The 1966 Finals Series: First Semi-Final (Essendon defeats Geelong); Second Semi-Final (Collingwood defeats St.Kilda); the Preliminary Final (St.Kilda defeats Essendon) and the Grand Final (St. Kilda defeats Collingwood). (4 items). St.Kilda goes on to win the Grand Final by 1 point over Collingwood in front of more than 102,000 fans. Ian Stewart of St. Kilda won his 2nd Brownlow Medal.