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.

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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.

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Oregon Travel: 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.

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Oregon Travel: La Grande

Early emigrants scurrying toward the Willamette Valley on the Oregon Trail barely gave the Grande Ronde Valley a nod. By the 1860s, the enchanted valley—ringed by the Wallowa and Blue mountains and rivers running through it—called out to settlers. There was gold in the hills, decent soil and water for farming. Settling here meant no more arduous mountain crossings or rafting down treacherous rivers. Some stayed to build a thriving hub between Portland and Boise, initially dubbed Brownsville but incorporated as La Grande in 1865 after city leaders learned another town had already claimed the name.

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Oregon Travel: Seaside

When SacagAwea, Meriwether Lewis, William Clark, and his family’s slave, York, and the rest of the weary band of explorers reached the edge of the tumbling Pacific in 1805, the list of fun stuff to do in Seaside was fairly short. Namely, collect salt.