Whether you prefer high, flat, leather or rubber, the chicest winter boots should be your next investment piece.

When mulling over an investment piece, such as winter boots, the most important question to consider is: Will I actually wear this? We’re always looking for that one time that we’ll constantly wear over again – versatile, functional, and stylish – day or night.

Seasonally chic booties can take even the simplest outfit and instantly turn it into something more. The right pair can be styled with jeans or a dress, no matter the time of day. That’s why we’re turning our attention to the luxe, no-nonsense designer boots for your next investment purchase.

Scroll through to discover the chicest winter boots to step out in this season for every type of women.

For The It Girl

Bottega Veneta Canalazzo Over-The-Knee Boot

The knee-high is a strong contender for this season’s most popular winter boot. This padded intreccio over-the-knee boots is the ultimate definition of contemporary glamour. Plus, you can match it with any kind of outfit.