Route 66: "The Mother Highway": Route 66 represents the American Spirit of optimism, adventure, and liberty. Route 66 Runs 2,448 miles (3,940 km) from Chicago to Los Angeles covering a diversity of American landscapes, history, and folk culture.Historic Route 66 Road Trip Guides
TransCanada Highway: Canadas national highway runs 8,030 km (4,990 mi) as the world's third longest highway. Starting on the East Coast of Canada it covers most of the geography and all the provinces in Canada.