These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (2024)

These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (1)

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There's something almost magical about ankle boots. They're put together without being too fussy, and the right pair can bestow a little added support and lift. Thankfully, we're seeing more thoughtful features like cushioned footbeds, arch support, soft interior lining, and sturdy soles for traction. Durable materials and a generous fit also contribute to the walkability factor. If you're looking for a little lift, don’t worry—height doesn’t mean pain anymore! Block heels are ideal for a long day of being on your feet. Comfortable heel and platform bootie styles with the aforementioned technology exist, too.

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The best part? Ankle boots effortlessly pair with almost any outfit. Need something to go with your new high-waisted pants? Check. Perhaps you're more of a skirt person. Also fine. You can, of course, always style them with your favorite jeans as well. Heading into fall, you'll likely need a pair of transitional ankle boots to replace the comfortable sandals and espadrilles you've been wearing all summer. Trust us: No matter the season, we're certain you'll get a ton of wear from these most comfortable ankle boots.

    1

    Best Chelsea Ankle Boots

    Everlane Italian Leather Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (12)

    1

    Best Chelsea Ankle Boots

    Everlane Italian Leather Chelsea Boot

    You won't regret investing in these Everlane Chelsea boots. While the cushioned footbed guarantees comfort inside, the outside is made from a beautiful, supple Italian leather, and the gum sole provides traction.

    2

    Best Western Ankle Boots

    Dr. Scholl's Lawless Block Heel Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (13)

    2

    Best Western Ankle Boots

    Dr. Scholl's Lawless Block Heel Ankle Boots

    Now 26% Off

    You'd never guess that these stylish black ankle boots were from Dr. Scholl's, thanks to a modern Western-inspired silhouette complete with an almond toe and block heel. Inside, a memory foam footbed guarantees all day support and comfort. They also come in white, tan, and brown, as well as wide sizing.

    3

    Best Ankle Boots on Amazon

    Amazon Essentials Microsuede Ankle Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (14)

    3

    Best Ankle Boots on Amazon

    Amazon Essentials Microsuede Ankle Boot

    Wear this versatile suede-like bootie, which is available in wide options, with everything from denim to floaty floral dresses. The stacked heel gives you a lift, while the padded footbed supports each step.

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    4

    Best Ankle Rain Boots

    Dolce Vita Linny H2O Waterproof Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (15)

    4

    Best Ankle Rain Boots

    Dolce Vita Linny H2O Waterproof Boots

    These stylish tan suede ankle boots are fully waterproof, so you don't have to worry about unpredictable weather. They also come in five dreamy fall colors, from black leather to olive suede. Because they go to a size 13W and have wide options, the Linny H2O booties are also a smart choice for larger or wide feet.

    5

    Best for Arch Support

    Vionic Shantelle Gray Suede Ankle Bootie

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (16)

    5

    Best for Arch Support

    Vionic Shantelle Gray Suede Ankle Bootie

    Don't let the sleek style fool you: These block heel ankle booties are waterproof and have a grippy rubber sole for added traction. A removable EVA insole provides all-day arch support.

    6

    Kork-Ease Mindo

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (17)

    We predict this pull-on style in worn-in brown leather will be your go-to for casual looks. The stacked heel gives you a slight lift, and the lightly cushioned insole provides relief.

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    7

    Most Versatile Ankle Boots

    Women's Aimee Short Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (18)

    7

    Most Versatile Ankle Boots

    Women's Aimee Short Boots

    These suede shoes not only look stylish but provide both support and comfort with how they grip your feet. The short heels will elevate your overall look without tiring your legs.

    8

    Best Chunky Sole Ankle Boots

    Marc Fisher Padmia Lug Sole Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (19)

    8

    Best Chunky Sole Ankle Boots

    Marc Fisher Padmia Lug Sole Chelsea Boot

    From the pull-on style to the platform grip lug sole, these suede Chelsea boots offer thoughtful details. Did we mention that they're seriously marked down right now?

    9

    Best Patent Leather Boots

    Naturalizer Madalynn Patent Black Leather Bootie

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (20)

    9

    Best Patent Leather Boots

    Naturalizer Madalynn Patent Black Leather Bootie

    Now 35% Off

    Glossy patent leather belies the fact that this chunky block-heel style has a cushioned insole and thermal sock lining to keep your feet warm. Plus, it's available in a range of widths.

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    10

    Best Clog Boots

    Dansko Maria Clog Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (21)

    10

    Best Clog Boots

    Dansko Maria Clog Boots

    Now 14% Off

    Clogs have been quietly trending the past few seasons, and if you're intrigued but don't want to go all in yet, try these suede boots with wood-look bottoms. In addition to offering stability, Dansko's leather footbed with arch support alleviates pain.

    11

    Best Suede Ankle Boots

    Larroude Nicole Lo Boot In Brown Suede

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (22)

    11

    Best Suede Ankle Boots

    Larroude Nicole Lo Boot In Brown Suede

    We love the zipper detailing on Larroude's suede ankle booties. The low heel provides arch support, while a memory foam insole provides all-day comfort and support.

    12

    Best Hiking Ankle Boots

    Danner Adrika Lace-Up Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (23)

    12

    Best Hiking Ankle Boots

    Danner Adrika Lace-Up Ankle Boots

    Your feet will thank you for this one! These Danner boots feature an ortholite footbed for maximum support and a special lining to keep your feet dry.

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    13

    Warmest Ankle Boots

    Ugg Classic Ultra Mini Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (24)

    13

    Warmest Ankle Boots

    Ugg Classic Ultra Mini Boots

    Nothing screams comfort like slipping your cold toes into the furry interior of an Ugg boot, and ah, you feel like you're walking on clouds. Perhaps they're not your go-to office shoe, but if all you are after is comfortable ankle boots, then these are the winners.

    14

    Best Zipper Fastened Ankle Boots

    Vince Women's Hilda Black Leather Ankle Boots

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (25)

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (26)

    14

    Best Zipper Fastened Ankle Boots

    Vince Women's Hilda Black Leather Ankle Boots

    Now 40% Off

    If you're looking for a comfortable heeled bootie, these gorgeous Vince shoes come above the ankle and have a modern small heel for stability. It's just the right amount of lift to support your arches.

    15

    Best Square-Toe Angle Boots

    Maguire Mora Black Leather Chelsea Boot

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (27)

    15

    Best Square-Toe Angle Boots

    Maguire Mora Black Leather Chelsea Boot

    Now 31% Off

    Maguire's square-toe silhouette gives a modern touch to these otherwise timeless classic Chelsea boots. They make a fabulous everyday style, and also come in brown or white leather. We also like that you can slip in and out of them.

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (28)

    Sara Klausing

    Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.

    These Ankle Boots Are Made for Walking, and They're Super Comfortable Too (2024)

    FAQs

    How can I make my boots more comfortable to walk in? ›

    A few simple tried-and-true methods can make your work boots more comfortable: apply leather conditioner or mink oil to soften the leather, use padded and impact-reducing insoles, cushion any pain points using moleskin patches, stretch the boots out properly, and invest in a good pair of work socks.

    What is a strong shoe that covers the foot and ankle and often the lower part of the leg? ›

    boots: a sturdy item of footwear covering the foot, ankle, and sometimes the lower part of the leg.

    Are boots comfortable for walking? ›

    Walking boots are great for walking long distances uphill and across uneven terrains, although they are noticeably heavier than walking shoes. This is necessary for mountain hiking, or off-the-beaten-track trails where the path underfoot is likely to keep changing.

    How do I stop my walking boots from hurting my ankles? ›

    The other thing you can do is heat a spoon up and use it to stretch the area that's rubbing. Some outdoor shops or cobblers can do this for you using a bit of specialist equipment. In reply to compact: padding on the ankle has probably flattened out, try different lacing or adding some padding in, if not new boots..

    How can I make my leather walking boots more comfortable? ›

    How to stretch and soften leather footwear
    1. Wear them little and often. Be sparing with your wearing, at least to start with. ...
    2. Wear them indoors. ...
    3. Use a spoon. ...
    4. Use the hairdryer. ...
    5. Use screwed up newspaper. ...
    6. Buy shoe stretchers. ...
    7. Use a stretching spray.
    Apr 11, 2024

    Should walking boots be tight or loose? ›

    The rule of thumb when buying walking boots is that you should be able to fit a good finger width (1/2 inch) between the back of your leg and the shoe. Your footwear should not slide at all and there should be a bit of wiggle room at the front of the shoe for your toes.

    How can I make my walking boots fit better? ›

    Start to fasten the straps closest to your toes then move up your leg. Tighten the straps so they are snug but not too tight. The boot should limit movement but not cut off your blood flow. If your boot has one or more air chambers, pump them up as directed by your healthcare provider.

    Should I keep my walking boot on all day? ›

    If supplied, wear the boot for comfort and use crutches when walking. It is ok to take the boot off at night, when resting at home and to wash.

    Why do podiatrists not recommend Skechers? ›

    Sketchers DO NOT have appropriate stability in the upper fabric and the heel counter to complement an orthotic. As such, you will probably find the orthotic redundant, or in worse case contributing to the cause of injury. Remember, an orthotic does 50% of the work. The shoe does the other 50%.

    What shoes do podiatrists recommend for seniors? ›

    “For seniors, Vionic and Naturalizer are good options. There are many other options of dress shoes that would be appropriate for longer standing/walking. For women who plan to be in dress shoes for more than a couple hours in a day, they should wear a shoe that is not pointed in the toe with excessive high heels.”

    What do podiatrists say about oofos? ›

    It's not a gimmick: In fact, every single Oofos style carries the American Podiatric Medical Association Seal of Acceptance. "The toe box is accommodative and the sole is propulsive, which helps it improve the quality of your gait," shared NYC-based podiatrist Dr.

    Which boots are most comfortable for walking? ›

    Martens boots are not only stylish, they're also incredibly comfortable. In fact, we're surprised at how comfortable they are straight out of the box—which isn't always the case for leather boots. They fit true to size and have a roomy toe box with enough space for a thick sock on colder days.

    How do I stop my boots from hurting my feet? ›

    Adding work shoe insoles, getting the proper boot fit from quality boots and wearing the right socks will make a huge difference. Adding Ramble, Pace or Dash insoles to your work boots can make them much more comfortable. If you prefer a firm insole with some flex or are new to wearing insoles, go with Ramble.

    How to wear ankle boots without pain? ›

    Let Socks Work Its Magic

    Simply wear them in your boots at home for a while, and take them off once you start feeling uncomfortable. Repeat this process every other day, and you'll find that your boots feel more comfortable when you wear them out without socks.

    How do you break in the ankles of boots? ›

    Put a Sock In It

    If you don't have chunky socks at hand, double up on your everyday pair. Throw them on under your boots and wear them around the house whilst you're rustling up dinner or doing the cleaning. This will help to stretch the leather, allowing it to mold to the shape of your feet.

    How can I make my boots less painful? ›

    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

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