Ascot is almost here, and whether you go every year and have been looking forward to it since January, or if you’ve only just started thinking about what to wear, now is the time to get your outfit in order. The event may centre around racing, but let's be honest: fashion is just as much a part of the spectacle. From oversized hats to elegant dresses, Ascot has always been about showing up and showing out, albeit with a few rules to follow.
If you're anything like me, you might associate Ascot with images of overly prim, conservative outfits, stiff fascinators and a slightly overwhelming list of dos and don'ts. But in reality, dressing for the racecourse has evolved. Whilst there are still official guidelines—particularly for certain enclosures—the modern approach to race-day fashion is far more creative than you might expect. It's less about fitting into a rigid mould and more about expressing your style within the parameters. You'll still want a hat for some outfits (or at least a very good headpiece), but gone are the days of cookie-cutter occasionwear. Now, there's room for bold colours, directional tailoring and even a flat shoe, if you style it right.
That's not to say your outfit has to cost a fortune, either. As much as the races are a natural home to British designers like Emilia Wickstead and Erdem, I've found that this year, some of the most head-turning race-day looks come from the high street. For example, a great blazer and midi skirt from & Other Stories paired with a strong accessory moment courtesy of Missoma can look just as elevated as any runway look, especially when styled with confidence. Plus, updated accessories like minimal clutch bags and sculptural slingbacks have a certain Ascot energy without veering into costume territory.
Granted, I'll always think of My Fair Lady when I think about Ascot, not just for the (admittedly over-the-top) race-day scene, but for the transformation achieved by the clothes, but you don't need a Hollywood budget to create that feeling. In short, looking the part is far more achievable than you might think, and it's proof that dressing for traditional events is still very much in fashion when you add fresh energy and modern proportions into the mix.
So, if you're wondering what to wear to Ascot this year, scroll on. These outfit ideas combine everything I love about this particular spot on the fashion calendar: playful styling, heritage references and pieces that will work hard in your wardrobe well beyond race day.
5 Chic Ascot 2025 Outfits
1. Black Dress + Mules + Clutch Bag
Style Notes: There's something about a black dress at Ascot that feels quietly confident. It's the opposite of try-hard: sleek, classic and surprisingly versatile. Whilst lighter colours dominate race-day dressing, black brings a refined minimalism that instantly stands out. Pair it with some cute mules and a clutch for balance. Bonus points if the dress has interesting details like an open back or an asymmetric hem; those subtle twists will elevate the look.
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A quietly luxe take on an event dress.
You can never go wrong with Manolos.
Summery raffia and plenty of room for the essentials. This ticks all the boxes.
Simply stunning.
Gorgeous on its own and also perfect for layering with your other gold chains.
2. Blazer + Poplin Skirt + Block Heels
Style Notes: This is the kind of outfit that's perfect for transitional weather and anyone who doesn't want to feel overdressed. A blazer instantly sharpens up a floaty poplin skirt, and the contrast in structure makes the outfit feel thoughtfully styled. Block-heeled sandals add comfort without compromising height, which is especially useful when navigating grassy enclosures. If you love a low-key tailored moment, this is your route.
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Aligne's Daphne blazer has a waisted cut that is very much in right now.
An elevated basic, this one has volume without bulk and is cut from crisp cotton that holds its shape. It also has pockets, which, frankly, should be mandatory.
These have a retro feel and come in multiple shades, but the creamy nude hue is especially good with pastels and soft tailoring.
If you want to go all out.
The formal-yet-chic bag of dreams. Well done, Mulberry
This silver cuff brings in a hint of polish whilst still keeping the look directional.
3. Puff Sleeve Dress + Wedge Sandals + Top-Handle Bag
Style Notes: A puff-sleeve dress feels instantly Ascot-ready—structured yet playful. This season's styles lean sleek rather than fussy, with soft florals and pale pinks leading the way. A refined wedge sandal (which we saw a lot of at Chloé this season) gives that extra summer push, and a structured top-handle bag will balance the softness.
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Simkhai has become a go-to for event dressing, and this pink mini silhouette is one of its most flattering.
Super chic and comfortable—win, win.
Sleek, sculptural and surprisingly roomy. It's not Ascot without at least one Aspinal piece.
A very new gen hair accessory.
Ascot is the perfect place to showcase your best designer jewellery.
This is so intricate and delicate.
4. Off-the-Shoulder Two-Tone Dress + Ballet Flats
Style Notes: For those who like their occasionwear to feel a little less traditional, but no less refined, an off-the-shoulder dress offers that balance and keeps to the dress code. It's romantic without being too cutesy, and when done in a modern two-tone palette, it makes just the right kind of statement. Ballet flats give this outfit a grounded feel and offer some very welcome comfort if you're on your feet all day.
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I gasped when I saw this dress.
A classic shoe.
Toteme, you win me over every season.
Simple, sculptural and perfect for those who don't want to over-accessorise. They catch the light in photos too, which is always a bonus.
This choker works especially well with an off-the-shoulder neckline.
5. Slip Dress + Slingback Heels + Sun Hat
Style Notes: Maxi dresses are the ultimate no-fuss option—elegant, light and easy to style. Look for ones with pleated skirts or satin finishes to elevate the look. A slingback heel keeps things smart and practical, and a sculpted sun hat adds the perfect finishing touch.
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Zara does maxi dress incredibly well
These are genuinely comfortable and the heel subtly elongates the legs, especially when worn with cropped trousers.
A bag that has stolen my heart.
The tie detailing is what sold me.
A delicate bracelet always finishes off a tailored look.
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