Film critic Richard Roeper admitted that in the five years he co-hosted with Roger Ebert, this film was the closest he'd come to walking out halfway. Looking back, he wishes he'd walked out.
Jim Carrey was asked to reprise his role of Stanley Ipkiss/The Mask, and accepted. He quit once he read the script, knowing that the movie would be a failure.
Plans for a sequel, "The Mask II", were in the works years before this film. Nintendo Power magazine held a contest, and first prize was a walk-on role in that movie. The project was canceled, and Nintendo Power issued a public apology to the contest winner in their final issue. Years later, the winner was revealed as Nathan Ryan Runk, from Arbutus, Maryland. The film was technically on hold, so Runk could have chosen the role or money and merchandise. Runk, who was 12 at the time, chose the money, and received $5,000, a film crew jacket (which he later lost), and several Super Nintendo video games, including "Pilotwings 64" on Nintendo 64. He later claimed it was "absolutely the right call."
When asked why he agreed to do the film, Jamie Kennedy's response was: "I'll give you 2.5 million reasons."
Alan Cumming claimed that the working titles for the film were "Attack Of The Mask" and "Curse Of The Mask".
This is one of three times that a movie starring Jim Carrey had a sequel in which Carrey was not involved. The other sequels are: Dumb and Dumberer: When Harry Met Lloyd (2003) and Evan Almighty (2007). Carrey appeared in Dumb and Dumber To (2014), but that was the second sequel to Dumb and Dumber (1994), not its immediate successor. Batman & Robin (1997) was a slightly different circumstance, as Carrey did not play any title characters.
Two dogs played Otis. They were each taught different tricks. Their fur was dyed in patches so they matched on screen.
Even though Son of the Mask was heavily panned, Alan Cumming's performance was heavily praised.
Jamie Kennedy reportedly hated his time in Sydney filming this movie. Hardly anyone recognized him in public, and he was repeatedly turned down by local women in bars, who had no idea who he was.
The fictitious city featured in this film is "Fringe City." The city in the original The Mask (1994) is called "Edge City".