Naomi Watts, Michelle Williams and Uma Thurman Steal the Spotlight as Prada Brings Hollywood Glamour to Milan

Samantha Allen
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Milan Fashion Week opened with serious Hollywood star power on Tuesday as Naomi Watts, Michelle Williams and Uma Thurman led a packed celebrity turnout at Prada’s Spring/Summer 2027 show.

The actresses were joined by Alexa Chung, Emilia Clarke, Sadie Sink, Gabrielle Union, Dwyane Wade, Charli D’Amelio, Camila Mendes, Naomi Ackie and Molly Gordon as the Italian fashion capital welcomed another major season of runway presentations.

Naomi Watts Steps Out in Striking Blue and Black Look

Naomi Watts made a colourful entrance at the Prada show in a bold blue midi skirt paired with a short-sleeved black pleated shirt.

The 57-year-old King Kong actress completed the ensemble with vintage-style white-framed sunglasses and carried a coordinating handbag.

She wore her blonde hair swept into a dramatic quiff and finished her Fashion Week appearance with black heeled brogues.

Michelle Williams Embraces Florals for Prada Show

Michelle Williams opted for a considerably different look, arriving in a white midi dress covered with red floral detailing.

The 46-year-old actress wore the dress with a square neckline and used a matching belt to define her waist.

Black stilettos completed the outfit as the Dawson’s Creek star joined fellow celebrities ahead of Prada’s latest collection unveiling.

Uma Thurman Brings Bold Colour to Milan

Uma Thurman also embraced strong colours for her appearance, combining a vibrant red jumper with a mustard-coloured pleated skirt.

The 56-year-old actress added black stilettos, sunglasses and a burgundy handbag.

Wearing her blonde hair in loose waves, Thurman smiled and waved at fans waiting outside before heading into the show.

Alexa Chung Flashes Her Midriff in Red Cardigan

Alexa Chung continued the colourful theme with a red cardigan that she wore partially unbuttoned, revealing her midriff.

The 42-year-old model and presenter paired the cardigan with a grey wool skirt.

She carried an oversized grey drawstring bag and wore towering brown heels as she left her hotel and made her way to the Prada event.

Emilia Clarke Goes for Contemporary Grey and Black Ensemble

Emilia Clarke was another familiar face arriving for the highly anticipated runway presentation.

The actress chose a modern grey bomber jacket worn with a black skirt and heels.

She added sunglasses to the look and smiled for photographers before heading inside.

Sadie Sink Makes Dramatic Entrance in Backless White Dress

Stranger Things star Sadie Sink opted for one of the day’s more dramatic ensembles.

The actress arrived wearing a daring white backless dress before making a quick entrance into the venue.

Sink was photographed glancing over her shoulder as she headed inside to join the celebrity-packed audience.

Gabrielle Union and Dwyane Wade Arrive Hand-in-Hand

Gabrielle Union turned the Prada show into a couple’s outing as she arrived holding hands with husband and former basketball star Dwyane Wade.

Union wore an all-black combination featuring a jacket, skirt and knee-high boots.

Wade complemented his wife’s sophisticated appearance in a grey double-breasted suit as the pair posed together outside the event.

Charli D’Amelio Makes Statement in Bright Red

Charli D’Amelio was difficult to miss in another striking splash of red.

The social media star wore a bold red dress with black heels and carried a matching black handbag.

Her appearance added to the considerable mix of film, television, fashion and internet personalities attending Prada’s Milan presentation.

Camila Mendes Opts for Classic Shirt and Pleated Skirt

Camila Mendes took a more understated approach.

The Riverdale actress wore a crisp white shirt tucked into a long grey wool pleated skirt.

Her bobbed hair was styled straight, while a plum handbag and matching stilettos brought additional colour to the ensemble.

Naomi Ackie Shows Off Embroidered Prada Look

Naomi Ackie arrived in a yellow crop top that exposed her midriff, teaming it with an embroidered black skirt.

She stopped for photographs outside the show before joining the other celebrity guests.

The Bear actress Molly Gordon, meanwhile, kept her appearance minimalist in a white square-neck midi dress worn with black heels.

Milan Fashion Week Opens With Major Prada Presentation

Prada helped launch Milan Fashion Week on Tuesday after the international fashion calendar moved on from New York and London.

Diesel was also among the brands presenting on the opening day, while the Vogue World event was scheduled for Milan’s historic Galleria Vittorio Emanuele II.

The packed programme continues on Wednesday with presentations from names including Jil Sander, Daniela Gregis, Antonio Marras, Fendi, Vivetta, Missoni, MM6 Maison Margiela and Etro.

Max Mara, Gucci and Moschino Among Major Shows Ahead

Thursday’s schedule begins with Max Mara before collections from Genny, Anteprima, Marni, Alberta Ferretti and Roberto Cavalli.

Friday brings another major group of fashion houses, including Tod’s, Sportmax, Blumarine, Elisabetta Franchi, Luisa Spagnoli and The Attico.

Gucci and Moschino are also among the brands scheduled to present during the week.

Heading into the weekend, Ferragamo, Dolce & Gabbana, Bottega Veneta and Philipp Plein will take their turns before the Milan programme moves toward its Sunday finale, which includes Marques’Almeida and Giorgio Armani.

Versace, Emporio Armani and BOSS Missing From Schedule

Several major names are notably absent from this year’s regular runway schedule, including Versace, Emporio Armani and BOSS.

Pieter Mulier is expected to unveil his first Versace collection in 2027.

Fashion followers will also have to wait until next year for their first look at Dario Vitale’s Emporio Armani, while the Spring 2027 Emporio Armani collection is set to be presented through a presentation rather than the brand’s traditional runway format.

Uma Thurman Recently Revealed She Nearly Abandoned Acting

Thurman’s Fashion Week appearance comes after the actress recently reflected on a very different period of her career, revealing that she once considered leaving acting before landing her breakthrough role in Pulp Fiction.

Speaking during an appearance on Running Wild with Bear Grylls, Thurman discussed growing up with dyslexia and said she was not reading until she was around eight or nine years old.

Coming from what she described as an academic family, acting eventually became an outlet that helped her overcome some of her shyness and gave her hope about her future.

Difficult Hollywood Experience Nearly Changed Thurman’s Career

Thurman said a troubling previous professional experience had caused her to lose confidence in acting before Quentin Tarantino’s Pulp Fiction arrived.

She described the earlier episode as a “typical icky Hollywood experience” and said she had been seriously considering quitting.

Her experience making Pulp Fiction ultimately changed that trajectory.

After seeing what she considered genuine filmmaking and cinema during the production, Thurman said she realised she wanted to continue acting.

The 1994 film, in which she played Mia Wallace alongside John Travolta and Samuel L. Jackson, went on to become the defining breakthrough of her career.

Thurman Says Nervousness Followed Her Through Hollywood Career

Despite her subsequent success, Thurman admitted she continued expecting her career to disappear.

She said she often believed “the gig would be up” and that she would eventually be pushed back out of the industry.

For years, the actress viewed nervousness as something that gave her an edge professionally.

Now, decades after the role that convinced her not to abandon Hollywood, Thurman says she is beginning to challenge that belief and feels she ultimately navigated the pressures of her career relatively well.

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About Samantha Allen

Samantha Allen is a seasoned journalist and senior correspondent at TDPel Media, specializing in the intersection of maternal health, clinical wellness, and public policy. With a background in investigative reporting and a passion for data-driven storytelling, Samantha has become a trusted voice for expectant mothers and healthcare advocates worldwide. Her work focuses on translating complex medical research into actionable insights, covering everything from prenatal fitness and neonatal care to the socioeconomic impacts of healthcare legislation. At TDPel Media, Samantha leads the agency's health analytics desk, ensuring that every report is grounded in accuracy, empathy, and scientific integrity. When she isn't in the newsroom, she is an advocate for community-led wellness initiatives and an avid explorer of California’s coastal trails.