What To Wear To The Races

Racing season is upon us—Ascot’s fascinators are fluttering, Cheltenham’s cheers are echoing, and York’s style stakes are high. But while outfits get the glory, it’s your shoes that'll navigate you over grass, gravel queues, and the occasional champagne spill. Without further delay, let’s break it down.

What to Consider When Picking Shoes for the Races

1. Terrain: Racecourses tend to be a mix of grass, gravel, and occasionally rain-mud. That’s why wedges and block heels beat stilettos every time.

2. Comfort: You might feel fancy now, but those 10,000 steps across grandstands will tell a different story. Choose a style you won't have to carry after just a few hours in.

3. Weather: Sunshine, drizzle, or showers? Bring a style that works in any forecast.

4. Dress code: Some venues (we’re looking at you, Ascot and Royal Enclosure) ask for proper race-day elegance, so best to avoid trainers at all costs.

What Shoes to Wear for Women at the Races

For Ladies Day

Go for style with a splash of sense: classy block heels or espadrille wedges are winners. For an array of these, check out our women's shoes for the races collection. Want glitz without wobble? Our ladies' heeled shoes deliver drama and steady footing.

For Comfort

If dancing on grass, early starts, or full day trackside sounds like your kind of race, flats are your friends. Try ladies' flat sandals or smart sandals for something breezy yet polished.

In the Rain

Rain won’t dampen your style if you’ve got the right shoes. Wedges hold firm, waterproof block heels keep things upright, and dark tones hide splashes. Explore wedge sandals for rain-ready glamour.

What Shoes to Wear for Men at the Races

For a Smart Casual Look

If the dress code’s a little more relaxed—think York or Newmarket on a sunny day—lean into laid-back polish. A good pair of leather Derbys or loafers hits that sweet spot between effort and ease. Styles like these, found throughout our range of smart shoes for men, walk the line between sharp and comfortable.

For Sophistication

Going slick for Ascot’s Royal Enclosure or York’s Queen’s Stand? Brogues or Oxfords are a classic go-to and show you mean business. Similarly, Derby shoes will give you all the confidence for the day ahead, no matter which race day you are at. 

In the Rain

Let's face it, British weather loves a plot twist more than EastEnders does. When the skies open up, you'll want to avoid anything suede and stick to sturdy leather in deeper tones that won't show the splash marks as much. Smart boots are a solid choice if you're not sure what the weather might do.

What to Wear for Races in the Summer

Summer sunshine at Cheltenham? Yes please! Aim for light, breathable fabrics and open‑toe options that still offer support for a day on your feet. Ladies, think wedge sandals or smart flats; gents, lightweight leather derby or loafers are spot‑on for comfort and class.

What to Wear for Races in the Winter

Courses can get slippery in winter’s chill. Go for closed-toe block heels (ladies) and sturdy smart boots (men) in darker leather. Consider waterproofing sprays for extra protection; no one wants cold toes by post time!

Race Day FAQs

Should I Match My Shoes and Headwear / Bag for the Races?

Matching is a classic race‑day trick, particularly at Ascot and York. Your shoes don’t need to be identical to your bag or hat, but coordinating tones or accents elevate your whole look. For example, navy shoes with a matching ribbon on your hat, or rose‑gold heels echoing a statement clutch.

Can I Wear Trainers to the Races?

Not if you're aiming upscale! While trainers might feel cheeky at casual meetings, most racecourses ban sports‑style kicks, especially in enclosures. We recommend staying on the safe side with something smart and elegant to avoid any disappointment.

Can I Wear Flat Shoes to the Races?

Absolutely, just make sure they’re polished and purposeful. Ladies, flats are always a clever choice for being on your feet all day. Pair them with midi dresses or tailored separates. Gents, loafers or sleek Derbys can work too, especially with minimal socks and suit trousers.

Race Day Style Starts From the Ground Up

Race days are where tradition meets theatre, where every detail matters, from the tilt of a hat to the cut of a blazer. But amid the fanfare, it’s easy to overlook the one thing you’ll rely on most: your shoes. Whether you're striding through the Royal Enclosure or queuing for a Pimm’s in the paddock, what’s on your feet will define your day.

Style is key, of course, but comfort and practicality are what keep you looking poised from the first race to the last toast. Think block heels that won’t sink into the grass, leather brogues that hold up through unexpected showers, and flats that let you glide through the day without a second thought.

So wherever you might be heading for race day, choose shoes that not only complete your outfit but truly support your "at the races" experience.