Miley Cyrus Miley Stewart, Hannah Montana Actor Billy Ray Cyrus Robbie Stewart Actor Emily Osment Lilly Truscott Actor Jason Earles Jackson Stewart Actor Mitchel Musso Oliver Oken Actor Moises Arias Rico Actor Cody Linley Jake Ryan Guest Star Diane Sellers Mrs. Belloows Guest Star Tiffany Espensen Samantha Guest Star Tanner Maguire Jeffrey Guest Star Tiya Sircar Natasha Guest Star Nicole Gale Anderson Marrissa Hughes Guest Star Patrick Ryan Anderson Todd Guest Star R. Brandon Johnson Brian Winters Guest Star Shanica Knowles Amber Guest Star Anna Maria Perez de Tagle Ashley Dewitt Guest Star Michael Poryes Executive Producer Steve Peterman Executive Producer Douglas Leiblein Writer Richard Correll Director