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Trail Running Calendar near Yorktown Heights 2026-2027

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Explore the top trail runs near Yorktown Heights for 2026-2027! We've gathered 42 exciting races in the area. Check out our detailed list below to find your next local race.

November 2026
Nov
15
Su

Tarrywile Half Marathon

Trail Run 10 km Half Marathon Marathon
Nov
15
Su

NYRR Cross Country Series

Trail Run 5 km
Nov
21
Sa

Sargent Elementary Turkey Trot 5K

Trail Run 5 km
Nov
22
Su

Head for the Hilltop 5K

Trail Run 5 km
Nov
26
Th

Inwood Hill Turkey Trot

Trail Run 5 km
Monthly updates for Yorktown Heights

Get new running races (and updates) in your inbox every month.
Nov
26
Th

Somers Thanksgiving Turkey Trot

Trail Run 5 km
Nov
29
Su

Rob's Trail Run

Trail Run 5 km
February 2027
Feb
14
Su

Squatchy Onesiefest 5K

Trail Run 2 mi 3 mi
April 2027
Apr
3
Sa

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
4
Su

John Jay Community Trail Race

Trail Run 5 km
Apr
24
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km
Apr
25
Su

Leatherman's Loop

Trail Run 10 km
May 2027
May
1
Sa

VCP 50K

Trail Run 50 km
May
2
Su

Breakneck Point Trail Runs

Trail Run 15 mi 27 mi
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
July 2027
Jul
14
We

Bowdoin Bushwhack

Trail Run 5 mi
August 2027
Aug
9-14
Mo - Sa

Step Up for the Brave

Urban Trail 90 min
Aug
14
Sa

Interstate 17 - Closter, NJ

Trail Run 17 mi
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