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.

Baker City Oregon Trip Planner

Oregon Trip Planner: Baker City

Baker City, Oregon is an historic, charming downtown straight out of an old Western. Add good local beer, friendly people and stunning scenery.

South Falls, silver falls state park

Oregon Trip Planner: Silverton

Silverton, Oregon, with a population of just under 10,000 people, is full of surprises and a reminder that good things can come in small packages.

applegate valley trip planner

Oregon Trip Planner: Applegate Valley

The Applegate Valley is Shangri-la for the Oregon wine lover. Encircled by the Siskiyou Mountains, it provides a hospitable setting for grape growers.

trip planner portland, lounge lizard

Oregon Trip Planner: Southeast Portland

Southeast Portland is a neighborhood on its way, with some of the cities best restaurants, mass amounts of vintage and a nostalgic taste in cocktails.

Oregon Trip Planner: Joseph

Joseph is an out-of-the-way place in northeastern Oregon that rarely shows up on maps, but frequently appears in travel writing and destination lists. It’s a place where the simple, rural life is part of the charm.

trip planner eugene

Eugene, Oregon–Trip Planner

Eugene is home to the Oregon Ducks, whose national reputation as a winning Pac-12 football team has helped change the view of Eugene as little more than a hippie holdover from the 1970s.

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.

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Oregon Trip Planner: Brookings

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