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 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.
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.
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 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.