
Cheltenham Festival Style Guide
The Cheltenham Festival is one of the most prestigious events in the British racing calendar, bringing together world-class horse racing, high society, and impeccable fashion. As a winter racing event, the festival calls for a balance between sophistication and practicality, making hats an essential element of any outfit. Follow our expert guidance and discover which hat to wear for the Cheltenham Festival.
The dress code at Cheltenham is less formal than Ascot but still requires a refined, polished look. Think luxurious fabrics, rich colours, and structured silhouettes. The right hat can elevate your ensemble, whether you opt for classic elegance or modern edge.
Which hat to wear for Champion Day
Fedoras exude an effortless, equestrian-inspired elegance, making them a perfect choice for Cheltenham. Choose rich, earthy tones such as brown or deep green to complement traditional tweed or wool ensembles. A fedora pairs beautifully with a structured blazer, tailored trousers, or a wool midi skirt. Add classic riding boots or heeled ankle boots and a structured handbag to complete the look with refined sophistication.


Which hat to wear for Style Wednesday
A timeless and elegant choice, wide-brimmed felt hats offer both style and practicality for the winter racing season. They provide warmth while adding a sophisticated edge to your ensemble. Opt for neutral tones like camel, white, or black for versatility. Pair a wide-brimmed hat with tailored outerwear such as a long wool coat or a belted trench, and complete the look with leather gloves and knee-high boots for a polished, race-day-ready outfit.




Which hat to wear for St Patrick’s Thursday
For a more structured and refined aesthetic, felt pillbox hats are a chic alternative. Designed to be worn at the back of the head, they create an elegant silhouette and pair seamlessly with tailored coats in deep jewel tones or classic monochrome. Whether you prefer understated black, crisp white, or a bold leopard print, a pillbox hat adds a touch of vintage-inspired charm to your race day look. Style it with pearl earrings, a structured handbag, and sleek outerwear for a timelessly polished appearance.


Which hat to wear for Gold Cup Day
Tweed halos offer a contemporary yet classic approach to race day dressing, blending rich textures with effortless sophistication. These headpieces work equally well with structured wool coats, tailored capes, or elegant blazers in complementary tones. Opt for a monochrome or jewel-toned outfit to allow the intricate fabric detailing of the halo to stand out. Then finish with delicate gold jewellery and heeled boots for a refined, Parisian-inspired ensemble.


The Cheltenham Festival is an opportunity to showcase your winter racing style with poise and elegance. Whether you gravitate towards the timeless charm of pillbox hats, the refined edge of wide-brimmed felt designs, or the sophistication of tweed halos, choosing the right hat will ensure you stand out for all the right reasons. Explore the Emily-London collection to find the perfect piece for your race day wardrobe.