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The Ultimate Best And Worst Dressed List Of The 2025 Awards Season

With the 2025 awards season now in the rearview mirror, I’m feeling nostalgic. I love everything about awards season, and 2025 definitely delivered. Kieran Culkin swept the supporting actor category, and every time he took the stage, he somehow got bleeped even more than he did the time before. Wicked may not have taken home quite as much gold as the theatre kids hoped, but did get a live performance of “Defying Gravity” that transported the whole Oscars audience to Oz. But even with all these fun live moments during the shows, the best part of all the awards shows happens before the shows even start. I’m talking about the red carpet and all the looks the celebs bestow upon us when they walk it.

This was a big year in Hollywood, with stars like Demi Moore, Ariana Grande, Selena Gomez, and Timothée Chalamet making the rounds at the Oscars, Golden Globes, Screen Actors Guild Awards… not to mention all the Oscars after parties. All the Hollywood stylists are probably on some very well-deserved vacations after all those events. So now it’s just our time to shine as we judge their work. These are all the best and worst dressed celebrities of the 2025 awards season.

Best And Worst Dressed Celebrities 2025 Awards Season

Best – Mikey Madison At The Oscars

Mikey Madison Oscars
Image Credit: Getty

Mikey embodied pure old Hollywood glamour for her big Best Actress win.

Worst – Timothée Chalamet At The SAG Awards

timothee chalamet
Image Credit: Getty Images

Everyone’s been talking about Timmy’s butter yellow suit from the Oscars, but I’m still preoccupied by this weird leather cowboy look.

Best – Joey King At The Vanity Fair Oscars After Party

Joey King Oscars Vanity Fair 2025
Image Credit: Getty

The delicate appliqués mixed with the jewels and the ethereal cape are really doing it for me with this chic afterparty outfit.

Worst – Joey King At The Critic’s Choice Awards

Joey King Critic's Choice Awards 2025
Image Credit: Getty

This Joey King look… not so much. This looks like the clothes you throw on while you run in and out of the bathroom while you do your hair. Did she forget to put the rest of her clothes on before she went out the door?

Best – Margaret Qualley At The Golden Globes

Margaret Qualley
Image Credit: Getty

Margaret Qualley received her first Golden Globe nom for The Substance, and she arrived at the awards show ready for the moment looking like a chiffon dream.

Best – Demi Moore At The Golden Globes

Demi Moore
Image Credit: Getty Images

Not to be outdone by her other self (and Substance co-star) Margaret, Demi looked like a gorgeous golden statue herself when she accepted her Golden Globe.

Best – Cynthia Erivo At The Oscars

Cynthia Erivo
Image Credit: Getty Images

Nominated for playing Elphaba in Wicked, Cynthia channeled the green girl once again a look so gorgeous I could melt.

Best – Ariana Grande At The Oscars

Ariana Grande Oscars
Image Credit: Getty

We’ve got yet another co-star duo shining at an awards show together. This time Ariana embodied Glinda by practically floating in her own bubble of a dress.

Worst – Ariana Grande At The Golden Globes

ariana golden globes
Image Credit: Getty Images

Unfortunately, not all Ari’s looks can be winners, and the yellow color on this one just washed her out.

Best – Andrew Scott At The SAG Awards

andrew scott
Image Credit: Getty Images

Hot Priest being hot simply works for me.

Worst – Michelle Yeoh At The Critic’s Choice Awards

Michelle Yeoh Critic's Choice Awards 2025
Image Credit: Getty

Michelle Yeoh is one of the most gorgeous humans alive, so it truly pains me to critique this look. But unfortunately this dress kind of looks like a bunch of laundry that got stitched together.

Best – Selena Gomez At The Oscars

Selena Gomez Oscars
Image Credit: Getty

Selena had no misses all awards season long, but my favorite look of hers is this jeweled dress that looks classic and modern all at once.

Worst – Elle Fanning At The Golden Globes

elle fanning
Image Credit: Getty Images

What’s with all the yellow washing everyone out? The leopard print is fun, though.

Best – Bowen Yang At The Oscars

Bowen Yang Oscars
Image Credit: Getty

We love to see men dress up their suits, and the Wicked star brought so much Ozian flair to the Oscars red carpet.

Worst – Miley Cyrus At the Vanity Fair Oscars After Party

Miley Cyrus Vanity Fair Oscars party
Image Credit: Getty

The combo of the no eyebrows and the shapeless black sack make this whole thing a wrecking ball of a look… in a bad way.

Worst – Zoe Saldaña At The Vanity Fair Oscars After Party

Zoe Saldaña Vanity Fair Oscars party
Image Credit: Getty

I’m sorry, but the skirt looks like the dust ruffle of a bed. Zoe does get puts for the Oscar, which makes a killer accessory.

Worst (And Best?) – Jeremy Strong At The Golden Globes

Jeremy Strong Golden Globes
Image Credit: Getty

It was the second most iconic bucket hat in history, the Mia Thermopolis homage heard round the world. Honestly, it’s so bad, it’s good.

Sarah Halle Corey
Sarah Halle Corey is an entertainment writer and screenwriter with a passion for rom-coms, 1990s-2000s nostalgia, and niche pop culture deep dives. She's based in LA, but has roots in New York and Chicago, and so she has really complicated feelings about pizza.