Lucky Leon's Cheltenham Festival Tips: Day 4
Three days down. One to go — and it's the big one. Gold Cup Friday is what the whole week has been building toward. The stands are packed, the atmosphere is electric, and the racing doesn't get any bigger. Four bets picked with care, a Gold Cup that's wide open, and Leon's locked and loaded.
Lock them in. Let's go.
How Did Leon Do on Day 3?
Thursday had its moments — just not many of them for (un)Lucky Leon.
Race 2 — Jordan's Cross: Struggled to get competitive.
Race 4 — Kabral Du Mathan: Couldn't land a blow on the placed horses.
Race 5 — Fact To File: Scratched runner
Race 6 — Champagne Chic: The corks didn’t pop !
Day 3: Based on $10 per selection stake, we are down $60 on the day — $120 down on the week so far. Time to put that right on the biggest day over in the English countryside.
🏆 Race 1, # 9 Win and Show Place
Maestro Conti (Race 1 / 9:20 AM ET)
What is this race?
A race for four-year-old hurdlers — the best juveniles in Europe lining up together for the first time at the highest level.
Why Maestro Conti?
Maestro Conti arrives here with a perfect three-from-three record and a serious engine. He started his career in France, won over Christmas, and then put in a polished performance to win over this course recently. Co-owned by Sir Alex Ferguson — and the man knows a winner when he sees one as legendary manager of global soccer giant Manchester United through their glorious years..
Lucky Leon says: Back Maestro Conti win and show.
🏆 Race 3, # 2 Win
Dinoblue (Race 3 / 10:40 AM ET)
What is this race?
A Grade 2 contest over two and a half miles. The defending champion returns to defend her crown.
Why Dinoblue?
Dinoblue is the class act of this race — simple as that. She won this contest twelve months ago by eight and a half lengths, and has campaigned with this day in mind all season.
This is Lucky Leon's win-only selection of the day. When you have the class horse, the course form, the same race-fit jockey and an incredible owner, in a race designed for her, you don't complicate it.
Lucky Leon says: Back Dinoblue to win.
🏆 Race 4, # 15 Win and Show
Spinningayarn (Race 4 / 11:20 AM ET)
What is this race?
A Grade 1 run over three miles — the ultimate stamina examination for hurdlers. A full field of 22 lines up for the 2026 renewal.
Why Spinningayarn?
Spinningayarn has been crying out for this trip. His two most recent wins came with the look of a horse doing his best work late and with plenty more to offer stepped up in distance.
Lucky Leon says: Back Spinningayarn win and show.
🏆 Race 5, # 6 Win and Show
Haiti Couleurs (Race 5 / 12 noon ET)
What is this race?
The Boodles Cheltenham Gold Cup is the pinnacle of jump racing — the race that makes legends. It is the most prestigious steeplechase in the world, carrying prize money of $1 million.
Why Haiti Couleurs?
Our pick has been building to this moment all season. We were chatting with the stable team last night who were whispering confidence, lets hope that wasn’t the budweiser and guinness talking….
Lucky Leon says: Back Haiti Couleurs win and show
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Leon's Day 4 Top Tips
Race # Time (ET) Bet Type Selection
Race 1 9 9:20 AM Win and Place Maestro Conti
Race 3 2 10:40 AM Win Dinoblue
Race 4 15 11:20 AM Win and Place Spinningayarn
Race 5 6 12:00 PM Win and Place Haiti Couleurs (Gold Cup)
One week. Four days. One last shot at glory. We'll be tracking every race right here at MyWinners all week long.
Bet smart, back your picks, and enjoy Gold Cup day.
— Lucky Leon
MyWinners | Man on the Turf
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Frequently Asked Questions
Can I bet on the Cheltenham Festival at MyWinners?
Yes. MyWinners offers pari-mutuel betting on top international racing including the Cheltenham Festival, where every Cheltenham bet earns 3% cash back when you bet online or via Telebet.
What is Gold Cup Friday at the Cheltenham Festival?
Gold Cup Friday is the fourth and final day of the four-day Cheltenham Festival. It is the climax of the entire jump racing season, headlined by the Boodles Cheltenham Gold Cup — the most prestigious steeplechase in the world
What is the Boodles Cheltenham Gold Cup?
The Cheltenham Gold Cup is a Grade 1 steeplechase run over three miles and two furlongs at the Cheltenham Festival. It carries prize money of $1 million and is the most prestigious jumps race in Britain and Ireland. Past winners include Arkle, Best Mate, Kauto Star, and reigning champion Inothewayurthinkin.
What is the JCB Triumph Hurdle?
The JCB Triumph Hurdle is a Grade 1 race restricted to four-year-old hurdlers, run over two miles at the Cheltenham Festival. It is the championship race for the best juvenile hurdlers in training and regularly produces horses who go on to dominate the top hurdling division in subsequent seasons.
What is the Albert Bartlett Novices' Hurdle?
The Albert Bartlett Novices' Hurdle is a Grade 1 race run over three miles on the final day of the Cheltenham Festival. It is the ultimate staying test for novice hurdlers and has a strong history of producing future Gold Cup horses. A maximum field of 22 lines up for the 2026 renewal, headed by Doctor Steinberg and Thedeviluno, with Spinningayarn among the leading each-way prospects.
