Rumours surrounding the romantic life of actor Joshua Jackson have intensified following his recent appearance alongside model Olivia Burgess in New York City. The 47-year-old star, best known for his role in the iconic series “Dawson’s Creek,” was seen enjoying a casual stroll with Burgess on Sunday, June 7, leading to speculation about a blossoming relationship between the pair.
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The outing took place shortly after Jackson attended the Tribeca Festival, where he marked the premiere of his latest film titled “Happy Hours,” which also features his former co-star Katie Holmes. The sighting of Jackson and Burgess, who appeared happy and affectionate as they held hands, has sparked conversations about the state of the actor’s love life.

On the evening of their New York escapade, Jackson opted for a stylish all-white ensemble, while Burgess complemented his look with a black camisole paired with gingham shorts. They were seen smiling and linking arms during their time together, showcasing a comfortable rapport between them.

The timing of this revelation has prompted speculation about Jackson’s relationship history, particularly with Holmes. Fans have been buzzing since April when Holmes liked several comments on social media that hinted at rekindling her romance with Jackson. Those comments were made under a post promoting “Happy Hours,” presumably causing a stir among their audience as they reminisced about the duo’s past relationship during the filming of “Dawson’s Creek” two decades ago.
In discussing their reunion on-screen, Holmes shared insights with Variety in the lead-up to the Tribeca Festival premiere. Reflecting on their collaboration that transpired 25 years ago, she expressed that both of them had evolved significantly but still managed to connect deeply during the filming process. “It’s like a shorthand that we quickly realise still exists,” she remarked, emphasising their chemistry, which has endured the passage of time.
For context, Jackson and Holmes previously had a brief romantic involvement in the late 1990s when they dated for approximately a year. Although their paths diverged after that period, their latest cinematic collaboration appears to have reignited public intrigue regarding their personal lives.
Jackson’s relationship with Holmes has been a subject of curiosity for fans. Nevertheless, the actor was previously married to Jodie Turner-Smith with whom he shares a daughter, Juno. The couple announced their split in 2023, and their divorce was finalised in May 2025. The revelations about Jackson’s recent outing with Burgess come amid this transitional phase in his life.
As for Holmes, enquiries surrounding her and Jackson’s potential rekindling have yet to elicit a formal response from her representatives. The evolving dynamics of their relationships provide fertile ground for speculation as the public remains enchanted by the stories of their past.
In an age where celebrity relationships are scrutinised under the lens of social media, the intrigue around Jackson and Holmes stands testament to the nostalgia associated with “Dawson’s Creek.” Their longstanding connection, both professionally and personally, continues to captivate audiences. Whether or not a romance is genuinely on the horizon for Jackson and Burgess, or for him and Holmes, remains to be seen, but the public’s keen interest provides a glimpse into the continued fascination with the lives of those who once captured hearts on screen.
As fans await further developments, Jackson and Burgess’ recent outing adds another layer to the continuing narrative of romance in Hollywood, illustrating the mingling of personal and professional lives that so often occurs in the entertainment sector. With upcoming projects on the horizon, both actors undoubtedly have much to look forward to, both on-screen and in their personal lives.
