Leesburg
Trail Running Calendar near Leesburg 2026-2027
Explore the top trail runs near Leesburg for 2026-2027! We've gathered 57 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Ugly Sweater Dash at Burke Lake Park on November 28, 2026 offers 5k 10k and a half marathon on park trails, with virtual options and walkers welcome.
December 2026
Experience the beauty of Fountainhead Regional Park on a course featuring hiking trails and dirt roads. With two distance options and a dedicated program for kids, this event offers a complete day of trail running near the Occoquan Reservoir.
A VHTRC holiday time 50k out and back on the Bull Run-Occoquan Trail from Hemlock Overlook to Fountainhead, with four aid stations and a GPX file for navigation. Entry includes lodge access, stocked aid stations, and a catered after party for $20.
A 13.1 mile out and back on the C&O Canal Towpath at Carderock Recreation Area with online registration, two water stops, live timing, and post-race refreshments.
Trail 5K and 10K around Burke Lake Park on December 24, 2026, with virtual options available and walkers welcome.
January 2027
In-person 5K, 10K and half marathon at Carderock Recreation Area in Bethesda on January 23, 2027, with virtual options and series points.
February 2027
Scenic 5K, 10K and half marathon along the Potomac in Potomac MD on February 13, 2027 with virtual options; park entrance fee not included and walkers are welcome.
In-person 8k and 16k races along the Potomac River and C&O Canal path in Potomac, MD, with virtual options and post-race waterfall views.
March 2027
An annual eight-hour timed trail event at Little Bennett Park near Clarksburg, MD, run on a mainly single-track 5.5 mile loop.
April 2027
A 50 mile trail race near Clifton, Virginia on April 4, 2027, run over forested, rolling terrain in spring. Entry opens October 1, 2026; the race has a 13-hour limit and a $125 entry fee.
A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.
A 100 mile race along the C&O Canal towpath near Knoxville MD with a 40 mile loop plus two 30 mile loops, multiple aid stations, and a Camp Manidokan start.
May 2027
June 2027
Backyard-style ultra in Knoxville MD with repeating 4.167 mile laps every hour until one remains, plus a concurrent 1 mile Mortals edition.