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Chestertown Challenge Half Marathon Run and 5K Run/Walk

Sun October 13, 2024 Chestertown, MD 21620 US Directions


Half Marathon

$50 9:00AM EDT Price increases after September 22, 2024 at 11:59pm EDT

5K Run

$25 9:00AM EDT Price increases after September 22, 2024 at 11:59pm EDT


$25 9:00AM EDT Price increases after September 22, 2024 at 11:59pm EDT

Silent Hero

$30 9:00AM EDT Registration ends October 13, 2024 at 9:00am EDT


Wilmer Park
Chestertown, MD US 21620


Join us October 9th, 2024!!


Benefits: Kent Association of Riding Therapy, Inc. (KART)

Registration opens at 8 a.m. - Half Marathon Run & 5K Run/Walk start at 9 a.m.

Registration: Race day registration will be available! Packet pickup starts at 8 a.m. and races start at 9 a.m. at Wilmer Park, Chestertown, Maryland. 

Silent Hero Donation: Can't make this event but would like to show your support? Register as a Silent Hero!

Benefactor: Kent Association of Riding Therapy (KART) was founded in 1984 to help children and adults with special needs enhance their social and developmental growth. KART uses a multi-faceted program involving therapeutic horseback riding, grooming and caring for the horse, and comprehensive classroom instruction.

Packet Pickup: All race packets can be picked up on Sunday morning starting at 8 a.m. Race day registration will also be accepted at this time.

Directions: Wilmer Park is located across the street from address 400 South Cross Street, Chestertown, MD. For directions, use your GPS or MapQuest.

Awards: Unique awards for overall male/female/master’s winners and top 3 in 10-year age groups in the Half Marathon and 5K Run. Awards to top 3 male and female finishers in the 5K walk. 5K awards will be presented after the last participant finishes. Half Marathon awards will be presented 3 hours after start.

Course: The event starts and finishes at Wilmer Park. The course has gentle rolling terrain and is run entirely on paved country roads. 

Course Records: Half Marathon: Male - Hasan Butler - 1:21:27 - 2014, Female – Meredith Tulio  - 1:28:29 - 2018. 5K Run: Male - Jesse Goodyear - 17:50 - 2015, Female – Lisa Victorius - 20:50 - 2017

Amenities: Quality “Chestertown Challenge Half Marathon & 5K Run/Walk” Tech Shirts guaranteed to all participants. Food and refreshments at the finish line! Police controlled roads, mile markers and directional arrows on road.

Water stops: Water stops will be located at approximately every two miles on the Half Marathon course, at the turnaround of the 5K, and at the start/finish.

Restrooms: Restrooms will be available at the start/finish and on the Half Marathon course.

Spectators: While you're waiting for your friends or family members to complete the race, enjoy the beautiful historic Chestertown sites on the Chester River. Visit

Hotels/Motels/Bed & Breakfast: Visit the following websites for a complete list of hotels/motels and bed & breakfast in the Chestertown and Rock Hall area.,,,

Race Contact Info

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Race Flyer


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