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New York Trail Running Calendar 2025-2026

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Monthly updates for New York

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

Explore the best trail runs in New York for 2025-2026! Our updated list features 84 exciting races across the region. Find your next race in New York below and join the running community at these great events!

January 2026
Jan
3
Sa

Frozen Assets Endurance Run

Trail Run 10 km
Jan
17
Sa

Mrs. Mccormick's Ice House Tonic

Trail Run 4 mi 8 mi 12 mi
Jan
17
Sa

Pond Fest Winter Trail Run

Trail Run 10 km 20 km 50 km
Jan
17
Sa

Gurney Lane 5K Snowshoe Race

Trail Run 5 km
Jan
18
Su

The Cock-A-Doodle-Shoe

Trail Run 5 km 10 km
Jan
24
Sa

Old Man Winter Trail Race

Trail Run 3 mi
Jan
25
Su

The Stone Wall Snowshoe Event

Trail Run 5 km 10 km
Jan
31
Sa

Devil's Shadow Winter Trail Races

Trail Run 5 mi 25 km 50 km
February 2026
Feb
21
Sa

Fire and Ice Winter Run

Trail Run 10 km 25 km 50 km
Feb
22
Su

Cabin Fever Trail Races

Trail Run 5 mi 10 mi
Feb
28
Sa

Denfit Winter Soldier

Trail Run 10 km Half Marathon Marathon
March 2026
Mar
8
Su

NSRF 4-Leaf Clover 5K Trail

Trail Run 5 km
Mar
21
Sa

Ospreys Dominion Wine Run 5K

Trail Run 5 km
April 2026
Apr
4
Sa

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
4
Sa

Three Brothers Spiked Apple 5K

Trail Run 5 km
Apr
4
Sa

NSRF The Bunny Trail 5K

Trail Run 5 km
Apr
11
Sa

Run for the Rescue 5K Trail Run/Walk

Trail Run 5 km
Apr
12
Su

John Jay Community Trail Race

Trail Run 4 km 5 km
Apr
18
Sa

English's Ridge Rumble

Trail Run 10 mi 20 mi 50 km
Apr
18
Sa

Shore2Shore - East Islip, NY

Trail Run 25 km 50 km