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Trail Running Calendar near Poolesville 2026-2027

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Explore the top trail runs near Poolesville for 2026-2027! We've gathered 66 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Apr
18
Su

Spring Hops

Trail Run 5 km
A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.
Apr
24
Sa

C&O Canal 100

Trail Run 100 mi
A 100 mile race along the C&O Canal towpath near Knoxville MD with a 40 mile loop plus two 30 mile loops, multiple aid stations, and a Camp Manidokan start.
May 2027
May
1
Sa

Farm Park Challenge

Trail Run 25 km Marathon
A trail running event at the Agricultural History Farm Park in Derwood, Maryland, featuring lap based 3, 6, and 10 hour Challenges and a conventionally timed marathon and 25K. Volunteers receive the same finishers' swag.
May
1
Sa

Trail Demon 10k

Trail Run 5 km 10 km
Trail Demon presents scenic, technical trail races of 5 km and 10 km near Foggy Bottom Road in Bluemont, VA on May 1, 2027, with virtual entry options.
May
1
Sa

Potomac River Run Marathon

Trail Run Half Marathon Marathon
Marathon and half marathon on the C&O Canal Towpath at Fletcher's Cove in Washington DC on May 1, 2027, featuring a mostly crushed gravel out and back course with river views.
June 2027
Jun
5
Sa

The More Miles Last One Standing Challenge

Backyard Ultra 4 mi
Backyard-style ultra in Knoxville MD with repeating 4.167 mile laps every hour until one remains, plus a concurrent 1 mile Mortals edition.
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