The Cheltenham Festival, often heralded as the ‘countryside catwalk,’ is a sartorial spectacle that seamlessly blends tradition, heritage, and contemporary flair. Over 65,000 racegoers descend each March upon the Gloucestershire racecourse, transforming it into a four-day celebration of equestrian excellence and countryside sophistication. While the event lacks the rigid dress codes of Royal Ascot, it offers a unique opportunity to showcase a harmonious blend of practicality and elegance, all while navigating the unpredictable British spring weather.
As Jade Holland Cooper, founder of Holland Cooper, aptly observes, “Cheltenham embodies a refined countryside aesthetic—think heritage tweeds, timeless silhouettes, and a touch of regal inspiration.” Indeed, the festival’s fashion ethos is a masterclass in balancing functionality with high style, making it a standout event in the British social calendar.
The Royal Influence: A Legacy of Elegance
The Royal Family’s longstanding presence at Cheltenham has cemented the event as a showcase of regal fashion. From the Queen Mother’s signature cobalt blue ensembles to Princess Diana’s iconic red mohair coat in 1982, the Royals have consistently set the sartorial bar high. More recently, the Princess of Wales captivated onlookers in 2013 with a blush pink Joseph coat, while Queen Camilla made headlines in 2023 with a chic wide-brimmed faux fur hat. These moments underscore the enduring influence of royal style, offering a wealth of inspiration for festival-goers.
The Outerwear Edit: Your First Line of Defence
At Cheltenham, outerwear is not merely an afterthought—it’s the cornerstone of your ensemble. Hillary Bacon, Marketing Director of Cordings, emphasizes the importance of investing in a coat that is both functional and fashionable. “A well-tailored wool or tweed overcoat is a quintessential choice,” she advises. “Opt for neutral tones like camel, charcoal, or olive green, which offer versatility and timeless appeal.”
For a modern twist, consider a tailored cape or a structured trouser suit, as favored by Zara Tindall. Layering is key; a cashmere roll neck in a tonal shade adds warmth without compromising on sophistication. Alternatively, take cues from the Princess of Wales’ 2007 skirt suit, a look that has recently regained traction among fashion elites like Anna Wintour and Anya Hindmarch.
The Colour Palette: Tradition Meets Modernity
While tweed remains the unofficial fabric of Cheltenham, the strategic use of colour can elevate your ensemble to new heights. Stylist Alice Hare suggests, “Earthy tones and jewel hues are ideal for staying true to the festival’s heritage. Accessories, such as a patterned scarf or a statement hat, can inject a contemporary edge.”
The late Queen Elizabeth II exemplified this approach in 2003, pairing a blue check coat with tonal accessories for a look that was both regal and relatable. Similarly, the Duchess of Edinburgh’s 2006 ensemble, featuring jewel-toned buttons coordinated with her hat and bag, demonstrated how subtle colour accents can create a cohesive and polished outfit.
Footwear: Practicality Meets Panache
When it comes to footwear, practicality reigns supreme. Penelope Chilvers, renowned for her equestrian-inspired designs, advises, “Opt for sturdy yet stylish boots with a good grip. Knee-high leather boots with block heels are a royal favorite, offering both stability and elegance.”
Gone are the days when heels were deemed a necessity; today, chic flats and weatherproof boots are the go-to choices for navigating Cheltenham’s often muddy terrain. A pair of leather gloves and a coordinating handbag can further tie your look together, ensuring a seamless blend of form and function.
Accessories: The Finishing Touches
No Cheltenham ensemble is complete without thoughtfully curated accessories. Zuleika Gerrish, Antique Jewellery Historian at Parkin & Gerrish, highlights the versatility of brooches: “A brooch can be worn on a lapel, hat, scarf, or even a bag, adding a unique touch to your outfit.” The Princess Royal’s gold horse brooch, worn across multiple days in 2023, is a testament to how one statement piece can elevate various looks.
For earrings, Honor Wainwright, Director of Boodles, recommends classic gold studs or pearl drops. “Earrings are essential at Cheltenham,” she notes. “They remain visible even when layered under roll necks and coats, adding a touch of refinement to your overall look.” For a bolder statement, take inspiration from Zara Tindall, who often pairs contemporary trouser suits with chunky earrings.
The Final Flourish: Hats and Bags
A standout hat or bag can transform your Cheltenham look from ordinary to extraordinary. Rachel Trevor Morgan, a renowned milliner, suggests, “Opt for felt or wool hats with a strong silhouette. Feathers, whether as a trim or a headpiece, add a touch of drama.” Queen Camilla and the Princess Royal frequently favor wide-brimmed styles, while Zara Tindall leans towards structured, colorful designs for a modern edge.
A structured leather bag, whether a crossbody or clutch, is equally indispensable. Not only does it keep your hands free for a glass of champagne or a racecard, but it also adds a polished finish to your ensemble.
Conclusion: Mastering the Cheltenham Dress Code
Dressing for Cheltenham is an art form that marries practicality with timeless elegance. By drawing inspiration from the Royals and incorporating key elements such as tailored outerwear, earthy tones, sturdy footwear, and statement accessories, you can effortlessly navigate the festival’s unique sartorial landscape. Whether you’re sipping Guinness in the village or enjoying the races from a private box, remember: at Cheltenham, style is as much about heritage as it is about innovation.
