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A day at the races is the perfect excuse to embrace timeless elegance, bold accessories, and beautiful silhouettes. Whether you’re attending a glamorous event like Royal Ascot or a more relaxed countryside meet, looking stylish (and comfortable) is key. At My Boutique, we believe that race day fashion should make you feel confident, chic, and utterly unforgettable. Here’s your guide to dressing for an elegant day at the races:

Race Day Styling Tips

Race day styling is all about balance: blending classic sophistication with a touch of personality. Choose pieces that offer elegant tailoring, flattering lines, and a little flourish — whether that’s a statement sleeve, a beautiful print, or an eye-catching accessory. Keep in mind that many racecourses have specific dress codes, so modest hemlines, structured dresses, and refined accessories are always a wise choice.

Long Sleeved Dresses

For unpredictable weather

Short Sleeved Dresses

For warmer days

Sleeveless Dresses

Fresh, modern alternative

Floral Dresses

For day time elegance

Lace Dresses

Feminine and versatile

Statement Dresses

Head turning fashion

Royal Enclosure Appropriate

For modest understated glamour

If you’re lucky enough to attend the Royal Enclosure at Ascot, a stricter dress code applies. Dresses must be of modest length (falling just above the knee or longer), with straps at least one inch wide — meaning no off-the-shoulder or strapless styles. Jumpsuits are allowed, provided they adhere to the length and strap rules. Hats are a must, however, a headpiece or hatinator with a minimum base diameter of 4 inches / 10cm is acceptable. Stick to polished, classic pieces that exude understated glamour.

Fascinators

For added playfulness

Fascinators are a beautiful way to add personality and playfulness to your race day outfit. They’re lighter and often more comfortable than larger hats, making them perfect for those who want to make a style statement without being overwhelmed. Choose designs that complement your dress’s colour or detail for a harmonious look.

Hats

For elegance and drama

A traditional race day hat offers instant elegance and drama. Wide brims, sculptural designs, or even simple, classic styles all bring a sense of occasion to your outfit. When selecting a hat, think about balance: if your dress is heavily detailed, a simpler hat works best, and vice versa.

Bags

Perfect race day companion

A clutch bag is the perfect race day companion — stylish, lightweight, and just big enough to hold essentials like your ticket, phone, lipstick, and a discreet touch-up kit. Choose a structured clutch in a neutral or coordinating colour for maximum versatility. Embellished designs also work beautifully if your outfit is more understated.

Footwear

To look and feel fabulous – all day

Comfortable, stylish footwear is essential for race days where you might be standing or walking for hours. Opt for block heels, wedges, or elegant low-heeled court shoes that offer better support. Avoid very high stilettos or new shoes to prevent sore feet. Look for designs with padded insoles or hidden comfort features so you can stay on your feet — and fabulous — all day.

Accessories

Those little extras

Accessorizing is where you can inject your own individual style into your race day ensemble. A stylish silk scarf or elegant gloves not only add warmth on unexpectedly chilly days (and evenings), but also adds a touch of sophistication to your look.

Final words…

Nothing announces ‘the season’ has started as much as the arrival of the obligatory ladies day, or other race day events. Despite a ‘relaxed dress code’ being acceptable in some cases, there are still opportunities to dress up and make memories and elegant highlights to ‘your season’. Enjoy!

Need more inspiration?

Shop more dresses > Womens Dresses