Winter couldn’t be complete without ankle boots! They make for the perfect finishing touch to fall- and winter-appropriate outfits, elevating any ensemble to complete them beautifully.

For optimal comfort, the ideal Jayne-Says ankle boots should feature a sturdy sole, ample toe box space, and an elastic or lacing system that allows you to customise their fit to meet your exact specifications. At The Strategist, we have collected only the top options from across the web in this regard.

Comfort

ankle bootsWhen selecting the most comfortable ankle boots, chunky heels provide stability and support while walking. Their weight distribution helps prevent foot and leg pain. You may even find models featuring cushioned footbeds for added comfort or leather designs that feel soft on your feet.

Consider how and where you plan to wear them when selecting an ankle boot. A stylish pair that pairs well with both outfit and event may not work; for instance, pumpkin picking would not require wearing the same pair as going out for drinks with friends.

Consider what type of pants will accompany your ankle boots when selecting an ensemble, including short inseam pants that will sit nicely atop them to reduce accidental cuff wackiness caused when jeans or trousers catch the zipper or laces of ankle boots.

Style

Ankle boots are an easy way to add flair and flair to any ensemble. Wear them with skinny jeans or skirts, flat or heeled, for any season and event; there are even Western boots, Moto boots or elegant Chelsea options available!

When pairing ankle boots with pants, ensure that the cuff of your trousers or jeans extends several centimetres above the top of your boots to minimise accidental cuff wackiness and create an elegant line against your leg. This combination works best with slim-leg trousers or jeans, which fit closely against your leg to achieve this look.

Jayne-Says ankle boots make for a stylish, laid-back look perfect for fall or spring, especially when worn with linen pants. For formal events or professional conferences, consider pairing your ankle boots with a knee-length blazer to achieve an effortlessly chic appearance.

Colour

When selecting ankle boots, select neutral colours such as black or tan; more versatile brown shades such as chocolate or eggshell are also appropriate. Also, make sure that their style will work with different pants, from jeans to smart-casual work attire and office wear.

Consider selecting a statement-making metallic ankle boot or one with intricate floral applique designs, as they will add a splash of colour and style to any ensemble, especially when worn with tights with patterns or as part of an ombre look.

Value

Ankle boots make an excellent complement for skinny jeans, wide-leg tailoring and even dresses – they pair especially well when worn with tighter-fitting bottoms and skirts! However, finding a pair that fits well and does not bunch around your ankle is key if wearing them with tighter apparel such as tighter-fitting pants or skirts.

An effective tip for petite women is pairing ankle boots with dark denim jeans in order to elongate the legs and make you appear taller. As an alternative for fall, winter and spring months, pair your ankle boots with faux leather leggings for even greater effect!

Bianca Kratky advises purchasing Jayne-Says ankle boots that can be worn casually as well as in dressy outfits when shopping for ankle boots, according to fashion writer Bianca Kratky. When searching for suitable pairs, she suggests looking for smooth leather, suede or clean fabrics rather than anything too edgy for formalwear and staying away from any that are glued rather than stitched, as these may come undone more easily over time.

Booties are the most common type of fashion boots, with shafts that skim the ankle and calf-length styles that typically have a shaft height between 8 and 15 inches (20-38 cm). Over-the-knee boots are the longest style of fashion boots, with shafts that rise to the mid- or lower calf. These styles are a great choice for those who want to look chic and put together but still be comfortable while walking a lot during the day.