Chestertown, MD Hotels Find the lowest rates in Chestertown, MD for Hotels, Motels, Lodging and Accommodations. City Chestertown, Maryland Check-in January February March April May June July August September October November December 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 Check-out January February March April May June July August September October November December 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 Smoking No Preferences No Yes Adults 1 2 3 4 Children 0 1 2 3 4 To book over the phone, call 1-800-305-6863 anytime. All Hotels in Chestertown, MD These are the hotels in Chestertown. The hotels are listed in alphabetical order. Comfort Suites Chestertown More photos 160 Scheeler Road, Chestertown, MD 21620 Summary: 3 AAA Diamonds, 33 floors, 53 rooms. Free Breakfast. Free Internet Access. Rate Range: $99 - $119 Map Photos      Star Rating: ›› Write a 2 Minute Review   Holiday Inn Express Suites Chestertown More photos 150 Scheeler Road, Chestertown, MD 21620 Summary: 81 rooms. Free Breakfast. Free Internet Access. Fitness Center. Description: The new and exciting Holiday Inn Express Hotel and Suites Chestertown is located off Route 213, within walking distance to beautiful downtown Chestertown, Washington College. Rate Range: $82 - $153 Map Photos      Star Rating: ›› Write a 2 Minute Review

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