Chestertown Challenge Half Marathon
Chestertown, MD
- Half Marathon, 5K
- Road (Paved)
- Official race website
The Chestertown Challenge Half Marathon starts and finishes at Wilmer Park. The course has gentle rolling terrain and is run entirely on paved country roads. The event benefits the Kent Association of Riding Therapy, Inc. (KART) which was founded in 1984 to help children and adults with special needs enhance … MORE
Local Historical Weather (Oct 11):
| 2025 | 2024 | 2023 | 2022 | 2021 | |
| H (°F) | 68 | 70 | 70 | 71 | 70 |
| L (°F) | 52 | 41 | 46 | 46 | 64 |
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Chestertown is a great city in MD
What an enjoyable run this past weekend. I've never been to Chestertown and Wilmer Park and was not disappointed. Really nice out and back, rolling hills, but some nice scenery … MORE
What an enjoyable run this past weekend. I’ve never been to Chestertown and Wilmer Park and was not disappointed. Really nice out and back, rolling hills, but some nice scenery along the way. A great look at the Chester River as well. Great city to walk around afterwards as well. I’ll be running this again since it’s right in my backyard. Great people running the race all around.