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Triathlon Calendar near Pawling 2025-2026

Explore the top triathlons near Pawling for 2025-2026! We've gathered 49 exciting races in the area. Check out our detailed list below to find your next local race.

April 2026
Apr
12
Sunday

John Jay Community Trail Race

Trail Run 4 km 5 km
Apr
25
Saturday

Shane Kinsella Memorial Run/Walk

2 mi 5 mi
Apr
26
Sunday

Jack Bristol Lake Waramaug Ultra Races

Trail Run 50 km 50 mi 100 km
Apr
26
Sunday

Leatherman's Loop

Trail Run 10 km
May 2026
May
3
Sunday

Breakneck Point Trail Runs

Trail Run 14 mi 26 mi
May
3
Sunday

Hudson Valley Marathon

5 km 10 km 13 mi 26 mi
May
17
Sunday

BoFish Triathlon

Triathlon
May
17
Sunday

Spring Run The Farm - Katonah, NY

Trail Run 5 mi
June 2026
Jun
14
Sunday

Litchfield Hills Road Race

7 mi
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