Trail Running Calendar Maryland 2025-2026

We have found 44 Trailruns in Maryland. Check below where and when you can find the races.

The Rosaryville Veterans Day Trail Race is an annual running event held at Rosaryville State Park in Upper Marlboro, Maryland. This race features two distance options: a 50K and a 20K, catering to both seasoned ultramarathoners and those looking for a shorter challenge. The event not only promotes p..

The MCRRC Stone Mill 50 Mile Run is a premier ultramarathon event taking place in Montgomery Village, Maryland. Scheduled for November 8, 2025, this challenging race attracts runners from various backgrounds, offering a scenic course that showcases the beauty of the local landscape. Participants can..

UTMB Index

The Tuckahoe 25K is an exciting trail running event scheduled for November 22, 2025, in Queen Anne, MD. This race, organized by the Centreville Crushers and Algonquin Ultras Inc., offers a challenging yet accessible 25K course primarily on single-track and wider horse trails. Participants can expect..

The 21st Annual Catonsville High School XC Turkey Trot is a cherished community event celebrating health and wellness. This year, participants can choose between a 1 Mile Family Fun Run and a 5K race, both of which are chip-timed. The event emphasizes community involvement, as all proceeds support t..