The final week of May sprints to the finish line with a jam-packed lineup of over 15 timed races stretching into June.
Memorial Day kicks things off on May 26 with a mix of urban and trail challenges—Miles on Memorial in Eugene offers road-friendly 5K to 15K distances, while trail enthusiasts can head to Portland for the Stumptown 50K. The midweek Portland Trail Series keeps things lively before a massive Saturday brings out everything from ultras to family 5Ks.
Highlights include the Cape Mountain 50K in Florence, Smith Rock Classic with multiple ultra distances, and crowd-favorite events like the Dirty Half and Helvetia Half. There’s even costumed flair with the Starlight Run in downtown Portland.
On June 1, the momentum rolls on with scenic courses like Run for the Hills in Corvallis, the R2L Bridge Run in Rainier, and community favorites like the Girls on the Run 5K in Bend and Feed Newberg 5K. From steep climbs to glow sticks, this weekend is the ultimate capstone to a loaded May racing season.
| Race Name | Date | Location | Distances | Registration Link |
|---|---|---|---|---|
| Miles on Memorial | May 26, 2025 | Eugene, OR | 15K, 10K, 5K | More Information |
| Stumptown Trail Runs (50K) | May 26, 2025 | Portland, OR | 50K | More Information |
| Portland Trail Series – Spring | May 28, 2025 | Portland, OR | 6M, 4M | More Information |
| Kid’s Glow Run | May 29, 2025 | Bend, OR | More Information | |
| 5K Run So They Don’t Have to Walk | May 31, 2025 | Sutherlin, OR | 5K | More Information |
| Cape Mountain | May 31, 2025 | Florence, OR | 50K | More Information |
| Dirty Half Marathon | May 31, 2025 | Bend, OR | 13.1M | More Information |
| Helvetia Half Marathon | May 31, 2025 | Hillsboro, OR | 13.1M, 10K | More Information |
| Imagine Africa: 5K Farm to Finish | May 31, 2025 | Sutherlin, OR | 5K | More Information |
| Oregon Brewery Running Series – Gorges | May 31, 2025 | Cascade Locks, OR | 5K | More Information |
| Skyview Falcon 5K/Mile Adventure Run | May 31, 2025 | Bend, OR | 5K | More Information |
| Smith Rock Classic | May 31, 2025 | Terrebonne, OR | 50M, 50K, 10M | More Information |
| Sole Sisters Half Marathon | May 31, 2025 | Wilsonville, OR | 13.1M, 10K, 5K | More Information |
| Starlight Run | May 31, 2025 | Portland, OR | 5K | More Information |
| YRun Dayton 5K | May 31, 2025 | Dayton, OR | 5K, 1M | More Information |
| Run for the Hills | June 1, 2025 | Corvallis, OR | 30k, 13.1M, 8k, 2M | More Information |
| R2L Bridge Run | June 1, 2025 | Rainier, OR | 10k | More Information |
| Girls on the Run Bend | June 1, 2025 | Bend, OR | 5k | More Information |
| Feed Newberg 5k | June 1, 2025 | Newberg, OR | 5k | More Information |
| Cape Mountain | June 1, 2025 | Florence, OR | 50k, 25k, 10k | More Information |
