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Mastering your Style Wednesday Look

With Fashion Stylist Gabriella Baker

As Style Wednesday approaches, and we celebrate 100 years of the Boodles Cheltenham Gold Cup, it's an occasion to showcase your sartorial elegance and sophistication. We will delve into the world of classic race day styles, from refined colour palettes to iconic accessories and impeccable tailoring.


Whether you're a seasoned attendee or a first-timer, join us as we uncover the secrets to mastering classic race day looks that never go out of style.


A traditional British Countryside look starts with a classic tweed blazer, opting for earthy tones and features like a herringbone or plaid pattern.

For that full tailored style pair this with a matching waistcoat and trousers for a cohesive ensemble, a crisp white or pastel coloured shirt and complementary tie will elevate the look, finishing off with a classic leather brogue or derby shoe.

This is the perfect opportunity to showcase all of your beautiful accessories; hats, handbags, stoles and jewellery. Think wool millinery fedoras and feathers, exquisite craftsmanship and luxury leathers.

A touch of nostalgia and timeless elegance is the perfect choice for the glitz and glamour of the past to create that Sartorial Vintage theme.

Start with luxurious textures, whether that’s velvet, cord, suede, shearling and silks. Layer in a statement pattern think florals, paisley and baroque in deep jewel tones to add richness to your outfit.

Individual garments are the key to success with this style, mix and match new with the old, dig out those heirloom pieces and vintage accessories.

To keep that tailored style you could try a full cord or velvet suit or perhaps opt for a silk skirt or dress layered with shearling coat and boots.



If you are looking for sophistication and modernity, the crisp tailored style is the way to go. Opt for a well-fitted suit in a classic shade, play around with subtle patterns such as pinstripe or a Prince of Wales check. Pair this with a crisp white button down shirt.

Gents don’t forget accessories: a sharp tie and a sleek pocket square will add personality to your look, and Ladies, statement headbands, fascinators and leather gloves will finish this polished style.

When it comes to the races, there are a myriad of styles to choose from, but the above visions are timeless options that never fail to impress. Remember to add your own personality and confidence to your outfit to truly make a statement at the races.

Wool Coats

A wool coat not only exudes sophistication and elegance, but also provides that practicality by keeping you warm on those colder days at the races. For a feminine touch look for details like a cinched waist, a tie belt or a fur collar. These subtle embellishments add a touch of glamour without overpowering your overall look. Outerwear can include Coats, Jackets and don't forget Capes, these are timeless pieces that will effortlessly pull your outfit together, while ensuring you stay comfortable and stylish on the day.

Accessories & Footwear

Accessories are the key to finishing off your race day look, adding that extra touch of elegance and flair. Gloves, scarves and headwear are essential components that can transform your outfit into a polished ensemble. A stylish scarf can add colour and pattern to your look and lastly a hat… where to start with hair accessories they are the perfect race day accessory; from wide-brimmed millinery, to feathered fascinators, they effortlessly elevate your look and make a statement. Comfort and style in equal measures when it comes to footwear for the races, finding the perfect balance is crucial. After all, being on your feet all day calls for footwear that not only looks fabulous, but also feels amazing. So, if you are seeking a shoe that offers both, my advice would be to consider opting for a boot or shoe with a wider heel.

Stand out pieces

Beyond a dress, there are plenty of other stand out options you can wear to the races. Opting for a tailored suit is the ultimate power-dressing, whether that’s a three piece suit, matching trousers or a pencil skirt. Complete the look with a feminine blouse or a roll neck for those extra layers. For a more contemporary choice a jumpsuit offers a sleek one-piece silhouette, paired with a long wool coat draped over the shoulders, or why not try a satin mid length skirt, roll neck knit and shearling jacket.

Tailored Coats & Jackets

Never underestimate the versatility of a well tailored coat or jacket. Whether you opt for the timeless elegance of wool or embrace the contemporary charm of patterns and texture, let your choice of outerwear reflect your individual style. Hues of earthy tones and subtle patterns like tweeds, herringbone, Prince of Wales and houndstooth are all great options. Depending on your silhouette, flattering styles could include pea coats, full or knee length and double breasted.

Hats, ties & pocket squares

Accessories play a key role in completing a polished look, from hats, ties, pocket squares to footwear, these accessories add a touch of sophistication and flair to any outfit. Whether it’s a classic Fedora or Baker Boy you can express your individuality and showcase your sense of style and attention to detail. Classic footwear options include Brogues, Loafers, Derby and Chelsea boots, in leather or suede. Keep it simple wearing tan, black, brown or navy matching leather items.

Layering Pieces

Whether you are going for a full suit or separate, layering is key, on those potentially chilly race days. A roll neck knit is a great alternative for a contemporary look, think fine wool, cashmere and silk blends in rich colours. Crisp cotton shirts in plain, pattern or colour under a waistcoat to match your blazer or just a stand alone jacket. Pair these with coordinating trousers of the same fabrics, or mix and match for a more pared back style.

Please note the prices of the products featured above are listed at the time, please refer to the retailers websites for current prices.


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