Chestertown Challenge Half Marathon Run and 5K Run/Walk

Chestertown, Maryland
Chestertown Challenge Half Marathon Run and 5K Run/Walk official race logo - running event in Chestertown, Maryland
DATE:
TIME:
LOCATION:
Chestertown, Maryland
PRICE:
Free
DISTANCES:
3 Events: 13.1 Miles, 3.1 Miles, 3.1 Miles

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

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

Chestertown Challenge Half Marathon Run and 5K Run/WalkBenefits: 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
Chestertown, MD

Race Events & Distances

Choose from 4 race distances available for Chestertown Challenge Half Marathon Run and 5K Run/Walk in Chestertown, MD. Registration includes timing, finisher medals, and post-race refreshments.

Silent Hero

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Chestertown, MD
ChestertownMD
Chestertown Challenge Half Marathon Run and 5K Run/Walk Organizers

Frequently Asked Questions about Silent Hero

How long is the Silent Hero?
The Silent Hero covers Distance varies.
What time does the Silent Hero start?
The Silent Hero starts at 9:00:00 AM.
How much does it cost to register for the Silent Hero?
Registration for the Silent Hero costs $0.00.
Where is the Silent Hero located?
The Silent Hero takes place in Chestertown, MD.

Half Marathon

13.1 Miles
Distance
13.1 Miles
Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Chestertown, MD
ChestertownMD
Chestertown Challenge Half Marathon Run and 5K Run/Walk Organizers

Frequently Asked Questions about Half Marathon

How long is the Half Marathon?
The Half Marathon covers 13.1 Miles.
What time does the Half Marathon start?
The Half Marathon starts at 9:00:00 AM.
How much does it cost to register for the Half Marathon?
Registration for the Half Marathon costs $0.00.
Where is the Half Marathon located?
The Half Marathon takes place in Chestertown, MD.

5K Run

3.1 Miles
Distance
3.1 Miles
Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Chestertown, MD
ChestertownMD
Chestertown Challenge Half Marathon Run and 5K Run/Walk Organizers

Frequently Asked Questions about 5K Run

How long is the 5K Run?
The 5K Run covers 3.1 Miles.
What time does the 5K Run start?
The 5K Run starts at 9:00:00 AM.
How much does it cost to register for the 5K Run?
Registration for the 5K Run costs $0.00.
Where is the 5K Run located?
The 5K Run takes place in Chestertown, MD.

5K WALK

3.1 Miles
Distance
3.1 Miles
Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Chestertown, MD
ChestertownMD
Chestertown Challenge Half Marathon Run and 5K Run/Walk Organizers

Frequently Asked Questions about 5K WALK

How long is the 5K WALK?
The 5K WALK covers 3.1 Miles.
What time does the 5K WALK start?
The 5K WALK starts at 9:00:00 AM.
How much does it cost to register for the 5K WALK?
Registration for the 5K WALK costs $0.00.
Where is the 5K WALK located?
The 5K WALK takes place in Chestertown, MD.

Registration Information

Registration is typically available online until race day (subject to capacity). Early registration is recommended for guaranteed entry and potential early bird pricing. Check with race organizers for specific event details and included amenities.

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