Top 5 Cheltenham Gold Cup Upsets

Here at we'll take a look at some of the greatest upsets in the Cheltenham Gold Cup's 100-year history

Top 5 Cheltenham Gold Cup Upsets
Top 5 Cheltenham Gold Cup Upsets

The Cheltenham Festival draws to a conclusion for another year on Friday but on the final day of the 'Greatest show on turf', we'll be treated to the blue riband event on the National Hunt calendar; the Cheltenham Gold Cup. Last year's winner, Galopin Des Champs is the red-hot favourite to retain his title but this iconic race occasionally throws up a real upset. Here at we'll take a look at some of the greatest upsets in the Cheltenham Gold Cup's 100-year history.

1. Norton's Coin (1990 - 100/1)

Kicking off our list is Norton's Coin, a true embodiment of the underdog spirit. In 1990, at staggering odds of 100/1, this unsung hero stunned the racing world by clinching the Cheltenham Gold Cup. Trained by Sirrel Griffiths and ridden by Graham McCourt, Norton's Coin's victory remains one of the most remarkable moments in Cheltenham history, proving that anything is possible on the track.

2. L’Escargot (1970 - 33/1)

Next up, we have L’Escargot, whose triumph in the 1970 Cheltenham Gold Cup defied expectations. With odds stacked against him at 33/1, this French-bred gelding showcased unparalleled determination and skill, securing a memorable victory under jockey Tommy Carberry. L’Escargot's win not only stunned spectators but also solidified his place as one of the sport's all-time greats.

3. Cool Ground (1992 - 25/1)

Cool Ground's triumph in the 1992 Cheltenham Gold Cup is a testament to the unpredictable nature of the sport. Trained by Toby Balding and ridden by Richard Dunwoody, this dark horse defied the odds at 25/1, storming to victory in spectacular fashion.

4. Cool Dawn (1998 - 25/1)

1998 saw another remarkable upset with Cool Dawn's sensational victory in the Cheltenham Gold Cup. At odds of 25/1, this Irish-bred gelding, trained by Robert Alner and ridden by Andrew Thornton, captured the hearts of fans with a stunning display of skill and determination.

5. Lord Windermere (2014 - 20/1)

Rounding out our list is Lord Windermere, whose victory in the 2014 Cheltenham Gold Cup left spectators in awe. Trained by Jim Culloty and ridden by Davy Russell, this Irish-bred gelding defied the odds at 20/1, delivering a masterful performance on the biggest stage in jump racing.

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