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Obstacle Race Calendar near Sag Harbor 2025-2026

Explore the top obstacle runs near Sag Harbor for 2025-2026! We've gathered 33 exciting races in the area. Check out our detailed list below to find your next local race.

September 2025
Sep
20
Saturday

Vin Zorbo Live Like Vin 5K Run/Walk

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

5 km
Oct
19
Sunday

Bimblers Bluff 50k

Trail Run 50 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
Nov
27
Thursday

Montauk Turkey Run For Fun 3 & 6 Mile Run/Walk

3 mi 6 mi
December 2025
Dec
13
Saturday

Niantic Jingle 5K

5 km
May 2026
May
2
Saturday

Brew Run - New London

5 km
May
23
Saturday

Run for Briggs 5K

5 km
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