When you think of Hollywood icons and entertainment legends, images of red carpets, glamorous events, and blockbuster movie sets probably come to mind. But for some of America’s most famous stars, there’s another passion behind the scenes — chess.
This timeless strategy game has long captured the attention of thinkers and creatives alike, and several U.S. celebrities have proven themselves to be devoted fans. Let’s take a look at some American stars who genuinely love the game of kings — and have the receipts to prove it.
1. Woody Harrelson
You may know Woody Harrelson from True Detective or The Hunger Games, but did you know he’s also a chess fanatic? Harrelson is no casual player — he’s made the ceremonial first move at the World Chess Championship in both 2016 and 2018. In 1999, he even played a friendly (assisted) game against World Champion Garry Kasparov. Whether on set or at chess events, Woody’s love for the game is as real as it gets.
2. Arnold Schwarzenegger
The Terminator himself is also a devoted chess player. Arnold has been seen playing chess between takes on movie sets and has publicly talked about how the game helps him relax and stay mentally sharp. For a man who’s conquered bodybuilding, Hollywood, and politics — it’s no surprise he finds strategy just as thrilling on the chessboard.
3. Will Smith
Will Smith’s connection to chess started early — he learned the game from his father and later sharpened his skills with guidance from Grandmaster Maurice Ashley. He’s also shared photos and videos of himself playing with his son, Trey. For Smith, chess isn’t just a pastime — it’s a tool for bonding and mental focus.
4. Humphrey Bogart
Even before celebrities and chess became a pop culture combo, classic Hollywood legend Humphrey Bogart was already ahead of the game. Bogart was a tournament-level player who often traveled with a pocket chess set and played between takes. He once famously challenged Grandmaster Samuel Reshevsky, proving his passion ran deep.
5. Stanley Kubrick
Before he became one of cinema’s greatest directors, Stanley Kubrick was making money playing chess in New York City parks. His meticulous style of filmmaking echoed his methodical approach to the game. Kubrick’s obsession with strategy, structure, and precision all started on the 64 squares.
6. Howard Stern
The radio king of shock talk, Howard Stern, is also a major chess lover. He’s spoken frequently about the game on his show and reportedly plays online as a way to unwind and challenge his mind. Chess offers Stern a calm, focused contrast to his high-energy media persona.
From film sets to championship events, these American celebrities prove that chess is more than just a game — it’s a mindset. Whether they’re planning their next big role or their next move on the board, these stars show that strategy, patience, and creativity are just as valuable off-screen as they are on it.