Welcome to the Holiday Inn Express Hotel in Chestertown, Maryland near Washington College. Our new Chestertown hotel near Washington College provides comfortable hotel rooms in Chestertown, Maryland. Our 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 our 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 comfortable rooms and is conveniently located near Washington College. During your Chestertown visit, enjoy our hotel's signature hot breakfast bar along with other amenities such as high-speed, wireless Internet access and an indoor pool. Make your reservations at our Chestertown, MD, hotel today and enjoy our excellent hotel rates.