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Female founded — Established over 11+ years ago
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  • Exceptional quality — Designed to last
  • Female founded — Established over 11+ years ago

Hats for the races

What to wear to Cheltenham Festival: The Hicks & Brown Ultimate Style Guide

Cheltenham Festival is one of the highlights of the British sporting calendar, where racing excitement meets unmistakable style. Dressing for the festival is all about combining smart, timeless pieces with practical choices for unpredictable March weather. From tailored coats and elegant knits to stylish, comfortable footwear, this guide will help you create outfits that are both chic and functional, so you can enjoy every race in confidence.

What is Cheltenham Festival?

Cheltenham Festival is a four-day National Hunt racing event held every March at Cheltenham Racecourse in Gloucestershire, UK. It brings together the very best horses, jockeys and trainers, alongside tens of thousands of racegoers who come as much for the atmosphere as for the racing itself.

Beyond the sport, Cheltenham Festival has become known for its distinctive style. Set against a countryside backdrop and taking place at the start of spring, the event calls for outfits that feel smart, timeless and practical. Many attendees embrace classic British tailoring, textured fabrics and thoughtful accessories — creating looks that are elegant yet well suited to outdoor conditions.

With multiple enclosures and themed days, the festival offers a relaxed but polished dress environment, making it one of the most stylish fixtures in the racing calendar.

What to wear to Cheltenham Festival

Is there a dress code for Cheltenham Festival?

Cheltenham Festival does not enforce a formal dress code, but most guests opt for smart or smart‑casual attire. Certain areas, such as the Club Enclosure and hospitality lounges, tend to attract a more polished look, while other enclosures are slightly more relaxed.

Fancy dress is discouraged in most areas, and offensive or impractical outfits may be refused entry. As a general rule, if you would feel comfortable wearing it to a smart countryside event, it will work well at Cheltenham.

Dressing for the weather at Cheltenham Festival

March in Gloucestershire can bring sunshine, wind, rain — or all three in one day. Preparing for the weather is essential, as you’ll be outdoors for long periods and often standing on grass.

Key weather‑ready tips:

  • Layering is essential — lightweight knits under structured coats work well
  • Choose warm, breathable fabrics such as wool or tweed
  • Waterproof or water‑resistant outerwear is a smart choice
  • Accessories like scarves, gloves and hats add warmth and style.

DAY BY DAY

What to wear on different days of Cheltenham Festival

Zara Tindall in Hicks & Brown at Cheltenham Festival

Champions Day (Tuesday 10th March)

A classic, understated look works well — think timeless tailoring and neutral colours. The Oxley Fedora works well here.

Rosie Tapner in Hicks & Brown at Cheltenham Festival

Ladies Day (Wednesday 11th March)

This is the most fashion‑focused day of the festival. Statement coats, bold accessories and standout hats are especially popular.

Woman wearing a fedora hat and tweed coat

St Patrick's Day (Thursday 13th March)

St Patrick’s Day is a great opportunity to introduce subtle colour into your outfit, with rich greens, navy and earthy tones proving especially popular. Keep the look polished and practical with classic layers, textured fabrics and comfortable footwear suited to a full day outdoors.

Gold Cup Day (Friday 14th March)

Gold Cup Day calls for a refined, elevated look that balances elegance with practicality. Classic tailoring, luxurious fabrics and thoughtful layering create a smart silhouette. Accessories such as scarves, gloves or subtle hats complete a sophisticated ensemble that feels effortlessly put together.

Hicks & Brown Hat The Oxley Fedora in Plum Velvet

What to wear to Cheltenham Festival for Women

Women’s Cheltenham outfits are often a blend of classic tailoring and soft, feminine details. Practicality is key, but there’s plenty of room to express personal style.

Popular outfit ideas include:

  • Tailored coats or capes in wool, tweed or structured fabrics
  • Knitted dresses or midi skirts paired with tights
  • Tailored trousers styled with elegant knitwear or blouses
  • Layered looks finished with a statement scarf or belt.

Neutral tones such as camel, navy, brown and soft greens are timeless and photograph beautifully, while subtle patterns and textures add interest without feeling overdone.

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Hicks & Brown The Hengrave Wax Baker Boy Cap in Olive

What to wear to Cheltenham Festival for Men

Men’s fashion at Cheltenham typically leans towards classic British tailoring with a countryside influence. Well‑cut pieces and traditional fabrics feel especially appropriate for the setting.

Consider:

  • Tweed, wool or tailored jackets
  • Smart trousers or chinos
  • Crisp shirts, fine‑gauge knitwear or waistcoats for layering
  • Coats with structure and warmth for outdoor comfort

The key is to look smart without feeling overly formal — refined, comfortable and weather‑appropriate.

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Footwear: Style vs Comfort

Footwear is one of the most important elements of any Cheltenham Festival outfit. Expect uneven ground, grass and plenty of walking throughout the day.

Best footwear choices include:

  • Smart ankle boots or knee‑high boots
  • Loafers or brogues with good grip
  • Sturdy shoes that can handle damp conditions.

Avoid delicate heels or shoes without support, as comfort will make a huge difference to your overall experience.

Hats and accessories for Cheltenham festival

Accessories play a big role in Cheltenham style and are a great way to elevate your outfit. Popular choices include: - Felt hats, fedoras or wide‑brim styles - Leather gloves and quality scarves - Structured handbags or crossbody bags - Pocket squares, belts or subtle jewellery Hats are not compulsory, but they are a signature feature of Cheltenham fashion and work particularly well on Style Wednesday.
Shop Hicks & Brown Bestselling hats

Cheltenham Festival Outfits FAQ

Yes, jeans are allowed, particularly in more relaxed enclosures. Choose a smart, well‑fitted pair and style them with tailored pieces to keep the look polished.

Opt for waterproof or water‑resistant outerwear, layered clothing and sturdy footwear. A stylish hat can also help protect against the elements.

Hats are not required, but they are a popular fashion choice and add a traditional Cheltenham feel to your outfit. Take a look at Hicks & Brown's bestselling hats for Cheltenham for inspiration.

Avoid high stilettos, thin soles and delicate materials. Comfort and grip are far more important for a full day at the races.

Earthy neutrals such as camel, brown, navy, green and grey are classic choices and suit the countryside setting perfectly.

Final style tips for Cheltenham Festival

When planning your Cheltenham Festival outfit, aim for a look that feels true to your personal style while remaining practical and polished. Investing in well‑made, timeless pieces will not only help you feel confident on the day, but will also serve you well for future countryside events.

By combining classic styling, thoughtful layering and carefully chosen accessories, you’ll be perfectly dressed to enjoy every moment of Cheltenham Festival in comfort and style.

Find further inspiration from our

Outfit curations

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Hats to wear to Cheltenham Festival

Hicks & Brown Fedora The Suffolk Fedora in Dark Brown (Gamebird Feather)
The Suffolk Fedora Dark Brown (Bronze Feather)
£115.00

The Suffolk Fedora

Dark Brown (Bronze Feather)
£115.00

Harnessing the perfect blend of style and function, the Suffolk Fedora has been expertly crafted to deliver uncompromised comfort and utmost versatility.... Continue reading

Best Seller
Hicks & Brown The Suffolk Fedora in Camel (Guinea and Pheasant Feather)
The Suffolk Fedora Camel (Fawn Feather)
£115.00

The Suffolk Fedora

Camel (Fawn Feather)
£115.00

One of our best selling wool felt styles, the Suffolk Fedora is an incredibly versatile hat. Such a comfortable hat for all... Continue reading

The Wissington Pillbox in Camel
The Wissington Pillbox Camel
£109.00

The Wissington Pillbox

Camel
£109.00

The Wissington Pill Box offers a refined finishing touch for formal occasions. Understated and elegant, its clean silhouette reflects the timeless appeal... Continue reading

Hicks & Brown Hat The Oxley Fedora in Plum Velvet
The Oxley Fedora Plum Velvet
£115.00

The Oxley Fedora

Plum Velvet
£115.00

The Oxley in Plum is one of our best-selling hats, known for its rich colour and refined finish. Designed to be both... Continue reading

Best Seller
Hicks & Brown The Higham Tweed Ladies Baker Boy Cap in Mulberry
The Higham Tweed Ladies Baker Boy Cap Mulberry
£75.00

The Higham Tweed Ladies Baker Boy Cap

Mulberry
£75.00

A stylish nod to heritage with a contemporary twist, the Higham Baker Boy Cap is a versatile statement piece designed for everyday... Continue reading

The Melford Silk Scarf in Green
The Melford Silk Scarf Green
£89.00

The Melford Silk Scarf

Green
£89.00

Elevate your style with this beautifully crafted silk scarf from Hicks & Brown. Designed to be both versatile and timeless, it is... Continue reading

Sold Out
The Melford Silk Scarf in Navy
The Melford Silk Scarf Navy
£89.00

The Melford Silk Scarf

Navy
£89.00

Elevate your style with this beautifully crafted silk scarf from Hicks & Brown. Designed to be both versatile and timeless, it is... Continue reading

Hicks & Brown Fedora The Suffolk Fedora in Camel (Pheasant Feather Wrap)
The Suffolk Fedora Camel (Bronze Wrap)
£115.00

The Suffolk Fedora

Camel (Bronze Wrap)
£115.00

This striking wool felt Suffolk Fedora is carefully hand finished with a classic bronze feather wrap. The perfect design to take you... Continue reading

Best Seller
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