New York close

New York Trail Running Calendar 2025-2026

Header image

Explore the best trail runs in New York for 2025-2026! Our updated list features 93 exciting races across the region. Find your next race in New York below and join the running community at these great events!

November 2025
Nov
29
Saturday

NSRF Leftover Turkey Trot 5K

Trail Run 5 km
Nov
30
Sunday

Rob's Trail Run

Trail Run 5 km
Nov
30
Sunday

NSRF 50/50 Turkey Trot 5K

Trail Run 5 km
December 2025
Dec
7
Sunday

PPTC Endurance Fest

Trail Run 50 km 50 mi
Dec
13
Saturday

0 Degree Winter Trail Festival

Trail Run 5 mi 10 mi 15 mi
Dec
13-14
Sa - Su

SRC Presents: a Backyard Ultra

Trail Run 4 mi
January 2026
Jan
3
Saturday

Frozen Assets Endurance Run

Trail Run 10 km
Jan
17
Saturday

Mrs. Mccormick's Ice House Tonic

Trail Run 4 mi 8 mi
Jan
31
Saturday

Devil's Shadow Winter Trail Races

Trail Run 5 mi 25 km 50 km
February 2026
Feb
28
Saturday

Denfit Winter Soldier

Trail Run 10 km Half Marathon Marathon
April 2026
Apr
4
Saturday

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
12
Sunday

John Jay Community Trail Race

Trail Run 4 km 5 km
Apr
18
Saturday

English's Ridge Rumble

Trail Run 10 mi 20 mi 50 km
Apr
25
Saturday

Squatchywaska Mountainfest

Trail Run 10 mi 25 km
Apr
26
Sunday

Leatherman's Loop

Trail Run 10 km
May 2026
May
2
Saturday

VCP 50K

Trail Run 50 km
May
2-3
Sa - Su

Denfit Ultra

Trail Run 50 km 100 km
May
3
Sunday

Breakneck Point Trail Runs

Trail Run Half Marathon Marathon
May
3
Sunday

Medved Madness Trail Races

Trail Run 5 mi 13 mi
May
17
Sunday

Spring Run the Farm

Trail Run 5 mi
Articles
Top 10 Marathons in the Netherlands — The Ultimate Dutch Marathon Bucket List: 10 Unmissable Races
The Beauty of the Easy Run — Why slowing down might be the smartest thing you do for your running
Mizuno Wave Rider 28: Elevating the Legacy of a Running Icon
Garmin Forerunner Review: Garmin Forerunner Series