The 34 Best Ankle Boots for Women to Wear This Winter
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When we think of timeless footwear, we can’t help but think of boots. No matter the temperature or outdoor weather conditions, we find ourselves always wanting to slip into a pair of trendy boots. And while there are a variety of women’s boots out there, the best ankle boots for women top shoppers’ lists year after year. This timeless shoe silhouette is effortlessly relaxed with just the right amount of polish, and ankle booties are versatile enough to go with any type of ensemble. If you’re looking for a perennial pair, kitten-heeled ankle boots are a great option because they’re sophisticated, add height to your looks, and have been seen on everyone from Kendall Jenner to Matilda Djerf. The slight heel also means you can comfortably stride around all day without sacrificing style. Alternately, tap into one of this season’s biggest trends by adding a chunkier style to your accessories arsenal. Women’s combat boots, lace-up designs, and classic Chelsea boot styles make the perfect counterpoint to ultra-feminine midi dresses. Whatever type you choose, you can pair comfortable ankle boots with everything from joggers with a T-shirt to leather pants with a bodysuit. In short, without a pair of ankle boots, your closet isn’t complete.
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Since ankle boots are a fail-safe option for any time of the year, there truly is no better excuse to snag a fresh new pair of ankle boots for yourself. They even make a great gift, whether it’s her birthday or not (just sayin’).
Below, shop 34 of the best ankle boots for women for comfort and style, as well more information about the different types of comfortable ankle boots and how to style them.
Top Ankle Boots for Women of 2023
Best Leather Boots: Christian Louboutin Marchacroche Boots
Best Western Boots: Isabel Marant Leyane Leather Short Western Boots
Best Chelsea Boots: Vince Cecyle Chelsea Boots
Best Rain Boots: Chooka Plush Chelsea Boots
Best Duck Boots: L.L. Bean 8-Inch Bean Boots
Also Consider Duck Boots: Sperry x Who What Wear Duck Float Boots
Best for Wide Calves & Feet: Vince Camuto Zanilla Ankle Boots
Best Low-Heeled: Jeossy Ankle Boots
Best Trendy Style: By Far Sofia Block Heel Bootie
Best Wedge Style: Dr. Scholl’s Mania Boots
Best Snakeskin: Schutz Zachy Western Boots
Most Versatile: Dolce Vita Huey Booties
Best for Hiking: Timberland Courmayeur Valley Water Resistant Hiking Boots
Best Pointed-Toe: Rag & Bone Icons Brea Sock Bootie
Best Embellished: Frye Veronica Harness Short Boots
Best All-White: Sam Edelman Nina Combat Boots
Also Consider Western Boots: Free People New Frontier Western Boots
Best Lug-Sole: Mia Easton Platform Boots
Best for Cold-Weather: Naturalizer Val Boots
Best for Casual-Wear: Ugg Classic Ultra Mini Shearling Booties
Most Water-Proof: Merrell Encore 4 Bluff Zip Polar Waterproof Boot
Best Suede Boot: Vagabond Hedda Boots
Most Stylish Boot for the Winter: Ugg Neumel Platform Boots
Tecovas The Penny Boots
Best Western Ankle Boots for Women
Size range: 5-12
Colorways: Scotch Goat, Sequoia Bovine, Mighnight Calf, Turquoise Bovine, Carmel Bovine, Bourbon Calf
Materials: Calfskin
You should try the western trend sooner rather than later, and these authentic cowboy boots are a great way to get into it. The modern ankle bootie is crafted with genuine calfskin. Minimally embellished with a touch of contrast stitching and available in five rustic shades, these can easily be styled with a variety of looks — from slip dresses to denim on denim.
What Reviewers Say: “I enjoy everything about my boots, they fit like a glove, they are a true size, used them for 12 hrs the first time and my feet didn’t hurt, and the complements I got, make me feel very smart about my shopping, that was worth the money I pay for my boots”
Courtesy of Tecovas
Buy Now at Tecovas
Everlane The City Boot
Size range: 5-11
Colorways: Toasted Almond Suede, Black, Desert Tan, Cream
Materials: Leather, Suede
For an ultra-sleek look, try these suede ankle boots that hit mid-calf. They feature rich an Italian suede composition with a modern square toe, cushioned insole for extra comfort, and side zip for added ease. The black sole contrasts the tan colorway nicely and makes them even more versatile to style with any type of outfit. In addition to classic tan, they come in three leather styles: Black, Desert Tan, Cream. Take them out for a spin with a fall floral dress and a wool coat.
Buy Now at Everlane
Open Edit Rafael Pointed Toe Booties
Size range: 5-11
Colorways: Black, Tan, Red
Materials: Synthetic textile, Rubber
If you’re looking for perennial ankle boots, a pointed-toe style is the way to go — they’re a fail-safe option in every fashion editor’s wardrobe. Nordstrom’s Open Edit Rafael boot has a sock-fitted upper with a knit-like material that fits snugly around the ankle for comfort and support. The toe box and heel feature a leather-like panel, while the 3.5-inch block heel gives you added height while still maintaining stability. The best part? The well-treaded bottom gives great traction for your evening stroll to dinner. Style this one with a white button-down shirt, a lace bralette, and coated black jeans.
Buy Now at Nordstrom
Dr. Martens Jadon Boots
Best Combat Ankle Boots for Women
Size range: 5-12
Colorways: Black, White
Materials: Leather
Haven’t you heard? Dr. Martens are officially back. The iconic ‘90s trend is making the Instagram rounds and for good reason. The shoes’ clunky soles will add a punk rock touch to a floral mini dress or jeans and tee combo. For just under $200, these are bound to be heavy in your rotation.
What Reviewers Say: “I was a little worried at first because these were way out of my comfort zone, but I love them! I gravitate towards them every morning before I leave the house, walking around feeling like I could take on the world. They are great quality and very comfortable after wearing them a few times.”
Courtesy of Dr. Martens
Buy Now at Dr. Martens
Christian Louboutin Marchacroche Boots
Best Leather Ankle Boots for Women
Size range: 4-12
Colorways: Black
Materials: Calf leather
Classic black ankle boots will never do you wrong, so you’re smart to want to invest in a designer pair. Christian Louboutin may be known for its red-bottom heels, but these everyday boots from the brand also earn high marks. They’re made of super-soft Italian calfskin leather and feature a round-toe silhouette for an easy pairing with your winter favorites. Think: big coats, leather leggings, mom jeans and more.
What reviewers say: “Gorgeous AND comfortable! I sized up as suggested and was very happy with the fit. My feet are on the narrower side and it felt like these boots were made for my feet. I could see sizing being a problem if you have a wider foot. I also wore longer socks until I felt the boot was broken in a bit, as it seems like it could be uncomfortable from the front top of the boot rubbing against your leg. No problems after a few days. LOVE LOVE LOVE these.”
Courtesy of MyTheresa
Buy Now at MyTheresa
Buy Now at Nordstrom
Isabel Marant Leyane Leather Western Boots
Also Consider Western Ankle Boots for Women
Size range: 5-11
Colorways: Black
Materials: Calf leather
Isabel Marant has a distinctly Parisian approach to dressing that runs through the label. Her effortless, stylish, but hard-working essentials fit into anyone’s closet, including these books. The western vibe strikes again, this time with a softer silhouette. These wedge booties feature leather on the outside and inside lining. They have an easy pull-on style and sit loosely around the ankle, which them makes great for pairing with tapered pants or a dress.
Buy Now at Bergdorf Goodman
Buy Now at Neiman Marcus
The Row Zipped 1 Leather Ankle Boots
Size range: 5-12
Colorways: Black
Materials: Leather
There’s no cooler way to rock the platform boot trend than with this luxurious pair from The Row. Crafted in Italy, the chunky style is dressed in calfskin leather from the inside out and adorned with a utilitarian-style front center zipper. Pair these with any minimalist look like head-to-toe black or neutrals.
What reviewers say: “Perfect shoes and great quality. very comfortable.”
Courtesy of MyTheresa
Buy Now at MyTheresa
Buy Now at Nordstrom
Vince Cecyle Chelsea Boots
Best Chelsea Ankle Boots for Women
Size range: 5-11
Colorways: Black
Materials: Calf Leather
The smooth leather boots easily slip on and off, thanks to the elastic side panels and a heel tab. The flat sole is lightweight, yet durable and the entire shoe is water-resistant. They’ll elevate any look, from casual legging combos to a maxi dress and leather jacket.
Buy Now at Net-a-Porter
Buy Now at Nordstrom
Chooka Plush Chelsea Boots
Best Ankle Rain Boots for Women
Size range: 6-11
Colorways: Deldrige Black, Grey, Olive
Materials: Rubber
On rainy days, opt for these lined Chelsea-style rain boots. The plush interior is an ultra-cozy complement to thick socks and is accompanied by a moisture-absorbing lining to keep feet dry and cool. The tread on these boots not only offers grip, but is also self-cleaning, meaning you don’t have to scrub at it to remove caked-on dirt and grime. A sleek matte finish gives these waterproof rubber boots a modern edge.
What Reviewers Say: “I live in mountains and so nice just to slip on and off. Nice loop in the back but typically I don’t need to use it. My foot just slips right in. I had to get another pair because I damaged one of the boots ..my fault. I started using boots as garden boots. 5 stars for sure. Waterproof is great. I was in snow, rain, and pebbles a lot. Very easy to slip off also. Sizing is perfect.”
Courtesy of Amazon
Buy Now at Amazon
L.L. Bean 8-Inch Bean Boots
Best Duck Ankle Boots for Women
Size range: 6-10
Colorways: Tan/Black, Tan/Navy
Materials: Leather, Rubber
Featuring a hand-sewn triple stitch that keeps mud and snow at bay, the Bean boot is hands down L.L. Bean’s most iconic style. Equal parts functional and stylish, it can easily be dressed up with some mom jeans and oversized sweaters.
What Reviewers Say: “I love these boots! This is my third pair of bean boots and they do not disappoint. I love the unique color.
Courtesy of Nordstrom
Buy Now at Nordstrom
Buy Now at L.L. Bean
Sperry x Who What Wear Duck Float Boots
Also Consider Duck Ankle Boots for Women
Size range: 5-12
Colorways: Black, Tan
Materials: Leather, Rubber
Sperry is an American shoe brand that designs with inclement weather in mind, and this season they’re partnering with Who What Wear to create the chicest duck boot yet. Its winter-ready style has a waterproof exterior that prevents rain from seeping in through the seams and wavy grooves on the rubber soles that provide extra traction on slippery surfaces. Plus, the shoe features a full zip closure with a heel pull tab for easy on/off. This minimalist style comes in a solid black colorway and a tan and black color block option — both super cute to style with any winter white look.
Buy Now at Sperry
Vince Camuto Zanilla Ankle Boots
Best Women’s Ankle Boot for Wide Calves & Feet
Size range: 5-11
Colorways: Black, Tortilla, Warm Caramel
Materials: Leather
This everyday boot from Vince is a great buy for the money. Thanks to its wide opening and what customers call a roomy fit, the boot is even great for people with wide feet or calves. Their soles come in a stacked, block design, making them easy to style and wear from day to night. As we transition into autumn, pair them with something form-fitting like skinny jeans or leggings to balance out the relaxed fit.
What Reviewers Say: “These are very nice boots, high quality but for me ran 1/2 size bigger than my other Vince Camuto shoes”
Buy Now at Amazon
Buy Now at Nordstrom
Jeossy Ankle Boots
Best Low-Heeled Ankle Boots for Women
Size range: 6-11
Colorways: Black, Cognac, Yellow Brown, Brown, Tan, Grey, Coffee
Materials: Leather, Rubber
This Amazon favorite is a great casual black boot, featuring a vegan leather upper and side zipper for easy entry. The classic ankle design paired with the barely-there heel make it a perfect pick for your next business trip or weekend outing.
What Reviewers Say: “I really love these boots. The material feels nice and they are super comfy to wear. I got these in the beige/tan color and I’m waiting for the black to go on sale so I can buy another pair. I got them in my normal size and they fit well. They do come with an additional set of inserts if you need to make them a little smaller.”
Courtesy of Amazon
Buy Now at Amazon
By Far Sofia Block Heel Bootie
Best Trendy Ankle Boots for Women
Size range: 7-11
Materials: Leather
It-girl brand By Far has a long roster of celebrity fans, including Gigi Hadid, Ariana Grande, Kendall Jenner, Emily Ratajkowski, and more, and it’s not hard to see why. Season after season, the label reinvents timeless silhouettes taking inspiration from the 90s and early aught. One of its best-selling shoes, Sofia, has a streamlined silhouette but with a fresh and modern appeal. It features a sock-like fit with a zip fastening along the side for easy on and off and sturdy block heels, so they’re comfortable enough to wear all day. Style them with everything from cuffed jeans to a maxi skirt.
What reviewers say: “This boot filled a wardrobe need perfectly. Low enough heel to comfortably wear all day, perfect neutral color to wear with anything, and a well made product. Highly recommend.”
Buy Now at Nordstrom
Dr. Scholl’s Mania Boots
Best Wedged Ankle Boots for Women
Size range: 6.5-11
Colorways: Black, Toasted Coconut, Grey
Materials: Leather
A wedge bootie is an excellent option if you want a little height but aren’t willing to commit to a traditional heel. These lightweight, flexible slip-ons comes in two neutral shades: brown and black. So take your pick and don’t be surprised if they become your new favorite.
What Reviewers Say: “These boots are gorgeous, love the detail. Very modern. They are a bit tight in the arch area so I’m hoping they stretch. Definitely recommend!”
Courtesy of DSW
Buy Now at Amazon
Schutz Zachy Western Boots
Best Snakeskin Ankle Boots for Women
Size range: 5-11
Colorways: Neutral, Eggshell, Black
Materials: Leather
One easy way to dress up a basic outfit is to add in an animal print boot. This snakeskin pair is a lightweight ankle boot that’s very flexible, so you won’t have to break them in. It also has a leather outsole with texture at the ball of the foot for added traction. They’ll instantly add a sophisticated touch to jeans and a button-up for your next meeting or with an LBD for date night.
Buy Now at Nordstrom
Dolce Vita Huey Booties
Most Versatile Ankle Boots for Women
Size range: 6-10
Colorways: Mocha, Onyx, Sage, Sandstone, Cafe Patent, Ivory, Whiskey, Almond, Camo
Materials: Canvas
Complete with a chunky rubber sole and croc-embossed upper, these versatile booties are elevated but not too fancy. They pair best with ankle-cut jeans that stop right at the top of the boot so you can see the full look. Add a silk top for a night out or a printed shirt for a weekend brunch.
What Reviewers Say: “These boots are a must have!!! I want a pair in every color. I sized up due to stock levels and I just wear thick socks but they’re not too big so I’d say true to size”
Courtesy of Dolce Vita
Buy Now at Amazon
Timberland Courmayeur Valley Water Resistant Hiking Boots
Best Women’s Ankle Boots for Hiking
Size range: 6-9.5
Colorways: Olive, Taupe
Materials: Leather, Rubber
Equal parts rugged and stylish, these must-have Timberland hiking boots are made with a sturdy sole, cushioned footbed and a water-resistant finish. We won’t blame you if you wear them off the trail, too.
What Reviewers Say: “I tend to get peroneal tendinitis in my right foot, so I needed to invest in some solid, comfortable shoes with arch support. For reference, depending on the shoe, I hover between a 9M and a 9W. These don’t come in W, but they looked super cute so I bought them anyway and hoped for the best. I’m glad I did. These are incredibly comfortable as soon as you put them on – no break-in required. My right foot (my larger foot) was a little snug in the toe, but not painfully so, and the material stretches out a bit after some walking.”
Courtesy of Nordstrom
Buy Now at Amazon
Rag & Bone Icons Brea Sock Bootie
Best Women’s Pointed-Toe Ankle Boots
Size range: 6-11
Colorways: Black
Materials: Leather
Additional features: 3″ heel, 6 1/2″ shaft, textile lining, leather sole
An exaggerated pointed-toe bootie will add a little je ne sais quoi to your OOTD. French girls are known for that effortlessly thrown-together look which often includes an ankle boot like this one from Rag & Bone. It blends classic tailoring and an edgy-yet-understated New York aesthetic, which the brand is known for and soft black leather that will withstand wear and tear. Wear yours with denim and sweater dresses alike.
Buy Now at Nordstrom
Amazon Essentials Women’s Combat Chelsea Boot
Size range: 5-13, including half sizes
Colorways: Olive, black, blush, off-white,
Materials: Faux leather, rubber
These crisp, olive-colored boots are one of the most versatile ankle boots on the market. They’re suitable for rainy days with their thick lug soles and faux leather composition, but also lightweight, making them appropriate for dry weather. Reviewers note they run narrow and size up half a size.
What reviewers say: “I bought these because I refused to pay $150 for Chelsea Boots. I absolutely fell in love with and adored the look, feel, and comfortability in this shoe. I love the look, it exceeds expectations as far as looks. It fit perfectly!”
Buy Now at Amazon
Belle Chelsea Boots
Size range: 5-12
Colorways: Off-White, Black, Light Brown, Tan
Materials: Leather
What Reviewers Say: “Love these boots! They are exactly what I was looking for, and at a great price. I got a half size up and they fit perfect.”
A chic Chelsea-style boot will always be a smart choice. You won’t be led astray with this Target find priced at just $37.99. The classic style has a comfy 1.75-inch block heel, a back tag to take them easily on and off, and a memory foam sole for comfort and easy wear. The white shade is a nice departure from a go-to black options and is neutral enough to team with all your winter staples.
Buy Now at Target
Coach Lacey Booties
Size range: 5-12
Colorways: Black
Materials: Leather, Rubber
This new design from Coach is on the pricier side, but with fashion-forward details like gold buckle and a mini hang tag design, you can’t go wrong. It also features a cushiony memory foam padding for all-day comfort and a zipper for easily getting them on and off.
What Reviewers Say: “I absolutely love this boot. It was love at first sight when it popped up on my Facebook feed. Love the rugged looked with a touch of gold femininity. Can’t wait to west them very soon as the weather is rapidly changing.”
Buy Now at Coach
Buy Now at Amazon
Frye Veronica Harness Short Boots
Best Embellished Ankle Boots for Women
Size range: 5.5-9.5
Materials: Leather
By now, you already know that ankle boots are a staple. If you’re going to pull the trigger on a designer pair, make it on from Frye. Since 1863, Frye has been the leader in American footwear, crafting boots from the finest leathers. Their Veronica Harness boots are the perfect example of what the brand does best. They feature a tumbled full-grain leather upper with a rich burnished finish and hammered studs on the strap and pulls. Most importantly, these shoes have cushioned shock-absorbing memory insoles to ensure comfort at every step.
What reviewers say: “Just received these yesterday! Only 3 day delivery! They are gorgeous! And so very comfy. The size is exact. I wear a 7 and these fit like a glove. Only been at work a few hours and have received several compliments. I ordered them in black but will now be getting them in brown.”
Buy Now at Zappos
Sam Edelman Nina Combat Boots
Best All-White Ankle Boots for Women
Size range: 5-13
Colorways: Eggshell, Bright White, Wheat, Black, White
Materials: Leather, Rubber
A bright white boot always adds an unexpected pop of freshness to your look. These synthetic leather lace-ups are more understated than your usual heavy combat boots thanks to a thin, lightweight sole. Dress them up with a cocktail dress or pare them down with your favorite casual denim pieces.
What Reviewers Say: “My normal size in Sam Edelman is 7.5 I had to return these for a size 7 because the 7.5 was a bit on the large side but the size 7 was just perfect!! I love this boot!!!”
Courtesy of Sam Edelman
Buy Now at Amazon
Free People New Frontier Western Boots
Also Consider Western Ankle Boots for Women
Size range: 6-11
Colorways: Distressed Tan, Dusty Camel Suede, Silver, Dusty Blue Suede, Cognac Patent, White, Black Suede
Materials: Leather, Suede
What Reviewers Say: “Bought these in yellow and they did not disappoint. They’re super cute and even my husband liked them. I typically wear a 7.5 in boots an I bought a 7.5 bc that’s all they had left in yellow. They are a bit tight but i don’t care, beauty is pain. So size up .5 size if u can, or just suffer. Worth it”
Lean into the cowgirl trend without veering into cheesy costume territory with this western-style option from Free People. Subtle appliqué details and a flattering slim fit ensure these will blend seamlessly into your closet. Casually tuck your baggy jeans into them or pair the boots with a flouncy skirt instead.
Courtesy of Free People
Buy Now at Free People
Valentino Tan-Go Platform Booties
Best Platform Ankle Boots for Women
Size range: 6.5-12
Materials: Leather
Valentino Garavani brings platform shoes to new heights. They have mastered this category of shoe season after season. This almond-toe platform-heeled bootie will accentuate your leg and give every look a polished finishing touch, whether you’re heading from the office to a gallery opening or having a date night. Pair them with a cozy cashmere snood, chunky knit dress, and your go-to parka for those days that are extra cold this winter.
What reviewers say: “I love these. They are super comfy and sturdy. I had to size a full size up though.”
Buy Now at Nordstrom
Naturalizer Val Boots
Best Cold-Weather Ankle Boots for Women
Size range: 5-12
Colorways: Black
Materials: Suede
Forget about sacrificing performance for style when it comes to winter boots. This pair from Naturalizer offers the best of both worlds. Trimmed with faux fur and packed with heat-retention technology, the boots are a no-brainer for surviving the harshest of weather. And, they look great with leggings, jeans and even your snow pants for après ski activities.
What Reviewers Say: “I love these! They’re very sturdy for having some height in the heel. I don’t get hot spots on the ball of my feet like I do with other heeled boots. Make sure you tighten the laces every wear since they have a tendency to loosen up and coming undone at the hook eyelets. I’m a true 7.5 with a narrow heel and these fit great.”
Courtesy of Nordstrom
Buy Now at Nordstrom
Ugg Classic Ultra Mini Shearling Booties
Best Casual Ankle Boots for Women
Size range: 5-12
Colorways: Black, Canary, Chestnut, Carantion, Emerald Green, Grey, Orange Soda, Pink Blossom, Ribbon Red, Sky, Red Taffy, Samba, Antelope, Pollen, Magnolia, Purple
Materials: Wool, Lyocell
The slipper-like winter boots are probably the easiest, coziest pair on this list. Luckily, you can get away with wearing the slipper hybrids outside these days. For in-between temperatures, you’ll want these cozy low-cut Uggs in your arsenal. Wear them with leggings on your way to yoga or joggers on a lazy Sunday.
What Reviewers Say: “These are the first pair of ultra mini uggs I’ve had. They’re cute & comfy. I bought them one size up bc I plan to wear two layers of socks one being a boot sock.”
Courtesy of Saks Fifth Avenue
Buy Now at Amazon
Buy Now at Neiman Marcus
Merrell Women’s Encore 4 Bluff Zip Polar Waterproof
Best Waterproof Ankle Boots for Women
Size range: 5-11, including half sizes
Colorways: Black, Sable, Espresso
Materials: Nubuck Leather, Recycled Ethylene Vinyl Acetate foam insole, faux fur
Weatherproof boots are a must if you live in a climate where rain is a regular occurrence. These side-zip ankle booties are made with moisture-wicking, nubuck leather to withstand the elements and 100 grams of lightweight, low-bulk insulation to keep the feet warm. The included signature Air Cushion in the heel absorbs shock and adds stability, while the molded nylon arch shank supports long-distance walks.
What reviewers say: “We spent a week in Santa Fe during a snowy patch. These were the only shoes I wore the whole trip. They were high enough to get me through the fresh snow, often 4” + deep and maintained dry, warm feet throughout. I find the boot difficult to get on if I don’t use my long handled shoehorn. They are very comfortable with a roomy toe space and I’m able to use my orthotics, as I do in all my Merrells.”
Buy Now at Merrell
Buy Now at Amazon
Vagabond Hedda Boots
Best Suede Ankle Boots for Women
Size range: 35-42
Colorways: Beige Suede, Brown Suede, Black Suede, Dark Brown Suede
Materials: Suede
A classic suede ankle boot should always be rotating through your fall wardrobe. This pair from Vagabond features a subtle square toe, a block heel, and the prettiest shade of plush tan suede. What makes them stand out, though, is the contrast-colored heel. Wear this comfy boot with a simple get-up — a classic turtleneck, and boyfriend jeans.
Buy Now at Vagabond
Ugg Neumel Platform Boots
Best Stylish Winter Boots for Women
Size range: 5.5-12
Colorways: Forest Night, Black, White
Materials: Faux suede
Love them or hate them, the classic Ugg boot is here to stay. Its Neumel boot is the hottest boots on the market because they’re the total package. Not only are these cute winter boots, but they’re also super easy to slip on and off with the double pull tabs. They also provide neutral arch support for optimal foot health and have a textured bottom so you won’t slip. With a super cozy plush lining and waterproof leather outer, they’ll keep your feet warm and dry in frigid climates. And the liner is insulating, featuring 200 grams of wool for toasty effects at any temperature. Style them with skinny jeans, a sweater for shopping with friends, or with sweatpants and a hoodie when going to a friend’s for movie night.
What Reviewers Say: “I love these boots I bought the forest green one, and the color is so beautiful I love them so much am gonna get the black ones as well”
Buy Now at Nordstrom
Clarks Wallabee Craft Black Nubuck Boots
Size range: 5.5-10.5
Materials: Nubuck leather
Since 1825, Clarks has put comfort first when designing sophisticated shoes for women, men, and kids. Its Wallabee silhouette is a top-selling ankle boot. It’s inspired by Native American shoemaking techniques, which can be seen through the whip stitch detailing. The shoe is built with Ortholite cushioning, which helps reduce foot strain and absorbs impact. Additionally, it has a flatform wedge crepe-wrapped sole for added height. Overall, it’s a breathable and flexible footwear option designed with sustainable, recycled materials.
What reviewers say: “As soon as I saw these boots online I had to get them. They fit perfect and look so stylish, hip, young and fresh. I searched other sites for the brown one and got the last one at another retailer. Now I have the black and brown. The quality is so amazing, i’m sure they will outlive me. Can be dressed up and down.”
Buy Now at Clarks USA
Everlane The Day Boot
Size range: 5-11
Colorways: Ecru, Black
Materials: Italian Leather
Cult-favorite basics brand Everlane has steadily been taking over as the number one shopping destination for all things sleek, pragmatic, and minimal. The Day Boot is an example of what the brand does best. These everyday boots have a walkable stacked heel and soft Italian leather that molds to the feet. While they have a narrow and glove-like fit, reviewers note that those with wide feet can still wear them.
What reviewers say: “Everything you could want in a leather bootie. They are sleek comfy and stylish. They can be worn more casual but also dressed up. I normally wear a 9 and ordered a 9.5 as it recommends. They fit perfect. They have just the right size heel too. Yet another awesome purchase from Everlane!”
Buy Now at Everlane
Ariat Darlin Western Boots
Size range: 5.5-12
Colorways: Sassy Brown, Burnt Sugar, Old Black
Materials: Leather
Features: Wide and medium widths
Since 1993, Art has been an American footwear, apparel, and accessories brand for equestrian sports, work industries, and other outdoor activities. It was the first company to integrate athletic shoe technology into riding boots. Its Darlin silhouette features classic western details, including tonal toe stitching and topstitching, stretch sides, a side pull tab, and a curved block heel. Additionally, it has a removable All Day Cushioning insole and duratread sole for maximum wear. For outdoor summer concerts, style them with a denim skirt and a light jacket.
What reviewers say: “These boots are just what their name says… darlin! The heel is just high enough but not too high. The dark brown color is gorgeous. Like other reviewers I found the toe of the boot was quite tight. It’s going to take a while to break these in, so I’m just wearing them half hour at a time. They run true to size (I always take 9.5 in Ariat) BUT they are narrow.”
Buy Now at Ariat
Reformation Ramona Ankle Boot
Size range: 5-11
Colorways: Parmesan, Black
Materials: Nappa leather
Crafted with polished nappa leather and set atop a kitten heel, Reformation’s Ramona Ankle Boots are the ideal footwear for your girls’ night out. Wear them with a cozy winter skirt and turtleneck, or slip them on with tailored trousers and a cozy sweater when the temperature drops — we guarantee you’ll always look put-together.
Buy Now at Reformation
Zara Heeled Denim Ankle Boots
Size range: 5-11, including half sizes
Materials: Denim
Testing notes: “I’m always looking at how designers are putting their own spin on the classic denim so when I saw these boots at Zara I knew I had to have them. I love the heel height because it gives me just enough of a boost while keeping my feet comfortable when walking to dinner in New York City. What really attracted me to this specific pair though was the light wash and subtle contrast stitching — these two designs make the shoes easy to style with darker washes in the winter or with light washes, including white in the summer.” — Nikki Chwatt
2023 is all about unexpected denim, which includes shoes made of denim fabric. These Heeled Denim Ankle Boots, with their light wash and kitten heel, are a perfect way to nail the trend. They have a minimal feel to them, making them easy to style with other denim separates for a complete Canadian tuxedo uniform.
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Ankle Boot Trends of 2023
While ankle boots are a timeless silhouette, each season, there are different types of ankle boots to watch.
First up on the list for 2023 is a trend for those who love utility-driven, rugged boot styles. This season we’re putting classic combat boots aside for motorcycle-inspired ankle boots. Those with chunky buckled details and distressed leathers can be seen from Frye, Miu Miu, Tamara Mellon, Valentino, Rag & Bone, and more. However, the nuances of fashion’s latest take on moto style don’t stop there. Today’s iteration of biker ankle boots also incorporates a nostalgic Y2K element, with the return of grommet embellishments. However, this time these studs have been made over and replaced with a chic alternative that’s sure to give your wardrobe a cool yet hyper-style-forward edge.
Another ankle trend on the rise is denim. Shoppers are responding to the aught styles being put out by designers like Saint Laurent, Isabel Marant, Paris Texas, Schutz, and more. As a result, these denim ankle boots feel far fresher than shearling ones, even in the dead of winter. Since denim pants are the perfect blank canvas for styling, the same goes for denim boots.
Additionally, leather ankle boots with a high shine factor, like patent and metallic styles, have been seen everywhere, from Givenchy and Khaite to Loewe and Proenza Schouler. Some went with glossy reds, while others rode fashion’s futuristic wave incorporating silver into their designs.
Last, but by no means least, are western-inspired ankle boots. These shoes are the ones that’ll keep giving through spring and summer. With their Cuban-heel, suede and leather composition, and embroidery, Western boots have become the go-to silhouette for casual days. As a result, designers have been imbuing their boot lineups with a mix of cowboy-inspired design codes — sloped heels, stitched vamps, and scalloped shafts included. The key to this trend is finding a pair that not only feels like an extension of your taste but also one that makes you stand out from the crowd.
How to Find the Most Comfortable Ankle Boots for Women
When searching for your perfect pair, comfort is a key factor to consider, notes Dr. Jackie Sutera, Vionic Innovation Lab Member and New York-based podiatrist. “As a starting point, look for boots that have a cushioned insole with arch support,” she says. “This provides comfort and shock absorption. Also, look for a stacked or a low heel for everyday use. Avoid very flat, or platform-heeled boots as your go-to boots.”
And if you have common foot issues like bunions or hammertoes, Dr. Sutera also advises looking for options with some key features. “People with bunions, wide feet and/or hammertoes should look for styles that can accommodate the forefoot, like materials made of a mesh or a soft, forgiving leather,” she says. “These folks should also avoid toe boxes that are tight, narrow, and pointy.”
She suggests avoiding pairs with thin, flat insoles and outsoles for people who suffer from plantar fasciitis or flat feet.
As for plus-size women, who may have wide calves, finding affordable-yet-chic options can be a headache. But thankfully, a range of brands now offer a great selection.
The Different Types of Ankle Boots
Ankle boots can range in design, but they’re described as a boot that covers the whole foot up to the ankle.
Chelsea Boots: Chelsea boots are a fall wardrobe staple thanks to their easy-to-wear design and polished feel. Typically, this boot style features a close-fitting, ankle-high design with an elastic side panel. Often, they have a loop or tab of fabric on the back of the boot, enabling the boots to be pulled on. They balance practicality and style and can withstand a snowy holiday night or take on slushy streets but still look glamorous.
Hiking Boots: Infused with elements of the great outdoors, hiking boots bring an adventurous mood to any outfit. These shoes are usually crafted from rubber so you can feel good about pounding the pavement no matter which storm you have to weather. Championed by labels including Gucci, Ganni, and 3.1Phillip Lim, the key to mastering its utilitarian styles with a fashion focus is to use them to toughen up feminine style garments such as a floral summer dress.
Combat Boots: Combat boots are endlessly wearable. They feature a classic lace-up style that hits right above the ankle with a sole and heel of hard rubber. This style is a true sartorial staple, providing the perfect silhouette for everyday ease. When picking a versatile year-rounder, look for one that centers around comfort and timelessness.
Platform Boots: Chunky boots with a platform are a great option if you want to add a few inches of height, be on-trend, and stay comfortable. Top designers like Valentino, Prada, and Gucci are taking note and sending their models down the runways in this style. Plus, they’re suitable for almost all occasions if styled correctly.
Heeled Boots: Whether it’s a slouchy or structured ankle design, heeled ankle boots add a sleek edge and ensure a myriad of styling possibilities. You can style them with a mini skirt or jeans. For a timeless pair, opt for one with an almond toe, neutral color, and stacked heel.
Cowboy or Western Boots: The classic cowboy boot is making a comeback. Traditionally they’re detailed with western elements like stitching, a snip toe design, and no lacing, but with designers today iterating on the timeless style, you can expect all sorts of unexpected designs. To style them correctly, remember to keep your outfit and other accessories fairly minimal since the boot is always the focal point of your look.
Winter Boots: Nothing gets us excited about winter quite like a pair of boots. After all, these sturdy soles will become your best friend during the season. Thankfully, designers have ankle boots for every mood. And, if you’re worried about the style not keeping you as warm as a knee-high boot, don’t fret because you’re sure to find a pair or two fully lined with shearling.
Rain Boots: Over the past few years, rain boots have become more than their intended purpose. As waterproof boot, now so much more, allowing wearers to make a style statement. From Gucci’s take on North Face to Bottega Veneta’s ‘Puddle’ boots, rubber shoes became more and more a part of runway collections, and rubber grew to the most sought-after material in footwear next to leather. With this fashion change, shoppers can now find more fashionable rain boot options other than from the likes of Hunter and Burberry.
What to Look For in Ankle Boots for Women
With so many brands in the game, there’s a comfortable and stylish ankle boot for any occasion. Therefore, it’s essential to think closely about where you’re headed because not all ankle boots are created equal, and you want to ensure your pick is the best one for you.
Material: The outsole material and lining are two essential pieces to consider when finding the right ankle boot for you. If you want to ensure your shoe has traction, look for an option with a rubber outsole that has traction. On the other hand, if you suffer from tingling or numbness in your feet, opt for a firm sole such as classic rubber.
Size: Wearing the wrong shoe size can not only be problematic when it comes to comfort, but it can also cause the shoe to break down more quickly. Plus, if you wear a shoe that’s too big, your foot will be in the wrong placement, and the arch support won’t work to your benefit. As a result, you may deal with inflammation, flat feet, or plantar fasciitis.
Design: As discussed, there are many styles of ankle boots to choose from. Before impulsively purchasing, consider where you will be wearing your ankle boots and which type is best appropriate for the situation. Typically, kitten-heeled ankle boots are best for work, interviews, and evening wear, while lug-sole boots or combat boots are an excellent choice for everyday comfort, giving your heel more surface area and protection. Chelsea boots are also a smart casual everyday option that can take you from the park uptown on the weekend to a weekday business lunch downtown.
How to Style the Best Women’s Ankle Boots
Ankle boots are so versatile that there is no right or wrong way to style them. However, with any trend, we love to look to our favorite celebrities and runway moments to get inspired.
Ankle boots + trousers: Swap your traditional pumps and heeled sandals for ankle boots when heading to work or dinner with friends. Stars like Julianne Hough, Kate Hudson, Selena Gomez, and more were spotted last week in New York City donning these uniforms, proving that it’s one outfit equation to follow. Flat lug-sole ankle boots are a great option to reach for since they’re comfortable but don’t sacrifice style. Mid-height block-heeled boots work, too, since they elongate legs under full-length pants and make any outfit look dressier.
Ankle boots + a dress: If you’re sick of teaming sneakers with your dresses, reach for fun and chic ankle boots. For inspiration, look to Celine’s off-schedule Winter 2023, which showed models rocking edgy ankle boots paired with feminine frocks for a fashionable juxtaposition. Additionally, celebs like Emma Roberts, P!NK, and Naomi Campbell were spotted this month in New York City and Los Angeles sporting high-heeled platform ankle boots. While these shoe choices were ??statement-making in nature, they instantly amped up simple ensembles with their bold and somewhat daring designs.
Ankle boots + jeans: All jeans can be worn with ankle boots, but your jean silhouette will determine what ankle boot to wear. For example, with skinny jeans, look to a boot with a wide or loose ankle; this way, you can tuck the bottom of the pant into the boot for a sleek look. On the other hand, if you’re working with mom or straight-leg jeans, an ankle boot with a more skin-tight fit will help you achieve the model-off-duty look.
How to Wear Ankle Boots for Spring 2023:
If you’re eager to shed your winter layers, we get it, but don’t put your ankle boots away. These boots ??are great for the spring — it’s all in how you style them.
Cargo pants + utilitarian-inspired ankle boots: The embrace of cargo pants is here to stay, so why not team them with a utilitarian-inspired ankle boot like a laced-up silhouette? If your cargo pants have an elastic bottom, scrunch them up to the top of the boot; however, if they’re wide or straight-leg, let them rest over the boot, so just the toe pops out.
Relaxed floral dress + lug-sole boots: When spring arrives, wear your trusty ankle boots with a printed floral dress. Whether you choose a black, brown, white, or colorful boot, the shoe will toughen up the dress and create a chic and feminine look.
Maxi skirt + belt + ankle boots: Maxi skirts in all fabrics, from denim to silk, are having, but sometimes they can be hard to style. But once you throw on either a western-inspired ankle boot or a platform ankle boot, a leather bomber jacket, and a chic belt, you’ll be set to take your look from day to night and receive many compliments as you do.
The Different Types of Ankle Boots for Different Foot Types and Conditions
Women’s Ankle Boots for Flat Feet:
Whether you’re born with flat feet or get them as you age, taking care of your foot condition by finding the right boot is essential. When looking for comfortable shoes for flat feet, “look for wider-lasted shoes,” explains pedorthist Michael Fishkin of Northern Illinois Foot & Ankle Specialists. This means “the shoe shouldn’t have an hourglass shape on the bottom, but rather a straight-across design underfoot.” Additionally, Fishkin suggests styles with enhanced stability and motion control features.
Women’s Ankle Boots for Plantar Fasciitis:
Anyone from athletes to more sedentary people can experience plantar fasciitis, which is usually most painful near the heel. Thus, “seek out shoes with structure to keep the foot in its ideal position during each step,” says Mike Rushton, DPM, co-founder and medical director of Forward Motion Orthotics.“ No matter what, you want arch support, as it will help increase the arch for those with flat feet and encourage high arches to drop to a more neutral position.” One general rule of thumb is “if you can bend the shoe in half, it’s likely unsupportive,” says New York City-based podiatrist and head of Universal Footcare Neha Pathak.
Women’s Ankle Boots for High Arches:
“High-arched feet are best treated with supportive, softer and more flexible, lightweight types of soles to accommodate the high arch,” says Dr. Sutera. They should also avoid rigid, stiff, and thin flat shoes. “The purpose of insoles and orthotics for those with high-arched feet is to accommodate, absorb shock, and cushion,” she says. Additionally, they should choose a shoe with a slight heel-toe drop (the difference between how high the shoe is in the heel versus the forefoot), which can minimize impact forces and ankle stress, says Dr. Emily Splichal, a podiatrist and founder of the performance-driven accessories line Naboso.
Women’s Ankle Boots for Ankle Pain or Weakness:
Those who suffer from weak ankles or ankle pain should pay attention to shoes with ankle support. Be on the hunt for stable wide platforms and deep heel cups to stabilize the foot and ankle better. In addition, boots that are tight around the ankles can help prevent ankle injury.
Women’s Ankle Boots for Knee and Back Pain:
Finding the most comfortable shoes for knee and back pain begins by understanding the source of your discomfort, which can vary, says Dr. Mark Mendeszoon, a podiatrist and owner of Achilles Running Shop in Pennsylvania. Overuse injuries are one of the most common. “Most overuse injuries are related to faulty biomechanics in which people may develop muscle imbalances, stress on tendons or bones secondary to the foot being either too flat (hyper-pronated) or too high of an arch (caved foot),” he says. There are some general rules of thumb to follow. If you have flat feet, for example, a shoe with “proper support, cushioning, and posting helps ’neutralize’ abnormal stresses and forces” on the foot, Mendeszoon says. If you have other compounding concerns besides knee and back pain, have an expert look at your foot, stride, and general biomechanics to find the most comfortable shoe that works for you.
Women’s Ankle Boots for Bunions
When looking for shoes for bunions, search for soft upper materials that will be gentle on sensitive bunion areas. Soft interior materials also help reduce irritation. Additionally, Mendeszoon recommends looking at cork materials, which mold to your foot over time. Lastly, Dr. Mendeszoon recommends buying shoes with supportive footbeds as they will help minimize fatigue, stress, and strain on the whole foot and won’t dig into areas of pain.
Women’s Ankle Shoes for Diabetics:
People with diabetes need to look for footwear with a roomy fit. Wide-fitting shoes with “plenty of depth,” Rushton says, are key to avoiding rubbing and chafing that can lead to greater sores and injuries. So are wide-toe boxes and soft shoe interiors and linings. “There are diabetic shoes on the market that boast all these qualities, as well as special insoles that decrease friction on feet,” explains Rushton.
Women’s Ankle Boots for Heel Spurs:
Like many other foot conditions, heel spurs develop from overuse. Proper footwear can prevent and alleviate pain from the condition. “If your foot doesn’t have adequate padding beneath it, as you roll forward, you’re more likely to pinch between the bottom of the foot and the ground,” Dr. Rushton says.“If you have a spur, you need a cushy heel,” Dr. Rushton says.
Women’s Ankle Boots for Arthritis:
Finding the best ankle boot for your arthritis “depends on where the arthritis is located,” Dr. Alissa Kuizinas, a podiatrist in Concord, Massachusetts, says. “For those with osteoarthritis of the great toe, painful bunions, or claw toes, a stiff-soled shoe with a forefoot rocker is very helpful. This will allow the foot to propel without bending through the toes.” However, choose a boot with cushioning, support, a wide toe box, a pull-on design, and a flexible upper for breathability.
Meet the Authors
Nikki Chwatt is the Style Commerce Editor at Footwear News and WWD, where she both writes and edits stories on the latest clothing, accessory, and shoe must-haves. As a city dweller, she’s garnered a love for footwear, especially ankle boots, because they’re versatile enough to be worn with any type of outfit and comfortable enough when running uptown, downtown, or cross-town. Therefore, she takes an interest in keeping up with footwear trends and innovations by testing and reviewing shoes in a wide range of categories — from athletic to streetwear styles.
Meet the Experts
Dr. Jacquelyn Sutera is an NYC-based surgically trained doctor of podiatric medicine specializing in the prevention and treatment of foot pathology. She graduated from Fordham University with a Bachelor of Science degree in Biology and Philosophy. She later attended the New York College of Podiatric Medicine, where she earned the degree of Doctor of Podiatric Medicine (DPM). She is a proud member and spokesperson for the American Podiatric Medical Association and the New York State Podiatric Medical Society.
Dr. Michael Fishkin is a pedorthist of Northern Illinois Foot & Ankle Specialists.
Dr. Mike Rushton is a Podiatric Surgery Specialist in John Day, OR and has over 25 years of experience in the medical field.
Dr. Neha Pathak is a podiatrist at Pathak Podiatry. She treats patients for a range of common and specialized conditions such as over pronation, bunions, hammertoes, plantar plate injuries, achilles tendonitis, neuromas, ankle sprains and instability. As a former long-distance runner and swimmer, she has a passion for diagnosing and treating sports medicine and dancing-related injuries.
Dr. Mark Mendeszoon is a multi-board certified podiatrist who treats all surgical and non-surgical conditions of the leg, ankle, and foot in both adults and children. He specializes in trauma, sports medicine, diabetic foot and ankle conditions and reconstructive foot and ankle surgery, including Total Ankle Joint Replacement Surgery.
Dr. Alissa Kuizinas, DPM is a Podiatry Specialist in Concord, MA. She currently practices at Concord Foot & Ankle Center and is affiliated with Emerson Hospital. She frequently treats conditions like foot fractures along with other conditions at varying frequencies.
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