Cheltenham Gold Cup chasers as Arkle, Best Mate, Golden Miller, Kauto Star and Mill House. The Gold Cup is the most valuable non-handicap chase in Britain, and in 2014 it offered a total prize fund of £550,000. The first horse race known as the Cheltenham Gold Cup took place in July 1819. It was a flat race, and it was contested over 3 miles on Cleeve Hill, which overlooks the present venue. The inaugural winner, Spectre, won a prize of 100 guineas for his owner Mr Bodenham. The Cheltenham Gold Cup was first run as a jumps race on 12 March 1924. The
2014 Cheltenham Gold Cup 2014 Cheltenham Gold Cup The 2014 Cheltenham Gold Cup (known as the Betfred Gold Cup for sponsorship reasons) was the 86th annual running of the Cheltenham Gold Cup horse race and was held at Cheltenham Racecourse on Friday 14 March 2014. A total of 36 entries were received for the race with 2013 winner Bobs Worth the 2/1 favourite, and 2013 King George VI Chase winner Silviniaco Conti at 7/2 second favourite. The race was shown live on Channel 4 in the UK and Ireland. The race was won by 20/1 outsider Lord Windermere who won by a short head