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  • Carla Massoni Gallery203 High St, Chestertown, Maryland
  • Historical Society of Kent County101 Church Aly, Chestertown, Maryland
  • Pam Foss Sculpture Gallery200 High St, Chestertown, Maryland
  • Art on High200 High St, Chestertown, Maryland
  • Emmanuel Chester Parish101 N Cross St, Chestertown, Maryland
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Quality Suites(Great Value!)
US$89
US$85
QualityInn
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#1 Best Value of 13 hotels in Chestertown
  • Free Wifi
  • Free Parking
US$100
Hotels.com
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#2 Best Value of 13 hotels in Chestertown
  • Free Wifi
  • Free Parking
US$59
Booking.com
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#3 Best Value of 13 hotels in Chestertown
  • Free Wifi
  • Free Parking
US$355
Official Site
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Certificate of Excellence
#4 Best Value of 13 hotels in Chestertown
  • Free Wifi
  • Free Parking
US$195
Travelocity
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#5 Best Value of 13 hotels in Chestertown
  • Free Wifi
  • Free Parking
B&Bs/Inns near Chestertown (25)
Mariners Motel(Rock Hall)(Great Value!)
US$97
Travelocity
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17.7 km from Chestertown
  • Free Wifi
  • Free Parking
Sleep Inn(Grasonville)
US$86
US$82
Booking.com
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30.9 km from Chestertown
  • Free Wifi
  • Free Parking
Holiday Inn Express Kent Island(Grasonville)(Great Value!)
US$126
Booking.com
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Certificate of Excellence
31.4 km from Chestertown
  • Free Wifi
  • Free Parking
Motel Edgewood(Edgewood)
US$60
Booking.com
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31.6 km from Chestertown
  • Free Wifi
  • Free Parking
US$105
US$99
Booking.com
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31.6 km from Chestertown
  • Free Wifi
  • Free Parking
US$174
US$159
GardenInn.com
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Certificate of Excellence
31.8 km from Chestertown
  • Free Wifi
  • Free Parking
Budget Inn of Aberdeen(Aberdeen)(Great Value!)
US$64
US$53
Booking.com
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32.1 km from Chestertown
  • Free Wifi
  • Free Parking
US$110
Home2.com
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Certificate of Excellence
32.1 km from Chestertown
  • Free Wifi
  • Free Parking
US$95
Travelocity
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32.8 km from Chestertown
  • Free Wifi
  • Free Parking
US$65
US$62
Travelocity
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32.8 km from Chestertown
  • Free Wifi
  • Free Parking
US$67
Booking.com
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32.9 km from Chestertown
  • Free Wifi
  • Free Parking
US$57
Booking.com
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33.0 km from Chestertown
  • Free Wifi
  • Free Parking
US$53
Motel 6
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33.0 km from Chestertown
  • Free Wifi
  • Free Parking
US$72
Booking.com
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33.2 km from Chestertown
  • Free Wifi
  • Free Parking
US$101
Country Inn
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Certificate of Excellence
33.2 km from Chestertown
  • Free Wifi
  • Free Parking
US$119
Expedia.com
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Certificate of Excellence
33.2 km from Chestertown
  • Free Wifi
  • Free Parking
US$76
Expedia.com
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33.2 km from Chestertown
  • Free Wifi
  • Free Parking
US$109
Booking.com
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33.3 km from Chestertown
    US$129
    Homewood
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    Certificate of Excellence
    33.3 km from Chestertown
    • Free Wifi
    • Free Parking
    US$61
    Expedia.com
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    33.3 km from Chestertown
    • Free Wifi
    • Free Parking
    US$109
    Booking.com
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    Certificate of Excellence
    33.3 km from Chestertown
    • Free Wifi
    • Free Parking
    US$72
    ComfortInn
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    33.3 km from Chestertown
    • Free Wifi
    • Free Parking
    US$80
    Booking.com
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    33.4 km from Chestertown
    • Free Wifi
    • Free Parking
    US$86
    Booking.com
    View Deal
    33.4 km from Chestertown
    • Free Wifi
    • Free Parking
    US$94
    Hotels.com
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    Certificate of Excellence
    33.5 km from Chestertown
    • 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.