Hillsboro
Trail Running Calendar near Hillsboro 2026-2027
Explore the top trail runs near Hillsboro for 2026-2027! We've gathered 39 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 marathon weekend in Brunswick MD featuring a USATF certified full marathon, a half marathon and a Veterans Challenge 5K along the Potomac and C&O Canal.
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 cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are requested.
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.
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 Day event in Stephens City VA featuring a 5K plus kids fun runs and a Tot Trot with set registration windows and no race day registration.
A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.
A Thanksgiving Turkey Trot in Martinsburg with a timed 5K, kids races, and donation collection for local backpack programs on the James Rumsey Technical Institute property.
December 2026
Timed trail ultra on 12/05/2026 at Little Bennett Regional Park with 5 hour and 9 hour formats, relays, and a 4.5 mile race.
January 2027
Multi-distance race on the C&O Canal Trail at Williamsport Park with chip timing, finisher medal, technical shirt, virtual option, and series points.
February 2027
A 5k plus adult and kids 1 mile at Three Fox Vineyard with mixed gravel and grass terrain, chip timing, medals, awards, and a virtual race option.
Out-and-back 8k and 16k along the C&O Canal in Great Falls Maryland, chip timed with medals, technical shirts and a virtual participation option.