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Trail Running Calendar near Trumbull 2025-2026

Explore the top trail runs near Trumbull for 2025-2026! We've gathered 95 exciting races in the area. Check out our detailed list below to find your next local race.

September 2025
Sep
13
Saturday

Storybook Half Marathon

Trail Run 13 mi
Sep
14
Sunday

Murray Lender Bagel Run 5K

3 km 5 km
Sep
20
Saturday

The Great Cow Harbor 10K

10 km
Sep
28
Sunday

Run/Walk To Save a Life 5K

5 km
October 2025
Oct
4
Saturday

Running for Water for Africa

5 km
Oct
4
Saturday

Rail Trail 10K Race

10 km
Oct
10
Friday

Tesla Hertz Run

Trail Run 10 mi 50 km ... 100 mi 150 mi
Oct
11-12
Sa - Su

Forbidden Forest 30 Hour Ultra Run

Backyard Ultra 100 mi
Oct
18
Saturday

Sound Steps for Mental Health Recovery 5K Wellness Run/Walk

5 km
Oct
18
Saturday

Terryville Fire Department 5K Run/Walk

5 km
Oct
19
Sunday

Run The Farm - Katonah

Trail Run 5 mi
Oct
19
Sunday

Bimblers Bluff 50k

Trail Run 50 km
Oct
25
Saturday

SBFD Engine Company Monster Dash 5K Run/Walk

5 km
Oct
26
Sunday

Abner Oakes III Veterans Run 10K

5 km 10 km
Oct
26
Sunday

Black Dog Road Race

5 km 10 km
November 2025
Nov
2
Sunday

8 Hours At The Farm

Trail Run 4 mi 4 hr 8 hr
Nov
8
Saturday

Robert J. Lynes Memorial Road Race

5 km
Nov
8
Saturday

Hot COCO 5K

5 km
Nov
9
Sunday

Colony Grill 'Hot Oil' 5K

5 km
Nov
9
Sunday

Raven Rocks 10k

Trail Run 10 km
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