Every time we cut a new trail through the woods, not only are we changing the landscape, but we’re also changing the future of the communities that surround it.

Most of us don’t show up to a dig day thinking about hotel occupancy rates, tax revenue, or rural economic development. We’re thinking about drainage, sightlines, sustainable grades, rockwork, and building the best trail we can. And that’s exactly how it should be.

But whether we intend it or not, every trail eventually becomes part of a community’s story. In some places, it even becomes part of its economy.

That idea has fascinated me for years.

Our first conversation is with Steve Brook, President of the Oregon Timber Trail Alliance (OTTA). The nonprofit stewards the Oregon Timber Trail, a roughly 700-mile backcountry mountain bike route that runs the length of the state. Unlike most trail systems, this isn’t a network near a single town or trailhead. It’s a corridor stretching from the California border to the Columbia River Gorge, crossing multiple forests, ecosystems, and rural communities along the way.

When the new Dollar Mountain Trail System officially opened in Grants Pass, Oregon, it marked more than the debut of 11 new miles of singletrack. It signaled the arrival of a new trail town. This feature explores how collaboration between city leaders, Visit Grants Pass, and RVMBA turned an overlooked hillside into a cornerstone of community identity and economic development. From morning coffee at Wheelhouse to post-ride beers at Weekend Beer Company, the anatomy of a trail town is taking shape … one ride at a time.