Leesburg
Trail Running Calendar near Leesburg 2026-2027
Explore the top trail runs near Leesburg for 2026-2027! We've gathered 61 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Community 5K and 1-mile kids run at Clarke County Parks & Recreation with chip timing, course support, awards, and a food drive on November 14, 2026.
A Thanksgiving themed 5 km run at Big Cork Vineyards in Rohrersville, Maryland, on November 14, 2026. The event is timed by J3 Timing and includes a t shirt, collapsible wine glass, finisher medal, and a wine pour.
A fall running weekend in Brunswick, MD, featuring towpath marathon and half marathon routes plus a Veterans Challenge 5K through historic neighborhoods.
A cross country open 5K on a flat course in Purcellville, VA on November 14, 2026, with registration opening November 2 and a $20 fee.
A 5K cross country race and 1 mile fun run at Ida Lee Park on November 21, 2026, featuring shirts, medals, awards and a canned food drive for Loudoun Hunger Relief.
Community cross country 5K in Herndon on November 21 with age group awards, commemorative shirts for the first 400 pre registered runners, and a canned food collection for LINK.
A small, capped fall race on the C&O Canal towpath at Great Falls Tavern offering a half marathon, 10K and family friendly 5K with chip timing and live tracking.
Trail race at Riverbend Regional Park near the Potomac offering 5 mile and 10 mile loop options with riverside singletrack, aid stations, and post race food.
A 5k and 10k held on the C&O Canal at Carderock with chip timing, medals, shirts, a virtual option, and proceeds benefiting Project Pink Tax.
Trail 5k and 10k races at the Winery at Bull Run on Manassas National Battlefield with a virtual option, timed results, and race amenities.
Thanksgiving morning 5k and 10k at Burke Lake Park with chip timing, finisher medal, long sleeve shirt, virtual option, and series points supporting Paws for Purple Hearts.
Club trail run near Great Falls on Nov 26, 2026, about 10 miles along trails and the C&O Canal with limited entry and no on course medical support.
A chip-timed 5 km and 10 km on Wheaton Regional Park trails with mixed surfaces, finisher medal, technical shirt, series points, and a virtual option.
Trail 5k, 10k and half at Burke Lake Park on November 28 with an ugly sweater theme, chip timing, virtual option, and proceeds benefiting Paws for Purple Hearts.