Windsor Mayoral Race 2024 Candidates. Windsor mayor drew dilkens has clinched a third term in office, and his closest competitor was chris holt, who vacated his ward 4 seat to make a bid for the. Windsor’s ward 3 has drawn a crowded field of city council hopefuls, with nine candidates in the race.

Photo by dan janisse / windsor star. Hallett was elected to his district 6 seat two.