From Countryside to Course: How to Dress for Cheltenham in Style
From Countryside to Course: How to Dress for Cheltenham in Style
As the November meet approaches, Cheltenham becomes a celebration of British style at its finest — where heritage craftsmanship meets contemporary elegance. Dressing for the races is about balancing warmth and sophistication, with textures, tones and tailoring that feel as timeless as the course itself.
At Waring Brooke, we believe the perfect race day outfit starts with exquisite knitwear — crafted in Nottingham and inspired by the British countryside. Here’s how to create a look that feels confident, classic, and distinctly you.
The Skirt Edit – Classic Heritage with a Twist
This season, it’s all about statement separates with enduring appeal. Our Heritage Multi Herringbone Skirt offers a nod to traditional British tailoring, while the Snaffle Longer length brings a soft pop of equestrian elegance — effortlessly chic paired with camel or taupe outerwear.
For those who love a touch of character, the Motif Skirts — from the Curious Fox to other signature designs — add playful charm to race day dressing, blending heritage pattern with modern silhouette.
The Statement Knit – Where Warmth Meets Personality
No Cheltenham outfit is complete without a beautifully crafted knit. Our Motif Chunky Knit Jumpers are made to stand out while keeping you cosy through the day’s chill.
The Stallion Jumper captures equestrian spirit with quiet strength, while the Polo Jumper adds sporty sophistication to your ensemble. For a softer countryside story, the Curious Fox Jumper brings whimsical charm in a luxurious, heavyweight knit.
Each piece is a nod to British heritage, designed to layer effortlessly with skirts, tailored coats, and knee-high boots.
Finishing Touches – Elegance in Every Detail
Polish your look with thoughtful accessories that complete your race day style. The Harrier Feather Hairband adds natural elegance, while the Amelia Plait Hairband and Chain Loop Hairband channel classic Chanel-inspired sophistication — perfect for soft waves or an updo.
These small details bring balance to bold knits and structured skirts, creating an effortlessly refined finish from head to toe.
Palette of the Season – Earthy Neutrals and Soft Camels
This year’s race day palette draws inspiration from the Cotswold countryside — warm camels, earthy taupes, and beige neutrals. These tones layer beautifully with Waring Brooke’s signature burgundy and heather hues, creating a harmonious blend of rustic charm and contemporary polish.
The Finishing Line
From countryside mornings to the Cheltenham stands, dressing well for the races is about celebrating craftsmanship, comfort, and confidence. With every Waring Brooke piece designed and made in Nottingham, each outfit tells a story of modern British heritage — timeless, wearable, and beautifully made.