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Trail Running Calendar near Stratford 2025-2026

Explore the top trail runs near Stratford for 2025-2026! We've gathered 99 exciting races in the area. Check out our detailed list below to find your next local race.

June 2025
Jun
8
Sunday

Mini of Fairfield County Seaside Triathlon and Duathlon

Triathlon
Jun
14
Saturday

Ansonia Six Hour Trail Run

Trail Run 6 hr
Jun
14
Saturday

Hamden Fest Half Marathon

5 km 13 mi
Jun
14
Saturday

Gaylord Gauntlet

Obstacle Run 5 km
Jun
14
Saturday

Pat Griskus Olympic Triathlon

Triathlon
Jun
15
Sunday

Branford Road Race

2 mi 5 mi
Jun
21
Saturday

Hope Is Here 5K - Islandia

5 km
Jun
28
Saturday

Centurion Ultra Trail Event

Backyard Ultra 100 mi
Jun
28
Saturday

Brooksvale 12-Hour

Trail Run 26 mi 50 km 50 mi 12 hr
Jun
28
Saturday

Navy SEAL LT Michael P Murphy Run Around the Lake 4M Half Marathon

4 mi 13 mi
July 2025
Jul
4
Friday

John Demille Firecracker 8K

8 km
Jul
9
Wednesday

Ambulance Driver 5K

5 km
Jul
12
Saturday

Brotherhood for the Fallen 5K Run/Walk

5 km
Jul
26
Saturday

Southwest Cafe Margarita 5K

5 km
Jul
27
Sunday

Thunder Run 5K Run/Walk

5 km
Jul
27
Sunday

NSRF The Watermelon 5K

5 km
August 2025
Aug
3
Sunday

Walnut Beach Ice Cream Run 5K Benefiting the Boys and Girls Club of Milford

5 km
Aug
9
Saturday

Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk

Trail Run 2 mi
Aug
16
Saturday

The Perogie Dash

5 km
Aug
16
Saturday

Run the Farm 4M Run/Walk

4 mi
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