
Chestertown Challenge Half Marathon Run and 5K Run/Walk
Race Date
Oct 11, 2026
Location
Chestertown, MD
The Experience
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 Red Roof Inn & Suites Chestertown - ReservationDesk.com Comfort Inn & Suites Chestertown - ReservationDesk.com
Logistics
Race Day
Sunday, October 11, 2026
Start Time
9:00 AM
Giveaway
T-Shirt
Start Location
Wilmer Park, Chestertown, MD, 21620
Course Info
USATF CertifiedCourse Type
Loop Course
Terrain
road
Difficulty
Ultra-Flat
Elevation Gain
0'
Net Drop/km
0 m (Flat)
Separation
0.0%
Also Offers
USATF Certified Course
MD24003NP · Chestertown Challenge Half
Relatively flat with minimal net elevation change. Loop course — start and finish are close together.
Course Map
1 other map for this race
Quality Score
Standout636 years running
~134 finishers a year
growing or steady
9% returning runners
USATF certified · 2 timing sources · 5 photos
runners from 9 states
winner 1:23:31
typical high 68°F
Race Day Weather
5-year historical avgStart (Low)
53°
Afternoon (High)
68°
Pleasant conditions — light layers at start, comfortable by finish
0.1"
Precipitation
10 mph
Wind
73%
Humidity
Historical Finish Times
How 646 finishers actually crossed the line across 6 years.
Most recent
2025
Total finishers
646
Median time
2:07:55
Latest turnout
67
States
20
Turnout by year
2010–2025
Hover the histogram to inspect specific finish times.
Race Photos
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