These Are The Best Ascot-Approved Dresses I’m Eyeing Up For Race Day

The Royal Ascot dress code is famed for being something of a nightmare. The rules and regulations of what you can and can't wear for an event like the races can be enough to send you galloping at speed in the opposite direction. But then, unless the weddings you attend are of the very fancy variety, when else do you get to wear a dress and a hat apart from Ascot?

Taking place this year from 17 - 21 June, the event is the most glamorous on the racing calendar and is always attended by the royal family - so it's no surprise there's such a strict protocol on what it is and isn't okay to wear. Ascot outfits vary depending on the enclosure, with some being more formal than others. The Royal Enclosure, for instance, is the smartest area and requires formal daywear (dresses and skirts of a modest length, defined as falling just above the knee or longer, with straps that are one inch or thicker; hats or headpieces with a solid base of 10cm or more, meanwhile, are acceptable). For the Queen Anne Enclosure, guests are advised to wear hats, headpieces or fascinators, while they're not allowed to wear sheer or strapless tops or dresses.

If in doubt about what to wear to Royal Ascot 2025, which kicked off today with appearances from King Charles, Queen Camilla, Zara Tindall and Princess Beatrice, take inspiration from the race day outfits of the royal family members in attendance.

Princess Beatrice opted for a gingham co-ord - a puff-sleeved jacket with a midi skirt, both covered in pink-and-white squares that resembled the chicest kind of picnic blanket. Her cousin Zara Tindall, meanwhile, chose a periwinkle dress by Rebecca Vallance, accessorising with a rose pink hat and matching heels that defied the fashion rule that you should never coordinate your add-ons.

It's historically been one of the most stylish events on the summer calendar so it's also worth looking back at race days gone by. When Meghan Markle attended in 2018, she chose an Ascot dress with a twist, side-stepping the traditional floral frocks for a sharp shirt dress from Givenchy.

Then there's Kate Middleton, who wore a bold red Alexander McQueen dress and matching red Philip Treacy hat in 2023 - not forgetting a pair of chic and affordable earrings from her favourite high street brand Sézane.

It might only be day one but several micro trends have already emerged in SL5. Flora Macdonald Johnston wore double polka dots, with a long-sleeved, pussy-bowed frock in tomato that worked a treat with her navy hat and proved that spots are still 'the one' when it comes to occasionwear.

To help navigate all the different enclosures - the style guides for which you can read in detail here - we also asked stylist Fiona Huntingford for her expert advice on how to prep, what to wear and some essential Ascot outfit inspiration, plus who to emulate from Ascots gone-by.

Shop: Royal Ascot Dresses That Fit The Dress Code

What are the main things to be aware of when it comes to Royal Ascot dresses?

Royal Ascot has strict dress codes that need to be adhered to depending on the enclosure you’re in; however, a formal day dress with a hat is a minimum for ladies (unless you’re in the Windsor Enclosure, where no formal dress code applies).

What is your advice for people who are coming for the first time?

Err on the side of caution when it comes to the dress codes – even if you’re not in the Royal Enclosure, take the opportunity to make a bit of an effort – you don’t go to Ascot every day!

What about if you don’t want to wear a dress – is there an alternative?

A tailored jumpsuit is a nice alternative to a dress – the style must still comply with dress codes, so the trousers must be full length and the top half must not be strappy or strapless.

In terms of cover-ups/jackets – what would you recommend?

Pashminas are allowed and are a good choice when the weather is too warm for anything more, however a jacket is more formal and adds structure to your outfit. In terms of shape, try a neat fitted jacket or dress coat with three quarter-length sleeves, which gives a pretty silhouette.

What are the rules when it comes to headwear?

Again, it depends on which enclosure you are in; for the Royal Enclosure at Ascot fascinators are not allowed and your hat or headpiece has to have a solid base of 10cm or more. In the Queen Anne Enclosure, fascinators are allowed. In the general enclosure hats don’t have to be worn.

How do you recommend finding the hat/fascinator that suits you best?

My advice would be to try on several different styles – don’t go for overly large hats or fascinators unless you’re trying to win a prize! When choosing the colour pick a dominant shade from your outfit or if wearing black for example, try a highlight colour or multi-toned style. Try to balance your headpiece with the rest of your outfit.

What are the best shoes for being on your feet all day at Ascot?

Shoes with a hidden wedge or platform are great when on your feet all day. Stilettos can be tricky if walking on grass. L.K. Bennett does a good selection in an array of neutral shades.

Who do you think has dressed well for Ascot in the past? What style lessons can we learn from their looks?

In 2016, the Princess of Wales wore a stunning long-sleeved, white lace Dolce & Gabbana dress with a beautiful headpiece, simple pearl earrings, a box clutch and, of course, her usual neutral heels. She looked picture perfect for the Royal Enclosure. Sophie Wessex chose an all-black ensemble in 2014 and looked incredibly elegant with a large-brimmed angled hat, textured brocade, full-skirted dress with pockets, a simple clutch and drop pearl earrings.

Rebecca Cope is a freelance journalist who has written for publications including Style, The Sunday Times Magazine, The Telegraph and Vogue.