Two decades after Hannah Montana first lit up the Disney Channel and became a cultural touchstone for a generation of young viewers, the series’ legacy is once again in the spotlight. At the center of those memories was Emily Osment, who brought Lilly Truscott to life, across multiple seasons of the 2006–2011 sitcom.
While the show’s original star, Miley Cyrus, is confirmed to lead a special event commemorating the milestone on Disney+, the question of whether Osment will revisit the world that helped define her early career remains a topic of speculation and anticipation.
Will Emily Osment Return for Hannah Montana’s 20th Anniversary?
As Hannah Montana marks its 20th anniversary with a special event on Disney+, Emily Osment has not been officially confirmed as part of the celebration, even though original star Miley Cyrus is announced to headline the program.
Emily Osment arrives at CBS Fest 2025 at Paramount Studios — Lilly Truscott (Source: Maya Dehlin Spach/Getty Images — IMDb)
The Hannah Montana 20th Anniversary Special is scheduled to debut on March 24, 2026, and will feature Miley in an in‑depth conversation with host Alex Cooper, archival clips and re‑created set pieces that pay tribute to the show’s impact.
While Disney has made clear Cyrus’ participation alongside her father Billy Ray Cyrus, there is no formal word yet from the streamer or Osment’s representatives about Lilly Truscott returning for this milestone.
Emily has recently stirred excitement by sharing snapshots of vintage scripts and memories from Hannah Montana on her social platforms, highlighting how formative the role was for her career.
Although fans have interpreted these posts as hopeful hints, she has not publicly confirmed her involvement in the official anniversary special. With the legacy of the series still strong and nostalgia at peak levels, anticipation continues to build around who else from the original cast might appear alongside the pop star.
