Old Wagon Roads Itinerary

Canyonville to Tenmile

Historic markers and modern makers offer an immersion of the senses.

Start the morning right with coffee at Oregon Sunshine Espresso in Canyonville, then explore nearby Pioneer Park for details about the Applegate Trail, a mid-19th century alternative to westernmost part of the Oregon Trail. Continue along the historic route to detour for fresh-baked confections at Happy Donut and neighboring Goodog Bakery, which sells treats for both people and pets.
 
More history awaits at Millsite Park, where interpretive kiosks shed light on the incredible emigrant journey and historic wagon ruts remain less than a quarter-mile away.
 
Nearby in Winston, Freed Estate Winery boasts impressive accolades and a fun tasting room atmosphere inspired by the tropics — all well worth of raising a glass.
 
The neighboring community of Lookingglass enjoys quiet fame for its country store built and continuously operated since 1852. Celebrate modern makers on Thursdays, from spring to the holidays, at the Lookingglass Grange Farm Market, featuring an array of talented food and craft vendors. Next, take the scenic roads to Kith and Kin Fermentation in Tenmile for single-batch beers rooted in Pacific Northwest flavors. Then steer your convoy west to Reston Road and the Coos Bay Wagon Road that leads to the Oregon Coast.