Trip Planners

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 Travel: Seaside

Where waves, history and kitsch are coastal currency—Seaside.

Oregon Travel: 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.

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Oregon Travel: Brookings

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

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Oregon Travel: Medford

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

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Oregon Travel: Pendleton

For a week every September, Pendleton is the epicenter of the national rodeo universe.

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Oregon Travel: 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.

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Oregon Travel: 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.

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Oregon Travel: 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.