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Trail Running Calendar near Rye 2025-2026

Explore the top trail runs near Rye for 2025-2026! We've gathered 238 exciting races in the area. Check out our detailed list below to find your next local race.

August 2026
Aug
30
Sunday

Closter's Dom Mircovich Memorial 5K

5 km
September 2026
Sep
5
Saturday

Hauppauge Fire Department 5K Run/Walk

5 km
Sep
5
Saturday

Triboro Adventure Tour

12 mi
Sep
12-13
Sa - Su

Toughman

Triathlon
Sep
12
Saturday

Haven 5K

5 km
Sep
13
Sunday

Yonkers Marathon

5 km Half Marathon Marathon
Sep
13
Sunday

Racefaster Half Marathon

13 mi
Sep
19
Saturday

The Great Cow Harbor 10K

10 km
Sep
19-20
Sa - Su

TOUGHMAN Westchester Triathlon

Triathlon
Sep
20
Sunday

Wantagh Warrior 5K

5 km
Sep
27
Sunday

INCLUDEnyc 5K Run, Walk, or Roll for Love, Equity and Access

5 km
Sep
27
Sunday

Long Island 6 Hour

6 hr
October 2026
Oct
3
Saturday

Great South Bay Run

3 mi 6 mi 13 mi
Oct
4
Sunday

YWCA Greenwich Walk the Walk & 5K

5 km
Oct
10
Saturday

Cedar Creek Fall Duathlon

Duathlon
Oct
10
Saturday

NSRF The Classic Apple Pie Half Marathon

5 km Half Marathon
Oct
17
Saturday

Sound Steps for Mental Health Recovery 5K Wellness Run/Walk

5 km
Oct
17
Saturday

NYCRUNS Falling Leaves Half Marathon

13 mi
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