Martinsburg
Trail Running Calendar near Martinsburg 2026-2027
Explore the top trail runs near Martinsburg for 2026-2027! We've gathered 17 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.
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 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.
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.
March 2027
Out and back races at Point of Rocks offering 5K, 10K and half marathon distances with chip timing, finisher medal and a virtual option.
April 2027
Trail race at Third Winchester Battlefield on April 4, 2027 offering 5k, 10k and half with chip timing, finisher medal, technical shirt, walkers welcome and a virtual option.
A 100 mile race on the scenic C&O Canal with an almost entirely flat course, starting and finishing at Camp Manidokan near Knoxville, Maryland, Apr 24 and 25 2027.
May 2027
June 2027
A backyard ultra in Knoxville MD on June 5, 2027 featuring hourly 4.167 mile loops and a 1 mile Mortals Edition, with camping, aid stations, and prize money for top two.
A 46th annual memorial five mile run on the C&O Canal Towpath in Williamsport MD with chip timing, awards, and a technical race shirt.
August 2027
Trail 5k, 10k and half marathon at Third Winchester Battlefield with chip timing, medals, technical shirts, a virtual option and series points.