Run Like The Dickens 5K

DEC
6
2025
Lace up for Run Like The Dickens, a festive 5K run and walk through historic Chestertown on December 6, 2025. Enjoy a free Kids Dash and Victorian holiday festivities after the race while supporting Main Street Historic Chestertown.
Sat 6 Dec 2025
5 kilometers

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Event overview

Run Like The Dickens 5K Run/Walk is scheduled for Saturday, December 6, 2025, in Chestertown, Maryland. The event offers a 5K Run, a 5K Walk, a Silent Hero donation option, and a free Dickens Kids Dash for children age 10 and under. The event is planned to run rain or shine and is based at The Kitchen at the Imperial, 208 High Street, Chestertown, MD 21620.

Course, registration and awards

The course starts and finishes on High Street and takes participants through historic Chestertown. Registration fees vary by date, ranging from $35 to $50. Packet pickup and registration occur at the event venue. Awards include medals for overall male and female and master winners; medals for the top three male and female finishers in 10-year age groups from 10 and under through 70 and over; medals for the top five male and female walk finishers; and ribbons for all Kiddie K finishers. Volunteers and police will assist with traffic and directions, and there will be a water stop. Registered participants receive event premiums. Proceeds benefit Main Street Historic Chestertown. After the race, the Victorian Dickens Holiday Extravaganza at the venue will feature carriage rides, live entertainment, home tours, food trucks, kids activities, and a petting zoo. Visit the organization's website for the most recent information.

5 km
5k Run
5 km
5k Walk

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