In 2005, Harris worked with Conor Oberst on Bright Eyes' release, "I'm Wide Awake, It's Morning", performing backup vocals on three tracks. In July, she joined Elvis Costello on several dates of his U.S. tour, performing alongside Costello and his band on several numbers each night. July also saw the release of ', a single-disc retrospective of Harris's career, on the Rhino Entertainment label. This same year, Harris appeared as a guest vocalist on Neil Young's widely acclaimed "Prairie Wind". She also appeared in the Jonathan Demme documentary concert film ', released in 2006.