The best road trip song ever? I'm pretty sure this is.
/Spring break is nigh(ish). It's almost time to hit the road.
If you prefer the overnight driving shift, like I do, the secret is the right playlist. One song to be sure to include is Windfall. It's the first track on Son Volt's 1995 album, Trace, and it's one of my all-time favorites.
A little bit of history in case you're not familiar with Son Volt...
Back in the late 80s and early 90s there was a mighty and fearsome band called Uncle Tupelo. They ruled from Belleville, Illinois and held dominion over all the alt country land. The band was led by the mostly brooding Jay Farrar and perkier (by comparison) Jeff Tweedy. Jay and Jeff were two extremely talented songwriters who eventually ended up hating each other's guts. This seems to be what extremely talented songwriters do. So Jay quit the band, took the drummer, and formed Son Volt. Tweedy took the rest of the band and formed Wilco.
Back to Windfall. There are a number of road and river related songs on Trace (Tear Stained Eye is another one that's highly recommended.) But Windfall, in particular, has always killed me. I honestly believe it captures the experience of the open road better than any song I've ever heard.
I sang it to my son every night for the first three or four years of his life. On his fifth birthday I woke up, my truck was gone, and I haven't seen him since.
I included the lyrics below.