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Obstacle Race Calendar near Shirley 2025-2026

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

September 2025
Sep
20
Saturday

The Great Cow Harbor 10K

10 km
Sep
21
Sunday

Inclusion In Motion

26 mi
Sep
27
Saturday

Great South Bay Run

5 km 10 km 13 mi
Sep
28
Sunday

Long Island 6 Hour

6 hr
October 2025
Oct
5
Sunday

Run the Vineyards - Pindar Fall 8K

Trail Run 5 km 8 km
Oct
10
Friday

Tesla Hertz Run

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

Love In Action 5K Run/Walk

5 km
Oct
18
Saturday

5K Run for the Ridley

5 km
Oct
18
Saturday

Terryville Fire Department 5K Run/Walk

5 km
Oct
25
Saturday

SBFD Engine Company Monster Dash 5K Run/Walk

5 km
Oct
26
Sunday

The Elizabeth Ferris Memorial 5K

5 km
November 2025
Nov
1
Saturday

Southold Athletic Association 5K & Fun Run

5 km
Nov
3
Monday

Hudsy 5K Run/Walk

5 km
Nov
27
Thursday

EMO Turkey Trot 5K

5 km
December 2025
Dec
7
Sunday

Santa's Toy Trot 5K Run/Walk

5 km
March 2026
Mar
21
Saturday

Kings Park 15K Run

15 km
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