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Alicia Silverstone at the 2026 Oscars: A Night of Old Hollywood Glamour and *Clueless* Nostalgia

Entertainment ✍️ Pippa Deacon 🕒 2026-03-15 18:10 🔥 Views: 1
Alicia Silverstone at the 2026 Oscars

There are red carpet returns, and then there’s the kind of entrance Alicia Silverstone made at the 2026 Academy Awards. After nearly three decades away from the Oscars—her last visit being in 1996—she stepped onto the Dolby Theatre pavement on Sunday night, and frankly, it was worth the wait. Draped in a strapless velvet and sequin gown that split opinion like a classic Nanaimo bar, she served up a masterclass in Old Hollywood glamour with a modern twist. The plunging black bodice, complete with elbow-length velvet gloves, gave way to a dramatic draped white skirt. It was elegant, it was sophisticated, and it marked the arrival of a new chapter for the actress we still, and forever will, associate with Cher Horowitz.

The Return of a Queen Bee

To put it in perspective, the last time Silverstone graced the Oscars, she was the 'It' girl of the moment, fresh off the phenomenon of Clueless. Back in '96, she leaned into the grunge-glam aesthetic with a white V-neck gown and a tulle stole. Fast forward to 2026, and the vibe is entirely different. This wasn't just a celebrity showing up; it was a homecoming. She was there to support Bugonia, the Yorgos Lanthimos film that scored a Best Picture nod, proving her taste in projects remains as sharp as ever. It's a far cry from the days when she'd rock up to auditions in jeans and a green T-shirt, blissfully unaware of the fashion earthquake she was about to cause.

The Unwavering Power of 'The Fashion of Clueless'

You can't talk about Alicia Silverstone without talking about the yellow plaid suit. It’s the sartorial equivalent of a cultural shorthand. This year, the film’s iconic costume designer, Mona May, gifted us mere mortals with The Fashion of Clueless, a gorgeous coffee-table book packed with Polaroids and sketches from the set. May recently dished on how that legendary outfit came to be. Apparently, it was a happy accident. They had a blue suit and a red one lined up, but when Silverstone slipped into that yellow number during a fitting—dogs in tow, naturally—it just clicked. "It was like a ray of sunshine," May said. It gave her the confidence to become Cher. Even now, you see its influence everywhere. Just last August, Silverstone was spotted in New York City channelling major Cher energy in a navy blue pleated miniskirt and cropped jacket set, proving that some styles are simply timeless.

From Wardrobe to Wellness

Of course, Silverstone's career has always been more than just a single role. For those with a keen eye, her filmography is a treasure trove of gems. Rewatch Beauty Shop, the 2005 comedy where she held her own opposite Queen Latifah, proving she could do sharp, funny, and down-to-earth as the shampoo girl in a chaotic Atlanta salon. It's a cult classic in its own right.

And then there's the other side of Alicia—the one less concerned with designer labels and more with holistic living. Her book, The Balanced Plate: The Essential Elements of Whole Foods and Good Health, was a manifesto for a generation discovering plant-based living. This is where a name like Desi Bartlett quietly enters the chat. While not a collaborator in the traditional Hollywood sense, Bartlett is a huge name in the world of wellness and fitness—a kinesiology expert who has worked with stars like Kate Hudson and focuses on helping women find their strength through yoga and meditation. It's the exact kind of "body-mind" connection that aligns perfectly with Silverstone's own public journey toward health and balance. They move in similar orbits, part of that same Los Angeles constellation that prioritises clean living alongside red carpet moments.

What’s Next for Cher?

Speaking of red carpets, her look at the WIF Oscar Nominees Celebration just days before the big night was another masterstroke—a chocolate brown co-ord set that was effortlessly cool and a million miles away from the structured Oscars gown. It’s this versatility that makes her so compelling to watch. And thankfully, we’ll be seeing a lot more of her. The rumoured Clueless TV series is officially in the works, with Silverstone set to reprise her role. She’s described it as being in the "baby stages," with the goal to honour what everyone loves about Cher while bringing something fresh to the table.

If her 2026 awards season tour is anything to go by—from that scarlet Nicole + Felicia gown at the Golden Globes that was a dead ringer for Cher's red Alaïa, to the peekaboo lingerie moment at a premiere in a brown pantsuit—she’s more than ready to step back into the spotlight. Here’s hoping the wait for that series isn't another 30 years.

  • Red Carpet Comeback: Silverstone's first Oscars since 1996 was a lesson in timeless elegance.
  • Fashion Legacy: Mona May's new book, The Fashion of Clueless, reveals the secrets behind those iconic looks.
  • Beyond the Screen: From the cult classic Beauty Shop to her wellness advocacy, her range is impressive.
  • Future Projects: A Clueless TV series is in development—and we can’t wait.