Delaware Trail Running Calendar 2025-2026

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Explore the best trail runs in Delaware for 2025-2026! Our updated list features 67 exciting races across the region. Find your next race in Delaware below and join the running community at these great events!

August 2025
Aug
3
Sunday

Lums Pond Triathlon

Triathlon
Aug
3
Sunday

WaterMel Run Walk 5k

5 km
Aug
9
Saturday

Community Matters Foundation 5K

5 km
Aug
10
Sunday

PFC. Joseph "Dimps" Marquez Memorial 5K

5 km
Aug
23
Saturday

Rusty Rudder 5K

5 km
Aug
31
Sunday

Summer's End 5k

5 km
September 2025
Sep
6
Saturday

Gary P. Lister Bottle & Cork Ten Miler

5 km 10 mi
Sep
20
Saturday

DOCF Teal Ribbon 5K Run-Walk

5 km
Sep
21
Sunday

Community for a Cure 5K

5 km
Sep
27
Saturday

Ultra Trail DE

Backyard Ultra 6 mi
Sep
28
Sunday

Faithful Friends 5K

5 km
Sep
28
Sunday

Bear Trail Half Marathon

Trail Run 10 km 13 mi
October 2025
Oct
11
Saturday

Delaware School for the Deaf 5k Run/Walk

5 km
Oct
12
Sunday

Bowers Heritage Day 5k

5 km
Oct
18
Saturday

Delaware Trail Fest

Trail Run 12 km 24 km 12 hr
Oct
18
Saturday

Superhero for Hope Run/Walk 5K

5 km
Oct
19
Sunday

Delaware Distance Classic 15K

5 km 15 km
Oct
19
Sunday

Tommy C 5k Run Walk

5 km
Oct
25
Saturday

Creepy Crawl 5k

5 km
November 2025
Nov
1
Saturday

Delaware School for the Deaf 5k Run/Walk

5 km
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