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 disabilities enhance their social and developmental growth. KART uses a multi-faceted program involving therapeutic horseback riding, barn management, and caring for the horse.
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 and female winners in the Half Marathon and 5K Run. Awards presented to the top 2 in 10-year age groups in the Half Marathon and 5K Run. Awards to top 2 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 registered by Monday, September 30th. 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 www.kentcounty.com/tourism.
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.,
www.kentcounty.com/lodging/rockhall_lodging.php
Inns & Bed and Breakfast in Chestertown, Maryland
Oct 11, 2026
Distance — 3.1 Miles
Type — Running
09:00
$25.00
Oct 11, 2026
Distance — 3.1 Miles
Type — Running
09:00
$25.00
Oct 11, 2026
Distance — 13.1 Miles
Type — Running
09:00
$50.00
Oct 11, 2026
Distance — Silent Hero
Type — Running
09:00
$30.00
Oct 11, 2026
Distance — 5K
Type — Running
121 days remaining
$20.00
Oct 11, 2026
Distance — 3.1 Miles
Type — Running
121 days remaining
$25.00
Oct 11, 2026
Distance — 5K
Type — Running
121 days remaining
$20.00
Oct 11, 2026
Distance — 13.1 Miles
Type — Running
121 days remaining
$50.00
Oct 11, 2026
Distance — 13.1 Miles
Type — Running
121 days remaining
$60.00
Oct 11, 2026
Distance — Silent Hero
Type — Running
121 days remaining
$30.00
These values represent the 3-year monthly averages for October in Chestertown.
Learn more about the host city, Chestertown.
Chestertown is in Maryland's Eastern Shore.
Read more launchRead what other athletes have to say about their experience at the Chestertown Challenge Half Marathon Run and 5K Run/Walk.
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