In 2011 , Jared left '' Mad Men '' and was cast in '' Once Upon a Time '' as Henry Mills , the adopted son of Regina Mills and biological son of Emma Swan . Series creators Adam Horowitz and Eddy Kitsis stated of the role , " One of our emotional centers was an 11-year-old boy who had to be precocious and vulnerable at the same time . " Kitsis believed that Gilmore " naturally brought these characteristics out ... We just knew he had to be our Henry ! " Gilmore commented , " I relate to Henry , because I 'm 11 and also have a very good imagination . I enjoy making up and playing games in worlds with alternate realities myself . " At the 33rd Young Artist Awards , he won the Award for Best Performance in a TV Series – Leading Young Actor . The following year , at the 34th Young Artist Awards , he was nominated for Best Performance in a TV Series – Leading Young Actor . He was also included among the cast of '' Mad Men '' when it won the Screen Actors Guild Award for Outstanding Performance by an Ensemble in a Drama Series . in 2010 for season 3
34th Young Artist Awards
34th Young Artist Awards
Jared S. Gilmore