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
28 days remaining
$20.00
Oct 11, 2026
Distance — 3.1 Miles
Type — Running
28 days remaining
$25.00
Oct 11, 2026
Distance — 5K
Type — Running
28 days remaining
$20.00
Oct 11, 2026
Distance — 13.1 Miles
Type — Running
28 days remaining
$50.00
Oct 11, 2026
Distance — 13.1 Miles
Type — Running
28 days remaining
$60.00
Oct 11, 2026
Distance — Silent Hero
Type — Running
28 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.
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