His goal was to create a 5,000-mile adventure from Tennessee to the Oregon coast, primarily off-highway. The alternative routes covers 370 miles (approx 4-8 days) and while it covers te majority of the original route, it does bypass Eureka Dunes. 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. 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 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. West Cascades Scenic Byway. The West Cascade Scenic Byway spans 215 miles and can be completed in roughly eight hours. The trail began through exploration for a safe route across the Sierra Nevadas. 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. The Rubicon Trail is known for its ruggedness and versatility, inspiring the Jeep namesake. This September we teamed up with some friends with a Tacoma +… Here are the 10 best road trip routes and attractions in the state of Oregon. 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. 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. Preston is Historical Oregon: Overland Stage Routes, Old Military Roads, Indian Battle Grounds, Old Forts, Old Gold Mines. 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. Eastern Oregon is expansive, historic and full of adventure if you can take the heat and make it through the rugged terrain. 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