Direct answer: Mayor of Kingstown was filmed primarily in Kingston and Brantford in Ontario, Canada, with key scenes shot at Kingston Penitentiary (Kingston Pen) and surrounding locations. Additional shooting occurred in the Toronto area (Stratagem Studios) and other Ontario locations such as Hamilton, depending on the season and production needs. [sources and location details vary by season, but Kingston Penitentiary is a consistently cited filming site and Kingston/Brantford are common primary locations]