This top overland route is the brainchild of Sam Correro from Missouri, an avid motorcyclist and traveler. Oregon: Spinreel to Horsfall map 1 Spinreel to Horsfall map 2 Spinreel to Horsfall map 3: Florence Dunes National Recreation Area. Here are the 10 best road trip routes and attractions in the state of Oregon. The Overland Trail, also known as the Overland Stage Line, was a stagecoach and wagon road in the American West.Portions of the route had been used by explorers and trappers since the 1820s, especially along what would later become the California, Oregon, and Mormon Trails.The Overland Trail Mail route was established by Ben Holladay, in 1862, which closely followed the Pony Express Trail. Another historical road to add to our list of best overland routes. This trip runs through the eastern side of the Cascade Mountain range, which includes views of several peaks, including the massive volcanic mountains Rainier and Adams. Alternative Routes: n/a Route Details The Klamath-Siskyou (KS) ecoregion covers 11 million acres across the Coastal Mountain Ranges of Far Northern California and Southern Oregon, and is considered a global center for biodiversity and one of the wildest places in the contiguous United States. Washington Cascade Overland Route is a 553-mile journey of mostly non-paved roads, that take you from the town of Stevenson, near the Oregon border to Night Hawk which is on the Canadian border. The Rubicon Trail is known for its ruggedness and versatility, inspiring the Jeep namesake. TransAmerica Trail, Virginia to Oregon, USA By the Numbers: 5,000 miles point-to-point, 2-plus weeks The stats of this route should say it all: 5,000 miles, 92 percent dirt roads. Eastern Oregon is expansive, historic and full of adventure if you can take the heat and make it through the rugged terrain. South Jetty to Siltcoos area TOPO w/o trails use for general orientation: Oregon: South Jetty to Siltcoos map 1 South Jetty to Siltcoos map 2: Florence Dunes National Recreation Area. This is a beautiful road trip that has rivers such as the Santiam and the Clackamas, as well as lakes, forests, and of course the Cascade Mountains. The West Cascade Scenic Byway spans 215 miles and can be completed in roughly eight hours. West Cascades Scenic Byway. His goal was to create a 5,000-mile adventure from Tennessee to the Oregon coast, primarily off-highway. 1. Maps + Navigation >> Always check with local land managers for road closures and conditions. The trail began through exploration for a safe route across the Sierra Nevadas. Historical Maps of Oregon are a great resource to help learn about a place at a particular point in time.Oregon Maps are vital historical evidence but must be interpreted cautiously and carefully.. One helpful map by Ralph N. 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