I really do love Americana, but when you add a little Mexican influence and end the song with a beautiful piano, you have my attention. This band is tremendous. According to front-man, Michael Lemmo, the song is about “a story of doing things on faith or just a feeling, but the reason is undefined.”
According to Wikipedia,
La Cienega Boulevard is a major north–south arterial road that runs between El Segundo Boulevard in Hawthorne, California on the south and the Sunset Strip/Sunset Boulevard in West Hollywood.
Once I knew that, the song made more sense, that sense of wandering around West Hollywood or any city, just using the street as a reference. Listen to this band: they are amazing.