The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (2024)

By Anna LaPlaca

last updated

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (1)

(Image credit: @anna__laplaca)

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.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (2)

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.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (3)

Stuart Weitzman

The Reserve Boot

My sister adores these flat knee-high boots which haveendured throughoutBoston's harsh winters.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (4)

(Image credit: @allypayer)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (5)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (6)

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)."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (7)

(Image credit: @thestylestalkercom)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (8)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (9)

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.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (10)

(Image credit: @anna__laplaca)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (11)

Vagabond Shoemakers

Marja Cap Toe Bootie

I'm a big fan of thesesleekChelsea boots and, according to reviews, so are Nordstrom shoppers.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (12)

Sam Edelman

Kinzey Ankle Boot

Scores of Amazon shopperswere compelled togive these fives stars for comfort.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (13)

(Image credit: @fashionwithjazz)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (14)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (15)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (16)

(Image credit: @fashionwithjazz)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (17)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (18)

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.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (19)

(Image credit: @bobbyschuessler)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (20)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (21)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (22)

(Image credit: @kristenmarienichols)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (23)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (24)

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.

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (25)

(Image credit: @fashionwithjazz)

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (26)

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."

The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (27)

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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The 18 Most Comfortable Boots, According to Friends, Coworkers, and the Internet (2024)

FAQs

Which type boots is comfortable? ›

A pair of faux-suede heeled chelsea boots, which may look like a lot, especially if you don't like heels, but reviewers say these are super comfortable even if they're out of your ~comfort~ zone. You'll be able to walk around all day and you feet will feel the same as they do when you wear flats.

Is it OK to wear boots to the office? ›

But boots in the office are totally standard these days, even in the starchiest white-collar workplaces. You just need to know which boots, and how to wear them without looking like you caught a horse instead of a train. A good rule of thumb, before we get started: don't wear the same pair of boots two days in a row.

Can you wear boots in the workplace? ›

Male or female, you can absolutely wear a pair of boots to the office. The type of boots you wear and how you style them depends on your work environment and company culture – so that's the number one thing to keep in mind when deciding on your style, colour and heel height.

What are the best boots for bad feet? ›

Aetrex's Vera Arch Support Riding Boot is our favorite tall boot that's both stylish and offers all-day protection against plantar fasciitis pain. It features a supportive arch that promotes proper alignment and an elevated heel that helps take the pressure off of your plantar fascia.

Who makes the nicest boots? ›

The Best Boots Brands
  • Schutz. (Image credit: schutz-shoes.com) ...
  • Larroude. (Image credit: larroude.com) ...
  • Saint Laurent. (Image credit: Francois Durand/Getty Images) ...
  • Blundstone. (Image credit: blundstone.com) ...
  • KHAITE. (Image credit: khaite.com) ...
  • Thursday Boot Company. (Image credit: thursdayboots.com) ...
  • Sam Edelman. ...
  • Vince Camuto.
2 days ago

What not to wear with boots? ›

Don't Wear Tall Boots With White or Light Jeans/Pants

White jeans say sunshine, tall boots say cold, rain, chilly. Putting a heavy boot with a light-colored pant doesn't flow. There are few exceptions to this no-no.

Is it unprofessional to wear boots? ›

While knee-high stilettos, utilitarian construction boots or waterproof snow boots aren't typically office appropriate, there are many great styles that are! From Chelsea boots to kitten heel booties, boots can complement your outfit and keep you warm… what's not to love?

What color boots go with everything? ›

Neutral-colored boots, such as black, brown, or tan, are versatile and can be paired with a variety of dress colors. For a bolder look, experiment with colored patterned boots.

Why do my feet hurt after wearing work boots? ›

LACK OF FLEXIBILITY. Work boots should be tough and somewhat rigid. But if they're too stiff and inflexible, feet can start to hurt from the joints becoming restricted, and it can also cause pinching and rubbing, leading to potentially nasty blistering.

How do you wear boots without hurting your feet? ›

How to break in new boots and not feel a THING
  1. Socks will save you. Find a thick pair of socks and wear them inside your boots around the house for a bit. ...
  2. Try adding heat. ...
  3. Bring some back-ups. ...
  4. Try the freezer trick. ...
  5. Wear blister plasters. ...
  6. Choose quality over quantity. ...
  7. Take them to a professional.
Aug 26, 2021

Can boots cause plantar fasciitis? ›

Try and avoid work boots with a completely flat sole, as your arches will be put under more strain, which can cause an onset of plantar fasciitis. If you have to wear work boots with a flat sole, ensure you buy insoles that provide the arch support you'll need.

What does OSHA say about work boots? ›

Your employer requires that the safety-toe footwear must be worn at all times regardless of the presence of a hazard; must have a leather upper; must have oil resistant and non-skid soles, and must comply with ASTM 2413-05 with a impact resistance rating of 75 and an compression resistance rating of 75.

Is it illegal to wear steel toe cap boots? ›

Steel toe-capped boots can be classed as PPE (Personal Protective Equipment). PPE is defined in legislation as any equipment that protects staff from risks in the workplace. Importantly, PPE should only be used as a last resort.

Is it unprofessional to wear open toed shoes to work? ›

Are we allowed to wear open-toe shoes? Response: OSHA does not have a specific policy on the wearing of open-toe shoes in an office environment.

How do I choose comfortable boots? ›

According to podiatrist and foot surgeon Mona Ramani, DPM, the most important features of a comfortable boot are a good shaft width, a modest heel height, and a roomy toe box. She says the latter should be "wide enough to prevent crowding of your toes."

What is the most comfortable shoe type? ›

Flat shoes are often the most comfortable option. They allow your feet to roll heel to toe when you walk, evenly distributing the weight across your foot.

What is a comfy boot? ›

The Comfy Boot fleece-lined cover eliminates pressure areas. Resilient plantar surface resists plantarflexion. Washable cover and anti-rotation bar. Indicated for non-fixed ankle contracture, spasticity, foot drop, heel pressure areas, plantar fasciitis, and inversion/eversion.

Which boots are best for walking? ›

Gear Review - 15 of The Best Walking Boots
  • Scarpa Rush Trek Lite GTX Review – Test Favourite.
  • Scarpa Boreas GTX Review.
  • Peter Storm Caldbeck Review.
  • Merrell Siren 4 Review.

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