Winter Shoe Trends: Walk on the Wild Side!

Top Stylists Reveal 10 Winter Shoes in Style — With Expert Tips on How to Wear Them

Winter is coming, fashionistas! And you know what that means – it’s time to step up your shoe game. We asked stylists to spill the tea on the hottest footwear trends this season, and boy, did they deliver! From chunky combat boots to dainty Mary Janes, there’s a pair of shoes for every style and occasion. So, without further ado, let’s dive into the fabulous world of winter shoe trends!

1. Western Boots: Yeehaw, cowgirls! If you want to add a touch of wild west charm to your look, Western boots are your go-to. Picture yourself strutting down the street, donning a pair of boots that make you feel like a cool cowboy. With pointed toes and intricate stitching details, these boots are perfect for pairing with jeans, a plaid shirt, and a fierce leather jacket. Get ready to saddle up and ride into style!

2. Chunky Combat Boots: Calling all rebels with a cause! Combat boots are here to give your outfits an edge. These babies are making a roaring comeback this winter, and they mean business. Pair them with cargo pants, a graphic tee that speaks your mind, and a bomber jacket to channel your inner rockstar. And if you want to take your edgy look to the next level, why not go for an elevated combat boot with unique lacing? Combat boots are serious business, but who says they can’t look absolutely fabulous too?

3. Mary Janes: It’s time to embrace your inner schoolgirl with a modern twist. Mary Jane shoes are having a major moment right now, and they’re ready to accompany you on all your fashionable adventures. From pointed-toe styles paired with a cute sweater and pleated skirt to rocking them with wide-leg pants and a lady jacket, the possibilities are endless. Oh, and did we mention how utterly adorable they look? Slip into a pair of Mary Janes, and you’ll be ready to conquer the world, one stylish step at a time.

4. Loafers: Timeless, classic, and oh-so-preppy, loafers are the epitome of effortless style. As the preppy aesthetic continues to soar, loafers have become a must-have. Whether you’re channeling your inner Rory Gilmore or aiming for that old-money vibe, loafers have got your back. Choose from shearling-lined styles for maximum coziness or go chunky for a bold statement. Pair them with cuffed jeans and a cozy knit sweater for a classic look that screams sophistication. Who says comfort can’t be stylish?

5. Elevated Sneakers: Looking to elevate your style without sacrificing comfort? Elevated sneakers are the answer! These kicks come in a rainbow of colors and materials, making them perfect for any outfit. Pair platform sneakers with slim straight-leg jeans and a flannel button-down for a winter look that exudes coolness and comfort. And for those edgier, sporty street-style lovers out there, jogger pants, a hoodie, and a long puffer vest will give you that effortlessly chic vibe. Sneakers have never looked this sharp!

6. Ballet Flats: Dance your way through winter with the grace and charm of a ballerina! Ballet flats are having a major moment, and it’s no surprise why. Comfortable, practical, and oh-so-chic, these flats are perfect for milder winter days. Style a neutral pair with your favorite jeans, a chunky sweater, and a blazer or long-line coat for everyday wear. And if you’re feeling fancy, leather ballet flats paired with a maxi skirt or dress and a leather blazer will make heads turn wherever you go. Get ready to pirouette your way into fashion stardom!

7. Chunky Chelsea Boots: Want to add a touch of rustic charm to your winter outfits? Look no further than chunky Chelsea boots. These boots boast a thicker sole and elastic side panels for added comfort, all while bringing a rugged and chunky aesthetic to your look. Pair them with jeans and a cozy sweater or turtleneck for a laid-back, cozy style that’s perfect for those chilly winter days. Step into the wild side with chunky Chelsea boots!

8. Knee-High Boots: For a touch of elegance and versatility, knee-high boots are the way to go. These fabulous boots are a delight to style during the colder months. Slip into your favorite pair, throw on a slip dress, trench coat, and tights for a night out on the town. Or dress them down with a midi skirt and an oversized sweater for a casual yet chic look. Knee-high boots are the perfect companions for both fancy affairs and casual strolls.

9. Derby Shoes: It’s time to bring back the classic charm of derby shoes! These timeless footwear options are making a resurgence this season. While traditionally known for their formal appeal, derby shoes are versatile enough to work with casual outfits too. Pair them with dark-wash denim pants and a quality crewneck sweatshirt for a simple yet classy ensemble that’ll never go out of style. Embrace the elegance of derby shoes with a modern twist!

10. Slip-On Shoes and Clogs: Comfort, style, and ease of wear – that’s what slip-on shoes and clogs bring to the table this winter. Stay cozy with fleece-lined slip-ons, perfect for lounging on the couch or running errands. Loose-fitting jeans, a cardigan, and knitwear will give you that effortlessly laid-back look. Slip into these babies, and you’ll be ready to conquer the day in style!


We hope this list of winter shoe trends has sparked your fashion inspiration! From Western boots to ballet flats, there’s a pair for every fashion lover out there. So, go ahead, kick up your heels, and embrace the wild world of winter footwear. Which trend are you most excited about? Let us know in the comments below!