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Obstacle Race Calendar near Annapolis 2025-2026

Explore the top obstacle runs near Annapolis for 2025-2026! We've gathered 89 exciting races in the area. Check out our detailed list below to find your next local race.

June 2026
Jun
7
Sunday

Johns Hopkins Below the Belt: Stride and Thrive

5 km
Jun
14
Sunday

EOD Warrior Half

5 km Half Marathon
Jun
28
Sunday

MedStar Health Baltimore Women's Classic 5K

5 km
August 2026
Aug
15
Saturday

MD Heat Trail Race

Trail Run 25 km 50 km
September 2026
Sep
5
Saturday

Charles Street 12

12 mi
Sep
5
Saturday

Emancipation Day 5K

5 km
Sep
20
Sunday

DCHalf Marathon

5 km Half Marathon
Sep
26
Saturday

Johns Hopkins Children's Center "Miracles in Motion" 5K

5 km
October 2026
Oct
25
Sunday

Oktoberfest 5-Miler

5 mi
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