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Races in Chestertown, MD

Running races in or near Chestertown, MD

Marathons, 1-milers, 5Ks, half-marathons, 10Ks & more

See below for a frequently-updated, comprehensive list of upcoming running events in the local Chestertown, MD area. Races listed here include both walking and running events of various distances — from 1-milers, to 5Ks, to marathons, and everything else in between.

Road Runner Sports

Speed, Agility, Power and Endurance Program Session 1

Organization: Chesapeake Bay Sports Camps

Date of Race: 11-10-2025

Description: This camp is designed to improve your son or daughter’s speed, ...

Lock Laces

Complete list of running events in and near Chestertown, MD: Marathons, 1-milers, 5Ks, half-marathons, 10Ks, obstacle courses, walking events & more.


More information about Chestertown

About Chestertown

Chestertown (MD) is a town in Kent County with an estimated population of 5,252.[4]

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In 2014, there were more than 1,100 marathons and more than 541,000 finishers in the U.S.

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