Chestertown close

Running calendar near Chestertown 2025-2026

Explore the top running races near Chestertown for 2025-2026! We've gathered 10 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
Oct
4-5
Sa - Su

Baltimore Triathlon Festival

Triathlon
Oct
17
Friday

Screech's Night Owl 5K

5 km
Oct
18
Saturday

Baltimore Running Festival

5 km 10 km 13 mi 26 mi
Oct
25
Saturday

Believe In Tomorrow Port to Fort 6K

6 km
Oct
25
Saturday

Patapsco Valley 50K

Trail Run 25 km 50 km
November 2025
Nov
8
Saturday

Harvest Hustle - Camden

5 km
Nov
22
Saturday

The Tuckahoe 25K

Trail Run 25 km
Nov
27
Thursday

Bulle Rock Turkey Trot 5K

5 km
December 2025
Dec
6
Saturday

Half Marathon at Cedar Lane Regional Park

13 mi
Dec
14
Sunday

Holiday Hustle 5K - Bel Air

5 km
Dec
28
Sunday

Terrapin Trot 10k

5 km 10 km
Articles
The Beauty of the Easy Run — Why slowing down might be the smartest thing you do for your running
Mizuno Wave Rider 28: Elevating the Legacy of a Running Icon
Garmin Forerunner Review: Garmin Forerunner Series
Stride with Confidence: A Comprehensive Guide to Saucony Running Shoes