No back-to-school, prepcore wardrobe is complete without a pair of hardy Timberlands. In case you need further convincing, Timothée Chalamet wears them too.

For most of the basketball season across the pond, the actor could be spotted on the Knicks’ sidelines in a tracksuit-and-Timbs combo. The poster boy of the Timberland revival, Timmy’s Timbs look as good in the lecture hall as they do courtside.

For autumn, Timberland is capitalising on its renaissance of relevance with a new collection that draws on everything prep and Ivy League inspired.

With autumn shedding its first leaves, now’s the time to invest in a good pair of hardy shoes or boots. That said, if you’re not sure where to start, I’ve picked out three of the best pairs – old and new – for your seasonal perusal.

Let’s start with the headliner: the Timberland 6-inch boots. An everyday icon, the shoes are made with the brand’s go-to premium leather. The emblematic model might be worn courtside by TC, but it looks just as good pounding pavements, accompanying you on your commute or striding through a university campus. Just keep your bottoms wide-legged: nothing irks like a boot with a slim trouser.

Clogs are a love-or-hate situation, but for me? It’s love, pure and simple. Exclusive to the women’s range, these ‘convertible clogs’ can be worn with the ankle strap back or forward (my preference would be forward, for a more streamlined look), and capture a Scandi vibe that encapsulates the spirit of autumn. Just add a nice thick sock.

I’ll hold my hands up; I ordinarily don’t love a boat shoe. But. There’s something about the edgy-prep take on Timberland’s boat shoe that is talking me around. Picturing these slipped on with a tube sock, barrel-leg trouser and a cropped hoodie? It’s the perfect slouchy-collegiate feel that I just can’t resist. Plus, Timberlands have a huge variety of this silhouette, from slimmer shapes to chunky rubber soles.

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