Chestertown’s First Ward council seat has been vacant since the resignation of Tim O’Brien, who had 13 months remaining on a four-year term. According to a legal notice posted on the town website, there will be a special election for the First Ward council seat on Jan. 21, 2025. Residents of the First Ward must be registered with the Kent County Board of Election Supervisors on or before Friday, Dec. 20, 2024. All Chestertown residents currently registered with the county are automatically registered to vote in town elections. The Kent County Board of Election Supervisors is located at 135 Dixon Drive in Chestertown; hours are 8:30 a.m. to 4:30 p.m. on weekdays — except holidays.