Ankle Boots

As far as we’re concerned, there are few instances in which wearing a pair of desert or chukka boots isn’t a good idea. While their mid-weight construction marks them out as a clear choice for spring and summer, they’re actually a killer option for the winter months, too, along with other ankle tickling styles like jodhpur boots and low-rise hikers.

This in-between profile makes most ankle boots smart enough to style with a roll neck, blazer and smart wool trousers, but also not so fussy that they can’t be coupled with chinos and a crew neck sweatshirt. Perfect for navigating the winter months’ dress codes quandaries.

Leather pairs are a no-brainer for the cold and wet, offering resilience and an enduring elegance, while suede pairs can also work if you take the time to regularly treat them with a protector spray and always check the forecast before you leave the house.

Treat this style – chukka or desert boots especially – as a smarter, more hard-wearing alternative to trainers. Team them with chinos, button-down shirts and crew neck jumpers to create sharp, warm getups that will pass the pub-safe test no problem.