The Chestertown Challenge offers a scenic journey through the historic charm of Chestertown, Maryland. Runners will navigate a course featuring gentle rolling terrain entirely on paved country roads. Starting and finishing at the picturesque Wilmer Park, participants can enjoy views along the Chester River. This event supports the Kent Association of Riding Therapy, making every mile count toward a meaningful cause. Whether you are tackling the Half Marathon or the 5K, you will experience a well-supported race with police-controlled roads and frequent water stops. It is a perfect opportunity t...
Not affiliated with this event. Official website. We may earn a commission on registrations.













































Wilmer Park
Chestertown, MD 21620