Heather Graham Once Dated Heath Ledger: Which Other Celebrities Has She Been Linked To?

Throughout her decades-long career, actor Heather Graham has, unlike many celebrities, never married. But she has been linked to several men, many of whom are also famous. This includes a relationship with the late Heath Ledger. Who else had Graham dated, aside from the Brokeback Mountain star?

James Woods 

Heather Graham and James Woods in 1992
Heather Graham and James Woods in 1992 | Jeff Kravitz/FilmMagic, Inc

Graham began acting in the 1980s. Early films include License to DriveDrugstore Cowboy, and Shout. She earned a recurring role in the drama series Twin Peaks. In 1992, she appeared in the sports comedy Diggstown, which starred James Woods as a con man. She and Woods reportedly dated for about a year.

Woods and Graham are about 20 years apart in age. At the time they were together, she was in her early 20s. In 2000, Woods told Movieline that he “had a wonderful time,” while Graham later “said something like, ‘I don’t know what I was doing. I must have been looking for a father figure'” of their relationship.

Edward Burns 

Ed Burns and Heather Graham in 1999
Ed Burns and Heather Graham in 1999 | KMazur/WireImage

After several more movies, Graham skyrocketed to fame with her role in the hit period drama Boogie Nights. A little after this film came out, she began dating Saving Private Ryan actor Edward Burns. They were photographed together in 1998, and attended numerous premieres and award shows over the next two years.

Burns and Graham broke up in 2000. But before their split, they starred in Sidewalks of New York, which Burns also wrote, directed, and produced. In the movie, Graham’s character Annie connects with Burns’ Tommy, as she’s in an unhappy marriage. Graham assured Cinema.com the plot “had nothing to do with our relationship.”

Heath Ledger 

Heather Graham on the set of the film 'From Hell' in Prague, with her boyfriend, Australian actor Heath Ledger, in 2000.
Heather Graham on the set of the film ‘From Hell’ in Prague, with her boyfriend, Australian actor Heath Ledger, in 2000. | Juergen Vollmer/Popperfoto/Getty Images

After Graham and Burns broke up, she went to Prague, Czech Republic, to film the horror film From Hell. While she was there, she started dating Ledger, who was filming A Knight’s Tale on the same studio lot. Their romance continued after returning to the United States, but they split in 2001 after a year together.

Many years after Ledger’s 2008 death, Graham spoke about their relationship. “Going through my photos I found these,” she wrote in an Instagram post shared in February 2021, including the above pic from filming in Prague. “Just remembering this time. Heath Ledger was such a special person,” she added.

Matthew Perry 

Heather Graham and Matthew Perry in 2002
Heather Graham and Matthew Perry in 2002 | Michael Caulfield/WireImage

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Though Graham told Cinema.com she was “gonna try” to “date somebody who’s not in this same world” as her (referring to show business), this resolve didn’t hold strong for too long. Late in 2002, she was linked to Friends star Matthew Perry, who was, at the time, one of the most sought-after names in Hollywood. But their relationship didn’t last long.

Chris Weitz

Heather Graham and boyfriend Chris Weitz in September 2003.
Heather Graham and boyfriend Chris Weitz in September 2003. | Bruce Glikas/FilmMagic

In January 2003, Graham attended the Golden Globes with boyfriend Chris Weitz, who was nominated for Best Motion Picture — Musical or Comedy for the 2002 film About a Boy, which he co-directed. And two months later, she joined him at the Academy Awards, where the movie was also nominated. Graham and Weitz broke up in 2004.