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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 119 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
3
Sa

Buck 50 - Kattskill Bay, NY

Trail Run 50 km
Oct
4
Su

Run the Vineyards - Pindar Fall 8K

Trail Run 5 km 8 km
Oct
9-12
Fr - Mo

Tesla Hertz Run

Trail Run 10 mi 50 km ... 100 mi 150 mi
Oct
11
Su

Paine to Pain Trail Half Marathon

Trail Run Half Marathon
Oct
16
Fr

Sunshine Camp Trail Mix & Beer Fest

Trail Run 5 km
Oct
16
Fr

Boos & Brews 5K (Rochester)

Trail Run 5 km
Oct
17-18
Sa - Su

Suffolk County Marathon

Trail Run 5 km 10 km 13 mi 26 mi
Oct
18
Su

Big Bear SquaTCh South

Trail Run 10 km 13 mi
Oct
18
Su

Many Lite - Castile, NY

Trail Run 20 mi
Oct
24
Sa

Summit 50/50 - Salamanca, NY

Trail Run 25 km 50 km 50 mi
Oct
25
Su

Run The Farm - Katonah

Trail Run 5 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 Half Marathon Marathon
Nov
8
Su

Raven Rocks Run

Trail Run 10 km 100 km
Nov
29
Su

Rob's Trail Run

Trail Run 5 km
December 2026
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