10 Times Selena Gomez Channeled Old Hollywood Glamour

Selena Gomez has always been known not just for her talent, but also for her impeccable style. The actor, who rose to fame as a child star in 2007 thanks to the Disney Channel series "Wizards of Waverly Place," has since also established herself as a musician and fashion icon. In fact, the stunning style transformation of Selena Gomez shows the way the star's look has evolved, and one aesthetic she leaned into in recent years is Old Hollywood glamour.

Paired with her chic 2025 bob haircut, Gomez rocked looks that paid homage to Hollywood's Golden Era. Of course, Gomez didn't adopt the aesthetic during that year only, as she embraced sophisticated and timeless looks even in her late teens. Classic silhouettes, plenty of sparkle, and eye-catching jewelry define her approach to the look, which she often finishes off with side-swept curls and red lips. Here are some of Selena Gomez's most memorable takes on retro sophistication.

While we saw quite a few worst-dressed celebs at the 2026 Golden Globes, Selena Gomez definitely wasn't among them. The star showed up to the prestigious event in a breathtaking Chanel gown that took an impressive 323 hours to make (per Vogue). The strapless black garment featured delicate white feathers around the neckline, creating a dramatic effect. Paired with Gomez's wavy side-swept bob and wine-dark red lip, this look was certainly inspired by the Old Hollywood era.

When Selena Gomez showed up at the 2025 Disney Upfront event, it was clear she was honoring a beloved Old Hollywood diva. The "Only Murders in the Building" star wore a classic black gown by Thom Browne, paired with a sleek updo, simple diamond earrings, and timeless makeup. With this look, Gomez joined a long list of celebs who have paid homage to Audrey Hepburn with beauty and fashion looks.

The worst-dressed celebs at the 2025 SAG Awards, which have since been renamed the Actor Awards, show just how easy it is to flop with your fashion choices during award show season. Selena Gomez, once again, wasn't among them, as the former Disney star knows that channeling timeless looks is always a safe choice. For the event, Gomez wore a dark blue structured off-the-shoulder gown by Celine. Paired with her bob (this time parted in the center) and red lips, the look was oozing glamour.

With her 2025 short bob haircut, Selena Gomez leaned into Old Hollywood beauty for almost every award show she attended. For the Academy Awards, the star went for a side part, with one side tucked behind the ear and the rest styled in subtle waves. While her hair was gorgeous, it was definitely the custom Ralph Lauren gown that stole the show. Decorated with 16,000 tiny glass pieces and crystals, the garment's sparkle had us mesmerized. Gomez paired it with a nude lip and a Bulgari diamond necklace.

The annual Cannes Film Festival provides another great occasion to channel Old Hollywood glamour. In 2024, Selena Gomez walked the red carpet for her film "Emilia Pérez," and her black-and-white gown was undeniably a nod to the Golden Era of Hollywood. Designed by Saint Laurent, the black column dress featured a white neckline, which Gomez drew attention to with a Bulgari choker and earrings. With this 'fit, the actor can easily join the long list of Cannes Film Festival looks we'll never forget.

While Selena Gomez used her chic bob haircut to channel the Old Hollywood aesthetic on numerous occasions, the star also stuns when her hair is styled in an updo. For the 2025 Academy Museum Gala, Gomez rocked a classic side-swept updo, which she paired with a custom strapless black Giorgio Armani Privé dress that featured crystals around the neckline. To elevate the look even more, the "Same Old Love" singer paired it with a black blazer draped over her shoulders, dangly earrings and a dark red lip.

In 2026, Selena Gomez attended the Los Angeles premiere of the Netflix documentary "Marty, Life is Short," chronicling the life of her "Only Murders in the Building" co-star Martin Short. Gomez walked the red carpet in a black Carolina Herrera dress covered in beads. The timeless silhouette featured slightly enhanced shoulders, and Gomez paired the garment with slicked-back hair and soft red lips. Statement earrings completed the chic ensemble, which was a slightly more modern take on Old Hollywood glam.

For the 2025 Golden Globe Awards, Selena Gomez added some color to her Old Hollywood fashion run. The musician and actor stunned in a powder blue off-the-shoulder gown by Prada, a silhouette that the star seems particularly fond of. Paired with a necklace by Tiffany & Co. and her then-signature side-swept bob, the look was a perfect choice for the award show. To make the fashion moment even more memorable, the dress featured an unexpected structured train that Gomez held over her hand.

While Selena Gomez leaned into classic looks in recent years, the truth is that the star occasionally dabbled in Old Hollywood-inspired fashion throughout her career. In fact, her look for the 2011 American Music Awards was certainly at least partially inspired by the aesthetics of Hollywood's Golden Era. The then-19-year-old attended the event in a silky gold Giorgio Armani gown with a deep-V neckline and thigh-high slit. While the look was on the riskier side, making it more modern, Gomez paired the dress with classic, side-swept curls.

For the 2025 Vanity Fair Oscars Party, Selena Gomez changed out of the gown she wore to the Academy Awards red carpet into a strapless black sequin dress by Armani Privé. Paired with a dramatic Bulgari choker and delicate earrings, the look remained Old Hollywood-inspired, mostly thanks to the dress' silhouette and Gomez's sophisticated bob. Now, if you want more of the star's impeccable fashion moments, be sure to also take a look at the five times Selena Gomez dressed for revenge.