HalfRuns
Chestertown Challenge Half Marathon Run and 5K Run/Walk

Chestertown Challenge Half Marathon Run and 5K Run/Walk

Race Date

Oct 11, 2026

Location

Chestertown, MD

Standout63

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

Directions

Course Info

USATF Certified

Course Type

Loop Course

Terrain

road

Difficulty

Ultra-Flat

Elevation Gain

0'

Net Drop/km

0 m (Flat)

Separation

0.0%

Also Offers

3.1 MilesSilent Hero

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

Standout63
Methodology
Heritage12/20

6 years running

Size11/15

~134 finishers a year

Momentum5/5

growing or steady

Loyalty9/20

9% returning runners

Course & details13/15

USATF certified · 2 timing sources · 5 photos

National draw6/10

runners from 9 states

Front-pack speed3/5

winner 1:23:31

Weather5/10

typical high 68°F

Race Day Weather

5-year historical avg

Start (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

10%
25%
75%
90%
1:10p50 median ≈ 2:053:40

Turnout by year

20102025

'10'11'12'23'24'25
See full results

Hover the histogram to inspect specific finish times.

Race Photos

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