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US$155
Booking.com
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#1 of 1 Cheshire B&B and Inns
  • Free Wifi
  • Free Parking
Topia Inn(Adams)
US$310
Priceline
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7.3 km from Cheshire
#1 of 2 Adams B&B and Inns
  • Free Wifi
  • Free Parking
The Springs Inn(New Ashford)
US$80
Booking.com
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8.1 km from Cheshire
#1 of 1 Hotels in New Ashford
  • Free Wifi
  • Free Parking
US$48
Hotels.com
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9.2 km from Cheshire
#1 of 1 Hotels in Lanesboro
  • Free Wifi
  • Free Parking
US$99
Booking.com
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9.3 km from Cheshire
#2 of 3 Speciality Lodging in Lanesboro
  • Free Wifi
  • Free Parking
US$159
Hotwire.com
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10.9 km from Cheshire
#3 of 3 Hotels in Hancock
  • Free Wifi
  • Free Parking
Vacation Village in the Berkshires(Hancock)(Great Value!)
US$146
US$135
Booking.com
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Certificate of Excellence
11.0 km from Cheshire
#2 of 3 Hotels in Hancock
  • Free Parking
  • Pool
Econo Lodge(Pittsfield)
US$59
US$50
Booking.com
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11.0 km from Cheshire
#7 of 8 Hotels in Pittsfield
  • Free Wifi
  • Free Parking
Berkshire Valley Inn(Williamstown)(Great Value!)
US$99
US$89
Travelocity
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Certificate of Excellence
11.9 km from Cheshire
#6 of 13 Hotels in Williamstown
  • Free Wifi
  • Free Parking
Maplewood Bed & Breakfast(Hinsdale)(Great Value!)
Booking.com
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13.9 km from Cheshire
#1 of 1 Hinsdale B&B and Inns
  • Free Wifi
  • Free Parking
Hotel on North(Pittsfield)
US$159
Official Hotel
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Certificate of Excellence
14.5 km from Cheshire
#1 of 8 Hotels in Pittsfield
  • Free Wifi
  • Free Parking
US$88
Booking.com
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15.0 km from Cheshire
#6 of 8 Hotels in Pittsfield
  • Free Wifi
  • Pool
Berkshire Hills Country Inn(Williamstown)(Great Value!)
US$59
Booking.com
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Certificate of Excellence
15.2 km from Cheshire
#4 of 13 Hotels in Williamstown
  • Free Wifi
  • Free Parking
Yankee Suites Extended Stay(Pittsfield)(Great Value!)
US$90
US$85
Hotwire.com
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15.3 km from Cheshire
#5 of 8 Hotels in Pittsfield
  • Free Wifi
  • Free Parking
US$51
Hotels.com
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15.5 km from Cheshire
#13 of 13 Hotels in Williamstown
  • Free Wifi
  • Free Parking
Holiday Inn Berkshires(North Adams)(Great Value!)
US$99
HolidayInn.com
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Certificate of Excellence
15.6 km from Cheshire
#2 of 3 Hotels in North Adams
  • Free Wifi
  • Free Parking
US$169
US$76
Groupon.com
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15.7 km from Cheshire
#8 of 9 Williamstown B&B and Inns
  • Free Wifi
  • Free Parking
Berkshire Inn(Pittsfield)
US$60
US$57
Hotels.com
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15.7 km from Cheshire
#4 of 8 Hotels in Pittsfield
  • Free Wifi
  • Free Parking
Blackinton Manor Bed & Breakfast(North Adams)
US$195
Booking.com
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Certificate of Excellence
15.8 km from Cheshire
#1 of 2 North Adams B&B and Inns
  • Free Wifi
  • Free Parking
Williamstown Motel(Williamstown)(Great Value!)
US$63
US$61
Hotels.com
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Certificate of Excellence
15.9 km from Cheshire
#3 of 13 Hotels in Williamstown
  • Free Wifi
  • Free Parking
The Porches Inn at MASS MoCA(North Adams)
US$149
US$127
Official Hotel
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Certificate of Excellence
16.1 km from Cheshire
#1 of 3 Hotels in North Adams
  • Free Wifi
  • Free Parking
White Horse Inn(Pittsfield)
US$115
Travelocity
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16.1 km from Cheshire
#1 of 4 Pittsfield B&B and Inns
  • Free Wifi
  • Free Parking
The Orchards Hotel(Williamstown)
US$139
US$135
Travelocity
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16.2 km from Cheshire
#5 of 13 Hotels in Williamstown
  • Free Wifi
  • Free Parking
Clover Hill Farm(Williamstown)
US$150
Booking.com
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16.3 km from Cheshire
#7 of 9 Williamstown B&B and Inns
    Willows Motel(Williamstown)(Great Value!)
    US$69
    Expedia.com
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    Certificate of Excellence
    16.3 km from Cheshire
    #2 of 13 Hotels in Williamstown
    • Free Wifi
    • Free Parking
    MAPLE TERRACE MOTEL(Williamstown)(Great Value!)
    US$64
    Hotels.com
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    Certificate of Excellence
    16.4 km from Cheshire
    #1 of 13 Hotels in Williamstown
    • Free Wifi
    • Free Parking
    The Williams Inn(Williamstown)
    US$125
    Hotels.com
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    17.5 km from Cheshire
    #8 of 13 Hotels in Williamstown
    • Free Wifi
    • Free Parking
    House On Main Street(Williamstown)
    US$111
    Hotels.com
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    17.5 km from Cheshire
    #5 of 9 Williamstown B&B and Inns
    • Free Wifi
    • Free Parking
    US$60
    Orbitz.com
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    17.9 km from Cheshire
    #8 of 8 Hotels in Pittsfield
    • Free Wifi
    • Free Parking
    US$99
    Booking.com
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    Certificate of Excellence
    19.0 km from Cheshire
    #3 of 8 Hotels in Pittsfield
    • Free Wifi
    • Free Parking
    Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.