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1922 — First Race — Eight local sportsmen met at the Fauquier Club in Warrenton to organize the first race over four miles of natural stone walls and rail fences at historic Oakwood, five miles west of Warrenton. These founders were Harry C. Groome, William S. Sowers, George B. Stone, E. AstleyCooper, J.A.C. Mason, Richard Wallach Sr., T. Lee Evans and E.W. Winmill. This first Virginia Gold Cup was won by Irish Laddie, owned by Katherine Elkins Hitt of Middleburg, daughter of a U.S. Senator from West Virginia.
1924 — Move to Broadview — Gold Cup moved to a new course, Broadview Farm near Warrenton, and was run for the first time under national steeplechasing rules.
1925 — 1st Gold Cup Trophy Retired by Katherine Hitt after three wins in the first four runnings of the Gold Cup race meeting.
1926 — Billy Barton, under Albert Ober Jr., became the only horse in history to win both the Maryland Hunt Cup and Virginia Gold Cup on successive Saturdays in the same year. Four other riders since then have won both races in the same year but on different horses — Mikey Smithwick (1950), Laddie Murray (1955), Charlie Fenwick (1979) and Jack Fisher (1994).
1929 — Move to Clovercroft — Race course temporarily relocated to Clovercroft Farm, several miles west of Warrenton, after a disastrous October 1927 fire in the Broadview mansion. Warrenton Mayor Thomas E. Frank had welcome notices printed that looked like parking tickets reading “Welcome stranger. Warrenton extends to you the. glad hand and hopes you will return early «*ideftpa/^>n the reverse was printed, ‘This card entitles you to park your car - -and .yourself as Jong as you. please in Watremuu_
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