Amanda Wilkinson is a member of country group The Wilkinsons, which includes her father Steve and brother Tyler. She began singing early. Her dad inspired her. They first sang together at a family event and then continued singing together. In 1997, the Wilkinson family moved to Nashville. Their first single "26 Cents" was a success leading to Gold certifications in both the United States and Canada. Other albums The Wilkinsons have released include Here and Now (2000), Highway (2005) and Home (2007).
In 2004, Wilkinson began to sing solo, along with continuing to sing with the family. Her first solo album, Amanda Wilkinson, was released in 2005. In 2006, Wilkinson was nominated for Single of the Year, CMT Video of the Year, Female Artist of the Year and Album of the Year at the Canadian Country Music Awards.
In 2012, Wilkinson and her brother Tyler formed a new country group called Small Town Pistols. The first single they released was called "Colour Blind". Small Town Pistols released an album, Small Town Pistols, in Canada in February 2013.