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Trail Running Calendar near Front Royal 2026-2027

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Explore the top trail runs near Front Royal for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
1
Sa

Trail Demon 10k

Trail Run 5 km 10 km
Trail Demon 5k and 10k in Bluemont VA on May 1, 2027 is a scenic, technical, hilly trail event with in person and virtual entry options.
May
15
Sa

Shenandoah Sky

Trail Run 8 mi 25 km
Shenandoah Sky in Bentonville, Virginia on May 15, 2027 offers a Mountain 25K with 1700+ feet of climbing, an 8 Mile trail race, and an untimed 8 Mile hike through river, valley, and forest single track.
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 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 29.75-mile trail ultramarathon in the southern Massanutten range with 5,700 ft of elevation change, six aid stations, and a mix of rocky climbs, woods, and dirt roads.
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