfield (Pittsfield, MA) 3.0 of 5
1055 South Street, Pittsfield, MA 01201
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USD 110 - 256 Avg. price/night*
Ollie #3 of 9 hotels in Pittsfield
  •  Needs an upgrade. 
  • This hotel needs a serious ugrade. Shabby bath and the carpet really... more
  • 13 July 2014
Professional photos | Traveller photos (29)
Berkshire Inn (Pittsfield, MA) 2.0 of 5
150 West Housatonic St, Pittsfield, MA 01201
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USD 71 - 210 Avg. price/night*
Ollie #4 of 9 hotels in Pittsfield
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The Thaddeus Clapp House (Pittsfield, MA)
74 Wendell Avenue, Pittsfield, MA 01201
USD 125 - 295 Avg. price/night*
Ollie #2 of 5 B&Bs in Pittsfield
  •  Wonderful Stay 
  • Such a nice and cozy place to stay. We were there back in November 2009... more
  • 3 November 2011
Traveller photos (14)
Hollyhock House (Pittsfield, MA)
1130 Barker Road, Pittsfield, MA 01201-8020
Ollie #3 of 5 B&Bs in Pittsfield
  •  Warm, cozy, homey 
  • Louise's home is so clean and homey.   The bed was very comfortable.  I... more
  • 30 September 2012
20 West Housatonic St., Rt 20, Pittsfield, MA 01201
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USD 82 - 193 Avg. price/night*
Ollie #5 of 9 hotels in Pittsfield
Professional photos | Traveller photos (27)
Quality Inn (Pittsfield, MA) 1.5 of 5
16 Cheshire Road (Route 8), Pittsfield, MA 01201
Quality Inn Slideshow
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USD 76 - 198 Avg. price/night*
Ollie #6 of 9 hotels in Pittsfield
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Special Offer Choice Privileges Points
Colonial Motor Lodge (Pittsfield, MA)
509 Lebanon Avenue, Route 20, Pittsfield, MA 01201
Ollie #7 of 9 hotels in Pittsfield
  •  What a dump. 
  • There was bugs in over head lighting,and in all of the beds. Spiders in... more
  • 9 July 2007
Traveller photos (2)
Patriot Suites (Pittsfield, MA)
8 Dan Fox Dr, Pittsfield, MA 01201
Ollie #8 of 9 hotels in Pittsfield
  •  closed 
  • hotel closed last spring. better choices in the Lenox or Pittsfield area. more
  • 18 January 2011
Traveller photos (16)
970 W Housatonic St, Pittsfield, MA 01201
No photo provided
USD 65 - 85 Avg. price/night*
Ollie #9 of 9 hotels in Pittsfield
  •  You would be surprized 
  • This Hotel my not look the best from the outside, but never judge a book... more
  • 14 January 2013
Country Hearts (Pittsfield, MA)
52 Broad St., Pittsfield, MA 01201
No photo provided
USD 69 - 185 Avg. price/night*
Oakwood Bed & Breakfast (Pittsfield, MA)
31 Brunswick St, Pittsfield, MA 01201