Oregon Trail Running Calendar 2025-2026

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Explore the best trail runs in Oregon for 2025-2026! Our updated list features 160 exciting races across the region. Find your next race in Oregon below and join the running community at these great events!

August 2025
Aug
30
Saturday

Stagecoach Run

5 km 10 km 13 mi
September 2025
Sep
6-7
Sa - Su

Appletree Marathon

5 km 13 mi 26 mi
Sep
6
Saturday

Ultimook Race Open 5k

Trail Run 5 km
Sep
6
Saturday

Sublimity Harvest Festival Fun Run

3 km 5 km
Sep
7
Sunday

Twisted Pine Trail Runs

Trail Run 5 km 10 km 13 mi
Sep
13-14
Sa - Su

Pine to Palm 100

Trail Run 100 mi
Sep
13
Saturday

Raw Oregon Honey 5k

5 km
Sep
13
Saturday

Mt. Ashland Trail Run

Trail Run 3 mi 7 mi 11 mi
Sep
14
Sunday

Boring Marathon

5 km 10 km 13 mi 26 mi
Sep
15
Monday

Redmond Turkey Trot

5 km 10 km
Sep
20-21
Sa - Su

MLK Dream Run

5 km 10 km 15 km
Sep
20
Saturday

Three Sisters Skyline

Trail Run 13 mi 50 km
Sep
20
Saturday

Mountain Lakes 100

Trail Run 100 mi
Sep
20
Saturday

Three Course Challenge

Trail Run 4 km 5 km
Sep
20
Saturday

Umatilla Rim Ripper

Trail Run 7 km 11 km 13 mi
Sep
20
Saturday

Cloud Cap

Trail Run 13 mi 26 mi
Sep
20
Saturday

Pacific Northwest Marathon

5 km 10 km 13 mi 26 mi
Sep
20
Saturday

Moore Mountain Trail Run

Trail Run 5 km 13 mi 30 km
Sep
21
Sunday

Newport Pride Run

5 km
Sep
27
Saturday

Santiam Canyon River Run

3 km 5 km 10 km
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