The 21 Most Expensive-Looking High-Street Dresses, According to a Stylist

I don’t have many skills—l’ve learnt to leave the cooking and sporting activities to the experts—but as a stylist of almost 10 years, I am good at spotting a really good wardrobe hero, particularly when it comes to dresses. I’ve made it my personal mission as fashion editor here at Who What Wear to hunt down the very best styles to share with you.

I love dresses as much as the next person, after all. They’re the gift that keeps on giving in our wardrobes as the most versatile, all-in-one outfits you can rely on for a multitude of occasions. Of course, this means they’re worth investing in, and a special designer dress will never let you down. But after years of analysing both designer and high-street collections, I’m also of the opinion that you don’t have to spend thousands to get a beautiful, expensive-looking dress you’ll wear again and again.

Right now especially, the high street has some incredible premium styles that could easily pass for designer. You know, the kind of dresses people stop you in the street to ask about. As the new collections are starting to trickle in, there’s a whole new wave of standout frocks waiting to be discovered. So below, I’ve curated an edit of the very best, most expensive-looking ones, in my expert opinion. My advice? Don’t hang around on the ones you love most. If I’ve learnt anything in my career, it’s how fast a great high-street dress sells out and how disappointing it is when you miss it. Keep scrolling to shop.

Shop the Most Expensive-Looking High-Street Dresses: