Bob Dylan Surprises Fans With Song He Hasn’t Played Since 1989

Bob Dylan has never been one to follow expectations. Even after nearly seven decades in the music industry, the legendary artist continues to surprise fans with unexpected setlist choices. That’s exactly what happened during a recent performance at the Outlaw Music Festival in Saratoga Springs, New York.

According to Parade, the 84-year-old singer stunned the crowd by opening his show with “Positively 4th Street,” a song he hadn’t used to kick off a concert since 1989. For longtime fans, it was a powerful reminder that Dylan’s creativity and spontaneity are still alive and well.

“Positively 4th Street” Returns To The Spotlight

@daily_dylan_official At the Outlaw Music Festival in Saratoga Springs, NY this past weekend, Bob Dylan opened his set with ‘Positively 4th Street’ — a song he hadn’t used to kick off a show since 1989. ?: Chris Devers #bobdylan #outlawmusicfestival ♬ Originalton – Daily_Dylan

 

Dylan’s performance sparked excitement across social media, especially on TikTok, where many viewers praised the unexpected move. One review on Flagging Down the Double E’s described the moment as “a killer opening,” noting that Bob Dylan “really leaned into the growl” of his vocals while maintaining his iconic intensity. Fans online also praised his voice, calling it the “best” they’ve heard in years.

The song itself holds a unique place in Dylan’s catalog. Recorded during the sessions for his 1965 album Highway 61 Revisited, “Positively 4th Street” wasn’t included on the final album but was released as a standalone single. Over the years, many have speculated about the inspiration behind the song, with some pointing to model Edie Sedgwick, who was once linked to Dylan shortly before his marriage to Sarah Lownds.

A Moment That Proves Dylan Is Still Full Of Surprises

Whatever the song’s origins, the choice to open with it after 35 years demonstrates Bob Dylan’s continued ability to defy expectations. He has always kept fans guessing—and that’s part of what has made his career so enduring. Even now, well into his eighties, Dylan finds new ways to connect with audiences through his music and performances.

As fans continue to reflect on the Saratoga Springs concert, many are hopeful this iconic moment signals more surprises ahead. For Bob Dylan, it seems, there’s still no script—only music, mystery, and a legacy that keeps evolving.