Scroll To See More Images
My current Tiktok obsession is user Deanna Giulietti, known for sharing her outfit of the day, or ooh-ta-da, at the request of her adoring followers. “Back it up, back it up, peep the shoe,” she always says, “move it forward, move it over, peep the shoe.” The more I watch, the more I realize I really need to step up my footwear game, which is why I’m taking 2020 and 2021’s winter shoe trends so seriously.
OK, I’m kind of joking—Giulietti’s videos are just one of the many reasons I want to go shoe shopping. Another? This year’s trends are hella cute, and I don’t want to miss out. This season, there’s a wide variety of trending silhouettes and details, and you can dress them up or down. Chloé made rain boots cool again with a single pair, and now, tons of chunky, monochrome lug sole boots are taking over street style. On a daintier note, loafers are back, and you can decide for yourself whether you’re into more traditional workwear styles or creative, dressy takes.
Given that we’re all starting to feel some separation anxiety from our slippers, it’s no surprise that fluffy sherpa and faux-fur styles are trending, too—but not all the looks this season are casual and cozy. Chains and literal shoe jewelry are all the rage, so catch me layering anklets over my footwear until I can afford the shoes on this list.
With that, I’ll let you peruse the styles below to get a true feel for what’s hot right now. These winter shoe trends will help you start off 2021 on the right (very stylish) foot. Enjoy!
Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale.
Once reserved for frat boys and business interns alone, loafers are now a cool-girl staple, and they add boss betch energy to any outfit. For a basic, wear-everywhere style, try the Sam Edelman Lior Loafers in any of six shades.
For a dressier option, the Louise Et Cie Everland Loafer just went on sale, and I’m in love with the stylish chain detail—also a huge trend this season, but more on that later.
Polly Pointed Toe Mule
Chain details started gaining popularity in fall, and they’ll definitely continue to be cool well into 2021. These Kurt Geiger flats are simple yet stunning, and the gold chains elevate the comfortable, everyday silhouette.
If you’re looking for something a bit chunkier, consider these Steve Madden loafers. A thick lug sole is huge this year, and these shoes are, well, also huge.
Beagle Faux Shearling Mule
Given that we’ve been wearing slippers all year, it’s no surprise that fluffy, fuzzy goodness is trending. These Jeffrey Campbell loafers are two trends in one, and they’re basically a warm hug for your feet on a cold winter’s day.
If you want house shoes that you can wear to run errands, too, the UGG Fluffita Slippers are for you. These chunky sherpa flatforms are as funky as it gets, but trust me (yes, I own them!) they feel like heaven.
Aqum Chelsea Boots
When super chunky lug-soled boots hit the market, the fashion world went wild. Suddenly, wellies were seen as fashion-forward footwear, not thunderstorm necessities. You don’t have to go for rain boots, though—anything with a thick sole will do. Exhibit A? This pair by ASOS.
Cleated Sole Chelsea Ankle Boot