Westbound Train is a ska band from Boston, Massachusetts, formed in 2001. Their name originates from the Dennis Brown hit song by the same name.

Westbound Train released their first album, Searching for A Melody, in 2002. The band self-released their second album, Five to Two, in 2005, which featured guest appearances from Alex Desert of Hepcat and King Django. The album was re-released by Stomp Records on March 14, 2006.