Delaware Trail Running Calendar 2025-2026

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Explore the best trail runs in Delaware for 2025-2026! Our updated list features 76 exciting races across the region. Find your next race in Delaware below and join the running community at these great events!

September 2025
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
Sep
27
Saturday

Love Wins 5K

5 km
Sep
27
Saturday

Delaware Dash for Rare

5 km
Sep
28
Sunday

Faithful Friends 5K

5 km
Sep
28
Sunday

Bear Trail Half Marathon

Trail Run 10 km Half Marathon
Sep
28
Sunday

Dogfish Dash

3 km 6 km
Sep
28
Sunday

Friends 5K Run/Walk

5 km
October 2025
Oct
4
Saturday

Pearls of Hope 5k

5 km
Oct
4
Saturday

Dewey Goes Pink

2 mi 3 mi
Oct
4
Saturday

YMCA Pumpkin Dash 5K

5 km
Oct
4
Saturday

Smith McMillan 5K

5 km
Oct
11
Saturday

Delaware School for the Deaf 5k Run/Walk

5 km
Oct
11
Saturday

Wilmington High School Alumni 5K Run/Walk

5 km
Oct
11
Saturday

Freedom From Seizures 5K

5 km
Oct
11
Saturday

Ashley Furio 5K Run/Walk

5 km
Oct
12
Sunday

Bowers Heritage Day 5k

5 km
Oct
12
Sunday

Tender Hearts 5K

5 km
Oct
12
Sunday

Roofs From The Heart 5K

5 km
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