Horse Racing Directory https://horseracingdirectory.net Legends of Racing Sun, 05 Oct 2025 08:37:23 +0000 en-US hourly 1 https://wordpress.org/?v=6.9.4 From Royal Ascot to Kentucky Derby: Why Horse Racing Still Defines Prestige in Betting https://horseracingdirectory.net/horses/from-royal-ascot-to-kentucky-derby-why-horse-racing-still-defines-prestige-in-betting/ Sun, 05 Oct 2025 08:37:23 +0000 https://horseracingdirectory.net/?p=727 Betting today covers almost everything. Football, tennis, video games, even darts. Yet horse racing still feels different. The races may be short, over in a couple of minutes, but the anticipation builds all week. The noise of the crowd, the colors on the track, the sense that this is an event and not just a game. That is what keeps

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Betting today covers almost everything. Football, tennis, video games, even darts. Yet horse racing still feels different. The races may be short, over in a couple of minutes, but the anticipation builds all week. The noise of the crowd, the colors on the track, the sense that this is an event and not just a game. That is what keeps it special.

Royal Ascot’s Pull

Royal Ascot is theatre as much as it is sport. The carriages roll in, the grandstands fill with suits and hats, and the tradition speaks for itself. For many bettors, this is not just about chasing odds. It is about taking part in something that stretches back centuries. Whether you buy a card at the track or place a wager online through platforms like bet malawi, the feeling is the same. You follow the horses, make your pick, and when the gates open it feels like stepping into history. A win here is not only about the payout, it is about pride.

The Spirit of the Derby

Then there is the Kentucky Derby. Loud, quick, and impossible to ignore. People call it the most exciting two minutes in sport, and it earns that label. The stands are buzzing, mint juleps in hand, fashion on full display. Some fans only ever place one bet all year and this is the race they choose. Others come for serious money. Both groups give the Derby its mix of fun and high stakes, and that mix is what keeps it alive.

Betting as the Centerpiece

In most sports betting feels like an add-on. In horse racing it is the heartbeat. The ring is alive with shouts, odds boards change by the second, and friends argue over form before the race begins. The money that moves through Ascot or Churchill Downs is vast, but the real point is how central wagering is to the day. The bet and the race belong together.

The Occasion Matters

There is football every weekend. There is basketball every night. But there is only one Ascot week, only one Derby each year. That rarity creates weight. Dates are circled months in advance. Media coverage builds it up. Celebrities arrive. When the horses line up it feels like the whole day has been leading to that one moment.

Prestige That Lasts

Online betting means anyone, anywhere can follow these races now. A stream on your phone, a quick wager, a result in seconds. Platforms such as Betway make it simple for fans to join in no matter where they are. Yet the magic of the crowd, the thunder of hooves, the silks rushing past the post still matters most. Royal Ascot and the Kentucky Derby prove that horse racing can turn a bet into an occasion, and that is why these events continue to define prestige in the betting world.

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Where, and when, did Highfield Princess win her first race? https://horseracingdirectory.net/horses/where-and-when-did-highfield-princess-win-her-first-race/ Thu, 24 Jul 2025 10:49:52 +0000 https://horseracingdirectory.net/?p=716 At the last count, Highfield Princess had won 14 of her 38 races and a total of £1.67 million in win and place prize money. Her victories include no fewer than four at the highest Group 1 level and, most recently, she overcame a wide draw to justify favouritism in the Prix de l’Abbaye de Longchamp, run over 5 furlongs

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At the last count, Highfield Princess had won 14 of her 38 races and a total of £1.67 million in win and place prize money. Her victories include no fewer than four at the highest Group 1 level and, most recently, she overcame a wide draw to justify favouritism in the Prix de l’Abbaye de Longchamp, run over 5 furlongs at Longchamp Racecourse on the same day as the Prix de l’Arc de Triomphe, at the first time of asking. That was her first Group 1 win of 2023 but, in 2022, she completed a Group 1 hat-trick in the Prix Maurice de Gheest at Deauville, the Nunthorpe Stakes at York and the Flying Five Stakes at the Curragh within a five-week period in August and September. This is a winning streak in action, the kind you get on casino no deposit bonus codes casinous.

Now a six-year-old, the daughter of Night Of Thunder, who won the 2,000 Guineas in 2014, is rated 125 by Timeform, which places her in the ‘high class’ category; if the 3lb sex allowance she receives from her male rivals is taken into account, she is bordering on ‘top class’ but, in any case, has bona fide claims of being the best sprinter in Europe. Any such claim is all the more remarkable for the fact that her owner, John Fairley, bought her dam, Pure Illusion, who was in foal with her, for just £18,000 in December, 2016.

Highfield Princess did not race as a juvenile and, on her first three starts as a three-year-old, was beaten an aggregate of 28¼ lengths in maiden and novice stakes races, over 7 furlongs and a mile, at Redcar and Thirsk. Sent handicapping, off an official mark of 57, she troubled the judge for the first time when third, beaten 1¾ lengths, in a lowly, 0-65 affair, over 7 furlongs, at Doncaster, before cosily opening her account, off a 1lb higher mark, at Ayr six weeks later. Her trainer John Quinn, who is based in Settrington, North Yorkshire, said of her, ‘Some horses get quicker – and that’s what she did.’ No kidding, John.

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Which were the longest- and shortest-priced winners in the history of the Derby? https://horseracingdirectory.net/races/which-were-the-longest-and-shortest-priced-winners-in-the-history-of-the-derby/ Thu, 24 Jul 2025 10:45:38 +0000 https://horseracingdirectory.net/?p=714 The most famous of the five British Classic horse races, the Derby Stakes was co-founded in 1780 by Edward Smith-Stanley, Earl of Derby and Sir Charles Bunbury and named after the former as the result of a (probably apocryphal) coin toss. Notwithstanding interruptions for the two world wars, when a substitute race, dubbed the ‘New Derby Stakes’, was staged at

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The most famous of the five British Classic horse races, the Derby Stakes was co-founded in 1780 by Edward Smith-Stanley, Earl of Derby and Sir Charles Bunbury and named after the former as the result of a (probably apocryphal) coin toss. Notwithstanding interruptions for the two world wars, when a substitute race, dubbed the ‘New Derby Stakes’, was staged at Newmarket, the Derby has taken place on Epsom Downs ever since. Back then there was of course no jokacasino online pokies real money or the like.

Of course, the Derby is a Group 1 contest, intended to test the class of three-year-old colts, who compete at level weights, and, theoretically, fillies, who receive a 3lb weight-for-sex allowance from their male counterparts. However, it is worth noting that no filly has run in the Derby since Cape Verdi, who was beaten favourite in 1998, and none has won since Fifinella. In any event, the nature of the Derby means that long-priced winners are typically few and far between.

That said, in 244 runnings of the Epsom Classic, so far, three winners have been sent off at treble-figure odds, although the last of them was over a century ago. In 1898, Jeddah, trained by Richard March and ridden by Otto Madden, belied odds of 100/1 to win, narrowly, by three-quarters of a length and, a decade later, Signorinetta, trained by Odoardo Ginistrelli and ridden by Billy Bullock, repeated the feat with a rather more convincing two-length win. The third and final 100/1 winner was Aboyeur, trained by Alan Cunliffe and ridden by Edwin Piper, who was awarded the race following the disqualification of the favourite, Craganour, in 1913; his victory in the so-called ‘Suffragette Derby’ was overshadowed by fatal injuries suffered by Emily Davison. At the other end of the scale, the shortest-priced winner in the history of the Derby was the hitherto unbeaten Ladas, trained by Mathew Dawson and ridden by John ‘Jack’ Watts, who, in 1894, made short work of just six rivals at prohibitive odds of 2/9.

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Irish runners who could feature in the 2025 Prix de l’Arc de Triomphe https://horseracingdirectory.net/news/irish-runners-who-could-feature-in-the-2025-prix-de-larc-de-triomphe/ Thu, 17 Jul 2025 16:04:05 +0000 https://horseracingdirectory.net/?p=709 Ireland has long been a powerhouse in the world of flat racing, yet recent history shows how elusive Europe’s most prestigious middle-distance prize has become for Irish-trained horses. Found’s memorable win in 2016 remains the most recent triumph for the Emerald Isle—and just the fourth this century. But could 2025 be the year the drought ends? With the autumn showpiece

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Ireland has long been a powerhouse in the world of flat racing, yet recent history shows how elusive Europe’s most prestigious middle-distance prize has become for Irish-trained horses. Found’s memorable win in 2016 remains the most recent triumph for the Emerald Isle—and just the fourth this century. But could 2025 be the year the drought ends?

With the autumn showpiece at Longchamp fast approaching, we’ve looked at the leading Irish contenders who could line up in this year’s Prix de l’Arc de Triomphe. Whether you’re studying form or placing a quick bet, the LiveScore Bet app is designed for speed and simplicity—making it easy to stay on top of every development as the race draws closer.

Minnie Hauk

Minnie Hauk ended last year with a maiden fillies’ success at Leopardstown on her second start in October and has progressed into a very classy three-year-old.

The daughter of Frankel kicked off this campaign with a win in the Listed Cheshire Oaks at Chester, and she added yet another Classic to Aidan O’Brien’s CV when winning the Oaks.

Minnie Hauk just held off a fierce challenge from her stablemate Whirl by a neck to win the prestigious Epsom contest and is a worthy ante-post favourite for the Arc.

Whirl

Speaking of Whirl, she’s another potential runner for Ballydoyle as O’Brien and Coolmore seek to win their first Arc since the aforementioned Found almost a decade ago.

Whirl bounced back from a lacklustre reappearance at the Curragh when comfortably landing the Group 3 Musidora at York—beating Serenity Prayer.

After being narrowly denied by her companion Minnie Hauk, Whirl returned to winning ways again at the Curragh, winning a first Group 1 when scoring from Kalpana in the Pretty Polly Stakes.

Lambourn

Lambourn is a dual Derby winner this campaign, winning both the British and Irish versions of the race in fine style.

However, many pundits and punters are still questioning his ability based on the quality of the fields in those Classics this season.

However, if he were to win an Arc, there would be no doubt that Lambourn is as good as the races he has won this season.

O’Brien hasn’t dismissed a crack at Longchamp either, saying: “He could be a King George or an Arc type of horse.

“The way he races, I’d imagine he’d race that way regardless of the trip. You’d imagine he’d get further, but he has lots of class.”

Jan Brueghel

Another potential runner for O’Brien, Jan Brueghel is versatile over a range of distances, and his recent Coronation Cup success could set him up nicely for an Arc tilt.

After rounding off last season with a win in the St Leger, beating stablemate Illinois by a neck, but was beaten on reappearance over one mile and two furlongs at the Curragh.

He was back to his best on return to a mile and a half at Epsom, staying on gamely from French raider Calandagan to win the Coronation Cup.

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Has a filly ever won the 2,000 Guineas? https://horseracingdirectory.net/news/has-a-filly-ever-won-the-2000-guineas/ Wed, 16 Jul 2025 19:00:54 +0000 https://horseracingdirectory.net/?p=707 Traditionally the first Classic of the season, the 2,000 Guineas is run over the Rowley Mile at Newmarket in early May each year. The 2,000 Guineas was inaugurated in 1809 and, although often referred to as the ‘first colts’ Classic’, remains open to three-year-old thoroughbred colts and fillies (who receive a 3lb weight-for-sex allowance from their male counterparts), as it

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Traditionally the first Classic of the season, the 2,000 Guineas is run over the Rowley Mile at Newmarket in early May each year. The 2,000 Guineas was inaugurated in 1809 and, although often referred to as the ‘first colts’ Classic’, remains open to three-year-old thoroughbred colts and fillies (who receive a 3lb weight-for-sex allowance from their male counterparts), as it always has been. However, despite advantageous conditions, the 2,000 Guineas is rarely on option for top-class fillies, these days, with modern trainers preferring the 1,000 Guineas; the latter race has co-existed with the 2,000 Guineas since 1815 and, nowadays, offers an identical prize of £500,000.

While conventional wisdom dictates that fillies are more likely to win against their own sex, in the 1,000 Guineas, historically, a total of seven (including the dead-heating Formosa in 1868) have been victorious in the ‘original’ Guineas. That said, the last of them, Garden Path, owned by Lord Derby, saddled by his private trainer Walter Earl and ridden by Harry ‘The Head Waiter’ Wragg, won a wartime renewal run, not on the Rowley Mile, but on the adjacent July Course, at Newmarket, in 1944. She also contested a wartime substitute for the Derby, known as the ‘New Derby Stakes’, also run at Newmarket, but finished unplaced after suffering an injury.

For the first filly ever to win the 2,000 Guineas, we need to leaf back through the history books just over a century, to April 23, 1822, when Pastille, saddled by ‘Emperor of Trainers’ Robert Robertson, justified odds of 4/6 by beating just two male rivals with consummate ease. Next up, in 1840, came Crucifix, trained by John Day Sr., who became one of just four horses, ever, to complete the 1,000 Guineas – 2,000 Guineas double. Indeed, she also had the distinction of being the shortest-priced winner in the history of the 1,000 Guineas, justifying odds of 1/10, before taking the supposed ‘colts’ Classic’ just 48 hours later.

The aforementioned Formosa, trained by Henry Woolcott, had her first ‘moment in the sun’ when dead-heating with Moslem, a colt trained by Alec Taylor Sr., in the 2,000 Guineas in 1868. However, she, too, won the 1,000 Guineas two days later and went on to win the Oaks and the St. Leger, thereby completing both the Fillies’ Triple Crown and the Triple Crown proper. A decade later, in 1878, Pilgrimage, trained by Joe Cannon, was another filly to complete the Guineas double and only beaten in the Oaks, going down by a length. In 1882, Shotover, trained by John Porter had the distinction of beating the colts in both the 2,000 Guineas and the Derby, but was beaten at long odds-on in the 1,000 Guineas and again in the St. Leger. Both those defeats came at the hands of fillies, though, and with the Oaks, obviously going to a filly, all five Classics were won by the ‘fairer sex’ for the one and only time in history.

Probably the most famous filly to win the 2,000 Guineas, though, was Sceptre, who was owned and trained for her three-year-old campaign, in 1902, by Robert ‘Bob’ Siever. Despite being narrowly defeated, under 6st 7lb, in the Lincolnshire Handicap at Lincoln, the daughter of Persimmon went on to contest all five Classics, winning four of them. She followed her victory in the 2,000 Guineas with another in the 1,000 Guineas two days later and, having been beaten in the Derby, won the Oaks two days after that, too. Thereafter, she also won the St. James’s Palace Stakes at Royal Ascot and the Nassau Stakes at Goodwood on the way to another Classic victory in the St. Leger.

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How many times was Secretariat beaten? https://horseracingdirectory.net/news/how-many-times-was-secretariat-beaten/ Wed, 16 Jul 2025 17:45:06 +0000 https://horseracingdirectory.net/?p=704 Of course, Secretariat was arguably the greatest racehorse of the second half of the twentieth century and will always be remembered as the ninth winner of the American Triple Crown – that is, the Kentucky Derby, Preakness Stakes and Belmont Stakes – in 1973. All told, the son of 1957 Horse of the Year Bold Ruler won 16 times and

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Of course, Secretariat was arguably the greatest racehorse of the second half of the twentieth century and will always be remembered as the ninth winner of the American Triple Crown – that is, the Kentucky Derby, Preakness Stakes and Belmont Stakes – in 1973. All told, the son of 1957 Horse of the Year Bold Ruler won 16 times and amassed a total of $1.32 million in prize money, or $9.1 million in modern terms, based on Consumer Price Index (CPI) data. Secretariat was, himself, named Horse of the Year in both 1972 and 1973.

However, to borrow an idiom from the Swabian dialect of southwestern Germany, ‘Even the best cat can’t catch every mouse’; even ‘Big Red’, as Secretariat was popularly known, was beaten on five different occasions during his brief, 16-month career.

Secretariat made his racecourse debut, as a two-year-old, in a maiden stakes race, over 5½ furlongs, at Aqueduct Racetrack, New York in July, 1972, for which he was sent off favourite. He was impeded at the start and, despite making up ground hand over first in the final two furlongs, could only finish fourth.Later in his two-year-old campaign, in October, 1972, Secretariat was first past the post in the Champagne Stakes at Belmont Park, New York, but was subsequently demoted to second place, having been deemed to have caused interference to the original runner-up, Stop The Music.

A further shock defeat followed in the Wood Memorial Stakes, his preparatory race for the Kentucky Derby, back at Aqueduct Racetrack in April, 1973. Secretariat had worked without his usual zest beforehand and was subsequently found to be suffering from a large, but hitherto undiagnosed, mouth abscess, but could only finish third, beaten 4 lengths, behind stable companion Angle Light. He was subsequently beaten into second place in both the Whitney Handicap and the Woodward Stakes, both in New York, but finished his three-year-old campaign with a 9-12 record, including the coveted Triple Crown, and a record seasonal prize money of $860, 404.

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How Champions Shape Betting Habits https://horseracingdirectory.net/news/how-champions-shape-betting-habits/ Tue, 08 Jul 2025 15:17:44 +0000 https://horseracingdirectory.net/?p=698 Every now and then, a horse comes along that changes the entire atmosphere of a race day. Not just for the crowd or the camera crews, but for the bookmakers and the bettors. Frankel did it. So did Flightline. They don’t just win. They pull the entire sport into their orbit. And when horses like that line up at the

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Every now and then, a horse comes along that changes the entire atmosphere of a race day. Not just for the crowd or the camera crews, but for the bookmakers and the bettors. Frankel did it. So did Flightline. They don’t just win. They pull the entire sport into their orbit. And when horses like that line up at the start, betting habits shift in ways that go far beyond the odds.

Frankel wasn’t just unbeaten. He was untouchable. Every time he ran, the money poured in before the paddock had even cleared. Not because people thought he might win, but because they knew he would. The question wasn’t who to back. It was how to back him in a way that made sense. Straight win bets felt pointless. The return was barely worth the slip. So punters turned to forecasts, place markets, or multis just to give their money room to breathe.

This is what a dominant horse does. It compresses the betting market. It forces creativity. The bookies tighten the price. The casuals still chase it. The regulars look for value in the shadows. Suddenly the second favorite gets more attention. Tricast combos show up with strange optimism. And the real action moves away from backing the winner to predicting how the race will unfold behind them.

Flightline had a similar effect in the States. With every race, his reputation built quicker than his stride. By the time he exploded at the Breeders’ Cup, punters weren’t betting against him. They were betting around him. Winning margins. Sectional times. Would he make it look easy, or would he coast late? The horse became a measuring stick, and bettors on Betway adjusted their approach to match.

Champions like these make some people shy away. There’s not much fun in betting a one-to-five favorite. But others see it differently. A dominant horse brings structure. It narrows the variables. You know where the top spot is going. Your job becomes finding what happens below it. That clarity sharpens the field. It changes the way bettors think.

There’s also the emotional pull. Punters love to say they’re chasing value, but most still want to be part of the moment. Backing a legend, even at odds that barely return, becomes a way to connect. It’s a ticket stub you can remember. A small share in something bigger than the payout.

Of course, not every star lives up to the price. That’s part of the game. But when one does, and keeps doing it, they start to control not just the betting, but the atmosphere around it. Races feel different. The stands buzz earlier. The commentary leans in. And the betting slips start to reflect that sense of inevitability.

Trainers and owners feel it too. A champion shortens the market before they’ve even declared. It affects how rivals place their entries. It impacts how jockeys ride. The ripple effect spreads out, and the punters adapt with it.

Frankel made people dream of perfection. Flightline made it look routine. They didn’t just win races. They shaped the psychology of the bet. When they ran, people didn’t ask if they would win. They asked how to make that knowledge useful. That question changed the way money moved. It still does.

So the next time a new name starts dominating headlines, pay attention. Not just to the horse, but to the way punters shift. Because great horses don’t just run differently. They make everyone else think differently, too.

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What are some noteworthy facts about Horse Trainer Sir Michael Stoute? https://horseracingdirectory.net/news/what-are-some-noteworthy-facts-about-horse-trainer-sir-michael-stoute/ Thu, 03 Jul 2025 12:49:31 +0000 https://horseracingdirectory.net/?p=696 Sir Michael Stoute is a British Thoroughbred horse trainer who has excelled in the Sport of Kings. In fact, he has been training for over five decades making him one of the longest serving handlers in the country. He has excelled at training and 10-times Champion Trainer most often associated with Epsom Derby winner Shergar. Here are 11 facts you

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Sir Michael Stoute is a British Thoroughbred horse trainer who has excelled in the Sport of Kings. In fact, he has been training for over five decades making him one of the longest serving handlers in the country. He has excelled at training and 10-times Champion Trainer most often associated with Epsom Derby winner Shergar.

Here are 11 facts you may not know about Sir Michael Stoute.

1) Stoute was born in the Barbados, 1945. His father was the chief of police who instilled his love of horse racing to his son.

2) He left Barbados in 1964 at the age of 19 to be assistant trainer to Pat Rohan.

3) He began training on his own in 1972. His first winner was a horse called Sandal won at Newmarket, owned by his father.

4) Stoute was knighted in 1998 Birthday Honours List for the promotion of sports tourism in Barbados.

5) The only trainer in the 20th century to win 5 consecutive Classic races.

6) In 2008 he was inducted into the Hall of Fame for British Horse Trainers.

7) He has been a Champion Trainer 10 times (1981 – 2009).

8) In 1981 Derby winner Shergar was stolen and never found.

9) International victories include The Dubai World Cup, Breeders’ Cup, Japan Cup & Hong Kong Vase.

10) In 1990, he achieved the remarkable feat of training Kribensis to win the Champion Hurdle at Cheltenham. A notable victory on the National Hunt for a Flat horse trainer.

11) Sir Michael Stoute currently trains horses at Freemason Lodge Stables, Bury Road, Newmarket, England.

Sir Michael Stoute’s dedication, expertise and passion have made him one of the most respected horse trainers in the world. In fact, he has achieved a career of unparalleled success. Unlike many, he has adapted to change and been an innovator within his sport. His dominance at Royal Ascot and awards and honours is a testament to his enduring legacy.

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What would be the value of the original prize money for the 2,000 Guineas in modern terms? https://horseracingdirectory.net/races/what-would-be-the-value-of-the-original-prize-money-for-the-2000-guineas-in-modern-terms/ Fri, 20 Jun 2025 11:11:04 +0000 https://horseracingdirectory.net/?p=689 Run over the Rowley Mile at Newmarket in early May and open to three-year-colts and fillies, the 2,000 Guineas Stakes is, of course, the first of five British ‘Classic’ races. The race was inaugurated by the Jockey Club, under the stewardship of Sir Charles Bunbury, on April 18, 1809 and, notwithstanding sponsorship, the title still reflects the original prize money.

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Run over the Rowley Mile at Newmarket in early May and open to three-year-colts and fillies, the 2,000 Guineas Stakes is, of course, the first of five British ‘Classic’ races. The race was inaugurated by the Jockey Club, under the stewardship of Sir Charles Bunbury, on April 18, 1809 and, notwithstanding sponsorship, the title still reflects the original prize money.

 

In the pre-decimal currency system, a.k.a. ‘£sd’ or ‘pounds, shillings and pence’, a pound consisted of 240 pence, or 20 shillings, with 12 pence to the shilling. In Britain, the term ‘guinea’ dates back to the second half of the sixteenth century, when it was used to describe a coin, worth 21 shillings, which was originally made from gold from the Republic of Guinea in West Africa. The coin was taken out of circulation in the late nineteenth century, but ‘guinea’ is still used in certain contexts, such as when quoting professional fees or prices, to describe the sum of 21 shillings, or £1.05 in modern terms. This is a very modest amount of course in terms of gambling nowadays, whether at the course or say on www.jokaroom.io .

 

According to the Bank of England inflation calculator – which, for the year 1809, relies on data collected from the Retail Price Index (RPI) – the original prize fund for the 2,000 Guineas, i.e. £2,100, would we worth nearly £140,000 in modern terms. For the record, the winner of the inaugural contest was Wizard, ridden by William ‘Bill’ Clift, who also rode the winner of the first 1,000 Guineas, Charlotte, for the same connections, five years later.

 

Fast forward the best part of two-and-a-bit centuries and the total prize fund for the 2023 renewal of the 2,000 Guineas was in the region of £500,000, of which the winner, Chaldean, carried off the lion’s share, of £283,550. Granted that that sum, alone, is more than double the modern equivalent of the original total prize money, it would be fair to say that, from connections’ point of view, the 2,000 Guineas has fared very well indeed, in terms of inflation.

 

 

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Did Man o’War win the American Triple Crown? https://horseracingdirectory.net/news/did-man-owar-win-the-american-triple-crown/ Fri, 20 Jun 2025 11:09:13 +0000 https://horseracingdirectory.net/?p=686 Foaled on March 29, 1917, Man o’War was arguably the greatest American racehorse in history and set a standard by which future generations of thoroughbreds would be measured. ‘Big Red’, as he was known, suffered the one and only defeat in his otherwise indomitable 21-race career when beaten a neck by the aptly-named Upset in the Sandford Memorial Stakes at

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Foaled on March 29, 1917, Man o’War was arguably the greatest American racehorse in history and set a standard by which future generations of thoroughbreds would be measured. ‘Big Red’, as he was known, suffered the one and only defeat in his otherwise indomitable 21-race career when beaten a neck by the aptly-named Upset in the Sandford Memorial Stakes at Saratoga Race Course on August 13, 1919.

Of course, the term ‘Triple Crown’ would not be coined, officially, for another decade, but its component races – namely the Kentucky Derby, Preakness Stakes and Belmont Stakes – had co-existed since 1875 and the first horse to win all three was Sir Barton in 1919. This was all long before our internet age, and ideas of online pokies real money or betting on races via the web. As a three-year-old, Man o’War won the Preakness Stakes at Pimlico Race Course by 1½ lengths from the aforementioned Upset, who had finished second in the Kentucky Derby, and the Belmont Stakes at Belmont Park by 20 lengths from his sole rival, Donnacona.

The venue for the Kentucky Derby, Churchill Downs in Louisville, Kentucky, is officially in the

Southeastern United States, but was nonetheless considered part of the hated ‘West’ by the owner of Man o’War, Samuel Doyle Riddle, who avoided entering his horses in the ‘Run for the Roses’. Geographical bias aside, Riddle also considered the Kentucky Derby, run over a mile and a quarter on the first Saturday in May, too far, too soon for three-year-olds so early in the campaign. In any event, Man o’War was not even entered in the Kentucky Derby, so could not win the American Triple Crown.

In the final race of his career, Man o’War faced Sir Barton, by now a four-year-old, in a match race for the Kenilworth Park Gold Cup, over a mile and a quarter at Kenilworth Park in Windsor, Ontario on October 12, 1920. In receipt of 6lb, weight-for-age, Man o’War was sent off at 1/20 and justified such prohibitive odds, winning easily by 7 lengths.

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