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Chestertown Hotels

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#1 of 2 Hotels in Chestertown by Best Value + Top Rated
Top Deal
US$144*
US$106* /night
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HIExpress.com
US$106*
Hotels.com
US$106*
HotelQuickly
US$144*
#2 of 2 Hotels in Chestertown by Best Value + Top Rated
Top Deal
US$100*
US$95* /night
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TripAdvisor
US$95*
Hotels.com
Priceline
US$100*
Still looking for a place to stay?
Chestertown has 11 B&Bs/inns with 1,375 reviews
2.4 km from Chestertown centre
#1 of 11 Chestertown B&B and Inns
US$249* /night
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Hotels.com
Expedia.com
Travelocity
US$242* /night
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Booking.com
US$242*
Travelocity
US$242*
Orbitz.com
US$242*
0.5 km from Chestertown centre
#3 of 11 Chestertown B&B and Inns
See all 11 Chestertown B&Bs/inns
See all hotels in or near Chestertown
17.7 km from Chestertown
US$90* /night
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Orbitz.com
US$90*
Travelocity
US$90*
CheapTickets
US$90*
Top Deal
US$102*
US$90* /night
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Orbitz.com
US$90*
Travelocity
US$90*
getaroom.com
US$102*
Top Deal
US$166*
US$131* /night
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Hotels.com
US$131*
Travelocity
US$131*
HotelQuickly
US$166*
31.6 km from Chestertown
Top Deal
US$148*
US$112* /night
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Orbitz.com
US$112*
Hotels.com
US$112*
HotelQuickly
US$148*
17.0 km from Chestertown
*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.
Chestertown Travel Forum Need specific advice visiting Chestertown, Maryland? Visit the TripAdvisor Travel Forum for Chestertown and ask our Destination Experts and the travel community.