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Running calendar near Shelter Island 2025-2026

Explore the top running races near Shelter Island for 2025-2026! We've gathered 24 exciting races in the area. Check out our detailed list below to find your next local race.

September 2025
Sep
6
Saturday

Groton City Brew Run

5 km
Sep
7
Sunday

Mighty Hamptons Steve Tarpinian Memorial Olympic Distance Triathlon

Triathlon
Sep
20
Saturday

Bound for the Sound

5 km 10 km
Sep
20
Saturday

End the Stigma: Mental Health Awareness

5 km
Sep
21
Sunday

Cockaponsett Trails to a Cure

Trail Run 4 mi 9 mi
Sep
28
Sunday

MightyMan Montauk

Triathlon
October 2025
Oct
5
Sunday

Run the Vineyards - Pindar Fall 8K

Trail Run 5 km 8 km
Oct
18
Saturday

5K Run for the Ridley

Oct
19
Sunday

Bimblers Bluff 50k

Trail Run 50 km
November 2025
Nov
1
Saturday

Southold Athletic Association 5K & Fun Run

Nov
2
Sunday

Tarzan Brown Mystic River Run

5 mi
Nov
27
Thursday

Branford Thanksgiving 5K

5 km
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