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Edgar Hoover was a frequent visitor during the era. Keeneland Race Course. Website Directions. During its year run, the track has welcomed historical figures, teetered on the brink of collapse, and reemerged as a premiere gaming and entertainment facility. Sign-up now!{/INSERTKEYS}{/PARAGRAPH} Train service from Baltimore boosted attendance, and the track continued to thrive through World War II. During the s, purses fell, leading to dwindling attendance and fewer high-caliber horses. Even with freezing temperatures and odds being calculated by slide rule, the grandstand overflowed. Read More Read Less. In , Hall of Fame jockey Bill began his career here, going on to win 4, races, including nine Triple Crown races. {PARAGRAPH}{INSERTKEYS}Since it was founded in , the race track at Charles Town has seen- and made- history. July 11, Toyota Blue Grass S. The track's future was in serious doubt; as recently as , observers feared the facility would close. Upcoming Signature Races. Stay up-to-date with the best from America's Best Racing! In , 19 year old Barbara Jo Rubin rode into history at Charles Town, becoming the first jockey to win a pari-mutuel race in the United States. More Races. The facility officially opened as Jefferson County Races on December 3, The Boyles had bet that Charles Town would draw crowds as the only northern track to hold races during the winter season, and they were right. July 18, TVG. Then, during the fall of , voters approved video lottery machines at Charles Town. Presidential candidate John F. Kennedy held a large rally at the track in , and J.