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32 establishments
  • From US$189
    The Central Downtown Inn Suites
    Suberb 9.1
    275 m - 20 West Housatonic Street, Pittsfield MA 01201
  • From US$92
    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
    Good 7.3
    385 m - 1 West Street, Pittsfield MA 01201
  • From US$58
    Berkshire Inn
    Good 7.3
    750 m - 150 West Housatonic Street, Pittsfield MA 01201
  • From US$108
    Berkshire Mountain Lodge
    Very good 8.4
    3.91 km - 8 Dan Fox Drive, Pittsfield MA 01201
  • From US$50
    Wagon Wheel Inn
    Pleasant 6.3
    4.66 km - 484 Pittsfield Road, Lenox MA 01240
  • From US$56
    Howard Johnson by Wyndham Lenox
    Pleasant 6.7
    4.83 km - 462 Pittsfield Road, Lenox MA 01240
  • From US$51
    Fairbridge Inn Express Pittsfield
    Disappointing 4.4
    4.87 km - 16 Cheshire Road, Pittsfield MA 01201
  • From US$97
    Hampton Inn & Suites Berkshires-Lenox
    Fabulous 8.7
    4.97 km - 445 Pittsfield Road, Lenox MA 01240
  • From US$96
    Best Western Plus Berkshire Hills Inn & Suites
    Good 7.8
    5 km - 1350 West Housatonic Street, Pittsfield MA 01201
  • From US$253
    Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
    Exceptional 9.5
    6.52 km - Lenox 01240
  • From US$105
    Courtyard by Marriott Lenox Berkshires
    Fabulous 8.7
    7.66 km - 70 Pittsfield Road, Lenox 01240
  • From US$289
    33 Main
    Suberb 9.3
    10 km - 33 Main Street, Lenox MA 01240
  • From US$217
    Private Guest House in Dtwn Lenox, Walk to Dining!
    Exceptional 9.5
    10.1 km - Lenox 01240
  • From US$209
    Gateways Inn
    Very good 8.5
    10.2 km - 51 Walker Street, Lenox MA 01240
  • From US$219
    Hampton Terrace Inn
    Suberb 9.4
    10.3 km - 91 Walker St., Lenox MA 01240
  • From US$110
    Apple Tree Inn
    Good 7.7
    11.4 km - 10 Richmond Mountain Road, Lenox MA 01240
  • From US$131
    Club Wyndham Bentley Brook
    Fabulous 8.6
    12.7 km - 1 Corey Road, Hancock MA 01237
  • From US$169
    Jiminy Peak Mountain Resort
    Good 7.6
    12.8 km - 37 Corey Road, Hancock MA 01237
  • From US$128
    Vacation Village in the Berkshires
    Very good 8.5
    13.7 km - 276 Brodie Mountain Road, Hancock MA 01237
  • From US$80
    The Black Swan Lee - Lenox, Ascend Hotel Collection
    Very good 8.3
    13.7 km - 435 Laurel Street, Lee MA 01238
  • From US$150
    Chambery Inn
    Suberb 9.1
    15.2 km - 199 Main St., Lee MA 01238
  • From US$145
    Shaker Mill Inn
    Suberb 9.4
    15.5 km - 2 Oak Street, West Stockbridge MA 01266
  • From US$54
    Pleasant Valley Motel West Stockbridge
    Okay 5.9
    16 km - 42 Stockbridge Road, West Stockbridge MA 01266
  • From US$50
    Sunset Inn
    Good 7.5
    16 km - 150 Housatonic Street, Lee MA 01238
  • From US$49
    Pilgrim Inn
    Pleasant 6.7
    16 km - 165 Housatonic Street, Lee MA 01238
  • From US$249
    Devonfield Inn
    Suberb 9.2
    16.1 km - 85 Stockbridge Rd., Lee MA 01238
  • From US$68
    Quality Inn
    Very good 8.2
    16.1 km - 170 Housatonic Street, Lee MA 01238
  • From US$55
    Berkshire Travel Lodge
    Disappointing 4.8
    17.3 km - 12703 Route 22, Canaan NY 12029
  • From US$265
    Tranquil 3BR Stockbridge House with Private Deck!
    Exceptional 9.5
    18.3 km - Stockbridge 01262
  • From US$42
    Econo Lodge Lee - Great Barrington
    Pleasant 6
    18.5 km - 980 Pleasant Street, Lee MA 01238
  • From US$176
    The Red Lion Inn
    Very good 8
    18.8 km - 30 Main Street, Stockbridge MA 01262
  • From US$112
    Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
    Very good 8.4
    19.1 km - 190 Meadow Street, South Lee MA 01260
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