Located on the western banks of the Chester River, Chestertown boasts a rich history in a scenic environment. Chestertown is surrounded by farmland, exuding a rural small-town vibe. Chestertown residents enjoy a slow-paced approach to life, with plenty of time to stroll the waterfront at Wilmer Park and peruse the many shops in the Chestertown Historic District.
A bevy of annual events bring the Chestertown community together, including the Harry Potter Festival, Jazz Festival, Tea Party Festival, Porchfest, Riverfest, National Music Festival, and Taste of Chestertown. Chestertown is also home to Washington College, the first college chartered in the newly independent United States following the Revolutionary War. Big-city amenities aren’t too far away, with larger cities like Philadelphia, Baltimore, and Washington, DC just a 90-minute drive from Chestertown.
