The most interesting event in the Medieval times would be in 1567: Queen Elizabeth I established the first English state lottery. Prizes included cash, plate, and tapestry, with 400,000 tickets offered for sale.
The most interesting event from the Early Modern Times is in 1726: The Netherlands formed what is now the oldest lottery still in operation.
Finally, The most interesting event from the Modern Times is in 1912: "Totalizator" was legalized, making racetracks the only legal betting place in Canada.
I think that all of this information is interesting. It is also exciting to learn about a different time or aera.