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A Look Back at Julia Roberts’ Best-Dressed Moments of All Time

A Look Back at Julia Roberts’ Best-Dressed Moments of All Time

From her unforgettable red carpet debut in the ‘80s to her effortlessly modern looks today, Julia Roberts has always had a way of turning heads—not just with that signature smile, but with an enduring sense of style that’s equal parts classic, daring, and completely her own.

Whether she’s channeling Old Hollywood glamour in a sweeping gown or redefining power dressing in a perfectly tailored suit, Roberts proves time and again that true fashion icons never follow trends—they set them.

Join us as we rewind through her most memorable looks—the ones that made headlines, inspired millions, and solidified her place as one of Hollywood’s best-dressed stars of all time.

1. The Iconic Oversized Suit at the Golden Globes (1990)

One of Julia Roberts’ most unforgettable fashion moments came in 1990 when she accepted her Golden Globe award wearing an oversized grey Giorgio Armani suit. Breaking the red carpet mold of glitzy gowns, Roberts confidently embraced androgynous tailoring with loose-fitting trousers, a sharp-shouldered blazer, and a whimsical paisley tie.

The look was not only a bold departure from the expected but also a defining moment that cemented her as a style risk-taker with effortless charm. With her voluminous curls and megawatt smile, she turned a menswear staple into a fashion legacy.

2. Golden Glamour in Embroidered Versace (1998)

At the 1998 Golden Globe Awards, Julia Roberts stunned in a richly embroidered, high-neck Versace gown that showcased her penchant for bold statements with a romantic twist. The figure-hugging silhouette, dramatic slit, and intricate floral motif in jewel tones exuded opulence and confidence.

Paired with sleek black heels and a simple clutch, the look was a striking contrast to her earlier, more androgynous red carpet moments—proving her versatility as a style icon. Her sleek, side-parted hair and radiant glow completed the show-stopping ensemble with timeless elegance.

3. Radiant in Red Sequins at the Notting Hill Premiere (1999)

For the London premiere of Notting Hill in 1999, Julia Roberts glowed in a shimmering cherry red sequin dress that balanced playful charm with effortless sophistication. The high neckline and cap sleeves gave the look a demure silhouette, while the radiant sparkle of the fabric ensured all eyes were on her.

She paired the dress with minimalist black heeled sandals and a sleek black clutch, letting the dress take center stage. Her classic updo and fresh-faced makeup gave the ensemble a refined yet approachable elegance, making it one of her most memorable red carpet moments.

4. 73rd Academy Awards (2001)

Julia Roberts made fashion history at the 2001 Oscars in a vintage Valentino gown that was as timeless as her performance in Erin Brockovich, which earned her the coveted Best Actress award. The black velvet gown, accented with bold white piping and delicate straps, was a flawless blend of old Hollywood glamour and modern elegance.

With her hair styled in a classic chignon and minimal accessories, Roberts let the dramatic silhouette and emotional moment shine. This unforgettable look not only marked a career milestone but also became one of the most revered red carpet moments of all time.

5. The Golden Glow Moment at the Academy Awards (2004 )

At the 2004 Oscars, Julia Roberts radiated pure glamour in a champagne satin gown by Giorgio Armani, proving that understated elegance can still make a powerful statement.

The flowing fabric, soft draping, and tasteful embellishment at the waist created a goddess-like silhouette that perfectly complemented her sun-kissed waves and glowing skin.

With minimal jewelry and strappy sandals, Roberts let the luxurious texture of the dress do all the talking—an effortlessly chic red carpet moment that cemented her status as a style icon.

6. Power Pinstripes at the Golden Globes (1990)

Julia Roberts delivered a daring take on red carpet tailoring when she accepted her Golden Globe for Steel Magnolias in this pinstriped blazer dress. The structured, double-breasted design perfectly balanced sharp menswear elements with feminine polish, showcasing her signature confidence and charm.

Paired with sheer tights, sculptural earrings, and minimal makeup, the look captured the spirit of early-’90s power dressing while still feeling fresh and fashion-forward.

7. Effortless Elegance at Cannes (2016)

At the Cannes Film Festival, Julia Roberts made headlines with her stunning off-the-shoulder black Armani Privé gown that perfectly showcased her timeless beauty.

The flowing silhouette and subtle draping elevated the classic black dress to new heights, while her radiant smile and confident presence lit up the red carpet. She finished the look with a jaw-dropping emerald and diamond necklace by Chopard, adding a touch of bold luxury that proved less is more when it comes to red carpet magic.

Her decision to walk the red carpet barefoot only added to the charm and authenticity of the moment, making it one of her most iconic appearances to date.

8. The 50th British Academy Film Awards (1998)

Julia Roberts stunned in this figure-hugging burgundy gown, proving once again that simplicity can be breathtakingly elegant. The long-sleeved silhouette perfectly highlighted her statuesque frame, while the understated color allowed her radiant smile and natural beauty to take center stage.

Paired with strappy heels and delicate drop earrings, the look felt both refined and modern—an effortless demonstration of her quiet confidence on the red carpet.

9. Premiere of Ticket to Paradise (2022)

At the Los Angeles premiere of Ticket to Paradise on October 17, 2022, Julia Roberts fully embraced the Barbiecore trend in a vibrant hot pink gown by Greta Constantine.

The dress featured a plunging V-neckline, puffed sleeves, and a voluminous tiered skirt, exuding both playfulness and glamour. Styled by Elizabeth Stewart, Roberts complemented the ensemble with pink diamond Chopard earrings and styled her auburn hair in soft waves.

Her radiant appearance alongside co-star George Clooney on the pink carpet made this look one of her most memorable red carpet moments.

10. Pretty Woman Movie (1990)

Julia Roberts’ unforgettable red off-the-shoulder gown in Pretty Woman (1990) remains one of the most iconic fashion moments in film history.

Designed by costume designer Marilyn Vance, the figure-hugging scarlet dress featured a sweetheart neckline and elegant draping, paired perfectly with white opera gloves.

It became a defining visual of Roberts’ career and is still referenced today in discussions of cinematic style. This glamorous look marked a turning point in her character Vivian Ward’s transformation and left a lasting impact on pop culture.