Why Cheltenham Is Ireland’s Greatest Sporting Pilgrimage

Every March, something strange happens across Ireland. Offices empty out, group chats go into overdrive, and flights to Birmingham get snapped up months before anyone’s even thought about the weather. Everyone’s heading to the same place: Prestbury Park, Cheltenham, for four days of National Hunt racing that mean more back home than almost anything else on the sporting calendar.

Over 226,000 racegoers turned up across the four days in 2026, and about a third of them flew or sailed over from Ireland. That number alone tells you this isn’t a casual day at the races. So why does a racecourse tucked into the Cotswolds pull tens of thousands of Irish people back, year after year, like clockwork?

The Rivalry That Fuels Everything

Ireland against Britain. That’s what drives the entire week. Twenty-eight races play out over four days, and every single winner gets chalked up on the Prestbury Cup, a trophy introduced in 2014 that tracks whether Britain or Ireland produces more Festival winners. Both nations care about it far more than they probably should.

Irish-trained horses have been winning the bulk of it in recent years, and when a Willie Mullins or Gordon Elliott runner hits the line first, the place goes off. We’re talking roaring, pints flying, total strangers grabbing each other in bear hugs.

This rivalry didn’t appear overnight. It’s been building for decades, but the real tilt has come since 2020. Irish-trained horses have won the Prestbury Cup every year since then, including a 20-8 demolition in 2025. The 2026 contest was closer at 15-13, but the direction of travel is obvious. The Tuesday roar, that massive wall of noise when the first race gets underway, will tell you everything you need to know about who’s in the building. You’ll hear the Irish accents long before you spot a single flag.

How to Actually Get There

Planning your first trip? Here’s what you’re dealing with. Flights from Dublin and Cork to Birmingham will book out early, sometimes as far back as January, so don’t hang around. Ferries can work well if you’re going with a group and want to save a bit of money.

Accommodation in Cheltenham itself becomes absurdly expensive during Festival week, with hotel prices tripling and B&Bs within a 30-minute drive not far behind. A lot of Irish fans have copped on to this and now base themselves in Birmingham or even further out, catching the shuttle buses in each morning.

Gold Cup Friday tickets sell out quickest. Grab those first. Midweek days are easier to get hold of and the atmosphere is honestly just as electric, so don’t stress if Friday’s gone by the time you look. And budget more than you think you’ll need for food and drink on course, because a pint of Guinness at Prestbury Park will set you back north of £7.

Betting Is Half the Experience

Cheltenham and betting are inseparable. The two things have always gone hand in hand, and trying to attend without placing at least one bet would be like going to a concert and refusing to listen. Most of the Irish contingent will have spent weeks studying the form beforehand, half of them with the latest free bets already claimed and loaded before the Tuesday roar even kicks off. On-course bookmakers add to it all too, shouting odds in the ring like traders on a stock exchange floor.

There’s a discipline to doing it well. Set a budget for the four days, pick your spots carefully, and whatever you do, don’t start chasing losses after race three on a Wednesday afternoon. Anyone who’s been going for years will hammer that point home.

More Than Just the Racing

People keep coming back because the racing is only part of it. Four days of catching up with mates you only ever see at Cheltenham, the craic in the town pubs after the last race, endless arguments about which horse was unlucky, and that shared groan when a beaten favourite costs everyone a tenner. You’ll spend the money in four days and spend the next four months retelling the stories.

If you’ve been putting it off, stop. Book it early, brace yourself for the costs, and accept that you’ll come home skint with a voice that barely works. That’s what a proper Cheltenham trip looks like.

Remember, never travel without travel insurance! And never overpay for travel insurance!

I use HeyMondo. You get INSTANT quotes. Super cheap, they actually pay out, AND they cover almost everywhere, where most insurance companies don't (even places like Central African Republic etc!). You can sign-up here. PS You even get 5% off if you use MY LINK! You can even sign up if you're already overseas and traveling, pretty cool.

Also, if you want to start a blog...I CAN HELP YOU!

Also, if you want to start a blog, and start to change your life, I'd love to help you! Email me on johnny@onestep4ward.com. In the meantime, check out my super easy blog post on how to start a travel blog in under 30 minutes, here! And if you just want to get cracking, use BlueHost at a discount, through me.

Also, (if you're like me, and awful with tech-stuff) email me and my team can get a blog up and running for you, designed and everything, for $699 - email johnny@onestep4ward.com to get started.

Do you work remotely? Are you a digital nomad/blogger etc? You need to be insured too.

I use SafetyWing for my digital nomad insurance. It covers me while I live overseas. It's just $10 a week, and it's amazing! No upfront fees, you just pay week by week, and you can sign up just for a week if you want, then switch it off and on whenever. You can read my review here, and you can sign-up here!

sep-icons
teach-blog

So if you’re ready to…..

1) Change your life
2) Travel the world
3) Get paid to travel
4) Create a positive influence on others
5) Be free of offices and ‘real world’ rubbish

Then Sign Up Below and Let’s Get Started!

Follow me on Instagram @onestep4ward