Could the puzzle be: Queen of the Square? We know teams were spotted at the Queen of the Square Cinema, Stratford City Hall Auditorium
Queen = Queen
Dove - D = Ove = Of
Teapot = T + HE = The
Square = Square
As for the leg I think it will be something like:
Land in Toronto
Drive to Equinox assembly plant (Sign up for Hour of Operation)
Route info Task at Assembly Plant (or maybe they do the task at night and the HoO is in Stratford
Drive to Stratford
Detour: Word puzzle or Chocolate
City Hall (Queen at the Square)
Roadblock: Shakespeare roadblock
Maybe the roadblock is before the detour (and the pitstop is Queen at the Square)