Racing at age two, one of Orlando's most significant wins came in the July Stakes at Newmarket Racecourse. Ridden by Nat Flatman, the three-year-old Orlando finished second in the 1844 Epsom Derby but was awarded first place after an investigation concluded that winner "Running Rein" was in reality a four-year-old named Maccabeus who ran in Running Rein's name.
Stud record
Orlando stood at his owners stud until August 1851 when Peel held a dispersal sale and Orlando was sold to Charles Greville. Orlando was the Leading sire in Great Britain & Ireland three times, in 1851, 1854, and 1858. He was second and/or third on the sires list seven times between 1853 and 1861. In all, he was the sire of 352 horses who won a total of 797 races including four Classics. Teddington won the 1851 Epsom Derby, and Fazzoletto, Diophantus and Fitz-Roland, all won the 2,000 Guineas.[1] His daughter, Imperieuse won the St Leger Stakes and One Thousand Guineas, and was the dam of Deliane (won FR Prix de Diane).
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