The Cheltenham Festival isn’t just about the races—it’s also a great excuse to dress up in timeless country fashion. Whether you’re heading to Ladies’ Day or just soaking up the atmosphere, your outfit should be stylish, elegant, and practical. We’ve pulled together some of our favourite pieces from Wild & Westbrooke to help you look the part.
1. Henrietta Skirt – Mocha Herringbone
The Henrietta Skirt in Mocha Herringbone is the perfect choice for race day. Made from beautifully tailored tweed, it’s classic, flattering, and pairs effortlessly with a crisp blouse or a cosy knit. Add knee-high boots for a polished countryside-inspired look.
Shop the Henrietta Skirt
2. Suffolk Fedora – Olive Guinea Pheasant Feather
A fedora is a Cheltenham essential, and the Suffolk Fedora in Olive, finished with a Guinea & Pheasant Feather, is the perfect statement piece. Not only does it add a sophisticated touch to your outfit, but it’s also practical for keeping the elements at bay.
Shop the Suffolk Fedora
3. Ankle Regina Boot – Tan Suede
The Ankle Regina Boot in Tan Suede is stylish, comfortable, and ideal for a long day at the races. With their elegant shape and slight heel, they strike the perfect balance between country style and practicality.
Shop the Ankle Regina Boot
4. Mini Windsor Handbag – Chocolate Suede
A race day look isn’t complete without a stylish yet practical bag, and the Mini Windsor Handbag in Chocolate Suedeis just that. With its compact size and luxurious suede finish, it’s the ideal accessory to carry your essentials without compromising on style.
Shop the Mini Windsor Handbag
5. Explorer Regular Fit – Oak Leather
For a more relaxed but equally refined look, the Explorer Regular Fit in Oak Leather is a great choice. These boots are comfortable, durable, and perfect for walking around the racecourse while maintaining a stylish country look.
Shop the Explorer Boots
6. Chiltern Cape – Charlton Tweed
A tweed cape is a must-have for race day, and the Chiltern Cape in Charlton Tweed is an absolute showstopper. Its elegant cut and classic check pattern make it the perfect finishing touch for a refined yet effortless look.
Shop the Chiltern Cape
Final Thoughts
Cheltenham is the perfect opportunity to showcase classic British countryside style while staying warm and comfortable. These handpicked pieces from Wild & Westbrooke will ensure you look effortlessly stylish for the occasion.
Explore more of our race day favourites here:
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