Train, the American rock band that debuted in 1998 with their self-titled album, have built a catalogue of hits over more than two decades, and this article highlights four songs seen as their most enduring classics. The piece looks at the origins and legacy of each track, noting their chart success and cultural impact, including a notable cover by Taylor Swift and the band's sole Grammy win.

The four songs are "Drops Of Jupiter (Tell Me)", Train's first US No. 1 single from their 1999 album Drops Of Jupiter; "Hey, Soul Sister", a 2009 hit from Save Me, San Francisco co-written by frontman Pat Monahan, which won the band their only Grammy; "Meet Virginia", the band's breakout debut single that reached the Top 5; and "Calling All Angels", a chart-topping track from their 2003 album My Private Nation. All four were written wholly or partly by the band members themselves.