Trip Planner

1859’s Trip Planners are your source for exploring the great state of Oregon. Whether you are a local looking for a weekend family getaway or just visiting, each article is an insider’s guide to the best trips in Oregon.

Oregon Trip Planner: Bend

Home to good microbrews, good trails, and good paddling, Bend is a vibrant outpost settled on the high desert just east of the volcanic Cascade Range.


Oregon Trip Planner: Brookings

In the southwest corner of Oregon, six miles from the California border, is unpretentious Brookings.


Oregon Trip Planner: Medford

Medford, a city of 78,000 residents, is starting to come into its own as a destination—not just a place to stay.


Oregon Trip Planner: Ashland

Ashland is a storybook town: a village cradled by steep forested slopes on one side and hills that change from green to tawny, to white and snowy on the other.

florence trip planner

Oregon Trip Planner: Florence

Florence is a perfect staging ground for exploring one of the most beautiful coastlines in the world, from the mountainous southern dunes to the craggy beauty of Heceta Head and Cape Perpetua to the north.


Oregon Trip Planner: The Dalles

Renowned for 300 annual days of blue sky, The Dalles sits cradled by angular cliffs and sloping grassy hillsides.

Oregon Trip Planner: High Desert

Incorporated in 1910, Redmond was named after Frank T. Redmond, who settled here in 1905. Originally dubbed Hub City because it was a day’s horseback ride from here to Bend, Madras, Prineville and Sisters, Redmond remains a pivot point with the area’s only commercial airport at Robert’s Field.


Oregon Trip Planner: Salem

Government at work is like making sausage: You don’t really want to see how it’s done. Oregon’s capital city would like to challenge that notion.