The westward movement of Americans in the 19th century was one of the largest and most consequential migrations in history, and among the paths that blazed west, the most well-known is the Oregon Trail, which was not a single trail but a network of paths that began at one of four "jumping off" points. The eastern section of the Oregon Trail, which followed the Missouri River through Kansas, Nebraska, and Wyoming, was shared by people traveling along the California, Bozeman, and Mormon Trails. These trails branched off at various points, and the California Trail diverged from the Oregon Trail at Fort Hall in southern Idaho. From there, the Oregon Trail moved northward, along the Snake River, then through the Blue Mountains to Fort Walla Walla. From there, travelers would cross the prairie before reaching the Methodist mission at The Dalles, which roughly marked the end of the Trail.

The Trail stretched roughly half the country, and hundreds of thousands of settlers would use it, yet the Oregon Trail is famous not so much for its physical dimensions but for what it represented. As many who used the Oregon Trail described in memoirs, the West represented opportunities for adventure, independence, and fortune, and fittingly, the ever popular game named after the Oregon Trail captures that mentality and spirit by requiring players to safely move a party west to the end of the trail.

Perhaps most famously, the game that helped popularize current generations' interest in the Oregon Trail highlighted the obstacles the pioneers faced in moving West. Indeed, as all too many settlers discovered, traveling along the Trail was fraught with various kinds of obstacles and danger, including bitter weather, potentially deadly illnesses, and hostile Native Americans, not to mention an unforgiving landscape that famous American explorer Stephen Long deemed "unfit for human habitation." And while many would look back romantically at the Oregon Trail over time, 19th century Americans were all too happy and eager for the transcontinental railroad to help speed their passage west and render overland paths like the Oregon Trail obsolete.

A sizeable body of literature is available on the east-west pathways of the American continent, including the famous wagon train trails that helped to colonize the nation to the shores of the Pacific. Any study of these routes ranging from footpaths to early American highways is accompanied by an equally vibrant collection of popular literature. In the perception of the American history buff, the continent was fully peopled by the advent of the 20th century, and the American mystique began to shrink with the absence of unexplored land.

The most iconic of the major American pathways is the Appalachian Trail, which completes the "triple crown"[1] of the national hiking experience. Covering a range from central Maine to Georgia at a distance of 2,193 miles, it is the longest of the three, following the crest of the Alleghenies and Blue Ridge Mountains through 14 states. All in all, it encompasses 465,000 feet in elevation and hosts three million visitors each year for at least a part of the total distance. On an annual basis, approximately 4,000 hikers begin a south to north trek beginning at Springer Mountain, Georgia, with the goal of hiking all the way to Maine. The northerly direction is greatly preferred, in part because of the weather and because the northern terminus closes in mid-October, creating a difficulty for slow travelers.