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Trail Running Calendar near Woodland Park 2026-2027

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

October 2026
Oct
18
Su

Hot Chili Challenge 8 Mile Trail Run

Trail Run 5 km 8 mi
November 2026
Nov
7
Sa

Pocantico Hills Marathon

Trail Run 13 mi 26 mi
Nov
8
Su

The Steve Hammond Homebound Hustle 5K

Trail Run 5 km
Nov
8
Su

Boomer's Bangin' Soup Trail Run 10K

Trail Run 5 km 10 km
Nov
14
Sa

NYC Trail Mix

Trail Run 13 mi 50 km 50 mi
Monthly updates for Woodland Park

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Nov
14
Sa

SOMO Winter Trail Series

Trail Run 5 km 10 km 13 mi
Nov
15
Su

NYRR Cross Country Series

Trail Run 5 km
Nov
15
Su

Last Chance XC Championships

Trail Run 3 km 5 km 8 km
Nov
22
Su

FEAR Trail Fest

Trail Run 5 mi
Nov
26
Th

Inwood Hill Turkey Trot

Trail Run 5 km
Nov
26
Th

NSRF Queens Turkey Trot 5K

Trail Run 5 km
Nov
28
Sa

Squatchy Leftovers Trail Race

Trail Run 5 km 10 km 25 km 50 km
December 2026
Dec
5
Sa

SOMO Winter Trail Series

Trail Run 5 km 10 km 13 mi
Dec
6
Su

PPTC Endurance Fest

Trail Run 50 km 50 mi
January 2027
Jan
9
Sa

SOMO Winter Trail Series

Trail Run 5 km 10 km 13 mi
Jan
30
Sa

Frosty Squatchy

Trail Run 5 km
February 2027
Feb
14
Su

Squatchy Onesiefest 5K

Trail Run 2 mi 5 km
Feb
20
Sa

Febapple Frozen 50M

Trail Run 10 mi 20 mi 50 km 50 mi
March 2027
Mar
6
Sa

Squatchapple

Trail Run 11 mi 20 mi 50 km 50 mi
April 2027
Apr
24-25
Sa - Su

Xterra New Jersey

Trail Run 5 km 11 km Half Marathon Marathon
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