Trail Running Calendar Maryland 2026-2027
We have found 57 Trailruns in Maryland. Check below where and when you can find the races.
We have found 57 Trailruns in Maryland. Check below where and when you can find the races.
A chip timed 5k at Corteau Vineyards in Mechanicsville, Maryland on June 13, 2026, featuring vineyard scenery, a t-shirt, collapsible wine glass, finisher medal that doubles as a wine stopper, and an on-site wine pour.
A self-timed 4 miles run in Bel Air as part of the Harford County Running Club Dog Days of Summer Series. The course mixes trail and road, is not stroller friendly, and parking is at Prospect Mill Park.
A free night training run in Salisbury, MD offering six hours of repeated 5K loops on marked trails. Space is limited to 50 runners and participants must provide their own hydration and fuel.
A 5K trail race at Agricultural History Farm Park in Derwood, Maryland. MCRRC members run free with a 2026 bib and chip while non members pay a set fee and can register online through race start.
A themed Forrest Gump fun run at Lakeside Loop in New Town Village, Owings Mills, offering a full 4.4-mile loop or a 1-mile out-and-back option. The event is free and participants are encouraged to wear the red hat, yellow top and red short..
A 6 hour endurance run at Quiet Waters Park in Annapolis with solo and three person relay options, run on a roughly 4.25 mile shaded loop. The event donates a portion of fees to the Semper Fi Fund.
An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.
Part of the Harford County Running Club Dog Days of Summer Series, Rigbie Farm 5k is a free, self timed grass and trail loop near Darlington, MD. Parking is at Rigbie Farm and non members may take part in three free runs.
A 7K trail race at The Woodstock Equestrian Center in Dickerson, Maryland, presented as part of MCRRC's low key series for members. Non member registration has a $20 fee and runs from February 10, 2026 to August 16, 2026.