Live From Hollywood: The Best ‘Vanity Fair’ Oscar Party Fashion Updates

Olivia Rodrigo at the 'Vanity Fair' Oscar Party? Good Idea, Right?

"I can't confirm or deny whether a new Olivia Rodrigo era is uploading. But I do know the star is a standout for the night in custom Saint Laurent." —Halie LeSavage

Cute 'Vanity Fair' Oscar Party Couple Alerts!

"This isn't a night just for solo arrivals. Several cute couples are bringing a plus-one, and all the feels, to the 2026 Vanity Fair Oscar Party." —Halie LeSavage

Myha'la Goes Completely Sheer at the 2026 'Vanity Fair' Oscar Party

"She's sampled runway Miu Miu and Chanel. Now, Industry star Myha'la is taking our breath away in a completely sheer, lavender dress dotted with strategically-placed flowers. Like I said—it's going to be a big night for naked dresses." —Halie LeSavage

Sarah Pidgeon Makes Her 2026 'Vanity Fair' Oscar Party Debut

"Say hello to Love Story and Marie Claire cover story star Sarah Pidgeon. She's making her first Oscar Party appearance in a shimmering silver gown, right at the intersection of opulent, 2026 style and the minimalism her character, Carolyn Bessette-Kennedy, was known for. The designer behind her look? None other than Calvin Klein, the same house that brought CBK into the spotlight." —Halie LeSavage

Let's See Some 'Vanity Fair' Oscar Party Sequins!

"It's still early in the night, but guests are wasting no time sinking into sequins. Liquid-looking shimmer coated dresses on Jane Fonda, Jessica Williams, Nikki Glaser, and Taylor Tomlinson—with more to come." —Halie LeSavage

Alison Brie Introduces the Half-Naked Dress at the 2026 'Vanity Fair' Oscar Party

"You've heard of the naked dress—but have you seen a half naked dress? Marie Claire cover star Alison Brie tested the waters with a strapless Yara Shoemaker Couture gown that was opaque at the top (and cape), then completely sheer through the skirt. It's the best of both worlds." —Halie LeSavage

Cara Delevigne Tests the Met Gala Theme on the 2026 'Vanity Fair' Oscar Party Red Carpet

"Our first non-naked naked dress of the night! Cara Delevigne has redefined 'bodycon' in a gown with trompe-l'œil detailing resembling a bare torso—but covered in crystal embellishments. This also feels like a sly nod at the 2026 Met Gala, where an upcoming exhibition on 'Costume Art' seeks to highlight representations of the body in the visual arts." —Halie LeSavage

Hannah Einbinder Trades the Oscars Red Carpet for the 2026 'Vanity Fair' Oscar Party

"I missed my Hacks homegirl on the 2026 Oscars red carpet. She made up for lost step-and-repeats at the Vanity Fair soirée, dressed in a strapless, black column dress. She livened up the timeless silhouette with a tangerine shawl draped effortlessly below her shoulders. Zoom in to see the monochrome floral lace atop the entirety of the cloak. Between its satin sheen and floral embroidery, I wouldn't be surprised if her set boasted Dior tags. Jessie Buckley wore an almost identical motif on her baby blue 2026 Golden Globes gown. Stay tuned for her designer reveal."—Meguire Hennes

The 2026 'Vanity Fair' Oscar Party Is Off to the Races!

"Amelia Dimoldenberg set a high standard for Oscars hosts in Ralph Lauren Fall 2007. Vanity Fair hosts Quenlin Blackwell and Brittany Broski picked up where Dimoldenberg left off, with Blackwell in a floral Chanel Spring 2026 gown and Broski in a leopard-print Versace dress. Extra points for Broski's 'ICE OUT' pin atop her delicately-draped, cowl neckline."—Meguire Hennes

The 2025 'Vanity Fair' Oscar Party Set a Stylish—and Sheer—Bar for 2026

"My editor, Halie LeSavage, and I expected the 2026 Vanity Fair Oscar Party to begin an hour or so into the award ceremony. The step-and-repeats aren’t slated to start until after 10 p.m. ET, though, giving me plenty of time to reminisce on last year’s boldest Vanity Fair Oscar Party looks.

I’ll always remember the 2025 affair for Zoë Kravitz’s peekaboo butt panel. In case the 'business in the front, party in the back' moment isn’t ingrained in your brain, here’s your refresher: Kravitz walked the VF red carpet in a long-sleeve Saint Laurent gown, featuring a bedazzled window circling her behind.

The surprises continued once Megan Thee Stallion arrived. She went completely topless, with nothing but green nipple pasties atop her bust. Kendall Jenner even got the transparent memo, though her lacy long-sleeve gown was 32 years old. The circa-Spring 1992 Mugler design’s bell sleeves, mock neck, and liquified train looked fresh from a runway."—Meguire Hennes, fashion staff writer

Our 2026 'Vanity Fair' Oscar Party Predictions

"The Vanity Fair Oscar Party is a place where fashion rules go out the window. One minute, you'll see a winner clutching their new trophy in a 1950s-esque ballgown, the next, Hunter Schafer will arrive with nothing but a feather for a top. I'm anticipating a late-night circuit where naked dresses and tummy-baring two-pieces will reign supreme. Given that Love Story star Sarah Pidgeon is also making the rounds, I expect CBK-inspired minimalism will also get its long-awaited red carpet moment."—Halie LeSavage

How to Watch the 2026 'Vanity Fair' Oscar Party Red Carpet

"You've already committed to a late night watching the official Oscars. What's a little more red carpet fashion? Once you're cuddled up in your pajamas, you can tune in to the official livestream on VanityFair.com and VF's YouTube channel. Hosts Quenlin Blackwell, Brittany Broski, and Jake Shane will kick things off around 10:30 p.m. ET. Of course, you can also flip through Marie Claire's live commentary before heading to bed..."—Halie LeSavage, senior fashion news editor