20 Of The Best Loafers To Shop This Winter

WORDS Cassandra Dimitroff PUBLISHED Mon, 24 Mar 2025 – 4:15 pm

When it comes to coveting something as classic as the loafer, there are always a few things to consider. As with anything these days, it’s important to consider our purchases very carefully in aid to reduce any frivolous buying and wasting. What that might mean for most is that as with what goes in purchasing any new wardrobe essential, it’s nice to take our time and carefully consider what is really worthy of our investment; both in quality and its wear in time.

When we speak about loafers, we must undeniably always start at the beginning with our heritage classics. Truly loved, tried and tested is none other than the faithful Whitney Weejuns by G.H Bass. The perfectly narrow body with its tasteful stitched finish, the Weejuns are never to be overlooked or underestimated. As they say, they have stood the test of time as an American classic for a very good and earnest reason.

Luxury designers such as Celine and Saint Laurent also deliver our proclaimed classic, reimagined in tones that are more modern and contemporary, a gentle tailspin on the traditional. Celine’s beautiful two-tonde Luco Maillon Triomphe Loafer is proving to be a perfect winter staple, whereas if low key is what you are after – the Saint Laurent loafer appears a little more demure in buttery soft suede.

So in anticipation of the months we have ahead, RUSSH editors round up our favourite loafers to mark the cooler season; the best iterations of our beloved penny from the classic to the eccentric, all to your taste and perusal.