Fall and winter are my favorite seasons for fashion. There’s something so cozy yet chic about wrapping up in layers, pulling on a great pair of boots, and stepping out into the crisp, cool air. Every year, I look forward to seeing which boot styles will dominate the season, and this year has not disappointed. I’ve been obsessing over the latest trends, and after some serious consideration, I’m ready to share my top picks for the must-have boots of the season.
The Timeless Appeal of Knee-High Boots
Knee-high boots have made a major comeback this season, and I couldn’t be more thrilled. There’s something incredibly sleek and elegant about a boot that hits just below the knee. Whether paired with a skirt, dress, or skinny jeans, knee-high boots have the ability to make any outfit look instantly more polished.
One pair that has quickly become a staple in my wardrobe is the Stuart Weitzman 5050 Boots. These boots are iconic for a reason. Made with a stretch back panel that ensures a snug fit for all calf sizes, they’re incredibly comfortable and flattering. The leather is soft and luxurious, and the timeless design means they’ll never go out of style. I love wearing these with everything from sweater dresses to tailored trousers—they add a sophisticated touch to any look.
For something a bit more edgy, I’m obsessed with the Paris Texas Croc-Embossed Knee Boots. These boots are bold and make a statement. The croc-embossed leather adds texture and interest, while the chunky heel provides height without sacrificing comfort. I’ve found that these boots work best with more minimal outfits, allowing them to really stand out. Whether worn with a monochrome outfit or paired with a flowy dress, these boots are guaranteed to turn heads.
The Practical yet Stylish Combat Boots
Combat boots have become a wardrobe essential, especially as the weather turns colder. They’re practical, comfortable, and surprisingly versatile. This season, I’ve been drawn to combat boots that have a bit of a twist—whether it’s an unexpected color, unique hardware, or an interesting material.
The Dr. Martens Jadon Boots are an all-time favorite. These boots are a modern twist on the classic Dr. Martens design, featuring a platform sole that gives you a little extra height while still being comfortable enough to wear all day. The leather is durable and only gets better with age, and the iconic yellow stitching adds a bit of edge to any outfit. I love pairing these with feminine dresses for a cool, grunge-inspired look or with jeans and a chunky knit for something more casual.
For a more refined take on the combat boot trend, the Jimmy Choo Cruz Boots are a perfect choice. Made from supple black leather, these boots have a sleek, streamlined silhouette that feels both modern and timeless. The silver hardware adds just the right amount of edge, and the padded insole ensures they’re as comfortable as they are stylish. I’ve worn these with everything from tailored coats to oversized sweaters, and they never fail to elevate my outfit.
The Cozy Comfort of Shearling-Lined Boots
As temperatures drop, staying warm becomes a priority, and that’s where shearling-lined boots come in. Not only do they keep your feet toasty, but they also add a touch of coziness to any outfit. This season, I’ve been gravitating towards shearling boots that combine comfort with style, making them perfect for both lounging at home and venturing out into the cold.
The Ugg Classic Mini II Boots are a winter staple for me. They’re incredibly soft and warm, thanks to the plush shearling lining, and the short silhouette makes them easy to slip on and off. While Uggs have often been associated with more casual looks, I’ve found that they can be surprisingly versatile. I love wearing them with leggings and an oversized sweater for a laid-back, cozy look, but they also pair well with skinny jeans and a tailored coat for a more polished outfit.
For something a bit more fashion-forward, the Isabel Marant Nowles Boots are a dream. These boots have a hidden wedge heel that gives you a bit of extra height while still maintaining a casual, relaxed vibe. The shearling lining peeks out from the top, adding a cozy touch, and the leather and suede exterior ensures they look as good as they feel. I’ve worn these on snowy days with skinny jeans and a chunky knit, and they’ve kept my feet warm and stylish all day long.
The Sophisticated Edge of Sock Boots
Sock boots have been a major trend for a few seasons now, and they’re not going anywhere. These boots are known for their close-fitting silhouette, which hugs the ankle and creates a sleek, streamlined look. They’re incredibly versatile and can be dressed up or down, making them a great addition to any wardrobe.
One pair that I can’t get enough of is the Balenciaga Knife Stretch Boots. These boots are the epitome of high fashion. The exaggerated pointed toe and stiletto heel give them a sharp, modern edge, while the stretch fabric ensures a snug, comfortable fit. I love wearing these with midi skirts and dresses, as they elongate the leg and add a touch of glamour to any outfit. Whether in classic black or a bold color, these boots are sure to make a statement.
For a more understated option, the Stuart Weitzman Cling Booties are a go-to. These boots have a similar sock-like fit but feature a lower heel and a more minimalist design. The suede material is soft and luxurious, and the almond toe adds a touch of sophistication. I’ve found that these boots are incredibly versatile, pairing well with everything from tailored trousers to flowy skirts. They’re a great choice for both the office and a night out.
The Western-Inspired Cowboy Boots
Cowboy boots have been making waves in the fashion world, and this season they’re bigger than ever. While they may have once been considered a niche trend, cowboy boots have now become a must-have item, thanks to their unique blend of comfort, style, and attitude.
The Ganni Embroidered Cowboy Boots are a personal favorite. These boots combine the classic Western silhouette with modern detailing, making them perfect for anyone looking to embrace the trend without going full-on cowboy. The embroidered detailing adds a touch of femininity, while the pointed toe and stacked heel keep them looking edgy. I love wearing these boots with midi skirts and dresses, as they add a bit of personality and flair to any outfit.
For a more classic take, the Rag & Bone Rover Boots are a great option. These boots feature a slightly slouchy silhouette, which gives them a relaxed, lived-in feel. The leather is soft and supple, and the neutral color makes them incredibly versatile. I’ve worn these with everything from jeans to dresses, and they always add a touch of Western-inspired cool to my look.
The Bold Statement of Animal Print Boots
Animal print has always been a bold fashion statement, and this season, animal print boots are everywhere. Whether it’s leopard, snake, or zebra print, these boots are a great way to add a bit of edge to your outfit.
The Aquazzura Quant 85 Leopard-Print Boots are a standout for me. These boots are made from luxurious calf hair and feature a striking leopard print that adds a bit of wildness to any outfit. The pointed toe and stiletto heel keep them looking elegant, while the bold print ensures you stand out from the crowd. I love pairing these with neutral outfits to let the boots take center stage, but they also look great with bold colors and patterns for a more adventurous look.
For a more subtle take on the trend, the Sam Edelman Hai Knee High Boot in snake print is a great choice. These boots feature a sleek, streamlined silhouette and a muted snake print that adds just the right amount of edge without being overpowering. The knee-high design makes them perfect for pairing with dresses and skirts, while the comfortable block heel ensures you can wear them all day without discomfort.
The Versatility of Chelsea Boots
Chelsea boots are a perennial favorite, and it’s easy to see why. They’re incredibly versatile, easy to wear, and they pair well with just about anything. This season, I’ve been gravitating towards Chelsea boots that offer a modern twist on the classic design.
The Common Projects Leather Chelsea Boots are a wardrobe staple. These boots are made from high-quality leather and feature a sleek, minimalist design that works with everything from jeans to dresses. The slightly chunky sole adds a bit of edge, while the elastic side panels ensure they’re easy to slip on and off. I love wearing these with cropped pants and a cozy sweater for a look that’s both stylish and practical.
For something a bit more rugged, the Blundstone 550 Chelsea Boots are a great choice. These boots are known for their durability and comfort, making them perfect for those cold, wet winter days. The leather is weatherproof, and the cushioned insole ensures all-day comfort. I’ve worn these on hikes, walks through the city, and even on rainy days, and they’ve never let me down. Plus, they look great with everything from jeans to skirts, making them a versatile addition to any wardrobe.
This fall and winter, boots are the ultimate fashion statement. Whether you’re looking for something sleek and sophisticated or bold and edgy, there’s a boot out there for you. From knee-highs to combat boots, and from shearling-lined styles to Western-inspired designs, the options are endless. The key is to find a pair that not only complements your style but also makes you feel confident and powerful. So, go ahead, treat yourself to a new pair of boots this season—you won’t regret it.
