Chestertown Challenge Half Marathon Run and 5K Run/Walk
- Date Sun 12th October 2025
- Time 9:00AM EDT
- Location Chestertown, Maryland
- Price $28.00 - $54.50
- Races 4 races
- Distances 5km, Half Marathon
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Event summary
Join us for the Chestertown Challenge Half Marathon and 5K Run/Walk on Sunday, October 12, 2025, in the charming town of Chestertown, Maryland! This exciting event kicks off at Wilmer Park with registration starting at 8 a.m. and races commencing at 9 a.m. Participants can choose between a challenging half marathon or a fun 5K run/walk, making it perfect for runners of all levels.
Not only will you be part of a fantastic athletic experience, but your participation also supports the Kent Association of Riding Therapy, Inc. (KART), which has been dedicated to helping individuals with disabilities since 1984. Enjoy the beautiful course featuring gentle rolling terrain along paved country roads, and take advantage of the amenities including quality tech shirts, water stops, and refreshments at the finish line. Unique awards await the top finishers, and spectators can soak in the historic sights of Chestertown while cheering on their loved ones. Don’t miss out on this wonderful opportunity to run for a cause and enjoy a day filled with community spirit!
Not only will you be part of a fantastic athletic experience, but your participation also supports the Kent Association of Riding Therapy, Inc. (KART), which has been dedicated to helping individuals with disabilities since 1984. Enjoy the beautiful course featuring gentle rolling terrain along paved country roads, and take advantage of the amenities including quality tech shirts, water stops, and refreshments at the finish line. Unique awards await the top finishers, and spectators can soak in the historic sights of Chestertown while cheering on their loved ones. Don’t miss out on this wonderful opportunity to run for a cause and enjoy a day filled with community spirit!
Organiser's Description
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 - 127 - 2014, Female Meredith Tulio - 129 - 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 [https://www.kentcounty.com/lodging/rockhall_lodging.php]
Inns & Bed and Breakfast in Chestertown, Maryland [https://www.kentcounty.com/lodging-type/inns/chestertown]
Red Roof Inn & Suites Chestertown - ReservationDesk.com [https://www.reservationdesk.com/hotel/69216f9/red-roof-inn--suites-chestertown-chestertown-maryland/]
Comfort Inn & Suites Chestertown - ReservationDesk.com [https://www.reservationdesk.com/hotel/6125f0d/comfort-inn--suites-chestertown-maryland/tertown]
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 - 127 - 2014, Female Meredith Tulio - 129 - 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 [https://www.kentcounty.com/lodging/rockhall_lodging.php]
Inns & Bed and Breakfast in Chestertown, Maryland [https://www.kentcounty.com/lodging-type/inns/chestertown]
Red Roof Inn & Suites Chestertown - ReservationDesk.com [https://www.reservationdesk.com/hotel/69216f9/red-roof-inn--suites-chestertown-chestertown-maryland/]
Comfort Inn & Suites Chestertown - ReservationDesk.com [https://www.reservationdesk.com/hotel/6125f0d/comfort-inn--suites-chestertown-maryland/tertown]
Races
-
Half Marathon
Incl. $4.50 Fee & T-Shirt
Sun 12th October 2025 (9:00AM EDT)
$54.50
-
5K Run
Incl. $3.00 Fee & T-Shirt
Sun 12th October 2025 (9:00AM EDT)
$28.00
-
5k Walk
Incl. $3.00 Fee & T-Shirt
Sun 12th October 2025 (9:00AM EDT)
$28.00
-
Silent Hero
Incl. $3.30 Fee
Sun 12th October 2025 (9:00AM EDT)
$33.30
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