The Cheltenham Festival 2025 is fast approaching, running from Tuesday, 11 March to Friday, 14 March. It isn’t just about the racing; it’s one of the biggest events on the British social calendar. Every year, thousands of racegoers gather for four days of top-tier jump racing, but it’s also a chance to showcase classic British style. Unlike summer race days at Ascot, Cheltenham takes place in March, meaning your outfit needs to be just as practical as it is stylish.
So, how do you strike the perfect balance between staying warm, looking elegant, and embracing that timeless race day look? The answer is tailoring, layering, and attention to detail. Whether you’re a seasoned racegoer or it’s your first time at Cheltenham, here’s everything you need to know about dressing the part.
Cheltenham has a reputation for being a more relaxed (yet still sophisticated) racing event compared to Royal Ascot. While there’s no strict dress code, the unspoken rule is to dress smartly and embrace heritage British fashion. This means well-tailored coats, classic tweed, structured silhouettes, and polished accessories.
The key thing to remember? March weather is unpredictable. One minute it’s bright and crisp, the next you’re battling rain and wind. That’s why layering is essential, you want to look stylish without freezing. For men, Cheltenham is the perfect excuse to embrace classic British tailoring. It’s not about flashy suits or bold patterns; instead, think understated elegance with a focus on quality fabrics and good fit. A three-piece tweed suit is a Cheltenham staple. It’s warm, timeless, and fits perfectly with the countryside setting. If tweed isn’t your thing, a well-tailored wool suit in earthy tones like navy, grey, or olive works just as well.
A structured wool or cashmere coat in classic colours like camel, navy, or charcoal is a must. Quilted Barbour-style jackets can also work but avoid anything too casual. A crisp shirt is a given but layering with a waistcoat or fine-knit roll-neck jumper adds warmth and sophistication. Brogues, Chelsea boots, or Oxford shoes are perfect. Avoid trainers at all costs, this isn’t the place for them!
A felt fedora or flat cap adds a touch of country charm, while a silk pocket square or a patterned tie can inject a bit of personality.
For women, Cheltenham fashion is all about classic tailoring, luxurious outerwear, and elegant accessories. Unlike summer race days, floaty dresses and strappy heels don’t really work here, it’s all about structured silhouettes and practical chic.
Your coat is the star of the show, so make sure it’s well-fitted and elegant. A wool wrap coat, belted trench, or structured tweed blazer works beautifully. If you want something different, a cape can add a touch of vintage glamour.
A midi-length dress in heavier fabrics like wool or jacquard is a great option. Alternatively, a high-waisted skirt paired with a tailored blazer creates a polished look.
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The racecourse can get muddy, so leave the stilettos at home. Opt for knee-high boots, smart ankle boots, or block-heeled shoes in leather or suede.
– While fascinators aren’t a requirement, a structured hat, such as a fedora or beret, adds a touch of sophistication. Leather gloves, a classic handbag, and delicate jewellery complete the look.
When dressing for Cheltenham, always consider the weather, March in the UK can be unpredictable, so layering is essential. Invest in well-tailored pieces, whether it’s a structured coat, a sharp blazer, or a smart tweed suit. Stick to classic, muted tones like deep greens, browns, greys, and navies for a refined look, and don’t be afraid to add personality with thoughtful accessories such as a patterned scarf, a bold tie, or a vintage brooch.
However, avoid anything too casual, trainers, sportswear, and overly relaxed outfits won’t cut it. Likewise, loud prints and neon colours can feel out of place at Cheltenham, where the style leans towards understated elegance. Most importantly, don’t forget a warm, well-fitted coat, looking stylish won’t help if you’re freezing all day!
Cheltenham Festival style is a celebration of British tailoring, heritage fabrics, and elegant layering. Whether you opt for a classic tweed suit, a structured wool coat, or a timeless hat, the key is to feel confident, comfortable, and effortlessly polished.
So, are you ready for race day? What’s your go-to Cheltenham look?
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