Wolstenholme commentated on many English domestic football games of the 1950s and 1960s, including the first ever game featured on "Match of the Day" in 1964. He covered the FA Cup final in 1951 and then every year from 1953 to 1971, the year of Arsenal's "double". For the BBC he commentated on the 1960 European Cup Final between Real Madrid and Eintracht Frankfurt at Hampden Park, widely regarded as one of the greatest football matches ever played.