The Oscars. The pinnacle of Hollywood glamour, where the A-list elite gather to celebrate the best in filmmaking. And what’s a red carpet event without the fashion? For over eight decades, the Academy Awards have been a platform for stars to showcase their style, making or breaking trends and cementing their status as fashion icons. As we count down to the 2025 Oscars, we’re taking a trip down memory lane to revisit the most unforgettable, awe-inspiring, and cringe-worthy red carpet looks of all time.
Timeless Elegance: Cher and Halle Berry

The Oscars red carpet has witnessed countless iconic looks over the years, but some stand out as true testaments to timeless elegance. Two names that consistently come to mind are Cher and Halle Berry. Both actresses have graced the red carpet with unforgettable gowns that have cemented their status as fashion icons.

Cher’s 2002 Oscar Look
In 2002, Cher made history by becoming the oldest woman to win the Best Actress award for her role in “Moonstruck.” Her victory was accompanied by a show-stopping Elie Saab gown that became an instant classic. The sheer, flowing fabric, adorned with intricate beadwork and a daringly low neckline, perfectly captured Cher’s unique blend of glamour and rebellion. This look solidified her place as a fashion trendsetter, proving that age is no barrier to style.
Halle Berry’s 2002 Oscar Look
Just a few years later, Halle Berry made history by becoming the first African-American woman to win the Best Actress award for her performance in “Monster’s Ball.” Her victory was celebrated with another unforgettable Elie Saab gown. This time, the gown featured a stunning combination of intricate embroidery, a flowing silhouette, and a daringly high slit. Berry’s confidence and grace in this gown made it one of the most memorable Oscar looks of all time.
Modern Goddesses: Zendaya and Lady Gaga
Zendaya’s 2024 Oscar Look
In recent years, Zendaya has emerged as a force to be reckoned with on the red carpet. Her fashion choices are consistently bold, daring, and impeccably executed. At the 2024 Oscars, Zendaya solidified her status as a modern goddess in an Armani Privé gown that earned her the top spot in Morningpicker readers’ best-dressed poll. The gown, featuring gun metal paillettes and an embroidered palm-tree print on pink satin, showcased Zendaya’s ability to effortlessly blend elegance with contemporary flair.
Lady Gaga’s 2019 Oscar Look
Lady Gaga is known for her fearless fashion choices, and her 2019 Oscar look was no exception. The custom Brandon Maxwell ensemble she wore to accept her Best Original Song award for “Shallow” was a testament to her versatility as a style icon. The intricate gown, featuring a dramatic train and a statement hat, perfectly captured Gaga’s ability to command attention while maintaining an air of sophistication.
Red Carpet Rivals: Ariana Grande and Emma Stone
Ariana Grande’s 2024 Oscar Look
While Zendaya stole the show with her Armani Privé gown, Ariana Grande’s Giambattista Valli Haute Couture look left Morningpicker readers underwhelmed. The pink bubble-shaped strapless dress, though stunning in color, featured a dramatic cape-like train that overwhelmed her petite frame. The look lacked the elegance and sophistication that characterized some of Grande’s other red carpet appearances.
Emma Stone’s 2024 Oscar Look
Emma Stone’s 2024 Oscar look was a stark contrast to Grande’s. While Grande’s gown was criticized for being too overwhelming, Stone’s dress was praised for its simplicity and elegance. By comparing Stone’s two Oscar looks, it’s clear to see the actress’s evolution as a style icon. Her 2024 look showcased her sophisticated taste and ability to make a statement without relying on excessive embellishments.
Awards Season Disasters
While the Oscars red carpet is often filled with stunning and memorable looks, there have been some notable fashion mishaps over the years. These unfortunate instances serve as a reminder that even the most stylish celebrities can make wardrobe mistakes.
Red Carpet Risks: Demi Moore and Melissa McCarthy
Demi Moore’s 2008 Oscar Look
Demi Moore’s 2008 Oscar look in a Versace gown was met with widespread criticism. The ill-fitting gown, with its awkward lines and questionable cut, left many wondering if Moore had made a fashion faux pas. The look was widely considered a misstep for the actress, who had previously been known for her impeccable red carpet style.
Melissa McCarthy’s 2015 Oscar Look
Melissa McCarthy’s 2015 Oscar look was another example of a bold fashion choice that didn’t quite land. The comedic actress’s gown, while certainly attention-grabbing, was ill-fitting and overwhelmed her petite frame. The look was a stark contrast to McCarthy’s comedic persona and left many viewers questioning her fashion sense.
Trendy Faux Pas: Cate Blanchett and Kate Hudson
Cate Blanchett’s 2008 Oscar Look
Cate Blanchett’s 2008 Oscar look in an Armani Prive gown was another example of a trendy outfit that fell flat. The gown’s ill-fitting bodice and unflattering cut made it a prime example of a fashion faux pas. Blanchett, known for her impeccable taste, left many wondering if she had made a misstep with this choice.
Kate Hudson’s 2001 Oscar Look
Kate Hudson’s 2001 Oscar look in a Versace gown was another memorable red carpet misstep. The dress, with its questionable cut and ill-fitting bodice, was widely criticized. The look served as a reminder that even the most glamorous actresses can have fashion flops.
Fashion Faux Pas: Anne Hathaway and Amy Adams
Anne Hathaway’s 2013 Oscar Look
Anne Hathaway’s 2013 Oscar look in a Prada gown was met with mixed reactions. While some praised the dress’s minimalist elegance, others found it to be uninspired and underwhelming. The look served as a reminder that even red carpet veterans can have off nights.
Amy Adams’ 2014 Oscar Look
Amy Adams’ 2014 Oscar look in a Dior gown was another example of a fashion misstep. The gown’s ill-fitting bodice and unflattering cut left many viewers wondering if Adams had made a wardrobe malfunction.
The 2025 Oscars: What to Expect
Awards Season Contenders: Anora and The Brutalist
The 2025 Oscars promises to be a highly anticipated event, with several strong contenders vying for the coveted awards. Two films, in particular, have emerged as frontrunners: Anora and The Brutalist. Anora, starring Mikey Madison, has been praised for its powerful storytelling and emotional depth. The Brutalist, an Adrien Brody-led drama, has garnered attention for its gripping narrative and strong performances. Meanwhile, Wicked, featuring Cynthia Erivo and Ariana Grande, is another potential contender, with its star-studded cast and highly anticipated musical numbers. This year’s nominations are sure to highlight the diverse and talented voices making their mark on the film industry.
Red Carpet Expectations: Demi Moore and Timothée Chalamet
As the Oscars draw closer, anticipation for the red carpet grows. 2025 will see the return of Hollywood heavyweights like Demi Moore and Timothée Chalamet, setting the stage for a fashionable night. Will Demi Moore be able to redeem herself after the 2008 red carpet fumble? Will Timothée Chalamet continue to push fashion boundaries? The red carpet will be the place to be.
Fashion Favorites: Doja Cat and Halle Berry
The 2025 Oscars promises to be a night of glamour, and two stars are sure to turn heads: Doja Cat and Halle Berry. Doja Cat’s bold fashion choices have made her a red carpet favorite. Will she continue her streak? Halle Berry, a veteran of the red carpet, is always a guaranteed showstopper. The 2025 Oscars will be a night of fashion, with these two leading the way.
Conclusion
As we conclude our journey through the Oscars red carpet looks of all time, one thing is clear: the stars have consistently pushed the boundaries of fashion and glamour. From Ariana Grande’s show-stopping Versace gown to Lady Gaga’s memorable meat dress, the red carpet has been a platform for self-expression and artistic creativity. Meanwhile, Zendaya’s bold choices and Cher’s timeless elegance have proven that fashion is a reflection of one’s personality and confidence.
The significance of the Oscars red carpet lies not only in its ability to showcase the most glamorous and iconic looks but also in its influence on popular culture and fashion trends. The red carpet has the power to shape public opinion, spark conversations, and inspire new generations of fashion enthusiasts. Moreover, the sheer diversity of styles and designs presented on the red carpet serves as a reminder that there is no one-size-fits-all approach to fashion, and that individuality and personal style are essential to making a lasting impression.
As we look ahead to future Oscars ceremonies, it will be exciting to see how the red carpet continues to evolve and reflect the changing times. With the rise of sustainable fashion, body positivity, and inclusivity, we can expect to see a more diverse and representative range of styles on the red carpet. One thing is certain, however: the Oscars red carpet will always be a space where fashion meets art, and where the most iconic and memorable looks are born. And so, as we close out this journey, we can’t help but wonder: what will be the next red carpet look that will leave us breathless and inspired?