First recorded by Leadbelly (1940).
Also recorded by Woody Guthrie (1944), Lonnie Donegan (1956), The Weavers (1960), John Herald & The Greenbriar Boys (1961).
Hit version by Peter, Paul & Mary (US #35/MOR #17 1963).
From the wiki: “Skewball was a racehorse born in England in 1741 (his name has also been variously recorded as ‘Squball’, ‘Sku-ball’, or ‘Stewball’) who went on to win many races in England and Ireland. His most famous race in Kildare inspired the folk ballad. There are two major but different arrangements of the sporting ballad, generally titled either ‘Skewball’ or (in the U.S.) ‘Stewball’. Versions date at least as far back as the 18th century. In most versions of ‘Stewball’ the winning horse triumphs due to the stumbling of the lead horse; ‘Skewball’ wins simply by being the faster horse in the end.
“The oldest broadside identified with the ballad is dated 1784 and is held by the Harding Collection of the Bodleian Library of the University of Oxford. The song spread to America by 1829 when it was published in a Hartford, CT, songbook. American versions were sung and adapted by slaves in the Southern United States ‘Stewball’ horse racing also began in Kentucky, Texas and California.