Trail Running Calendar Maryland 2026-2027
We have found 53 Trailruns in Maryland. Check below where and when you can find the races.
We have found 53 Trailruns in Maryland. Check below where and when you can find the races.
A free six hour night training run in Salisbury MD with marked 5K loops and hourly check ins. Space is limited to 50 runners and no onsite hydration is provided.
A *5K* trail race at Agricultural History Farm Park on June 28 as part of the MCRRC low-key series. Free for MCRRC members with a 2026 bib and chip; non-members pay $22 (18+) or $11.60 (under 18).
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.
A four mile out-and-back run on the NCR Trail from the Paper Mill parking lot in Cockeysville on August 19. The event is part of the Baltimore Road Runners Club Grand Prix Series and is scheduled as a weekday evening club run.
A self-timed 5 miles on a packed rail trail in Darlington, Maryland, held as part of the Harford County Running Club Dog Days of Summer Series. The course is stroller friendly with parking at Fisherman's Log and free registration.
A family friendly 5K mud run at Budds Creek Motocross Park on August 29, 2026, featuring obstacles, mud pits, slides, a Pre Party and an After Party with music and food. Standard and VIP registration options are available.
An out-and-back 3.8 mile run at Pen Mar Park with about 1.8 miles of ascent to High Rock Overlook. Held August 30, 2026, with registration deadlines and a higher fee on race day.
A self-timed loop-trail event in Havre de Grace on 08/30/2026 with a listed distance of 3 miles. Runners have 90 minutes to complete as many loops as they like; parking is at Steppingstone Farm Museum.