The Cheltenham Races kick off the race calendar this year, running between the 11th – 14th March. As the pinnacle of the jump racing calendar, drawing crowds who take as much pride in their attire as they do in their bets. Knowing what to wear to the Cheltenham races, then, is just as important as any other race event.
Unlike some race meetings with strict dress codes, Cheltenham Festival allows for a blend of tradition and personal style. However, looking the part is an unspoken expectation, particularly in the more prestigious enclosures.
With the festival held in March, the British weather plays a key role in outfit choices. Dressing smartly while considering warmth and practicality is the secret to looking stylish and staying comfortable throughout the day.
Dressing for Different Enclosures
Firstly, it’s important to consider which enclosure you’ll be staying in during your time at the racecourse. Unlike other events in the race calendar, Cheltenham does not enforce a strict dress code. Still, different enclosures have varying expectations for their patrons, and a day at the races usually means a day of looking your best.
Here’s a quick rundown of what to aim for:
- Club Enclosure – The smartest dress is expected here, with most men opting for three-piece suits and polished shoes. A smart overcoat and carefully chosen accessories complete the look
- Tattersalls – A suit or smart blazer with well-fitted trousers is ideal. While the dress code is more relaxed, looking sharp still adds to the experience
- Best Mate – As the most affordable way to enjoy racing at Cheltenham, this area sees a mix of traditional tweed and modern takes on race-day style. Layers and waterproof footwear are particularly wise choices here
If it’s your first time at the races, and you’re not too sure of your fashion choices, then sticking to the Best Mate is a good choice. There are plenty of examples of what to wear online, however, and you can always speak with experts on racecourse dresswear if you’re still unsure.
Choosing the Right Suit
A well-tailored race day suit is the foundation of a strong Cheltenham outfit. Unlike summer race meets where lighter fabrics reign, being in March means Cheltenham calls for something weightier and more structured, while still being breathable in case the season turns warm. Tweed is the classic choice, offering warmth, durability, and a touch of countryside charm that fits the atmosphere of the event.
- Opt for tweed, wool, or heavy cotton suits for warmth and structure.
- Choose patterns like herringbone, Prince of Wales check, or houndstooth for character.
- Stick to rich, muted tones like dark green, brown, or deep blue.
- A three-piece suit with a waistcoat adds a sophisticated touch.
For those attending the more exclusive enclosures, a three-piece suit with a waistcoat adds an extra layer of polish. Not only does it enhance the overall look, but it also provides a bit of extra warmth on cooler days.
Shirts and Layers
Layering is essential for staying comfortable throughout the day, especially given the unpredictable March weather. A high-quality cotton or brushed twill shirt offers breathability while maintaining a refined look. Soft, neutral shades such as cream, pale blue, or muted pink pair well with tweed and wool suits – just be sure to keep your body shape in mind and not be too bulky!
On top of that, adding layers with a fine-knit jumper is a good idea if the weather turns out on the colder end, adding extra insulation without compromising style. A roll-neck jumper under a blazer is another fashionable yet practical option, offering a modern alternative to a traditional shirt and tie combination.
Adding Outerwear
A strong outer layer is non-negotiable for Cheltenham. A tailored overcoat in wool or a structured trench coat works perfectly, offering both warmth and sophistication. Dark navy, camel, or grey are all classic choices that complement most suit colours.
For a more country-inspired look, a waxed jacket or quilted coat adds a practical yet stylish layer that blends well with the rural setting of the festival. Ensure the fit is structured, as an oversized coat can detract from an otherwise polished outfit.
If you want an example of this style, @thomasfortinmenswear shows it off with aplomb in this TikTok, alongside a more old-money style:
@thomasfortinmenswear Which suit styling would you go for , for a day at the Cheltenham Festival? Its between the classic country greens with a necktie ( Thomas fortin of course ) or do you prefer the ascot look of a tied scarf , more old money town chic than country. love to hear your thoughts . and are you going to #cheltenhamfestival #suitstyle #menstyle #suitandtie #countrylook #ootd #gdwm #getdressedwithme #outfitinspiration #adayattheraces #cheltenhamraces @The Jockey Club
Keeping Footwear Practical
Navigating the racecourse involves a fair amount of walking, sometimes over damp or uneven ground. Footwear needs to be both stylish and functional. Brogues and Derby shoes are classic choices, offering timeless appeal while ensuring comfort.
- Choose brogues or Derby shoes for classic style and comfort.
- Chelsea or lace-up leather boots provide durability and flair.
- Ensure shoes are well-polished and weatherproofed.
- Opt for rubber-soled shoes for better grip on damp terrain.
No matter what kind of shoes you choose, make sure that they are well-polished and weatherproofed to keep them looking sharp throughout the day.
The Finishing Touch of Accessories
Accessories can elevate an outfit, adding a personal touch while keeping things practical. A classic flat cap or fedora is a Cheltenham staple, blending heritage with sophistication. Choose one in a colour that complements your suit for a cohesive look.
A silk or wool tie, ideally in earthy tones or classic patterns, adds another refined touch. Pocket squares are another stylish addition, offering a pop of colour without overpowering the outfit. Leather gloves and a quality scarf are both practical and stylish, ensuring you stay warm while maintaining a polished appearance.
The Cheltenham Festival offers the perfect occasion to embrace classic British tailoring and timeless style. Make sure you’re ready, whether it’s for one day or the full time, by choosing high-quality fabrics, layering appropriately, and paying attention to details.
With these in mind your race-day outfit is sure to be both sophisticated and practical. With a thoughtful approach to dressing, you’ll be ready to enjoy the spectacle in style, come rain or shine.
