Oregon Trail Running Calendar 2025-2026

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Explore the best trail runs in Oregon for 2025-2026! Our updated list features 130 exciting races across the region. Find your next race in Oregon below and join the running community at these great events!

May 2026
May
30
Saturday

Smith Rock Classic

Trail Run 10 mi 50 km 50 mi
May
30
Saturday

YRun Dayton 5K

5 km
May
30
Saturday

Sole Sisters Half Marathon

5 km 10 km 13 mi
May
31
Sunday

Oregon Wine Country Half Marathon

5 km Half Marathon
June 2026
Jun
6
Saturday

Conquer the Canyon

5 km 10 km 13 mi
Jun
6-7
Sa - Su

Best in the West Triathlon

Triathlon
Jun
6-7
Sa - Su

Timberline Marathon

Half Marathon Marathon
Jun
6
Saturday

Bristow Loop Race

Trail Run 6 hr 12 hr 24 hr
Jun
7
Sunday

Mt. Ashland Hill Climb

Trail Run
Jun
10
Wednesday

Stars & Stripes 5K

5 km
Jun
13
Saturday

United PDX 5K Fun Run

5 km
Jun
13
Saturday

Marys Peak Trail Run

Trail Run 25 km 50 km 100 km
Jun
13
Saturday

Mckenzie River Trail Run

Trail Run 50 km
Jun
14
Sunday

Run for the Rare

5 km 10 km
Jun
20
Saturday

CASA of Marion County Superhero Run

5 km 10 km
Jun
20
Saturday

Alpine Solstice

Trail Run Half Marathon 55 km
Jun
27
Saturday

Wy'east Wonder

Trail Run 50 km 50 mi
July 2026
Jul
4
Saturday

Newport Celebration Run

5 km 10 km Half Marathon
Jul
4
Saturday

Foot Traffic Flat

5 km 11 km Half Marathon Marathon
Jul
11-12
Sa - Su

Mt. Hood Trail Runs

Trail Run 25 km 50 km 50 mi
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