Maryland Trail Running Calendar 2025-2026

Header image

Explore the best trail runs in Maryland for 2025-2026! Our updated list features 228 exciting races across the region. Find your next race in Maryland below and join the running community at these great events!

June 2026
Jun
14
Sunday

Ironman 70.3 Eagleman

Triathlon
Jun
28
Sunday

MedStar Health Baltimore Women's Classic 5K

5 km
July 2026
Jul
5
Sunday

ASICS Independence Day 4-Miler

4 mi
Jul
11
Saturday

Moonlight 5K

5 km
August 2026
Aug
16
Sunday

Catch-A-Pig 5K

5 km
September 2026
Sep
5
Saturday

Savage Race - Maryland Fall

Obstacle Run 3 mi 7 mi
October 2026
Oct
17
Saturday

Spook Hill Cider & Wine Run

3 mi 4 mi
December 2026
Dec
13
Sunday

Charm City Run Events Signature Races

5 km 4 mi ... 12 mi 20 mi
Articles
Top 10 Marathons in the Netherlands — The Ultimate Dutch Marathon Bucket List: 10 Unmissable Races
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