Throughout the ages, poets, songwriters, novelists, journal writers, historians and artists have captured the grandeur of the Cumberland Gap. Thanks to the vision of Congress, who in 1940 authorized Cumberland Gap National Historical Park, visitors today can still bask in its beauty and immerse themselves in its rich history. The story of the first doorway to the west is commemorated at the national park, located where the borders of Tennessee, Kentucky, and Virginia meet. Carved by wind and water, Cumberland Gap forms a major break in the formidable Appalachian Mountain chain. First used by large game animals in their migratory journeys, followed by Native Americans, the Cumberland Gap was the first and best avenue for the settlement of the interior of this nation. From 1775 to 1810, the Gap's heyday, between 200,000 and 300,000 men, women, and children from all walks of life, crossed the Gap into "Kentuckee."

The 444-mile Natchez Trace Parkway commemorates an ancient trail that connected southern portions of the Mississippi River to salt licks in today’s central Tennessee. Over the centuries, the Choctaw, Chickasaw and other American Indians left their marks on the Trace. The Natchez Trace experienced its heaviest use from 1785 to 1820 by the “Kaintuck” boatmen that floated the Ohio and Miss. Rivers to markets in Natchez and New Orleans. They sold their cargo and boats and began the trek back north on foot to Nashville and points beyond. Today, visitors can experience this All-American Road through hiking, biking, horseback riding and camping. The Natchez Trace Parkway occupies areas in the states of Alabama, Mississippi, and Tennesee.

The Trail of Tears National Historic Trail commemorates the removal of the Cherokee and the paths that 17 Cherokee detachments followed westward. Today the trail encompasses about 2,200 miles of land and water routes, and traverses portions of nine states.