Happy Holiday is Detroit's first solo release since her Dancing Madly Sideways album in 2001. The EP consists of two original songs - including "You Better Be Good", first released as a single in 2009 - and two covers. On 3 December 2011, Detroit premiered a low-budget music video for the EP's title track on her official YouTube channel, featuring her and a band (also played by Detroit) performing in front of an animated snowy green screen backdrop. A two-track extension to the EP, Holiday 2012, was released a year later in November 2012. Both Happy Holiday and Holiday 2012 were included in their entirety on Detroit's 2013 Holiday album, For the Holidays.