Trail Running calendar near Gainesville 2026-2027
We have found 106 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.
We have found 106 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.
Run a 5k, 10k, or half marathon on the scenic trail loops of the Third Winchester Battlefield. The event includes chip timing, a finisher's medal, and supports Operation Enduring Warrior. Walkers are welcome, and participation counts toward..
This community 5K run/walk takes place on a wide natural trail at the Agricultural History Farm Park. The event includes a pre-race pep rally, post-race snacks, and awards for top finishers.
A scenic 5K through vineyard and farm terrain at Rocklands Farm Winery in Poolesville on October 25, 2026, followed by wine tastings, live music, and food vendors. The chip timed course uses dirt, gravel, and grass trails.
An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.