The 2006 press tour for the beloved holiday film, The Holiday, saw stars Jude Law, Cameron Diaz, and Kate Winslet grace the red carpet in glamorous ensembles fit for both Hollywood premieres and festive Christmas parties. Let’s revisit their sartorial choices and how they reflected the fashion trends of the time.
The overarching theme of the press tour fashion leaned towards a sophisticated blend of business-casual with a touch of glam. For the film’s November 29th, 2006 release in New York City, the trio, who starred alongside Jack Black and Eli Wallach in Nancy Meyers’ classic, coordinated in a striking combination of gold and black.
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Cameron Diaz, known for her role as Hollywood executive Amanda Woods, donned a floral gold minidress featuring 2000s signature flutter sleeves and a two-toned metallic ruffled hem. Diaz, typically a blonde, sported a darker brunette hair color for the event, while retaining her trendy side bangs. Kate Winslet, who played journalist Iris Simpkins, opted for a sleek all-black satin skirt suit, her hair a light golden hue contrasting beautifully with her ensemble. Jude Law, portraying the charming Graham Simpkins, wore a classic black two-piece suit, a striped tie, and a white button-up shirt with a contrasting black collar, a distinct throwback to earlier fashion trends.
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For the London premiere on December 5th, the stars embraced a more unified color palette, all opting for black. Diaz chose a floor-length halter dress with a metallic sheen, while Winslet wore a mini velvet dress adorned with bows and tulle. Law complemented his collared shirt with a gray blazer and a sheer vest.
Beyond the fashion, interesting behind-the-scenes details about The Holiday have emerged over the years. In a 2006 interview, Jude Law revealed that Amanda’s idyllic Cotswolds cottage wasn’t real. Unable to find the perfect location, director Nancy Meyers had the charming cottage built from scratch in a field. Law also shared that the interiors were filmed in Los Angeles months later, highlighting the movie magic behind creating the film’s picturesque setting.
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Adding to the film’s enduring appeal, Law has expressed enthusiasm for a potential sequel, even recreating his iconic “Mr. Napkin Head” scene on social media with Meyers. Costume designer Marlene Stewart has also shared insights into the film’s iconic looks, highlighting how Amanda’s “quiet luxury” wardrobe was ahead of its time. The enduring popularity of The Holiday and its fashion choices continue to spark conversation and nostalgia nearly two decades later.
