No one map could track all the sites and cities Willie sings about. He's recorded songs about rivers: the Rio Grande and the Pedernales, the Mississippi and the Ohio, the Rhine and the Jordan. He's played songs about trains: the Midnight Special, the Wabash Cannonball, the Golden Rocket, the City of New Orleans. (And, of course, a song about rainbows.) Georgia, Montana, Tennessee, and Texas all loom large over his songbook.
Cities serve as metaphors and signposts in Willie's songs—a role they tend to play in much of blues, country, and folk. Maybe it's because he's a master of those three styles that he's known for songs about cities and places. That interest unites all those different genres in his catalog. The experience of traveling cross-country, getting the hell out of some place or setting off for a new start, is an entire category of Willie Nelson songs, right up there with cowboy heartbreak and drinking whiskey.