Title: Chestertown Historic District in Chestertown | Expedia.co.uk [Chestertown Historic District Hotels](https://expedia.co.uk/Chestertown-Historic-District-Hotels.0-l950929327394992128-0.Travel-Guide-Filter-Hotels)[Flights to Chestertown](https://expedia.co.uk/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Chestertown Historic District Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chestertown-Historic-District.d950929327394992128.Car-Hire-Guide)[Chestertown Holidays](https://expedia.co.uk/Chestertown.d7215.Holidays-City-Breaks) # Chestertown Historic District ## Visit Chestertown Historic District Activities [Chestertown travel guide](https://expedia.co.uk/Chestertown.dx7215) --- --- ### Popular places to visit ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Washington College Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.co.uk/Washington-College-Chestertown.d553248621561000403.Attraction) #### Garfield Center for the Arts at the Prince Theater You can make plans for a show at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.co.uk/Garfield-Center-For-The-Arts-At-The-Prince-Theater-Chestertown.d553248621561000401.Attraction) #### Historical Society of Kent County Maryland You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.co.uk/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Attraction) #### Sumner Hall You can spend time exploring the galleries in Sumner Hall during your travels in Chestertown. Experience the area's festivals and art scene. [](https://expedia.co.uk/Sumner-Hall-Chestertown.d948699115888525312.Attraction) #### River Arts Chestertown Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area. [](https://expedia.co.uk/River-Arts-Chestertown-Chestertown.d553248621532662298.Attraction) #### Wilmer Park Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.co.uk/Wilmer-Park-Chestertown.d553248621561000402.Attraction) --- ## Top Hotel Deals ## Check availability on hotels close to Chestertown Historic District [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=2026-03-26&endDate=2026-03-27)[26 Mar - 27 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=2026-03-26&endDate=2026-03-27) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=2026-03-27&endDate=2026-03-28)[27 Mar - 28 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=2026-03-27&endDate=2026-03-28) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[27 Mar - 29 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=950929327394992128&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Kent Narrows Inn 3101 Main Street Grasonville MD [](https://expedia.co.uk/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Kent Narrows & Marina 3028 KENT NARROW WAY S Grasonville MD [](https://expedia.co.uk/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Kent Island Marina 3206 Main St Grasonville MD [](https://expedia.co.uk/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![SpringHill Suites Baltimore White Marsh/Middle River](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/d7725583_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SpringHill Suites Baltimore White Marsh/Middle River 6110 Greenleigh Avenue Middle River MD [](https://expedia.co.uk/Baltimore-Hotels-SpringHill-Suites-Baltimore-White-MarshMiddle-River.h23686806.Hotel-Information) ![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Inn at Chesapeake Bay Beach Club 180 Pier One Road Stevensville MD [](https://expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/w1822h1320x8y2-6d9bb9d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area 1807 Edgewood Rd Edgewood MD [](https://expedia.co.uk/Edgewood-Hotels-Wingate-By-Wyndham-Bel-Air-I-95-Exit-77A.h56432.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/c6a165a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A 2112b Emmorton Park Rd Edgewood MD [](https://expedia.co.uk/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) ![Hampton Inn & Suites Edgewood/Aberdeen-South](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/38012dd1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Edgewood/Aberdeen-South 2110 Emmorton Park Rd Edgewood MD [](https://expedia.co.uk/Edgewood-Hotels-Hampton-Inn-Suites-EdgewoodAberdeen-South.h4617887.Hotel-Information) ![Comfort Inn & Suites Aberdeen near APG](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/0fca1b7b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Aberdeen near APG 980 Hospitality Way Aberdeen MD [](https://expedia.co.uk/Aberdeen-Hotels-Comfort-Inn-Suites-Aberdeen-Near-APG.h1395595.Hotel-Information) [See all 2,118 properties in Chestertown Historic District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=950929327394992128) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.