As the Cheltenham Festival 2025 approaches, excitement is building for one of the most prestigious horse racing events of the year. While the thrilling races take center stage, fashion plays a major role in the experience. Unlike summer events such as Royal Ascot, Cheltenham calls for elegant, weather-appropriate attire that blends tradition with modern sophistication.
Whether attending Ladies Day or any other race day, dressing the part ensures you stand out in the crowd. Here’s your essential guide to what to wear at the Cheltenham Races.
Women’s Style Guide: Elegance Meets Warmth
Tailored Outerwear: A Must-Have for Cheltenham
March weather can be unpredictable, making stylish yet practical outerwear a race day essential. The Welligogs Oxford Wool Coat in Duck Egg Blue is the perfect blend of luxury and functionality, ensuring warmth without compromising style. For those who love classic tweed, the Dubarry Bracken Tweed Jacket is a timeless option that pairs beautifully with race day outfits. Layering a structured wool coat over a fitted dress creates a polished look while providing protection from the elements.
Statement Dresses & Chic Layering
Make an impression with a sophisticated dress that offers both comfort and style. The Lola Casademunt Check Shimmer Coat in Black & Brown is a striking choice that effortlessly balances elegance and warmth. Alternatively, the King Louie Women's Carina Dress Rising in Evening Blue provides a refined look, ideal for layering with a tailored coat or cape. For added sophistication, accessorize with a belt to define the waist and create a flattering silhouette.
Footwear for Comfort & Sophistication
Given the outdoor setting and potential for muddy terrain, sturdy yet stylish footwear is key. The Fairfax & Favor Heeled Regina Boots in Tan Suede are a go-to option, offering both height and comfort. For a more classic, weatherproof look, opt for the Dubarry Sligo Country Boots, designed to handle race day terrain while maintaining an elegant aesthetic. When selecting footwear, consider pairing them with knee-high socks or stylish tights for extra warmth and flair.
Finishing Touches: Hats, Bags & Accessories
No Cheltenham outfit is complete without a statement hat. The Hicks & Brown Suffolk Fedora in Cinnamon is a race day staple, adding an air of sophistication to any look. Complement your outfits with the Welligogs Phillipa Leather Handbag, a stylish yet functional choice for carrying essentials. A touch of sparkle, such as the Dimacci Nicy Queen Watch in Cognac & Gold with Swarovski Crystals, elevates your ensemble effortlessly. To complete the look, consider adding elegant gloves or scarves for extra warmth and style.
Men’s Style Guide: Traditional with a Modern Edge
Classic Tweed and Tailored Layers
Gentlemen attending Cheltenham should embrace timeless country style with a modern touch. A Schoffel Berkeley 1/4 Zip Fleece in Dark Olive layered under a tailored tweed blazer or a coat is a classic combination. For added warmth, consider a Dubarry Men’s Tweed Jacket, perfect for the sophisticated racegoer. Opt for neutral tones like deep greens, browns, or navy for a refined yet stylish appearance.
Footwear: The Foundation of a Stylish Look
Stylish yet practical shoes are a must at Cheltenham. A pair of Dubarry Galway Country Boots offers waterproof durability, while Barbour Deckham Boots provide a polished alternative for drier days. Pair them with smart wool socks for extra comfort. Ensure your footwear is well-maintained and polished for a sharp, race-ready look.
Essential Accessories: Hats
Complete your look with a stylish hat, such as the Bailey Blixen Fedora Hat, a refined choice that adds a traditional yet contemporary edge. Accentuate your look with a silk or wool pocket square for a subtle touch of sophistication. Browse our selection of refined headwear to discover the perfect hat that elevates your look and mirrors your unique flair.
Shop Your Perfect Cheltenham Look
At Red Mills Store, we’ve curated an exclusive Cheltenham Racing Style Collection, featuring the finest race-day attire for men and women. Whether you're attending Ladies' Day or simply want to embrace the timeless elegance of Cheltenham, our collection ensures you look and feel your best.
Shop the Cheltenham Collection now!
