Grammys 2025: Best and worst red carpet looks of all time, from Jennifer Lopez to Ariana Grande — vote on your fashion picks
From Britney Spears to Justin Bieber, take a look back at our favourite Grammys fashion hits and misses.
Music's biggest night is just about here, with the 2025 Grammys set to be the first awards ceremony to air since the Los Angeles wildfires broke out. Some of the entertainment industry's biggest names — from Beyoncé and Taylor Swift, to Sabrina Carpenter and Chappell Roan — are planning to make appearances on the event's red carpet.
The 67th Grammy Awards will air live from the Crypto.com Arena in Los Angeles on Sunday, Feb. 2, 2025 at 8 p.m. ET/5 p.m. PT. For the fifth time in a row, Trevor Noah will host the ceremony, but this year's event will focus on supporting local relief efforts.
Unlike the Oscars or the Emmys, the Grammy Awards are a chance for celebrities to let down their hair and step outside the box when it comes to their red carpet style. Over the years, we've seen a range of stunning looks and head-scratching fashion on the Grammys red carpet.
So, we're asking you, Yahoo Canada readers: Which were the best and worst red carpet looks ever seen on the Grammys red carpet? Vote below, see what readers picked last year and check out some of the most eye-catching looks stars have worn in the past.
What did Yahoo readers say last year?
For last year's 66th Grammy Awards, Yahoo Canada readers were pretty dead set on their picks for best and worst dressed.
Out of more than 17,000 votes, 48 per cent of people voted for Kelly Clarkson as the best-dressed celebrity at the event when put up against Dua Lipa, Janelle Monae, Olivia Rodrigo and Halle Bailey. On the other hand, 47 per cent of more than 15,000 voters chose Miley Cyrus as worst dressed over Doja Cat, Fantasia Barrino, Taylor Swift and Ice Spice.
BEST: Kelly Clarkson (2024)
Kelly Clarkson was a class act during last year's Grammy Awards. The 42-year-old singer stunned wearing an off-the-shoulder ivory gown featuring a subtle mermaid hem. The custom Jason Wu Collection garment was paired with matching white clutch and Jared Atelier diamonds reportedly worth more than $200,000.
The talk show host also brought along her eight-year-old son, Remington, as her date for the evening. The three-time Grammy winner was nominated for best pop vocal album for Chemistry, a collection of songs written after her split from ex-husband Brandon Blackstock. However, the award went to Swift's album Midnights.
WORST: Miley Cyrus (2024)
On the other hand, Miley Cyrus was considered the worst-dressed star on last year's Grammys red carpet. The 32-year-old singer turned heads as she stepped out wearing nothing but 14,000 gold safety pins. Her hair was styled in a Farah Fawcett-style bouffant, while the dress — which took "675 hours of meticulous work" by fashion house Maison Margiela — channelled a 1920s flapper and Egyptian goddess aesthetic.
While the artist might've gotten questionable looks for the outfit she wore on the red carpet, she was one of the true winners of the night. Cyrus won her first-ever Grammy Award for for best pop solo performance for mega-hit "Flowers."
But what other celebrities looked stunning on the Grammys red carpet over the years? Who faltered a bit in their style? Scroll through to see if your favourite celebrity's Grammy Awards ensemble made our best or worst list.
BEST: SZA (2018)
Despite receiving five nominations during the 2018 Grammys yet walking away empty handed, SZA looked ethereal in a silver gown with ornate beading and tulle designed by Atelier Versace.
WORST: Kelly Osbourne (2011)
Kelly Osbourne might've looked pretty at the 2011 Grammys, but the purple asymmetrical mini dress from Tadashi Shoji she wore resembled a loofah well-past its expiry.
BEST: Olivia Rodrigo (2024)
Olivia Rodrigo took home her first-ever Grammy Award for best new artist at the 2022 ceremony, and has been on an upward trajectory ever since. At the 2024 Grammys, the "Drivers License" artist wowed in a vintage Versace gown that was first worn by Linda Evangelista in 1995.
WORST: CeeLo Green (2017)
We're not quite sure what was happening on the 2017 Grammy's red carpet, but CeeLo Green's Marvel villain reject look was one we can't forget — no matter how hard we try.
BEST: Dua Lipa (2021)
Dua Lipa radiated glamour in a Cher-inspired look by Versace that featured a bejewelled butterfly bodice and thigh-high slit for the 2021 Grammy Awards.
WORST: Pink (2002)
Pink hit the 2002 ceremony's red carpet in a gender-bending look that included asymmetric pants and a sequinned bra, along with a hot pink garter and a bow tie.
BEST: Beyoncé (2017)
Let's be honest, we could make an entire gallery of the best Beyoncé Grammy red carpet looks. The "Cowboy Carter" artist's 2017 look might technically be a press room photo after she won her two awards and skipped the red carpet that year. However, the stunning ruby red sequin gown by Peter Dundas she wore that year — complete by showing off her baby bump while she was pregnant with twins Sir and Rumi — easily shows why she's Queen Bey.
BEST: Halle Bailey
Halle Bailey look like a star at the 2024 Grammys, wearing a plunging crystal-covered neckline gown custom made by Gucci. The "Angel" singer was nominated for best R&B song that year, and sparkled at the event to prove she'd be a worthy winner.
WORST: Charli xcx
Charli xcx went for a white and pink menswear-inspired outfit for the red carpet at the 2015 Grammys, a look that leaves us cringing for the English singer. Attending for her two nominations for "Fancy" with Iggy Azalea, Charli xcx accessorized her white suit with a pink bowtie and fur shawl.
WORST: Justin Bieber (2022)
Justin Bieber's oversized Balenciaga suit and platform monster Crocs definitely made a statement on the red carpet. However, the unusual look left many fans confused by the fashion choices that year.
BEST: Mariah Carey (1991)
Mariah Carey arrived at her first-ever Grammy Awards in 1991 wearing a simple, elegant, rhinestone-edged, black, mini dress. She went home with two awards for best new artist and best female pop vocal performance, signifying the birth of an iconic diva — both in music and on the red carpet.
WORST: Blac Chyna (2023)
Blac Chyna explained her all-black feather body suit look for the 2023 Grammys resembled part of "her story, the phoenix." But the rhinestone outfit looked a bit more like something you'd see in the corner of your room at night when when you wake up with sleep paralysis.
BEST: Britney Spears (2000)
Britney Spears channelled Old Hollywood glamour at the 2000 Grammy Awards with this stunning winter white look. That year, the "Oops!...I Did It Again" singer was up for best new artist and female pop vocal performance. where she was up for Best New Artist and Female Pop Vocal Performance.
WORST: Pharrell (2014)
What was Pharrell hiding underneath this hat? Besides the producer's odd choice to wear a bright red bomber jacket, dark jeans and brown boots to the 2014 Grammys, his Vivienne Westwood accessory was, rightfully, the subject of many memes that year.
BEST: Lady Gaga (2010)
Lady Gaga looked like Glinda the Good Witch from Wicked in this sparkling Armani Privé gown, which she paired with an oversized star she reportedly held all night. The "Bad Romance" singer won two awards that night, including best dance recording and best electronic/dance album, and gave her first-ever performance at the awards show alongside Elton John.
WORST: Alicia Keys (2002)
We have so many questions about this 2002 Grammy Awards red carpet disaster, courtesy of Alicia Keys. It’s unclear what she was going for here, but whatever it was, the "If I Ain't Got You" singer failed. Still, she won a stunning five awards that night, including best new artist, song of the year, best female R&B vocal performance, best R&B song and best R&B album.
BEST: Ariana Grande (2020)
Ariana Grande looked like a real-life fairytale princess when she walked the 2020 Grammys red carpet in a grey Giambattista Valli gown. She had been nominated for album of the year, record of the year, best pop solo performance, best pop duo/group performance and best pop vocal album.
WORST: Kylie Jenner (2019)
Sure, Kylie Jenner might not be a singer, but this Michael Jackson-esque Balmain jumpsuit was so bad we couldn't let it go unpunished.
BEST: Jennifer Lopez (2000)
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 reprised this very look during Milan Fashion Week 2019 — and it was just as magical.
WORST: Taylor Swift (2024)
Taylor Swift stepped out in a custom Schiaparelli gown for the 2024 Grammys, one that resembled a bath towel accessorized with with unnecessary long black glove. Still, the "Fortnight" singer won big that night, making history with a fourth album of the year win for "Midnights."
BEST: Selena (1994)
The late, great Selena Quintanilla took home two Grammys in 1994, including best Mexican-American album, a huge milestone for Latin music, and rocked one of the most iconic Grammy looks of all time.
WORST: Avril Lavigne (2003)
Avril Lavigne has never been one to conform to mainstream fashion trends — and we love her for it. Unfortunately, that does not exempt her from making this worst-dressed list with her highly-questionable 2003 Grammys red carpet outfit, complete with a skull and crossbones belt as well as Converse sneakers.
BEST: Cardi B (2023)
Cardi B looked like a living piece of art in this royal blue curve-hugging gown designed by Gaurav Gupta for the 2023 Grammys, where she left many fans gagging for more.
WORST: Cher (2008)
Cher is a style icon, but her 2008 Grammy Awards dress is a crime against fashion. Why she chose to turn up in a what looks like a torn-up garbage bag is beyond us. Still, she's since proven countless times that she can do much better.
BEST: Ciara (2015)
Ciara looked like a chic black cloud at the 2015 Grammys. The Alexandre Vauthier black gown she wore featured a swooping, ruffled design full of drama and beauty.
WORST: Sheryl Crow (2002)
Evidently, 2002 was a difficult year for fashion. "If It Makes You Happy" singer Sheryl Crow walked the red carpet in this plunging, lace-up jumpsuit, with matching cowboy boots, a full-length denim coat and classic early-aughts ombre sunglasses.
BEST: Shania Twain (1999)
Shania Twain rocked this iconic Marc Bouwer dress when she won the awards for best country song and best female country vocal performance for "You're Still the One" in 1999. The look was such a standout that in 2022, country singer Kelsea Ballerini borrowed the dress to wear to the Academy of Country Music Honors.
WORST: Nicki Minaj (2012)
We're not sure what possessed Nicki Minaj to opt for this bold Versace look on the 2012 red carpet — we're just hoping to never see it again.
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