Ditch the Uggs, These Boots Are Going to Be Everywhere This Winter
Winter shoes are one of those things you think you have covered—until the temperatures drop, and suddenly nothing in your closet feels quite right. You either have the super practical pair you’ve been trudging through snow with for years or the chic ones that make you regret every step after an hour. Over time, though, I’ve come to realize there’s no such thing as the perfect winter boot. Instead, there are categories—each filling a distinct need and serving a specific look. This year, I’ve nailed down a selection of winter boot ideas that combine style, comfort, and function.
The Wellington Boot
Let’s start with the classic Wellington boot. These aren’t just for rainy days anymore—they’ve become a bona fide fashion statement, thanks to the “cool girls” pairing them with everything from skinny jeans to oversized sweaters. Personally, I lean toward taller styles in neutral colors like black, green, or navy. They’re high enough to handle muddy paths without the dreaded water seepage and surprisingly chic when styled with chunky socks peeking out at the top.
If you love a country walk like I do—or if you somehow always find yourself in a field (why is that so easy to happen?)—these are a must. And don’t worry about keeping them pristine; they’re boots that are meant to look a little lived-in.
Riding Boots
Riding boots are like the more refined cousin of the Welly boot. They’re what I reach for when I want to look put-together but still stay warm and comfortable. There’s just something about a good pair of riding boots paired with plaid—whether it’s a scarf, a blazer, or both—that feels effortlessly elegant.
I love these with skinny jeans tucked in, topped off with a cozy cable-knit sweater or a tailored coat. Riding boots also work beautifully with dresses, especially if you want to tone down a more formal look. They strike that perfect balance of being stylish without feeling too fussy.
Knee-High Boots
I have a love-hate relationship with ankle boots and midi dresses, which is why knee-high boots are my go-to for this combo. They keep your legs warm, add a bit of height, and seamlessly blend with longer hemlines.
I gravitate toward warm tones like brown or taupe for knee-high boots since they pair so effortlessly with the earthy colors that dominate my winter wardrobe. A block heel is my preference because it gives just enough lift without sacrificing comfort. But if you’re planning to spend the day on your feet, choose wisely. No one wants to hobble home from the grocery store because they overestimated their heel stamina.
Ankle Boots
Ankle boots seem to work with everything from cropped jeans to wide-leg trousers. For me, a black leather or suede pair is the foundation of most of my outfits, especially when I want a streamlined look. They’re also my secret weapon for looking a bit taller, especially when paired with black trousers or jeans for that unbroken line.
If you want a boot that leans more casual, try one with a chunkier heel or a bit of texture, like croc embossing. And don’t underestimate the power of a pointed toe—it elongates your legs and adds a subtle sophistication to even the most laid-back looks.
Statement Boots
Every now and then, I stumble across a pair of boots that make me stop and think, Do I really need these? The answer is usually yes. Statement boots are for those days when you want to let your footwear do all the talking. Think bold colors, metallic finishes, or unusual textures.
These are the boots I pull out when I’m wearing an otherwise simple outfit, like a monochrome look or a basic sweater and jeans combo. They add that extra something without trying too hard. Bonus points if they make people ask, “Where did you get those?”
Snow Boots
If you live somewhere that gets seriously cold or snowy, you know the value of a good snow boot. These boots prioritize warmth and grip over everything else, which can sometimes feel like a fashion compromise. But not anymore. Today’s snow boots are as sleek as they are functional, with waterproof materials and stylish details that won’t make you feel like you’re about to trek up a mountain (even if you are).
Stick to neutral shades like black, gray, or tan for maximum versatility, and don’t forget to pair them with thick socks for added coziness. Treat them with a waterproof spray, and you’re good to go for whatever the winter throws your way.
Chunky Sneakers
I’ll admit it—I was skeptical about wearing sneakers in winter. But then I discovered high-top designs and chunky soles, which are surprisingly practical for those dry, cold days. Plus, they’re a great way to add a pop of color to an outfit when everything else feels a little too neutral.
I’ve found that sneakers in burgundy, forest green, or camel are especially easy to style. Pair them with wide-leg trousers and a tailored wool coat, and you’ve got an outfit that’s equal parts practical and fashion-forward. Just be sure to check the weather first—sneakers and slush don’t mix.
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