The paper highlights the trends in educational evaluations in Nigeria starting from the pre-colonial Nigeria to the contemporary. Nigeria first practiced traditional educational evaluation but the system was criticized for lack of documented data. Then the colonial one-shot end of programme evaluation which was later found to be judgmental, breeds examination malpractice among other ills. The present continuous assessment system was introduced to take care of the anomalies and reposition our educational system. The new system is however not free from issues and challenges. These have been highlighted and recommendations made.