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Trail Running Calendar near Weston 2026-2027

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Explore the top trail runs near Weston for 2026-2027! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

March 2027
Mar
20
Sa

Enchanted Forest Ultra Run

Trail Run 50 km
April 2027
Apr
4
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
Apr
4
Su

John Jay Community Trail Race

Trail Run 5 km
Apr
10
Sa

Run for the Rescue 5K Trail Run/Walk

Trail Run 5 km
Apr
24
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km
Monthly updates for Weston

Get new running races (and updates) in your inbox every month.
Apr
25
Su

Leatherman's Loop

Trail Run 10 km
May 2027
May
8
Sa

Camp Mountain Laurel Color Run & Trail Run

Road Race Trail Run 5 km
May
22
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
May
23
Su

Spring Run the Farm

Trail Run 5 mi
June 2027
Jun
5
Sa

Squatchy Hooky: Lake to Summit

Road Race Trail Run 5 km 10 km
Jun
6
Su

Fire Tower Trail Races

Trail Run 10 km 13 mi
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