The Deep Dark Woods are a Canadian alternative country band from Saskatoon, currently signed to Sugar Hill Records in the United States and Six Shooter Records in Canada. First established in 2005, the band consists of singer and guitarist Ryan Boldt, bass guitarist Chris Mason, organist and pianist Geoff Hilhorst, lead guitarist Clayton Linthicum and drummer Lucas Goetz. Founding member Burke Barlow played guitar until 2012.

They have released five albums to date, and contributed an original song, "Charlie's (Is Coming Down)", to CBC Radio 2's Great Canadian Song Quest in 2009. Their fourth record, The Place I Left Behind, was released in Canada on Six Shooter Records in August 2011, and internationally on Sugar Hill Records on October 18, 2011. The band's newest album, Jubilee was released on September 30, 2013 through Sugar Hill Records.