A Small Town with Big Potential

Image by Christine Summers Photography

Oakland, Oregon, may be small in size, but it’s brimming with stories, spirit, and a bright future.

A recent feature in Oregon Wine Press shines a spotlight on what locals have long known: our historic town is a hidden gem ready to be rediscovered.

With its lovingly preserved architecture, a trio of distinctive wine tasting rooms, and a community steeped in generational pride, Oakland is carving out a place for itself on Oregon’s wine and travel map. From the iconic Stearns Hardware to the cherished legacy of Tolly’s Restaurant, and new ventures like Oakland Creek Vineyards, each corner of town holds a piece of the past—and a promise for what’s next.

For those with an eye for opportunity, this piece also highlights several historic buildings currently for sale, offering entrepreneurs a rare chance to build something new while honoring Oakland’s roots.

Want a closer look at the past, present, and future of this one-of-a-kind town? Read more here!