These 10 Winter Boot Trends Are Starting to Feel Dated, so We're Replacing Them
Over the past few months, we've made predictions based on the fall trends we'd want to wear and planned out the outfit combinations we'd be trying. But now that we're well acquainted with our cold-weather wardrobes, we have to admit that, well, we've been playing favorites. Of all the boot trends on deck this season, each of our editors has cherry-picked the styles that speak to them the most and have been prioritizing those top picks. The change in seasons comes hand in hand with our desire for a wardrobe refresh—starting with a winter-boot upgrade.
To find out what we'll actually be wearing throughout the winter, we discussed the winter boot trends we're phasing out due to their somewhat outdated nature. Delicate and tall-heeled boots aren't making the cut this season for these editors, but instead, many of us are leaning toward chunkier utilitarian styles this season. Keep scrolling to uncover the boots—from the 2021 update to wedge boots (yep, they're back) to platform stompers—we're considering to inspire your next winter shopping haul.
Phasing Out: Slouchy Boots
Wearing: Platform Boots
"Right now, I'm pressing pause on slouchy boots in favor of more structured styles. In particular, platform boots are the silhouette I can't get enough of, whether they're Chelsea styles or chunky knee-high boots."
Shop platform boots:
Phasing Out: Block-Heeled Boots
Wearing: Wedge Boots
"I never thought I'd say this, but I think the time has come for wedge boots to return. I've been noticing them more and more lately, and my thoughts were confirmed when I spotted Amina Muaddi in a pair on Instagram. The key is to go for wedge boots with a pointed toe and a slimmed-down silhouette. That way, they feel more modern. For me, they're replacing block-heeled boots, which feel just a bit outdated at the moment."
Shop wedge boots:
Phasing Out: Tall-Heeled Boots
Wearing: Flat Boots
"I'm personally not wearing high-heeled boots these days because the pandemic has fully converted me into a comfort-first dresser. I much prefer flat boots like these very cute ones from our Who What Wear collection. They'll truly go with everything and are so easy to walk in for long periods of time."
Shop flat boots:
Phasing Out: Croc-Effect Boots
Wearing: Sleek Western-Inspired Boots
"The croc-effect craze definitely took hold of my wardrobe, and while I'm not mad at it, I'm ready for something new. I'm excited to see that Western-inspired boots are making such a big comeback right now because they add an undeniably cool element to just about any outfit. Since they're a style that tends to come around again like clockwork, I know they're a wise investment."
Shop Western-inspired boots:
Phasing Out: Embellished Boots
Wearing: Utilitarian Boots
"I love pretty shoes—the more over-the-top the better. But when it comes to boots, I choose function over form. I'm excited to bring my trusty patent-leather Dr. Martens back into the regular rotation, and I look forward to lacing up something a bit cozier by taking the shearling trend for a test-drive."
Shop utilitarian boots:
Phasing Out: Pointed Boots
Wearing: Chunky Chelsea Boots
"I'm still all about chunky Chelsea boots. I'm basically living in them rather than super-pointed booties."
Shop chunky Chelsea boots:
Phasing Out: Animal-Print Boots
Wearing: Classic Riding Boots
"I'm sure I'll be into them again at some point, but for now, I'm taking an extended break from animal-print boots. They don't feel quite as fresh as other styles this season. Instead, I've been gravitating toward classic riding boots. This Reformation pair, in particular, has been on constant rotation. They make everything look so much chicer and more polished."
Shop riding boots:
Phasing Out: Delicate Boots
Wearing: Chunky Boots
"I own a lot of delicate boots (think suede, kitten heels, or embellished), yet lately, I've only wanted to wear my chunkier, more utilitarian-inspired styles. It works out because they tend to be more comfortable anyways."
Phasing Out: Stiletto Boots
Wearing: Chunky Boots
"I'm finally giving in to the chunky-boot trend after a year of clutching onto my sleek stilettos. When I first saw this style on the Bottega Veneta runway, I never thought I'd go there, but now, I can't stop dreaming about them. Just thinking about how comfortable I'll be is enough to convince me."
Shop chunky boots:
Phasing Out: Thigh-High Platform Boots
Wearing: Pencil-Heeled Boots
"I've been wearing thin-heeled boots more than I thought I ever would. I personally like to opt for a pencil heel when I'm looking for a more dressed-up outfit—it makes everything look much more elevated. A boot style I'm not wearing is Y2K-style sky-high platform boots. Is it weird that I'm more scared of walking in those than stilettos? I think many people pull them off so well, but I'll be passing on those, as I don't think they mesh with my personal style."
Shop pencil-heeled boots:
Up next, See the Fall-Meets-Winter Outfit Tricks My East Coast Friends Swear By
Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.
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