Cheltenham Gold Cup was responsible for all of the first five horses to finish – Bregawn, Captain John, Wayward Lad, Silver Buck and Ashley House. The 1986 winner, Dawn Run, is the only horse to have ever won both this race and the leading hurdle event, the Champion Hurdle. One of the most popular horses to win the Gold Cup was Desert Orchid, a grey who won the event in 1989. The following year's running was won by Norton's Coin, whose starting price of 100/1 represents the race's longest ever winning price. The entire Cheltenham Festival was cancelled in 2001 because of an
Ladbrokes Trophy the Whitbread Gold Cup, which was first run seven months before the "Hennessy", and which was sponsored by Whitbread until 2001. Ladbrokes were announced as the new race sponsor in February 2017. The race has been won by nine horses which have also won the Cheltenham Gold Cup. The most recent of these is Native River, the winner of the latter race in 2018. Many Clouds became the first horse to win both the Hennessy Gold Cup and the Grand National, in 2014 and 2015 respectively. Most successful horse (2 wins): Leading jockey (3 wins): Leading trainer (7 wins): Ladbrokes