Chestertown Challenge Half Marathon Run and 5K Run/Walk

Race Info

The Chestertown Challenge Half Marathon Run and 5K Run/Walk will take place on Sunday, October 11, 2026, in Chestertown, MD.

Events:

• Half Marathon
• 5K Run
• 5K WALK
• Silent Hero

Location: Wilmer Park, Chestertown, MD 21620

Description: Benefits Kent Association of Riding Therapy, Inc. (KART). Registration opens at 8 a.m., with the Half Marathon Run & 5K Run/Walk starting at 9 a.m.

Packet Pickup: Starts at 8 a.m. on race day at Wilmer Park.

Course: The event starts and finishes at Wilmer Park. The course features gentle rolling terrain on paved country roads.

Amenities: Tech shirts guaranteed for registrations by September 30th. Food and refreshments at the finish line. Police-controlled roads, mile markers, and directional arrows. Water stops approximately every two miles on the Half Marathon course and at the 5K turnaround. Restrooms available at start/finish and on the Half Marathon course.