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Most Rain for 29 Renewal LOUISVILLE, Ky. — The weather has not always been the best at Churchill Downs on Derby Day. At least not since 1927. according to the records of the Louisville Weather Bureau. They show a measurable amount of rain has fallen on 16 of the 31 Derby Days since then. The worst occurred on May 18, 1929, when 1.19_inches of precipitation was recorded.