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Trail Running Calendar near Warren County 2026-2027

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Explore the top trail runs near Warren County for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
15
Sa

Massanutten Mountain Trails 100 Mile Run

Trail Run 100 mi
Massanutten Mountain Trails 100 is a 100 mile trail ultramarathon in Virginia’s Massanutten Mountains with over 18,000 ft of ascent and a 36 hour cutoff.
May
22
Sa

Crooked Run Valley 5K & 10K

Trail Run Walk 5 km 10 km
Scenic loop 5K and 10K at Sky Meadows Turners Pond in Delaplane VA with views of fields and streams; virtual options and walkers are welcome.
July 2027
Jul
17
Sa

Catherine's Fat Ass

Trail Run 30 mi 50 km
A roughly 50 km trail run on the Massanutten range with 5,700 ft of climb, six aid stations, rocky singletrack, dirt roads, and remote sections.
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