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The oldest race with a more or less continuous history is the French GP (1906 to date). The Pau GP dates back to 1901, but there wasn't another race until 1933. It could also be argued that the American Grand Prize (1908-16) and the American Grand Prix (1958 to date) are the same event. So, depending on your point of view, the 500 is either second, third or fourth oldest!
Other events with long histories dating from before 1914 were the Targa Florio (1906-77) and the Tourist Trophy (1905-94)
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