What are the most comfortable womens boots

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When it comes to shoes, comfort is super important. Trust me, this is coming from a girl who has worn heels since my preteen years (I take pride that I can even run in 'em), but now, I'm listening to my body and have focused on finding fashionable options that give my feet a break. If you're a stiletto-lover like me, I've got some good news: Sneakers (thankfully) aren't our only options for getting some relief while pounding the pavement, thanks to all the cute and comfortable ankle boots out there.

Fashionable and functional, our fave ankle boots are stylish and super versatile so you can wear 'em anywhere, yet also durable, cushioned, and supportive. Whether you have a job that keeps you on toes (literally), you simply love to walk a lot, or you're prone to aching feet, you'll be happy to discover these fab picks.

our top picks for the most comfortable ankle boots for women of 2022

Ahead, we've scouted around for the cutest ankle boots that are truly made for walkin' (and stuntin'), throughout the fall and beyond, since you can wear them year-round (yes, even summer). Plus, they're easy to store, and they look good with jeans, skirts, and dresses (so basically, everything). The colder seasons are when ankle boots really have their time to shine, so add some to your closet before fall kicks off with these 18 standout options.

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these baby blues

these chunky lace-ups

these waterproof warriors

these glam ones

these checkerboard cuties

these cozy glove boots

these sparkly stunners

these suede stunners

these hot ones

these wedge booties

these luxe navy ones

Cosmo’s team of digital fashion experts—which includes Fashion Features Director Rachel Torgerson, Fashion Editor Tarah-Lynn Saint-Elien, and Contributing Fashion Features Director Alexandra Ilyashov—have decades of combined experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds—testing many brands IRL—to bring you the best clothing and accessory picks for every season. Basically, we’ve curated the internet to bring you the chicest options like it’s our job (because it is, heh).

Each of our shopping articles adheres to the 15 Percent Pledge and includes products for all sizes. These comfy ankle boots were chosen based off of design style, functionality (sturdy soles are a must!), price point, size range, material (waterproof, anyone?), and so many reviews to put together this shoppable list of the very best for you!

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Ankle boots are some of the most versatile shoes for travel. They’re practical for the weather, fashionably versatile, and can be found in many comfortable styles. Find out our readers’ picks for the best black ankle boots for traveling!

Travel Fashion Girl help! A reader asks:

“I need help finding comfortable black ankle boots (preferably with a small heel). Ideally, I will be able to wear them with jeans and my black work pants (business casual). I am looking for something more classic rather than anything too edgy or flashy. I have pretty small feet and there aren’t many options in my town so I will most likely be ordering online. Any help is appreciated!”

A black ankle boot is a wardrobe staple for any female traveler. They’re classic, timeless, and match just about any outfit. They’re even the best type of shoes to take to Paris when it’s cold!

When it comes to wearing ankle booties while traveling, it’s important to find a balance of comfort and style for your capsule wardrobe. Short boots like these need to be versatile enough to wear for multiple occasions, and can be used for both sightseeing and to dressy dinners.

As a major plus, they are compact so they are easy to pack in your suitcase, especially for trips with two different climates. Some boots are even small enough to fit into a slim packing cube instead of a shoe bag!

These are the readers’ best black ankle boot recommendations:

What are the most comfortable black booties for women? Find out below!

Blondo Villa Waterproof Ankle Bootie

Blondo Villa Black Leather Booties: Editor’s Top Pick

So many of our readers mentioned Blondo Villa Waterproof Bootie as one their favorite travel shoes for cold and rainy trips that I had to test them out for myself – and they’re fantastic! Not only are they comfortable and practical when it rains but they also look good, too.

One reader says, “These were perfect walking in snow and on wet surfaces. I used them on my trip to Iceland and Ireland”.

Watch this video or read my review and find out why the Travel Fashion Girl readers and I love this comfortable boot for travel

For those who love to spend their vacations wandering through cities and exploring the sites, come rain or shine, the is a popular choice for waterproof boots. Black is the most classic option, but the “Mushroom suede” is also a versatile choice.  Buy it here!

Blondo Liam Waterproof Boots

Blondo Liam Black Suede Ankle Boots

Yes, another style from Blondo! We can’t help it. They make the best black ankle boots for women. Like the Villa, the Liam booties are also waterproof. They feature a lower heel, so they’re a nice, more casual alternative. Plus, the side zipper and tassel add a decorative and cute touch to this style.

One reader scored these during one of Nordstrom’s anniversary sales, and says, “I wore them right out of the box with a business dress and hiked miles at a convention. A couple of weeks later I wore them with a flirty LBD for a night on the town.” We love that you can dress these women’s black ankle booties up or down and stay comfortable no matter how many miles you trek. Buy it here!

Check out our collection of the best waterproof boots for travel this winter. They’ll help you keep your feet warm and dry!

Teva W DE LA Vina Dos Chelsea Boot

Teva De LA Vina Dos Black Comfortable Booties

Teva shoes are known for their comfortable footbeds and durability, making them an ideal option for sightseeing. This brand makes high quality leather waterproof boots that are sure to last you years and years of traveling.

The Teva W DE LA Vina Dos Chelsea Boots are a nice flat style if you don’t like heeled boots, or if you want a more casual option. One reader raves about them, saying, “these are THE BEST waterproof boots! They are beautiful boots and handle all kinds of snow conditions. They look great with jeans and work attire.”

A black ankle bootie is a wardrobe staple for any female traveler. They’re classic, they’re timeless, and they match with just about any outfit. Plus, short boots need to be versatile enough to wear for multiple occasions, from sightseeing to dressy dinners. Buy it here!

Not sure what clothes to use with them? Here’s how to wear ankle boots!

Sorel Emelie Chelsea Waterproof Ankle Boots

Sorel Emelie Women Black Leather Ankle Boots

Sorel’s Emelie waterproof ankle boots are one of the most popular styles for rain and light snow. They have a rugged sole that offers superior traction keeping you steady on a variety of terrain and weather conditions. As a plus, the slip on Chelsea style is perfect for the airport when you need to quickly slip in and out of your shoes for security checks. 

One reader recommends Sorel Emelie, saying, “Super comfortable but looks dressy enough for work.” The Emelie style is perfect for business traveling trips, as you can wear them to conferences as well as sightseeing. Buy it here!

Take a look at our round-up of fifteen gorgeous chelsea boots styles!

Hush Puppies Women’s Mazin Cayto Ankle Boot

Hush Puppies Black Ankle Boots Low Heel 

Hush Puppies make amazing shoes, and their ankle booties are a mix of comfort and style, with the Mazin Cayto being their most popular and raved about pair for women’s black ankle boots. 

One reader says, “These ankle boots are amazingly comfortable and lightweight and I get compliments every time I wear them.”

The heel is 1.5”, which makes them comfortable flat black short boots for longer periods of city walking. The leather is smooth as butter and flexible so it molds to your feet after a few wears. Buy it here!

Learn more about why ankle booties are one of the best shoes for Europe!

Dr. Martens Flora Ankle Boot

Dr. Martens Flora Vegan Black Ankle Boot

Love to add a bit of edge to your short black boots? Or planning to visit a location with rough terrain? One reader recommended the Dr. Martens Flora Ankle boots, saying she “loves them,” and we agree that they’re a great style for traveling.

They’re easy to slip on and off, and have great abrasion and slip resistance, so you can walk on rainy or snowy roads without slipping. Plus, the higher shaft on these women’s ankle boots means you won’t track dirt, mud, or snow into your shoe when walking. Best of all, they’re vegan, making them a great option for those who don’t wear leather or animal products. But it here!

We’ve rounded up thirteen cute rain boots for women that look just like the real thing PLUS they won’t take up any room in your suitcase!

UGG Hazel Ankle Boot

Ugg Hazel Black Heeled Booties

Looking for cute black ankle boots with heels but don’t want to sacrifice comfort? Look no further than the Ugg Hazel! They are soooo stylish, we can’t believe they’re actually practical, too.

TFG’s editor loves this fashionable waterproof boot but suggests you size down because they run very big. She’s between a size 6.5-7 and the size 6.5 was still too big. Size 6 ended up being the best option.

Wear them with a long sweater and leggings or tights and a short dress. These black boots would be perfect to wear anywhere from London to LA and everywhere in between. Buy it here!

If you’re traveling in fall, find out what’s the best ankle boots for fall!

ECCO Bella Zip Ankle Boots

Ecco Bella Leather Black Ankle Booties for Women

Ecco is known for offering some of the best shoes for travel and the Bella black booties with no heel offer a fun alternative to the traditional ankle boot style.

They’re soft, comfortable, and have a no-slip sole. The double-zipper closure makes it easy to remove to go through security at the airport. As a bonus, they’re available in over 5 colors including a funky metallic silver and pretty cognac red. Buy it here!

Here are the brands they chose as the best shoes for plantar fasciitis!

Vionic Hope Joslyn Ankle Boots

Vionic Joslyn Black Waterproof Ankle Boots with Low Heel

Not only do we love Vionic shoes, but so do our readers! Vionic comes highly recommended and they are absolutely known for offering the best in comfort. 

The Joslyn Bootie is waterproof, plus, it has a durable, rubber sole for enhanced traction, making them the perfect black ankle boot for rainy weather. With all these features, they look polished but are super easy to walk in. Buy it here!

These are the most recommended waterproof leather boots for winter travels!

Dr. Scholl’s Shoes Rate Ankle Boot

Dr Scholls Dance Flat Black Ankle Boots Wide Width

These Dr Scholls boots have some of the highest ratings we’ve seen! Reviewers rave about their comfort and love the perforated suede details. The heel is low enough for a black short boot without sacrificing essential support.

Plus, the Memory Foam Cool Fit is specifically designed for all-day comfort making them incredibly comfy. Note that these aren’t waterproof and because they’re perforated they should be avoided for rainy weather. Otherwise, they’re a good spring and summer black bootie with low heel for destinations that are cool but sunny. Buy it here!

Black is the classic neutral. Here are the most comfy and classically chic black knee-high boots!

Here is a quick review of the best black ankle boots for travel:

BRAND / MODEL	REVIEW	RATING	PRICE
Villa Waterproof Bootie	“EDITOR'S TOP PICK”		Check Price
Blondo Liam Waterproof	“I wore them right out of the box with a business dress and hiked miles at a convention. A couple of weeks later I wore them with a flirty LBD for a night on the town.”		Check Price
Teva W DE LA Vina Dos Chelsea Boot	"These are THE BEST waterproof boots! They are beautiful boots and handle all kinds of snow conditions. They look great with jeans and work attire.”		Check Price
Sorel Emelie Chelsea Waterproof Ankle Boots	“Super comfortable but looks dressy enough for work.”		Check Price
Hush Puppies Women's Mazin Cayto Ankle Boot	"These ankle boots are amazingly comfortable and lightweight and I get compliments every time I wear them."		Check Price
Dr. Martens Flora Ankle Boot	“I love Dr. Martens Chelsea boot, they're great for travel.”		Check Price
Ugg Hazel Black Heeled Booties	Looking for cute black ankle boots with heels but don’t want to sacrifice comfort? Look no further than the Ugg Hazel! They are soooo stylish, we can’t believe they’re actually practical, too.		Check Price
Ecco Bella Leather Black Ankle Booties for Women	Ecco is known for offering some of the best shoes for travel and the Bella black booties with no heel offer a fun alternative to the traditional ankle boot style.		Check Price
Vionic Joslyn Black Waterproof Ankle Boots with Low Heel	Not only do we love Vionic shoes, but so do our readers! Vionic comes highly recommended and they are absolutely known for offering the best in comfort.		Check Price
Dr Scholls Dance Flat Black Ankle Boots Wide Width	These Dr Scholls boots have some of the highest ratings we’ve seen! Reviewers rave about their comfort and love the perforated suede details. The heel is low enough for a black short boot without sacrificing essential support.		Check Price

What do you think are the best black ankle boots for travel? Share in the comments below!

For more boots for travel, please read:

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