New York Trail Running Calendar 2025-2026

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Explore the best trail runs in New York for 2025-2026! Our updated list features 91 exciting races across the state. Find your next race in New York below and join the running community at these great events!

February 2025
Feb
1
Saturday

Frigus Snowshoe Festival

Trail Run 4 mi 15 km 30 km 60 km
Feb
2
Sunday

Saratoga Winterfest 5K Snowshoe Race

Trail Run 5 km
Feb
2
Sunday

Devil's Shadow Winter Trail Races

Trail Run 5 mi 50 km
Feb
8
Saturday

Camp Saratoga 8K Snowshoe Race

Trail Run 8 km
Feb
16
Sunday

The Frozen Toes 5 Miler

Trail Run 5 mi
Feb
16
Sunday

Newbsanity Frozen Four Miler

Trail Run 4 mi
Feb
16
Sunday

Cabin Fever Trail Races

Trail Run 5 mi 10 mi
Feb
22
Saturday

Denfit Winter Soldier

Trail Run 10 km 13 mi 26 mi
March 2025
Mar
29
Saturday

Go Forth

Trail Run 7 mi
Mar
30
Sunday

Urban Environmental Challenge 10k - Bronx

Trail Run 10 km
April 2025
Apr
5
Saturday

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
6
Sunday

John Jay Community Trail Race

Trail Run 4 km 5 km
Apr
12
Saturday

English's Ridge Rumble

Trail Run 10 mi 20 mi 50 km
Apr
13
Sunday

Brookhaven Trail 15K Run

Trail Run 4 mi 15 km
Apr
13
Sunday

Webster Trail Classic

Trail Run 3 mi 10 mi
Apr
19
Saturday

Hip Hop Hooray 5K

Trail Run 5 km
Apr
19
Saturday

Shore2Shore - East Islip, NY

Trail Run 25 km 50 km
Apr
26
Saturday

Squatchywaska Mountainfest

Trail Run 10 mi 25 km
Apr
26
Saturday

Allegany Adventure Run

Trail Run 5 km 13 km 27 km
Apr
26
Saturday

Sterling Squatch Half Marathon

Trail Run 10 mi 25 km
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