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Five Miles Is Longest Race -Ever Run at Churchill LOUISVILLE. .Ky. — A five-mile race is the longest ever written for horses* compefc- Many of the two-mile lieat races went threej heats, or a total of sis miles. Contestants in these events, however, had something like 30-minute breaks between each heat. ing at Churchill Downs. The last race at this distance over the Louisville track was in 1911. There have been occasions where a horse had to run farther than five miles in order to win a race at the track.