Chestertown Challenge Half Marathon Run and 5K Run/Walk 2026

The Chestertown Challenge takes place on race morning at Wilmer Park in Chestertown, Maryland. A half marathon, a 5K run, and a 5K walk begin at 9 a.m. Packet pickup and race-day registration start at 8 a.m., accommodating both pre-registered participants and those signing up on the morning of the event. The race supports Kent Association of Riding Therapy, Inc., a nonprofit organization assisting children and adults with disabilities. KART’s services include therapeutic horseback riding, barn management, and horse care. The Silent Hero option allows individuals to contribute to the fundraising efforts without participating in the run or walk.