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My Favourite Cheltenham Gold Cup Winners: A Walk Through History

Posted on February 28, 2025February 28, 2025 By Kate Tracey
Home > Horse Racing Tips > My Favourite Cheltenham Gold Cup Winners: A Walk Through History

The Cheltenham Gold Cup is the pinnacle of National Hunt racing, and each year, it draws the best horses, trainers, and jockeys to compete for glory at the Cheltenham Festival. As a racing fan, I’ve had the pleasure of watching some truly iconic winners lift the prestigious trophy. Here are a few that have left a lasting impression on me.

1. Best Mate (2002, 2003, 2004)

I have to start with the legend, Best Mate. This remarkable horse won the Cheltenham Gold Cup three times in a row, and it was his determination and bravery that made him unforgettable. His victory in 2004, a third consecutive win, was especially poignant. Watching him race, you could feel the love the crowd had for him. His tenacity and heart were unmatched, and Best Mate became a true icon of the sport. He didn’t just win, he did it with style.

2. Kauto Star (2007, 2009)

Next up is Kauto Star, one of the most talented horses to ever grace a racetrack. His 2007 Gold Cup win was pure magic – a perfect blend of speed and stamina. But what I remember most was the way he came back in 2009 after a year of struggles to claim the Gold Cup once more. His comeback was a testament to his class and ability, and it was a privilege to witness it. Kauto Star wasn’t just a champion, he was a fighter, and he became a crowd favourite.

3. Denman (2008)

Denman’s 2008 Gold Cup win was something special. His raw power and unyielding determination were on full display that day. What made it even more remarkable was the rivalry between him and Kauto Star, his stablemate. Their battle on the track was thrilling, but it was Denman who emerged victorious. It wasn’t just about the race – it was about the heart he showed, especially given his battle with health issues before the race. Denman’s win will always be remembered for the courage he displayed.

4. Arkle (1964, 1965, 1966)

It’s impossible to talk about Cheltenham Gold Cup winners without mentioning Arkle. The legendary gelding was a phenomenon, and his achievements in the 1960s still resonate today. His dominance over three consecutive years was unmatched, and his effortless style of racing captivated fans. Arkle wasn’t just a winner – he was a racehorse ahead of his time. He set a benchmark for future generations, and his legacy is firmly cemented in racing history.

5. Al Boum Photo (2019, 2020)

More recently, Al Boum Photo has proven to be a champion for the modern era. His back-to-back wins in 2019 and 2020 showcased his consistency and class. In a time when the competition was fierce, Al Boum Photo showed his ability to rise to the occasion year after year. His victories reminded us that even in the ever-evolving world of racing, true champions endure.

The Cheltenham Gold Cup is a race full of history, drama, and unforgettable moments. These winners, from Best Mate to Al Boum Photo, have all captured the essence of what makes the race so special. Each one has left an indelible mark on the sport, and I can’t wait to see who will join them as a future champion.

Horse Racing Tips, Kate Tracey

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