We’ve rounded up the best Gossip Girl-approved style buys on the high street as the preppy style trend makes a return for autumn
Preppy style is officially back this autumn, and it’s a trend that makes office dressing a whole lot more fun. Think crisp white shirts, pleated skirts, tailored blazers and rugby shirts. The revival channels Gossip Girl’s signature Upper East Side aesthetic, but with a modern update that feels wearable and work-appropriate.
From sleeveless knits to check prints and smart shoes, the preppy trend is so versaitile whether you’re heading to your 9-5 or having a relaxed weekend.
What makes this trend so appealing is its ability to strike the perfect balance between smart and stylish, giving you that effortlessly put-together vibe Blair Waldorf herself would approve of.
With buys from Very, Boden and more, check out our favourite preppy style pieces from the high street.
5 pieces from Olivia Attwood’s River Island collection that look inspired by designer brands
Michelle Keegan’s luxe-for-less clothing range looks inspired by her Fool Me Once wardrobe
VERY
Argyle is making a stylish comeback this season, bringing a touch of retro glam to autumn dressing. The diamond-patterned knit is often associated with preppy styling but has been refreshed for 2025 with slouchy, oversized fits and bold colour contrasts that make it the perfect layering piece.
Layer this trending print over cosy knits, crisp shirts and tailored shorts for a look Serena Van Der Woodsen would be proud of.
SHOP THE LOOK: Cream Cable Jumper, £30 here and Relax Faux Suede Shorts, £22 here
BODEN
The key to nailing a preppy look is layering. And if you find yourself getting overly flustered in long-sleeve knits in the winter, especially when commuting, a sleeveless knitted tank is going to be your new best friend.
We love the fun print of this Boden knit clashing with printed trousers and vibrant loafers for a maximalist take on preppy style.
SHOP THE LOOK: Edie Fair Isle Tank, £99 here; Brompton Wide Leg Trousers, £119 here; and Kylie Flat Buckle Mary Jane, £119 here
NEW LOOK
Checks are always in fashion for autumn, but this year they’re bigger and better than ever. They’re taking over everything from coats and scarves to trousers and knits. We love this check cardigan from New Look thanks to its tonal colours and boxy, oversized fit.
SHOP THE LOOK: Brown Check Cardigan, £35.99 here and Blue Wide Leg Jeans, £28.99 here
PRETTY LITTLE THING
If you’re looking to make the trend feel a little more youthful, pleated mini skirts are the way to go. They feel fresh, feminine and on-trend, simply team with a striped knit or pinstripe blazer and a pair of knee high riding boots.
SHOP THE LOOK: Brown Stripe Knit Polo, £24 here, and White Pleated Denim Mini Skirt, £24 here
NEXT
Preppy fashion is not always about looking put together and formal. Striped sweatshirts and rugby shirts are key parts of the trend, and this cosy loungewear set from Next is perfect for a more relaxed take. Dress it up with a structured longline coat and a pair of loafers for a preppy-meets-athleisure look.
SHOP THE LOOK: self. Navy Stripe Knit Jumper, £36 here
