Let’s be honest: the best boot trends are not beholden to any season. True fashionistas know that the shoe can be worn even in hot weather with mini skirts, slip dresses and bare legs—even if you may sweat a little.
But the fall and winter are where boots really shine. So which boot trends will be the stars of fall and winter 2025?
According to the catwalks and street style, we will see ultra-smooth leather give way to, or rather, goes side by side with soft, enveloping textures like suede. As for color? Classic black, of course, but also chocolate, caramel and fun twists like burgundy.
But the real star of the season has a specific name: slouchy boots. With a soft bootleg that slips over the calf, they give movement and nonchalance. They are the style statement for those who know that, often, it’s the softness that makes the difference.
Here are six boot trends for fall and winter 2025 that you can scoop up now:
#1: Knee-high boots
These boots are a classic that deeply marked the fashion of the 90s. So, with a return to that era’s minimalism trending, we spotted them on the fall and winter runways.
What should you wear with them? Well, you have options. They look classically great with skirts and dresses, but you can also try them with wide pants if you’re feeling adventurous.
#2: Wide-leg boots
Suitable for those with wide calves or those who want to achieve a particularly slouchy effect, these boots are perfect for fashionistas. This style is the star of any outfit, especially in the flared version.
What should you wear with them? We recommend pairing them with very basic garments so as to enhance them. Tights and dresses are a great option.
#3: Riding boots
This classic never truly goes out of style. They are high but do not cover the knee, and have a curvy, contoured finish that accompanies and facilitates the movement of the leg.
What should you wear with them? Perfect with skinny jeans and leggings, you can also pair them with midi skirts for a more English countryside vibe.
#4: Cowboy boots
Cowboy boots truly have no season, and our yeehaw era is showing no sign of slowing down. If you don’t have cowboy boots yet, we suggest you put them on your wish list.
What should you wear with them? Denim of course, but also step outside the box and pair them with dressy pants and more boho floaty dresses.
#5: Biker boots
These had their moment in the height of 90s grunge, but have since become a must among fashionistas of the 2020s. The star of the boot? The buckle of course.
What should you wear with them? Street style suggests pairing them with skirts and dresses of all lengths, but if you want to stay true to grunge, they will look great with straight or skinny jeans.
#6: Chelsea boots
Think punk, but not too much. These are the trendy amphibians in autumn and winter 2025, perfect for creating comfy and very casual outfits.
What should you wear with them? There is no rule, because they are boots that are born to complement any everyday outfit. This year, however, we recommend wearing them with flowing skirts to achieve a boho-chic effect.
This story was first published in Vogue Italy.
