Hollywood’s most stylish stars turned the red carpet into a masterclass in modern glamour as they gathered for the 2026 WWD Style Awards, celebrating the industry’s most influential figures in fashion and beauty. Held at the iconic Regent Santa Monica Beach, this annual event drew an A-list crowd dressed to impress, with bold silhouettes, elegant tailoring, and statement accessories stealing the spotlight throughout the night.
Leading the fashion pack were icons like Pamela Anderson, Demi Moore, Cameron Diaz, and Cindy Crawford. They all delivered unforgettable looks that perfectly balanced timeless elegance with a contemporary edge, proving that when it comes to personal style, these stars reign supreme.
Pamela Anderson led the best-dressed list with effortless authority, proving once again that timeless style never dates. She embraced her signature minimalist glamour in a sleek, all-black ensemble complete with a belted coat dress, gloves, and oversized sunglasses. Her softly waved platinum hair and makeup-free glow added to the understated elegance, making her look one of the most talked-about of the night.
“Pamela Anderson showed us all that true style is timeless,” commented a fashion enthusiast at the event.
Demi Moore brought classic red-carpet drama in a sparkling halterneck black gown that perfectly skimmed her figure. She elevated the look with a dazzling diamond necklace and wore her glossy dark hair swept to one side, striking the perfect balance between Hollywood glamour and modern sophistication.
Cameron Diaz opted for sharp tailoring, stepping out in a chic black suit layered over a strapless top. She added a bold red lip for contrast, keeping her accessories minimal while letting the clean lines of her outfit do the talking.
Emily Blunt turned heads in a fashion-forward two-piece ensemble featuring a cropped, embellished jacket and high-waisted black trousers. Layered diamond necklaces and pointed heels completed the look, giving her a contemporary edge that stood out on the red carpet.
Mindy Kaling brought sleek sophistication to the event in a one-shoulder black leather mini dress with sculptural draping. Her glossy bob and statement jewelry added a bold yet elegant touch.
Paris Hilton stayed true to her glamorous roots in a leopard-print mini dress layered over sheer black tights. Finished with towering heels and statement earrings, the socialite delivered a high-fashion moment that felt playful yet polished.
Cindy Crawford exuded effortless elegance in a rich burgundy one-shoulder gown. With a gold clutch and her brunette hair in soft waves, she proved that classic silhouettes remain eternally chic.