Leaving Chemult after a comforting breakfast at Jens’ Coffee House, Joe Miller and his riding partner, Hanna (“Captain Hook”), rolled back onto the gravel roads of Oregon’s backcountry. Day 5 delivered a mix of fast, flowing OHV double-track and lake-side detours before they camped beside the quiet, unmaintained North Davis Lake Campground—Hanna’s last night on the trail before parting ways.

The following morning, Joe faced his longest day yet: 76 miles and over 4,600 feet of climbing en route to Sisters. From smooth gravel ascents to deep snowfields above Todd Lake and the rugged descent through the Peterson Ridge Trail System, the ride was a test of stamina, patience, and grit. By the time he rolled into town, exhausted and grateful, the journey had already carved itself into legend—a vivid reminder of why the Oregon Timber Trail Adventure Route earns its name.