By Anna LaPlaca
last updated
Whilecomforthas always been important when shopping for shoes, it'srisen tothe very top of our priority list whenconsideringany new pairs right now. Whether it's flats, sandals, or as we'll dive into today, boots, there's no reason why our shoes shouldn't feel just as good as they look. And with fall fashion on the brain, I know there must be other people who, like me, are on the hunt for the most comfortable boots to wear all season.
With that in mind, I reached out to friends, family, andcoworkersto seewhich bootstheyrecommend, then also spent a goodamount of timescrolling throughsites likeNordstrom,Amazon, andShopbopforthemost comfortable bootsthat have the best reviews with comfort specifically mentioned throughout.The results are in and it comes down to the following eighteencan’t-go-wrong optionsateverystyle,heel height, and budget. To see them all for yourself and shop along the way, just keep scrolling.
Dr. Martens
Jadon Boot
Dr. Martenshave earned a reputation as beingone of the mostcomfortable boots on Earth and based my own experience with these platform combat boots, I'm inclined to agree.Once you get past thebreak-in period, these feel like you're walking on clouds all day.
Stuart Weitzman
The Reserve Boot
My sister adores these flat knee-high boots which haveendured throughoutBoston's harsh winters.
By Far
Este Boots
"These By Far boots are the greatest," senior editor Allyson Payer says. "The heel is the perfect height and I love that you can wear them with even skinny jeans. I've walked for miles in them with nary a blister."
Loewe
Chelsea Chunky Heel Boots
Payer also tells me that she's a big fan of these lug-sole boots. "I'mtempted to start wearing them now with dresses for a cool British-girl-at-Glastonbury look (Google Alexa Chung at Glastonbury for context)."
Tibi
Rowan High-Boots
Editor in chief Kat Collings says,"these Tibi boots are the world's most comfortable boots. I'm pretty sure I could run a 5k in them. The height of theheel is perfect for a boost, but isn't so high that they're any less comfortable than flat boots. The chunky heel also helps with stability and comfort. And this, of course, doesn't add to the comfy factor, but that hardware on the back is such a special touch. I love the idea of it peeping out from the hemline of a skirt or a cropped pair of jeans."
Paris Texas
Python Embossed Boot
Nordstorm customerspointed out how comfortable and cool these boots are, but I'd like to point out that they're from an It brand and currently 60% off.
Vagabond Shoemakers
Marja Cap Toe Bootie
I'm a big fan of thesesleekChelsea boots and, according to reviews, so are Nordstrom shoppers.
Sam Edelman
Kinzey Ankle Boot
Scores of Amazon shopperswere compelled togive these fives stars for comfort.
Sam Edelman
Oakland Boots
Audience engagement editor Jasmine Fox-Suliaman says, "When I tell you these are the most comfortable boots I've ever owned—I'm not lying fam. I was searching non-stop for a cowboy boot last fall that I didn't hate and that would be comfortable enough to wear aroundthe city, but seamlessly match various things in my wardrobeand low and behold these boots did it for me; I wore them just about everywhere, and they added an extra oomphto everything."
Paige
Landyn Pointed Toe Bootie
"So I don't own this exact style—yet," senior market editor Nicole Eshaghpour says, "but I have several pairs of shoes and boots from Paige and they all have the same cushioned insoles that make them more comfortable than any other brand of shoes I own. I'm alwaysrecommending their boots to anyone who needs something they can actuallywear all day and/or night."
Schutz
Bette Bootie
"If you want a comfortable ankle boot, I love, love, love this version from Schutz," insists Fox-Suliaman. "I originallybought the zebra version of this ankle boot from Nordstrom as an impulse buy—and honestly, it was the best moneyI ever spent. I wore these bad boys all over Spain (pre-COVID) and pretty much every day running around NYC. They're a great height to get the feeling of a heeled ankle boot, without the pain."
Frye
Harness 8R
My friend Becca has lived in (and walked all over) NYC for the past six years and says these are one of the only shoes that have held up. Do with that information what you will.
Koio
Chelsea Nero
Senior market editor Bobby Schuessler notes, "I wore these Chelsea boots all winter, and they've held up so well. I can't wait to wear them again come fall. I love the on-trend yet classic nature, and they're so comfortable with the extra light sole."
Frye
Veronica Combat Boots
Shopbop customer Nikki says, "The color, fit, and style on these are amazing. I wear them a few times a week now because they're comfortable and go with everything. Only took a couple of days to break in and then they were perfect. I own almost 10 pairs of Frye boots at this point and I haven't regretted a single purchase."
Neil J. Rodgers
Eva
"More than any other boots in my closet, I wear knee-high kitten heels on repeat," senior editor Kristen Nichols tells me. "Whether styled with a long dress or with a pair of trousers tucked inside, they pair perfectly with all of my fall staples. The low kitten heel makes them much more comfortable to walk in than my boots with tallerheels.This style from Neil J. Rodgers are super soft, slightly slouchy, and I can't wait to start wearing them again next month."
Stuart Weitzman
5050 Flat Boots
These caught my eye because they align with a major fall 2020 boot trend, leather over-the-knee boots,butShopbop customers rave about how comfortable and well-fitting they are onthe calf.
Lpa
Greta Boot in Brown
Fox-Suliaman says, "If you're looking for a comfortable heeled knee-high boot, I highly recommendLPA's, Greta Boot. While I have the black crocodileversion, I swear by the comfort of these boots and if you don't believe me just know that pre-COVID, I wore these in New York City hopping on and off the train; so yes, they're comfortable. And for an added bonus, they just make you feel fabulous."
Loeffler Randall
Gia Tall Boots
It doesn't get any more classic than these leather knee-high boots and to further convince me, Shopbop customer Alicesays that the heel on them is a good height for walking andthat the leather is stiff enough so the shaft will stay up.
Speaking of reviews, these are the strapless bra alternatives that come highly recommended.
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Anna LaPlaca
Senior Editor
Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.
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