The new Chestertown hotel near Washington College provides comfortable hotel rooms in Chestertown, Maryland. The Chestertown hotel is located near several Chestertown attractions including the Hopkins Game Farm, Goose Valley Farms, Crimson Staples, Crumpton Auctions and the Waterman's Museum. Guests can further enjoy their Chestertown vacation by taking advantage of the one-of-a-kind shopping experience historical downtown Chestertown offers. Downtown Chestertown, just minutes from our hotel, houses several locally owned and operated stores. Conveniently located near the Chester River, guests of the hotel in Chestertown, Maryland, can enjoy Maryland's picturesque New England scenery while paddling or riding down the Chester River. Visitors can also take walking tours of historical Chestertown, MD, discover Chestertown's rich maritime history or take daytime or sunset sailing tours. Unlike other Chestertown hotels, the Holiday Inn Express Hotel in Chestertown, Maryland, offers comfor