‘The Holiday’ Cast Today: Photos of Actors Then and Now

A heartwarming classic. The Holiday won over the hearts of moviegoers around the globe after it hit theaters in 2006. Starring Cameron Diaz, Kate Winslet, Jude Law, Jack Black and Eli Wallach with appearances by Kathryn Hanh and John Krasinski, the Nancy Meyers-directed film rightfully earned its place in the beloved holiday movies lineup, right alongside other festive staples like Elf, The Family Stone, The Santa Clause, Almost Christmas and more.

Though The Holiday has stood as its own entity for more than 15 years, rumors of a sequel began to swirl in December 2022, sending fans into a complete frenzy over the speculation. However, Nancy shot the rumors down in a simple Instagram post, captioning a screenshot of a headline that alleged Cameron, Jude and the rest of the original cast were returning for a second installment, “So many DMs about this – sorry but it’s not true.”

While speaking to Collider in 2006, Kate got candid about portraying Iris, telling the outlet she “genuinely adored” playing the role.

“I think the thing I loved the most about Iris is that it was an opportunity for me to play somebody who was emotionally complex, because I do believe that she is,” the Titanic alum said. “But at the same time she’s such a good person, she really is. She’s a very decent, honest, English girl, you know, she has quite traditional values and I’m like that myself also. And it was really a pleasure to play somebody who I was able to fully embrace and really adore.”

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Cameron, for her part, couldn’t stop gushing about Nancy – who also wrote the screenplay – in an interview. “She had written the script with me in mind, so I thought that was incredibly flattering. I just love her words – I love the way she puts them together … I just love her as a filmmaker. I think her keen sense of detail and the way she creates a film that just feels like … being lost in movie land is wonderful.”

Though Nancy’s confirmation that a sequel isn’t in the works disappointed fans – including celebs like Kris Jenner and Katie Couric, both of whom expressed their sadness in the comment section of the director’s post – the film still lives on as one of the most cherished romantic comedies of all time.

Keep scrolling to find out where the cast of The Holiday is today!

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Kate Winslet

The award-winning actress’ career has flourished since The Holiday hit theaters. The Reader, Revolutionary Road, Contagion, The Mountain Between Us and Mare of Easttown – which earned her an Emmy Award, Golden Globe Award and more – are just some of the notable projects she’s starred in over the years.

Cameron Diaz

Cameron went on to star in a plethora of movies after portraying Amanda in The Holiday, including My Sister’s Keeper, Bad Teacher, The Other Woman, Sex Tape and Annie before stepping away from acting in 2014, later announcing her retirement in 2018.

In 2022, the actress joined the celebrity “unretirement” trend when Jamie Foxx announced that she would be joining him in a forthcoming Netflix movie, which was slated to start production the same year.

Jude Law

Jude, who portrayed widower Graham (and Cameron’s sappy and emotional love interest!) went on to appear in films like Sherlock Holmes, Repo Man, The Grand Budapest Hotel and the Fantastic Beasts franchise. He is set to play the part of Captain Hook in Disney’s Peter Pan & Wendy, which will hit theaters sometime in 2023.

Jack Black

Jack, who played the role of Miles (and Kate Winslet’s sweet and quirky love interest!), has kept busy over the years, voicing Po in the Kung Fu Panda movies and starring in films like Gulliver’s Travels, The D Train, The Polka King and Jumaniji. After spending the summer of 2022 touring with his rock band, Tenacious D, Jack and bandmate Kyle Glass are set to take their act to Europe for a 2023 tour.

Edward Burns

Edward – who appeared briefly in the beginning of The Holiday as Cameron’s cheating boyfriend she kicks out of her gorgeous Los Angeles mansion – has steadily worked as a TV and movie writer, and has continued to act as well. Some of his notable credits include 27 Dresses, Friends With Kids, The Fitzgerald Family Christmas (in which he also served as a writer), Public Morals and Bridge and Tunnel, which he created.