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Our guide to winter boots

Our guide to winter boots

If you haven’t already, put those crisp white trainers to the back of your wardrobe (for now, anyways) – boot season is upon us once more. And to ensure you’re stomping in style this season, we’ve enlisted the help of womenswear stylist and boot connoisseur Millie Rich to break down all the styles that are essential for this season and the next. From how to find the right knee high boots for you to how to make the Chelsea boot feel very 2021, count this as your ultimate guide to winter boots. 

The knee high

While last season perhaps cowarded away from this ultra-retro style, this one has met our stylists with a surge of messages on which option is best for them. For something a little dressier, a heeled option gives an authentic ‘60s feel, which we’re always about. Just choose a height to suit your leg shape and style with a midi skirt or anything with a wrap or slit detail so you can really show off the silhouette of the boot.

Alternatively, drawn from classic equestrian styles, a chunkier flat option is the more modern take. They tend to be a bit more relaxed in fit so are great for slightly larger calves or anyone who doesn’t want their boots to feel restrictive. Pair with short hemlines to add a contemporary feel to your look, midi hemlines to add a chunkier feel to a more sleek silhouette, and with a long puffer coat, leggings, and a beanie for some real Scandi-inspired winter style. 

The ankle boot

Photographed: dear-frances CUBE BOOT, FOREST ($897)

A true essential year after year, the ankle boot is a minimal style with a wearable heel that will take you from season to season with ease. The best part is they really do suit everyone and can pair with everything from jeans and a tee to a party dress for that little bit of comfortable elevation. Our favourite way to style? With a smart tailored trouser to help in making you feel more special while still being easy enough to take you from day to night when you’re unsure of the plans. 

The Chelsea boot

Photographed: SPORTMAX Pull On Chelsea Boot ($322)

No surprises here that this boot remains in the top running for yet another cold-weather season. This year’s influx of Bottega-inspired styles means statement iterations are all the rage – think block coloured soles with visible elastic which instantly elevate your off-duty style. Pair yours with your winter walk or attire or as a quick fix to dress down your party dresses – in other words, these are the ones to go for if you\re looking for a long lasting staple. 

The lace-up boot

Photographed: Whistles Amber Lace Up Boot ($272)

Functionality and practicality is top of the agenda for this style, but that doesn’t necessarily mean you have to reach for the hiking boots. Instead, look for boots that incorporate those all-important details into modern silhouettes. This includes things like a solid durable tread and the traditional laces, both of which ensure you’re stomping around in comfort, encompassing that outdoorsy aesthetic but without looking like you’re actually about to tackle Mount Everest. 

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Words: Yasmine Kennedy
Photography: Jack Batchelor
Styling: Millie Rich