Delaware Trail Running Calendar 2025-2026

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Explore the best trail runs in Delaware for 2025-2026! Our updated list features 85 exciting races across the region. Find your next race in Delaware below and join the running community at these great events!

September 2025
Sep
5
Friday

The School Supply Sprint 5K

5 km
Sep
6
Saturday

Gary P. Lister Bottle & Cork Ten Miler

5 km 10 mi
Sep
6
Saturday

Never Forget 5K - Wilmington

5 km
Sep
6
Saturday

Ben Campbell Memorial 5K

5 km
Sep
12
Friday

Sunset over the Meadow 5K

5 km
Sep
13
Saturday

Gavin and Bryson Blount Memorial 5K

5 km
Sep
13
Saturday

N. Millsboro Bypass Opening 5K Run/Walk

5 km
Sep
13
Saturday

Live Like Lukas 5K

5 km
Sep
14
Sunday

Great Human Race

5 km
Sep
14
Sunday

Ramsey's Farm Pumpkin Run/Walk

Trail Run 5 km
Sep
18
Thursday

Hometown Heroes 5K Run

5 km
Sep
20
Saturday

DOCF Teal Ribbon 5K Run-Walk

5 km
Sep
20
Saturday

Harvest Hustle 5k Run

5 km
Sep
20
Saturday

The Heron Proud 5K

5 km
Sep
21
Sunday

Crushin' It for a Cure 5k

5 km
Sep
21
Sunday

Some Gave All

5 km
Sep
21
Sunday

HerShield 5K

5 km
Sep
26
Friday

Red Lion Roar & Run 5K

5 km
Sep
27
Saturday

Ultra Trail DE

Backyard Ultra 6 mi
Sep
27
Saturday

Hornet Hustle Fall Fest 5k

5 km
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