Hillsboro
Trail Running Calendar near Hillsboro 2026-2027
Explore the top trail runs near Hillsboro for 2026-2027! We've gathered 36 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
March 2027
An eight hour timed trail run on a 5.5 mile single track loop at Little Bennett Park in Clarksburg, MD on March 6, 2027.
Trail marathon and 50K at Seneca Creek State Park on single track trails, with on-course choice to stop at the marathon or continue to 50K.
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
MoCo CARES Charity Race in Gaithersburg, MD features 10K and 5K cross country courses, a paved 1 mile fun run, and a kids Trike-A-Thon supporting Comfort Cases and Covenant Life School.
June 2027
A backyard ultra in Knoxville Maryland where runners repeat a 4.167 mile loop each hour until one remains; includes a 1 mile Mortals edition and prize money.
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.
A Juneteenth trail race at Button Farm offering 6k and 12k routes on hilly, scenic Schaeffer Farm Trails with virtual options, chip timing, and finisher medals.
August 2027
Trail 5k, 10k and half marathon at Third Winchester Battlefield with chip timing, medals, technical shirts, a virtual option and series points.