Channelling country-club chic has never been more stylish. The ‘preppy’ aesthetic simply comes from the term ‘preparatory,’ which refers to nostalgic elements referencing school uniforms. Think pleated skirts, rugby-style tops, blazers, and loafers.
This autumn/winter 2024, luxury brands such as Tommy Hilfiger, Rabanne, Lacoste, and Miu Miu presented their new-season offerings with plenty of preppy looks on show. From Miu Miu’s ’90s take on the trend (see all of the Miu Miu girls) to Rabanne’s mini skirt and checkered XL blazer combination.
The drama is in the details when it comes to preppy fashion as it traditionally includes key capsule wardrobe pieces with elevated twists. Opt for neutral tones and patterns while incorporating key sportswear elements that nod to the trend’s scholastic origins.
Incorporating autumnal elements for the colder months ahead, this season’s prep also features expensive-looking, sharp-collared shirts, argyle jumpers, and pleated skirts, paired with well-chosen accessories including small round glasses, penny loafers, and knitted triangle scarves.
Below, we have rounded up our top 16 pieces if you’re looking to invest in some long-lasting pieces inspired by the preppy trend.
Shop the trend
Gant Piqué Textured Color Blocked Rugger
Seamlessly blending the sporty and preppy aesthetic, Gant’s rugby tops are simply iconic.
Sleek and stylish, these glasses are the perfect preppy specs. Plus, they offer blue-light protection.
A neutral herringbone pattern elevates the classic blazer; pair it with denim or with sleek trousers and loafers for the ultimate preppy look.
Miu Miu Cashmere Knit Cardigan
A great investment piece from a key purveyor of the trend, this cashmere knit cardigan is buttery, soft and preppy as can be.
You can’t say preppy without thinking about loafers and this classic pair from Dune is a great investment.
With Nothing Underneath The Boyfriend
B Corp-certified and made from 100% cotton, this boyfriend-style crisp shirt is definitely a forever capsule wardrobe piece.
Mother The Roller Fray jeans
A great pair of jeans styled with a rugby-style shirt and round specs is the perfect way to interpret the trend on more casual days.
Longchamp Le Pliage Original Large Shoulder Bag
Spacious and stylish, this shoulder bag with leather accents is so expensive looking I can’t believe it’s under £150.
Ninety Percent Morgan Top in White
A great warm shirt to use as a base layer beneath a blazer, this white top is a stellar piece.
Farfetch Plaid Check Fitted Jacket
This fitted blazer from Rabanne is a perfect alternative for those looking at a feminine twist on the menswear staple.
Massimo Dutti Riding-Style Boots
After being sold out for weeks, these riding-style boots are finally back in stock and currently available in all sizes. Wear them with skinny jeans and a blazer.
Mango Flared Skirt With Pleated Detail
A soft pleated skirt is a capsule wardrobe essential; team it with a chunky knit in winter or style with a sleek tank top and flats during the warmer months.
Aligne Carol Collar Shirt
Perfect for styling under a blazer or on its own, this exaggerated collar shirt is at the top of my wish list.
Laurèl Tailored Collar Tweed Jacket
A tweed jacket is a wardrobe classic that transcends trends. This Laurèl version is all things elevated, chic, and a total masterpiece.
Tommy Hilfiger Cable Knit Relaxed Polo Jumper
For a more relaxed look, style this cable-knit jumper with jeans and flats.