Hillsboro
Trail Running Calendar near Hillsboro 2026-2027
Explore the top trail runs near Hillsboro for 2026-2027! We've gathered 38 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
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 pre-Thanksgiving trail Turkey Trot at Winery at Bull Run with 5k and 10k routes, chip timing, a finisher medal, a glass of wine, and proceeds supporting Manassas Battlefield Trust.
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.
Thanksgiving 5k and kids races at James Rumsey Technical Institute supporting local backpack programs and youth initiatives.
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
A chip-timed 5k, 10k and half marathon on the flat C&O Canal Trail at Williamsport Park with a virtual option, medals, technical shirts and series points.
February 2027
A winery event on February 6, 2027 featuring a three-lap 5K over gravel, grass and hills, plus adult and kids 1 mile options with medals and awards.
Scenic 8k and 16k along the Potomac River on the C and O Canal path with chip timing, a virtual option and series points.
March 2027
Eight hour timed trail event at Little Bennett Park in Clarksburg, MD, run on a primarily single track 5.5 mile loop where runners may complete one or many laps.
April 2027
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 MD where runners repeat a 4.167 mile loop each hour until one remains; a parallel 1 mile Mortals Edition runs under the same rules.
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.