The best, worst and craziest red carpet looks of all time

Take a look at the best and worst Grammys red carpet looks of all time. (Getty Images)

With the 2023 Grammys fast approaching, music’s biggest stars are gearing up for a fun fashion night.

Unlike the Oscars or the Emmys, the Grammys are a chance for celebrities to let their hair down and think outside the box when it comes to their red carpet style. There are no rules when it comes to the Grammys red carpet, but there are guaranteed to be a few looks every year that will have us scratching our heads.

When are the Grammys?

The 65th Grammy Awards will be broadcast live from the Arena in Los Angeles on Sunday, February 5, 2023 at 7:00 p.m. EST, with Trevor Noah once again as presenter.

The star-studded show will feature performances from Harry Styles, Lizzo, Sam Smith and others.

Ahead of this year’s awards, we take a look at some of fashion’s biggest hits and misses from the Grammys red carpet. Scroll to see if your favorite star’s Grammys ensemble made our best or worst list.

BEST: Olivia Rodrigo (2022)

(Photo by Kevin Mazur/Getty Images for The Recording Academy)

Olivia Rodrigo won her first-ever Grammy Award for Best New Artist at the 2022 ceremony, wearing a Vivienne Westwood dress with an optical illusion to walk the red carpet.

Worst: Cee Lo Green (2017)

(Photo by Steve Granitz/WireImage)

We don’t know exactly what happened on the 2017 Grammys red carpet, but this Marvel villain rejection look is one we can’t forget no matter how hard we try.

BEST: Dua Lipa (2021)

(Photo by Francis Specker/CBS via Getty Images)

Lipa brought the glamor to a Cher by Versace-inspired look, which featured a jeweled butterfly bodice and a thigh-high slit.

WORST TEST: Rose (2002)

(Photo by SGranitz/WireImage)

Pink walked the red carpet in a gendered look that included asymmetrical pants and a sequined bra, as well as a pink garter and bow tie.

BEST: Beyoncé (2008)

(Photo by Frank Trapper/Corbis via Getty Images)

Let’s face it – we could create an entire gallery of Beyoncé’s best Grammy red carpet looks. However, this ice blue and silver dress by Elie Saab is one to remember, proving why Bey is Queen of the Grammys.

WORST: Justin Bieber (2022)

(Photo by Jeff Kravitz/FilmMagic)

Bieber’s oversized suit and Crocs platform definitely made a statement on the red carpet, but left fans confused by the look.

The story continues

BEST: Mariah Carey (1991)

(Photo by Robin Platzer/IMAGES/Getty Images)

This powerhouse singer arrived at her very first Grammy Awards in 1991 wearing a simple and elegant black mini dress adorned with rhinestones. She walked away with two awards for Best New Artist and Best Female Pop Vocal Performance.

Worst: Madonna (2015)

(Photo by Jon Kopaloff/FilmMagic)

Madonna walked the 2015 Grammy Awards red carpet in a matador-inspired ensemble by Givenchy that included leather thigh-high boots, gloves and loads of sequins.

BEST: Selena Gomez and Taylor Swift (2016)

(Photo by Steve Granitz/WireImage)

Best friends Selena Gomez and Taylor Swift caused a stir in 2016 when they walked the red carpet together, with Gomez in a sparkling Calvin Klein gown and Swift in a custom Versace two-piece look.

Worst: Cardi B (2019)

(Photo by Steve Granitz/WireImage)

Cardi B’s shell-inspired vintage Mugler dress looked too much like a costume for one of music’s biggest nights.

BEST: Lady Gaga (2010)

(Photo by Frank Trapper/Corbis via Getty Images)

Lady Gaga looked like a modern-day Glinda the Good Witch in this sparkling Armani Privé gown, which she paired with an oversized star she reportedly held in her hand all night.

Worst: Alicia Keys (2002)

(Photo by Jeff Kravitz/FilmMagic, Inc)

We have so many questions about this 2002 Grammy Awards red carpet disaster, courtesy of Alicia Keys. We don’t know what she was doing here, but whatever it was, she failed.

Best: Ariana Grande (2020)

(Photo by Steve Granitz/WireImage)

Ariana Grande looked like a fairytale princess brought to life as she walked the Grammys red carpet in a gray Giambattista Valli dress.

WORST: Kylie Jenner (2019)

(Photo by David Crotty/Patrick McMullan via Getty Images)

Sure, Jenner might not be a singer, but this Michael Jackson-esque Balmain jumpsuit was so bad, we couldn’t let her go unpunished.

BEST: Jennifer Lopez (2000)

Jennifer Lopez (Photo by Jeff Vespa/WireImage)

Jennifer Lopez’s green Versace look at the 2000 Grammy Awards is arguably one of the best red carpet looks of all time. Fun fact: J.Lo repeated this exact look in 2020 and it was just as magical.

Worst: Billie Eilish (2020)

(Photo by David Crotty/Patrick McMullan via Getty Images)

Eilish’s oversized lime green and black Gucci ensemble, glasses and mask looked more like a costume than a red carpet-approved look for the 2020 Grammy Awards.

BEST: Selena (1994)

(Photo by Larry Busacca/Getty Images)

The late Selena Quintanilla won two Grammy Awards in 1994, including Best Mexican-American Album – a major milestone for Latin music – and wore one of the most iconic Grammy looks of all time.

Worst: Avril Lavigne (2003)

Avril Lavigne (Photo by Jim Spellman/WireImage)

Avril Lavigne has never conformed to mainstream fashion trends – and we love her for it. Sadly, that doesn’t stop her from making this list with her highly questionable red carpet outfit from 2003, complete with skull sash and Converse sneakers.

BEST: Rihanna (2015)

(Photo by Jon Kopaloff/FilmMagic)

While the “Work” singer has served us countless stunning red carpet looks over the years, her hot pink Giambattista Valli dress from the 2015 Grammy Awards is definitely one of the books.

Worst: Expensive (2008)

(Photo by Vince Bucci/Getty Images)

Cher is a style icon, but her 2008 Grammys dress is a crime against fashion. Why she decided to show up in a trash bag is beyond us, but she’s proven countless times since that she can do much better.

BEST: Britney Spears (2000)

(Photo by Kevin Mazur/WireImage)

Britney Spears didn’t come to play at the 2000 Grammy Awards! The Queen of Pop stuns in this timeless white dress paired with a matching white fur stole and diamond necklace – a truly unforgettable look.

Worst: Sheryl Crow (2002)

(Photo by KMazur/WireImage)

Obviously, 2002 was a difficult year for fashion. The “If It Makes You Happy” singer walked the red carpet in this plunging lace-up jumpsuit with matching cowboy boots, a long denim coat and classic early ’00s ombre sunglasses.

BEST: Shania Twain (1999)

(Photo by Jim Smeal/Ron Galella Collection via Getty Images)

Shania Twain wore this iconic Marc Bouwer dress while winning Best Country Song and Best Female Country Vocal Performance for You’re Still the One. The look was so striking that country singer Kelsea Ballerini borrowed the dress to wear to the Academy Of Country Music Honors in 2022.

Worst: Nicki Minaj (2012)

(Photo by Steve Granitz/WireImage)

We don’t know what prompted Nicki Minaj to opt for this daring Versace look in 2012 — we just hope we never see her again.

BEST: SZA (2018)

(Photo by Jamie McCarthy/Getty Images)

THE. The “Good Days” singer wowed fans on the 2018 Grammys red carpet in this one-of-a-kind fairytale gown by Atelier Versace, dazzling fans with her absolutely stunning beauty and fashion sense.

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