Cheltenham Specials: What Will Be the Biggest Festival Upset?

Cheltenham Festival - Ladies Day

It’s Cheltenham time. The biggest challenge in jumps racing and one of the biggest betting events of the year. Many questions will be pondered. Will the Irish scoop all the major prizes once again in 2022? Will JP McManus be the leading owner?

Will we see another freakish Tote Placepot dividend? On Gold Cup Day in 2010, the seemingly easy bet paid a whopping £41,288 dividend. On the same day eight years later, it paid £32,088!

Some record of some kind is likely to be broken during the four-day Cheltenham Festival. Thankfully you can bet on many of these potential record-breaking outcomes or just big upsets.

William Hill Biggest Odds Markets Could Be Fun

William Hill has a market on the price of the biggest winner during the week.

  • Between 33/1 and 40/1 is their 6/4 favourite
  • A winner between 50/1 and 66/1 is offered at odds of 15/8
  • 28/1 or shorter is my idea of a good play. This outcome is 9/2
  • A winner priced greater than 66/1 is 5/1

Biggest Winning Distance

Another interesting Cheltenham specials betting market with William Hill is the biggest race-winning distance. They offer the following odds:

  • 20-lengths or more at 7/4.
  • 15-19.5 lengths is 2/1
  • 10-14.5 lengths is 7/2
  • while under 10-lengths is 9/2

If you are playing this market, keep an eye on the weather forecast. Plenty of rain can lead to soft going and soft going is conducive to big winning margins.

Betfair Sportsbook has opened a market on the individual race that will have the biggest winning margin. They make the Cross Country Chase their 7/2 favourite. The Pertemps Hurdle and Grand Annual Handicap Chase are the biggest outsiders at 50/1.

Champ Elect 100/1 to be Top Festival Jock

At 100/1 Brian Hughes is an intriguing candidate for the Festival’s top jockey accolade. The Northern Irishman was champion jockey in the 2019-20 season and with 178 winners this season, he has almost twice as many victories as his closest pursuers.

The northern-based rider does not have a flashy book of riders but he’s likely to get the mount on some of the UK’s better-handicapped runners and at 100/1 you might get a proverbial run for your money, or ideally use a free bet.

Prestbury Cup Betting – Ireland’s Dominance to Continue?

Willie Mullins Top Trainer Cheltenham Odds

Of course, Ireland is 1/14 with bet365* to end the meeting with the most winners – thus claiming the Prestbury Cup. The best odds on Britain winning are 14/1 with William Hill and the Draw available at 14/1 with bet365.*

But shopping around at the best betting sites you can get better value by backing the exact numbers.

  • 17 or fewer winners – a reminder 15 are needed to claim the Prestbury Cup – is a 6/1 shot.
  • 18, 19 or 20 winners can collectively be backed at even-money
  • And 21 or more is rated a 5/4 shot. In 2021, Ireland trained horses claimed 23 races in total.

* Cheltenham odds correct at time of publication. All odds subject to changes and betting limits.