Winter Boots Must-Know Tips & Tricks

Winter Boots Must-Know Tips & Tricks


With winter weather in full swing we find ourselves reaching for winter boots that aren’t yet in our closets and we’re suddenly faced with the perennial dilemmas: ankle or long? Chunky or sleek? Lace ups or pull-ons? The options seem endless when searching for stylish yet functional winter boots that transition well from season to season. With so much choice, where to start?

Luckily, we’re here to help with all your boot questions! Our resident boot expert (and all footwear for that matter) Annie Abbott, has three important factors to consider when buying that next perfect pair.

Tip #1: Closure System

Are you looking for winter boots that are no fuss, and easy to pull on so you can race out the door quickly? Or do you need something that is customizable with laces which can be tightened to provide additional ankle and instep support and stability. Where needed, lace-up boots can offer a snug fit that conforms to your foot shape. The boot closure system is an important consideration when determining which boot is best for you and your feet.

Pull-On Boots

quella - green

quella - green

$450.00 $595.00

The habbot ‘quella' women’s ankle boot in green 'croc' embossed calf leather embodies a new, bolder urban aesthetic. This chunky Chelsea style pull-on boot features colour matched elastic side panels and decorative pull tab, resting atop a lightweight black rubber… read more

Lace-Up Boots

grind - brown

grind - brown

$625.00

The habbot ‘grind’ women’s lace-up boot in mid brown Italian calf leather is a truly timeless style choice. This flattering everyday block heeled prarie style boot features an almond toe, lace-up front and side zip to make this the perfect… read more

quintosa - black

quintosa - black

$420.00 $625.00

The habbot ‘quintosa’ women’s ankle boot in black hi-shine 'abrasivato' leather embodies a bolder urban aesthetic. This adjustable combat style lace-up boot rests atop a chunky rubber sole with a low block heel, rounded toe and punch-hole brogue detailing… read more


Tip #2: Sole Type 

The best sole type for you will depend on what you’ll be doing, where you’ll be going and on what surface you’ll be wearing your winter boots. A leather sole is polished and offers a sleek profile, but is more delicate than other options. If it’s slightly more protection you require, then you can opt for a leather sole with an added rubber plate to provide extra grip on wet, slippery surfaces. And if it’s greater durability you want, you can look to a boot with a tread. Surprisingly, a chunkier, rubber sole can still be incredibly lightweight.

Leather Soles

pietro - navy

pietro - navy

$615.00

The habbot ‘pietro’ women’s ankle boot in navy calf leather is designed for versatility, style and comfort. This elegant boot has a distinct style edge, courtesy of elasticated bronze side panels, coupled with a sleek almond shaped toe and comfortable… read more

Leather Soles with Rubber Plates

beans - black

beans - black

$625.00

The habbot ‘beans’ women’s chelsea boot in soft black Italian calf leather is designed for versatility and comfort. This elegant block heeled ankle boot has a timeless, feminine appearance with an almond shaped toe and elastic side panels. Its tapering… read more

petro - black

petro - black

$480.00 $680.00

The habbot ‘petro’ women’s studded boot takes inspiration from a classic western design, yet it delivers a distinctly urban rock and roll aesthetic. Finished in supple, fine grain black calf leather, ‘petro’ is finished with a sleek chisel toe, cuban… read more

Tread Rubber Soles

villini - black

villini - black

$450.00 $595.00

The habbot 'villini' women's hiking boot in crinkle finish black patent leather offers the perfect balance of urban edge with everyday wearability. Made in Italy, this mid-height smart-casual ankle boot features a lightweight rubber tread sole, back zip and adjustable… read more

larko - olive

larko - olive

$450.00 $620.00

habbot ‘larko’ women’s knee-high boots in textured olive green calf leather deliver on all fronts. With a round toe, grain finish and heavy tread sole, long boots have never looked so stylish. These smart-casual winter boots include a chunky full… read more


Tip #3: Boot Length:

This is where true personal preference and wardrobe-related decision-making comes in. Is it a short bootie you want, or a standard ankle boot? Is it mid-calf or knee length? It helps to imagine what is in your closet and what will work best when styling your clothes. Ankle boots are easily paired with jeans and leggings as well as flowing maxi dress or long skirts. Long boots are also versatile and can have the added benefit of elongating your legs. Where once long boots were thought to be mostly for elegant and formal occasions, there are now plenty more casual options available with chunky profiles that look great with jeans or cargo pants for a slightly less polished feel.

Ankle Boots

willo - purple

willo - purple

$440.00 $555.00

The habbot ‘willo’ women’s ankle boot in purple suede is designed for versatility, style and comfort. Finished with a zip closure at the instep, this elegant boot has a distinct style edge, courtesy of its sleek almond shaped toe, 'V'… read more

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matteo - black

matteo - black

$450.00 $585.00

The habbot ‘matteo’ women’s flat ankle boot in supple black calf leather is designed for style, versatility and all-day comfort. With a subtle chisel toe, the ‘matteo’s’ otherwise unadorned chelsea boot profile features concealed elasticated side panels and a practical low block… read more

Long Boots

wepi - black

wepi - black

$520.00 $685.00

habbot ‘wepi’ women’s long boots in black suede deliver on all fronts, with an elegant almond shaped toe, suede covered block heel and stretch textile lined boot shaft that finishes above the knee. Our sophisticated wepi winter boots include a… read more

jeddi - bordo

jeddi - bordo

$450.00 $665.00

habbot ‘jeddi’ women’s knee-high boots in burgundy are a contemporary take on the classic ‘riding’ boot. Made from supple bordo coloured calf leather, these sleek yet practical low-heeled boots are finished with a rounded toe and half zip closure. See… read more


Bonus Tip:

Heel height: If your plan is to race around the city all day on your feet, it may well be worth considering a flat or 2cm heel. However if it's a height boost you're after then a 5 or 7cm light may do the trick. But even higher heels (ours at least!) can still feel extra supportive and comfortable when crafted as a block or micro-foam wedge heel to give you that extra lift.

Low Heels

inoto - black

inoto  - black

$450.00 $585.00

The habbot ‘inoto’ women’s flat ankle boot in supple black calf leather is designed for style, versatility and all-day comfort. With a subtle chisel toe, the ‘inoto’s’ otherwise unadorned profile features a silver zip closure at the instep and a… read more

zecca - black

zecca - black

$715.00

habbot ‘zecca’ women’s knee-high boots in soft black calf leather are sleek, feminine and versatile. Finished with a low block heel and stretchy boot shaft panelling in elasticated woven leather, these classic flat boots feature a subtle pointed toe to… read more

High Heels

guccilo - black

guccilo - black

$450.00 $585.00

The habbot ‘guccilo’ women’s ankle boot in black vitello calf leather makes a strong style statement yet are comfortable enough to be worn every day. This stylish heeled boot features an almond toe, zip fastening, decorative buckle strap and chunky… read more

cello - white

cello - white

$320.00 $565.00

The habbot ‘cello’ slouchy ankle boot in burnished white, antique finish leather provides the wearer a look of considered effortlessness. With its rounded toe and relaxed structure, cello’s distressed, vintage look is accentuated by a colour-stained finish, applied to the… read more


In Annie’s own words:


To make your decision-making process easier, we’ve created the habbot Boot Quiz that takes into consideration your every boot desire to help you find your perfect pair!

Breeze through our quick and easy questions to tell us your challenges when it comes to choosing a pair of boots, and we’ll lead you to your best match: CLICK HERE TO TAKE THE HABBOT BOOT QUIZ

Shop habbot's full range of winter boots HERE.

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