When Miley Cyrus steps onto the Grammy Awards stage, the world watches. Whether she’s belting out a powerful ballad, performing with raw emotion, or making a bold fashion statement, Miley has a way of grabbing attention like few others. From her early days as Hannah Montana to her transformation into a fearless pop icon, her presence at the Grammys has always been a moment to remember.

Over the years, Miley Cyrus at Grammy Awards has become more than just a red carpet appearance—it’s a cultural event. Fans and critics alike tune in to see what she’ll wear, who she’ll collaborate with, and how she’ll push the boundaries of performance. Her Grammy appearances are a reflection of her ever-evolving artistry and fearless self-expression.

So, what makes her Grammy moments so special? From award wins to jaw-dropping performances, let's take a closer look at Miley Cyrus at Grammy Awards and why it continues to captivate audiences worldwide.

• Erinn Bartlett

Table of Contents

• Miley Cyrus: A Quick Biography
• Miley Cyrus at Grammy Awards: A Look at Her Journey
• Unforgettable Grammy Performances by Miley Cyrus
• Controversies and Bold Moments at the Grammys
• Miley Cyrus Grammy Wins and Nominations
• Frequently Asked Questions

Miley Cyrus: A Quick Biography

Miley Cyrus at Grammy Awards: A Look at Her Journey

Miley Cyrus at Grammy Awards is a story of evolution. She started off as a teen star, known mostly for her role as Hannah Montana. But over the years, she’s transformed into a Grammy-nominated artist who isn’t afraid to take risks—both musically and personally.

Back in 2014, Miley made headlines at the Grammys with her performance of “Wrecking Ball.” It was raw, emotional, and a far cry from the bubblegum pop of her early days. That moment marked a turning point in how the world viewed her. It wasn’t just about the music anymore—it was about identity, growth, and the power of reinvention.

Even though she hasn’t gone on tour in over a decade, her Grammy appearances continue to spark conversation. Whether it’s a surprise collaboration or a stunning solo performance, Miley has a way of making sure she’s never forgotten at the Grammys.

• Arnel Pineda

Unforgettable Grammy Performances by Miley Cyrus

Let’s rewind a bit. One of the most talked-about Grammy performances by Miley came in 2014 when she sang “Wrecking Ball.” The performance was stripped back, emotional, and incredibly powerful. It was a moment that showed her maturity as an artist and earned her a Grammy nomination.

In 2021, Miley surprised fans with a live rendition of her song “Prisoner” during the Grammy telecast. She performed the track alongside Dua Lipa, adding a new layer to the already buzzworthy number. It was a reminder that even when she’s not the center of attention, Miley can still steal the show.

Here are a few of her most memorable Grammy moments:

• 2014 – “Wrecking Ball” performance
• 2021 – Duet with Dua Lipa for “Prisoner”
• 2022 – Surprise appearance at the after-party

Controversies and Bold Moments at the Grammys

Miley Cyrus at Grammy Awards hasn’t always been smooth sailing. In 2013, she made headlines for her performance at the MTV VMAs that same year, which overshadowed her Grammy appearances for a while. That wild stage show sparked debates about sexuality, performance art, and media attention.

Still, Miley has used every opportunity to challenge expectations. At the 2021 Grammys, she wore a vintage look that mixed punk and glam, making a fashion statement that was both nostalgic and fresh. Her bold choices—musically and visually—have made her a staple of Grammy conversations.

She’s also been vocal about her personal journey, including her identity and relationships, which has added a new layer to how people see her at events like the Grammys. Her authenticity, even when it sparks controversy, is part of what makes her so compelling.

Miley Cyrus Grammy Wins and Nominations

While Miley Cyrus hasn’t taken home a Grammy yet, she’s had several nominations over the years. Her 2014 hit “Wrecking Ball” earned her a nod for Best Pop Solo Performance. That year, she was also featured on a nominated collaboration.

She’s often been in the conversation during Grammy season, especially after releasing critically acclaimed albums like Bangerz and Plastic Hearts. Although she hasn’t won, her presence at the Grammys continues to be influential, and fans hope she’ll finally take home the trophy one day.

Here’s a quick look at her Grammy nominations:

• 2014 – Best Pop Solo Performance for “Wrecking Ball”
• 2021 – Featured on a Grammy-nominated track
• 2022 – Songwriting and vocal nominations for collaborative work

Frequently Asked Questions

Did Miley Cyrus ever win a Grammy?

As of 2024, Miley Cyrus has not won a Grammy, but she has been nominated several times, including for Best Pop Solo Performance for “Wrecking Ball” in 2014.

What was Miley Cyrus’s most talked-about Grammy moment?

Her 2014 performance of “Wrecking Ball” is often cited as one of her most memorable Grammy appearances. It marked a shift in her career and image, showing a more mature, vulnerable side of the artist.

Has Miley Cyrus performed at the Grammys recently?

Yes, Miley performed at the 2021 Grammy Awards alongside Dua Lipa for the song “Prisoner.” She’s also made appearances at Grammy after-parties and events in recent years.

For more on her music and career, check out our deep dive into her latest album, Something Beautiful. You can also learn more about her early days and rise to fame in our full Miley Cyrus biography.

If you're looking to stay updated on Miley Cyrus at Grammy Awards and her future appearances, be sure to follow music news sites and official Grammy channels. Who knows what surprises she’ll bring to the stage next time?