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Obstacle Race Calendar near Westport 2025-2026

Explore the top obstacle runs near Westport for 2025-2026! We've gathered 88 exciting races in the area. Check out our detailed list below to find your next local race.

December 2025
Dec
13
Saturday

Jingle Bell Run Westchester

5 km
March 2026
Mar
21
Saturday

Kings Park 15K Run

15 km
Mar
28
Saturday

Savin Rock Marathon

13 mi 26 mi
Mar
29
Sunday

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
April 2026
Apr
26
Sunday

Leatherman's Loop

Trail Run 10 km
May 2026
May
9
Saturday

Riverside Run 3 Mile

3 mi
May
17
Sunday

BoFish Triathlon

Triathlon
May
17
Sunday

SOUL RYEDERS Half Marathon

5 km 13 mi
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