Bend, Oregon

Oregon Trail Gravel Grinder & Oregon Exploration

Five days of stage racing. I got into cycling in 2022 and was strong enough to race by 2024. The Oregon Trail Gravel Grinder was the test—five stages of gravel out of Bend, camping in between.

Trip Overview Map

The Grind: A Daily Log

Day 1: Arrival and First Impressions

Bend earns the hype. The Deschutes runs right through town—hop in a kayak or a tube and float it—and there's no shortage of good, healthy food.

Day 2: Let's Go Racing!

Started at Oregon State's Cascades campus, with riders going off in waves by category. Fresh legs, so I got after it.

Day 3: Round 2 Fight

Legs still fresh. Another day of riding hard while I could.

Day 4: The Reality Sets In

The freshness was gone. Everything hurt.

Day 5: Full Stride

The legs came back. Working through yesterday's low bought a second wind, and I could push again.

Day 6: Chunky Death

By far the hardest day of racing. Sore rider, tired bike, no appetite for another gel. The trails were chunky and punishing to the very end. The reward: done racing, real food, and new friends to share it with.

Photo Gallery

Tips for Future Grinders