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Oregon Trail Running Calendar 2026-2027

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Monthly updates for Oregon

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

Explore the best trail runs in Oregon for 2026-2027! Our updated list features 75 exciting races across the region. Find your next race in Oregon below and join the running community at these great events!

July 2026
Jul
12
Su

Fueled by Fine Wine

Trail Run
Jul
25
Sa

Oregon Cascades 100

Trail Run 50 mi 100 mi
Jul
25
Sa

The Hoodoo Challenge: Run to the Top

Trail Run 5 km 13 mi
Jul
25
Sa

Outlast Portland

Trail Run 5 km 18 mi
August 2026
Aug
1
Sa

Waldo 100K

Trail Run
Aug
1-2
Sa - Su

Hood Hundred

Trail Run 100 mi
Aug
1
Sa

Run For The Oaks

Trail Run 5 km 10 km
Aug
8
Sa

Elkhorn Crest 50

Trail Run 50 km 50 mi
Aug
8
Sa

Haulin Aspen

Trail Run 7 mi 13 mi 26 mi
Aug
8
Sa

Elkhorn Relay

Trail Run
Aug
15-16
Sa - Su

Wy’East Trailfest

Trail Run 8 km 14 km ... 50 km 50 mi
Aug
22
Sa

Post Canyon Half Marathon

Trail Run Half Marathon
Aug
29
Sa

Sunset Bay Trail Runs

Trail Run 4 mi 15 km 13 mi
September 2026
Sep
5
Sa

Ultimook Race Open 5k

Trail Run 5 km
Sep
12
Sa

Bachelor Ascent

Trail Run 5 km 16 km 28 km 50 km
Sep
12
Sa

Dragonslayer Fantasy Dash and Strut

Trail Run 5 km
Sep
19
Sa

Three Sisters Skyline

Trail Run Half Marathon 50 km
Sep
19
Sa

Mountain Lakes 100

Trail Run 100 mi
Sep
19
Sa

Mook XC Invitational

Trail Run 5 km
Sep
26
Sa

Three Course Challenge

Trail Run 3 km 4 km 5 km