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Delaware Trail Running Calendar 2026-2027

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Monthly updates for Delaware

Get new running races (and updates) in your inbox every month.

Explore the best trail runs in Delaware for 2026-2027! Our updated list features 10 exciting races across the region. Find your next race in Delaware below and join the running community at these great events!

May 2026
May
1
Fr

Full Moon 5K Trail Run - Wilmington

Trail Run 3 mi
May
9
Sa

Race4Warriors Half Marathon

Trail Run 5 km 10 km 13 mi
May
17
Su

First State Trail Race - Wilmington, DE

Trail Run 10 km 25 km 50 km
June 2026
Jun
14
Su

Dewey Beach Patrol 5k

Trail Run 5 km
August 2026
Aug
8
Sa

Murderkill Ultramarathon

Trail Run 50 km 50 mi
October 2026
Oct
17
Sa

Delaware Trail Fest

Trail Run 12 km 24 km
Oct
18
Su

Mariners Bethel 6.2m Trail Run

Trail Run 2 mi 3 mi 6 mi
November 2026
Nov
14
Sa

Talaria Trail Run

Trail Run 2 mi 5 mi
Nov
28
Sa

Milford Cross Country Booster Reindeer Stampede 5k

Trail Run 5 km
January 2027
Jan
24-25
Su - Mo

Angela Ivory Memorial Runs

Trail Run 50 km 100 mi 24 hr
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