Olivia Rodrigo Stuns in 5 Jaw-Dropping Outfits at 2025 Red Carpet Events—Which Look Reigns Supreme?
Olivia Rodrigo, a 22-year-old singer-songwriter and actress, has constantly set trends in red carpet fashion, with the 2025 season highlighting her distinctive style more than ever. In 2025, American pop icon Olivia Rodrigo was captured in elegant gowns by Versace, Roberto Cavalli, Gucci, Giorgio Armani Privé, and Tom Ford at various esteemed red carpet events, including the GQ Men of the Year party, the 5th Annual Academy Museum Gala, the Planned Parenthood New York Gala, the Vanity Fair Oscar Party, and the 67th GRAMMY Awards.
In this blog post, we will explore five of Olivia Rodrigo’s most stunning outfits that she wore on the red carpets this year. So, continue reading to see how Olivia Rodrigo impressed everyone with her impeccable fashion choices at the annual events of 2025.
1. GQ Men Of The Year Party: A Shimmering Statement
Kicking off our list, Olivia Rodrigo delivered an impressive presence at the 2025 GQ Men of the Year party on Thursday, November 13, 2025, at the opulent Chateau Marmont Hotel in Los Angeles, adorned in a striking sleeveless dark blue shimmering gown influenced by Tom Ford’s Spring 2026 ready-to-wear collection, characterized by a scoop bustier neckline and an elegant train that enhanced her movements.
At the event, Olivia Rodrigo, the talented artist behind “The Grudge,” paired her outfit flawlessly with stylish black ankle-strap sandals by Tom Ford and dazzling accessories from Shay Jewelry. These accessories included diamond oval huggie earrings, a “Mixed Diamond Tennis” bracelet, a diamond “Back to Basic Eternity” band, and a diamond “Marquise Wave” ring.
2. Academy Museum Gala: A Touch of Vintage Glam
Following this, Olivia Rodrigo was present at the 5th Annual Academy Museum Gala held at the Academy Museum of Motion Pictures on Saturday, October 18, 2025, in Los Angeles, California. She exuded sophistication in a stylish black and white ensemble.
Olivia looked stunning at the event, dressed in a Giorgio Armani Privé Spring 2005 Couture collection runway white scoop-neck wrap-around cropped waistcoat with black rosettes along the neckline and bead embellishments throughout, and paired it with a black high-waisted silk satin maxi skirt with a sweeping train. Olivia rounded up her retro style with Chopard earrings, the “L’heure Du Diamant” ring, and the “Ice Cube” ring.
With this vintage Giorgio Armani Privé beaded gilet with black flower detail and a silk satin skirt set paired with Chopard jewelry, Olivia Rodrigo surely stole the spotlight that evening at the 2025 Academy Museum Gala.
3. Planned Parenthood New York Gala: Chic and Contemporary
Olivia Rodrigo, a Lancôme global brand ambassador, attended the 2025 Planned Parenthood New York Gala on Thursday, April 24, in New York City, wearing a spectacular white sleeveless maxi dress from Gucci’s Pre-Fall 2025 collection.
Photo by Dia Dipasupil/Getty Images
The attire showcased multiple spaghetti straps adorned with silver pins, which she paired with black Gucci bamboo leather sandals. Additionally, the silver Marquise diamond huggies by Maison H Jewels, the Anita Ko midi coil ring made of 18K white gold with pavé diamonds, and the Anita Ko Eternity band adorned with Marquise diamonds provided a tasteful element of shimmer.
This appearance showcased Olivia Rodrigo’s ability to merge classic elegance with modern aesthetics, simultaneously embodying her youthful vitality.
4. Vanity Fair Oscar Party: Edgy Elegance
Olivia Rodrigo then attended the Radhika Jones-hosted Vanity Fair Oscar Party on Sunday, March 2, 2025, at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, California, alongside several other celebrities.
At the event, the Netflix documentary/concert “Olivia Rodrigo: GUTS World Tour” star stunned the crowd in a black Roberto Cavalli Fall 2025 sleeveless patent leather halter neck midi dress with a flounced hem that added flair and movement to her look. The dress was then paired with black Stuart Weitzman “Stuart Power” shoes, platinum Mikimoto “Classic Black South Sea Cultured Pearl and Diamond” earrings, and sterling silver Viviana Halil “The Gio Premium Zirconia” rings. This look was the definition of fierce elegance!
5. GRAMMY Awards: Channeling the 2000s
Last but not least, Olivia Rodrigo made an extraordinary fashion statement at the 67th GRAMMY Awards, which took place on Sunday, February 2, 2025, at the Crypto.com Arena in Los Angeles.
She looked beautiful in a classic black sleeveless backless dress from Versace’s Spring 2000 collection, featuring a dramatic keyhole cutout, side waist cutouts, and a modest sweeping train that exuded confidence and elegance. Her ensemble was completed with matching black Stuart Weitzman “Nudist Hollywood” sandals and Tiffany & Co. accessories such as a Victoria Cluster Tennis bracelet, a band ring, and a Victoria Alternating ring.
Olivia Rodrigo’s style at the event was both nostalgic and modern chic.
So, what are your favorite Olivia Rodrigo styles from this year? Please let me know in the comments section, and stay tuned to Fashonation Bellah Kwamy for more of her stunning fashion moments.
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