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Yankee Inn
US$106
Expedia.com
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18.4 km from Cheshire
  • Free Wifi
  • Free Parking
US$178
Official Hotel
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13.0 km from Cheshire
  • Free Wifi
  • Free Parking
Berkshire Hills Country Inn
US$133
Expedia.com
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15.8 km from Cheshire
  • Free Wifi
  • Free Parking
Best Western Plus Berkshire Hills Inn & Suites
US$152US$128
Expedia.com
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17.5 km from Cheshire
  • Free Wifi
  • Free Parking
Hilton Garden Inn Lenox Pittsfield
US$167US$160
Booking.com
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17.8 km from Cheshire
  • Free Wifi
  • Free Parking
Hampton Terrace Bed and Breakfast Inn
US$300US$278
Official Site
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23.7 km from Cheshire
  • Free Wifi
  • Free Parking
The Porches Inn at MASS MoCA
US$412US$222
Official Hotel
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17.4 km from Cheshire
  • Free Wifi
  • Free Parking
Days Inn - Lenox MA
US$92US$77
Booking.com
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20.3 km from Cheshire
  • Free Wifi
  • Free Parking
Hampton Inn & Suites Berkshires-Lenox
US$156US$145
Priceline
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18.4 km from Cheshire
  • Free Wifi
  • Free Parking
Cozy Corner Motel
US$91US$84
Booking.com
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20.6 km from Cheshire
  • Free Wifi
  • Free Parking
Howard Johnson Express Inn - Lenox
US$85US$73
Booking.com
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18.4 km from Cheshire
  • Free Wifi
  • Free Parking
Vacation Village in the Berkshires
US$149US$136
Priceline
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10.0 km from Cheshire
  • Free Wifi
  • Free Parking
Crowne Plaza Pittsfield
US$178US$116
CrownePlaza.com
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13.5 km from Cheshire
  • Free Wifi
  • Pool
Wagon Wheel Motel
US$66
Booking.com
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18.2 km from Cheshire
  • Free Wifi
  • Free Parking
Holiday Inn Berkshires
US$290US$221
HolidayInn.com
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17.0 km from Cheshire
  • Free Wifi
  • Free Parking
Country Inn at Jiminy Peak
US$148US$144
Hotels.com
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10.1 km from Cheshire
  • Free Wifi
  • Free Parking
Berkshire Inn
US$78US$67
Priceline
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14.2 km from Cheshire
  • Free Wifi
  • Free Parking
Econo Lodge
US$89US$75
Booking.com
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9.6 km from Cheshire
  • Free Wifi
  • Free Parking
Berkshire Valley Inn
US$185US$131
Expedia.com
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11.4 km from Cheshire
  • Free Wifi
  • Free Parking
Yankee Suites Extended Stay
US$160US$123
Expedia.com
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13.8 km from Cheshire
  • Free Wifi
  • Free Parking
Weathervane Motel
US$54
Expedia.com
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7.7 km from Cheshire
  • Free Wifi
  • Free Parking
Knights Inn Lenox
US$67
Expedia.com
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18.3 km from Cheshire
  • Free Wifi
  • Free Parking
Villager Motel
US$74US$66
Expedia.com
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20.9 km from Cheshire
  • Free Wifi
  • Free Parking
Green Valley Motel
US$112US$101
Booking.com
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21.7 km from Cheshire
  • Free Wifi
Howard Johnson Williamstown
US$105
Priceline
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16.7 km from Cheshire
  • Free Wifi
  • Free Parking
Ladd Brook Inn
US$65US$53
Expedia.com
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24.4 km from Cheshire
  • Free Wifi
  • Free Parking
Lenox Inn
US$56US$52
Priceline
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17.9 km from Cheshire
  • Free Wifi
  • Free Parking
The Williams Inn
US$390US$363
Priceline
View Deal
18.4 km from Cheshire
  • Free Wifi
  • Free Parking
Heart of the Berkshires Motel
US$95
Expedia.com
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16.4 km from Cheshire
  • Free Wifi
  • Free Parking
Williamstown Motel
No availability for your dates from these sites
16.9 km from Cheshire
  • Free Wifi
  • Free Parking
*Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Please see our partners for more details.