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Trail Running Calendar near Tarrytown 2026-2027

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Explore the top trail runs near Tarrytown for 2026-2027! We've gathered 45 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
16
Su

C'mon Armageddon

Trail Run 5 mi 10 mi 50 km
A technical mountain trail race in northern New Jersey offering a 50K with over 7000 ft gain plus 10 mile and 5 mile options, map requirements for the 50K, mandatory gear checks, and aid stations on the longer courses.
May
23
Su

Spring Run the Farm

Trail Run 5 mi
A 5 mile trail race at Muscoot Farm on May 23, 2027 with two kids races on farm trails. The event is organized by Run the Farm Races and is sanctioned by USA Track and Field.
June 2027
Jun
5
Sa

Squatchy Hooky: Lake to Summit

Road Race Trail Run Walk 5 km 10 km
A two distance event at Rockland Lake State Park with a flat, accessible 5K and a rugged 10K up the Long Path to Hook Mountain Summit. The 10K features 1,300 ft of elevation gain and one on course aid station.
Jun
6
Su

Fire Tower Trail Races

Trail Run 10 km 13 mi
Trail races at Ward Pound Ridge Reservation on June 6, 2027 include a half marathon and a 10k that pass the summit where the historic fire tower is being reconstructed. Proceeds support Friends of the Fire Tower for accessibility and educational impr..
July 2027
Jul
31
Sa

LIC Wellness Fest

Obstacle Run
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