For the Gentlemen: Timeless Elegance with a Modern Edge

Gentlemen’s fashion at Cheltenham is synonymous with traditional tailoring, yet modern influences allow for a fresh take on classic attire. Here’s how to master race day style:

Suits & Jackets:

A three-piece tweed or wool suit is a quintessential choice for Cheltenham. Shades of brown, green, and navy exude a refined country aesthetic. Layering with a waistcoat or knitted vest adds warmth while enhancing the overall look.

Shirts & Ties:

A crisp white or pastel-colored shirt provides a perfect base, complemented by a silk tie in a contrasting yet complementary shade. Patterned ties, such as herringbone or paisley, add personality to the outfit.

Footwear:

Brogues, Chelsea boots, and derby shoes in polished leather or suede are the preferred choices. Opt for darker hues such as oxblood, brown, or black for a classic and polished finish.

Outerwear & Accessories:

A tailored wool overcoat or a checked tweed jacket is both practical and stylish. Accessories such as pocket squares, leather gloves, and classic flat caps or fedoras add an element of sophistication.

For the Ladies: Chic, Sophisticated, and Weather-Ready

Ladies’ fashion at Cheltenham Festival balances glamour with practicality. Given the unpredictable British weather, racegoers often opt for stylish yet warm attire. Here are key elements to consider:

Coats & Outerwear:

A well-tailored coat is essential for staying warm while maintaining a polished look. Wool and tweed coats in classic hues such as camel, navy, and deep green are timeless choices. A belted wrap coat or a structured trench can also elevate your ensemble.

Dresses & Skirts:

Midi and knee-length dresses in rich tones and elegant prints add a touch of sophistication. Pairing them with tights ensures warmth while maintaining style. Tweed and wool skirts paired with fitted tops or cashmere sweaters create an effortlessly chic look.

Footwear:

Given the often soft and uneven ground at Cheltenham, opt for heeled boots or stylish ankle boots with a sturdy sole. Leather or suede designs add a luxurious touch while ensuring comfort for a day of walking and standing.

Hats & Accessories:

Headwear is a standout feature at Cheltenham, with felt fedoras, pillbox hats, and stylish headbands being popular choices. Coordinating your hat with your outfit adds an extra touch of refinement. Leather gloves, silk scarves, and statement handbags complete the look, offering both practicality and sophistication.

Key Trends for Cheltenham 2025

While tradition remains at the heart of Cheltenham fashion, modern trends influence race day attire each year. For 2025, expect to see:

Bold Colors & Prints: Jewel tones, checks, and subtle floral prints will add vibrancy to classic ensembles.
 
Sustainable Fashion: Eco-conscious racegoers are opting for vintage pieces, ethical fabrics, and sustainable brands.
 
Statement Accessories: Brooches, oversized scarves, and distinctive footwear choices are making waves in race day fashion.
 

The Winning Look

Cheltenham Festival is as much about style as it is about sport, making it the perfect occasion to showcase your best outfits. Whether you choose a classic tweed ensemble, a bold contemporary look, or a balance of both, confidence is the key to carrying off your race day attire. With this exclusive style guide, you’re set to make a fashionable statement at one of the year’s most distinguished racing events.