Trail Running calendar near Annapolis 2025-2026
We have found 57 Trailruns within 80 miles of Annapolis. See below where and when you can find the races.
We have found 57 Trailruns within 80 miles of Annapolis. See below where and when you can find the races.
The Founders Half Marathon in Potomac on December 14 showcases a scenic 13.1 mile out and back along the C&O Canal Towpath and serves as race two of the DCRR Snowball Series. USATF certified with post race snacks and online registration.
Join the Anniversary Run 15K at Quiet Waters Park, a scenic trail race that wraps up the Annapolis Striders Championship Series. Finish at Sassafras Pavilion for awards, a lively community vibe, and volunteer opportunities.
Run the Mid Maryland Trail Festival at Rockburn Branch Park in Elkridge, MD, a scenic 50K on wooded trails made up of six loops of about 5.18 miles each. Solo runners or teams up to six can tackle the full distance or share loops in a relay..
Take on the Dahlgren Trail Half Marathon on January 31, 2026 in King George VA, a flat and scenic out and back along the Dahlgren Railroad Heritage Trail ideal for a fast, enjoyable run. All finishers earn a custom medal and well spaced aid..
Test your limits at the Dark Side 8 Hour Ultra in Little Bennett Park, Clarksburg. You have eight hours to run as many 5.5 mile loops on scenic single track trails as you like, with hearty on course aid and a post race meal to refuel.
Tackle the HAT Run 50K in Havre de Grace, Maryland, a scenic trail challenge with rolling single track, open fields and nearly 4,400 feet of climbing. Expect stream crossings and a rewarding day on rugged, looped trails.
Test your endurance at the Genesee Valley Ultra, a timed loop on scenic farm roads where runners log as many 2.5 mile laps as they can in 6, 12, or 24 hour events. Solo runners and relay teams are welcome for a fun, competitive challenge.
Last Runner Standing action at the Capital Backyard Ultra near DC on March 28, 2026, with runners repeating a 4.167 mile loop each hour until one remains. Silver Ticket, 60 spots, $1,000 prize and finisher award.