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New York Trail Running Calendar 2026-2027

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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 2026-2027! Our updated list features 171 exciting races across the region. Find your next race in New York below and join the running community at these great events!

October 2026
Oct
25
Su

Race for the Greenway 5K

Trail Run 3 mi
Oct-Nov
31-1
Sa - Su

Fall Back Into The Trails Series

Trail Run 10 km 50 km 100 km
Oct
31
Sa

Moreau Half

Trail Run 14 mi
November 2026
Nov
7
Sa

Pocantico Hills Marathon

Trail Run 13 mi 26 mi
Nov
7
Sa

Mendon Trail Run

Trail Run 5 km 10 km Half Marathon 50 km
Nov
8
Su

Raven Rocks Run

Trail Run 10 km 100 km
Nov
8
Su

USATF-Long Island 8K

Trail Run 8 km
Nov
9
Mo

Clear Path 5k Trail Run

Trail Run 3 mi
Nov
14
Sa

Dirt Cheap Stage Race

Trail Run 6 mi
Nov
14
Sa

NYC Trail Mix

Trail Run 13 mi 50 km 50 mi
Nov
14
Sa

NSRF Long Island Turkey Trail Trot 5K

Trail Run 5 km
Nov
26
Th

Turkey Trot - Cayuga Heights

Road Race Trail Run 6 mi
Nov
28
Sa

NSRF Leftover Turkey Trot 5K

Trail Run 5 km
Nov
29
Su

Rob's Trail Run

Trail Run 5 km
Nov
29
Su

NSRF 50/50 Turkey Trot 5K

Trail Run 5 km
December 2026
Dec
6
Su

PPTC Endurance Fest

Trail Run 50 km 50 mi
Dec
12
Sa

0 Degree Winter Trail Festival

Trail Run 5 mi 10 mi 15 mi
January 2027
Jan
2
Sa

Frozen Assets Endurance Run

Trail Run 10 km
Jan
16
Sa

Mrs. McCormick's Ice House

Trail Run 4 mi 8 mi 12 mi
Jan
18
Mo

The Stone Wall Snowshoe Event

Trail Run
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