The 26 Best Knee-High Boots That Will Take Your Outfits to New Heights

These boots were definitely made for walking.

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation. Learn more.

Model wearing Knee-High Boots

InStyle / Alli Waataja

Take a stroll through the portraits section of any art museum and you’ll see just how integral knee-high boots have been to fashion history for the last several hundred years. Initially designed as functional footwear for men starting in the 15th century, knee-high boots are now classic for women; the ideal mix of style and practicality.

The knee-high boot is a versatile shoe that can be worn in several seasons, making them well worth your consideration and investment. There’s no shortage of ways to style knee high boots, be it with jeans, skirts, or dresses. Considering they come in a variety of materials (leather, suede, synthetics), heel heights (from a little lift to stiletto-like spikes), toe shapes (rounded, square, and extremely pointy), and price points, we — along with the help of a few fashion experts — took the guessing out to find the best in each category.

Our Top Picks
Best Overall:
Dolce Vita Gyra Boots at Dolcevita.com (See Price)
Jump to Review
Best Budget:
Modatope Knee High Boots at Amazon ($59)
Jump to Review
Best Splurge:
Staud Cami Leather Knee Boots at Net-a-Porter ($550)
Jump to Review
Best Designer:
Prada Napa Stiletto Knee Boots at Bergdorfgoodman.com (See Price)
Jump to Review
Best Block Heel:
Madewell Monterey Tall Boot at Madewell.com (See Price)
Jump to Review
Best for Wide Calves:
Vince Camuto Sangeti Wide-Calf Boot at Amazon ($229)
Jump to Review
Best for Short Legs:
Duo Boots Haltham Petite Knee High Boots at Duoboots.com (See Price)
Jump to Review
Best for Long Legs:
Staud Nancy Boot at Amazon ($495)
Jump to Review
Best Leather:
Sarah Flint Perfect Riding Boot at Sarahflint.com ($995)
Jump to Review
Best Suede:
Schutz Allie Up Suede Boot at Schutz-shoes.com (See Price)
Jump to Review

Best Overall

Dolce Vita Gyra Boots

Dolce Vita Gyra Boots

Dolce Vita

View On Dolcevita.com

What We Love: The long zip along the entire boot makes them easy to slip in and out of.

What We Don’t Love: They’re a little too tall for petite women.

For our best overall pick, we chose something sleek, classic, and easy to style on any occasion. The 2.9-inch heel makes it relatively walking-friendly as well. If you have thicker calves, fear not as the seemingly slim-fitted boot is actually quite wide, according to the reviews. Thanks to the long zip going down the inner calf, they’re easy to slip in and out of as well. The shaft is 16.8-inches long, however, which may be a little too tall for petite women. One reviewer found the boot going over her knees with her shorter height.

Size: 5–13 | Material: Leather, recycled materials | Heel Height: 2.9 inches | Colors: 4

Best Budget

Modatope Knee High Boots

Modatope Knee High Boots

Amazon

View On Amazon $59

What We Love: The faux leather has an impressive quality to it, despite the affordable price.

What We Don’t Love: Those with larger calves might find them too snug.

These Amazon best-sellers did not disappoint its shoppers. Despite a very affordable price, people were pleased with the quality of the faux leather that landed at their doorsteps. The sleek shoe features a square toe, 3.5-inch block heel, and full-length zipper. While there is some stretch to the boot, those with larger calves might find them a little tight around the leg — a detail that some people successfully combated with sizing up. Choose between seven colors and textures, including one trendy metallic silver and one croc pink option.

Size: 6–11 | Material: Polyethylene leather | Heel Height: 3.5 inches | Colors: 7

Best Splurge

Staud Cami Leather Knee Boots

Staud Cami Leather Knee Boots

Net-A-Porter

View On Net-a-Porter $550 View On Staud.clothing

What We Love: The lack of buckles or embellishments makes it a classic style that’s easy to wear for any occasion.

What We Don’t Love: The pointed toe might make it uncomfortable for anyone with wide feet.

Splurgy shoes should either have a stand-out feature that’s unique to them or be something classic that will stand the test of time. The Staud Cami boots fall into the ladder category. The polished boot has a slim heel that’s slightly curved. The pointed toe subtly elongates the leg, although we could imagine those with wide feet might find that slightly uncomfortable. Without any embellishments, buckles, or prints, the shoe becomes easy to style, instantly adding a sophisticated touch to your look.

Size: 5–12 | Material: Leather | Heel Height: 3.3 inches | Colors: 4

Best Designer

Prada Napa Stiletto Knee Boots

Bergdorf Goodman Prada Napa Stiletto Knee Boots

Bergdorf Goodman

View On Bergdorfgoodman.com View On Prada.com

What We Love: The timeless silhouette means a better cost-per-wear.

What We Don’t Love: The narrow ankle isn’t ideal for wider feet.

These boots are gorgeous: The pointed toe, sleek silhouette, and tapered stiletto heel complete with a subtle triangle logo plaque. And while they may not look like the most comfortable pair among the bunch, the side-zip goes from the arch of the foot to the tip of the shaft, and the leather insole is cushiony enough for a night out. Just don’t press your luck — the narrow ankle isn’t ideal for wider feet, and the nearly 4-inch heel probably isn’t made for a marathon day. Still, we dare you to put these on and *not* feel like the chicest person in any room.

Size: 36–41 | Material: Nappa leather | Heel Height: 3.7 inches | Colors: 1

Best Block Heel

Madewell Monterey Tall Boot

Madewell Monterey Tall Boot

Madewell

View On Madewell.com View On Zappos $298

What We Love: The two-inch heel is great for all-day wear and the full-zip makes it easy to get on and off.

What We Don’t Love: You can’t try them in-store because they’re only available online.

With a subtle squ-oval toe, these boots from Madewell offer a comfortable block heel and the brand’s signature cushiony, memory foam insoles — a selling point for stylist Gabrielle Porcaro.

Plus, “the heel is on the shorter side at 2 inches,” notes NYC-based stylist Daniela Santos, who loves this pair for fall. “And the full-length zipper on the inside is essential for putting them on and taking them off, which can be a struggle with tall boots,” she says. It also doesn’t hurt that they’re made from 100 percent leather, giving the finish a natural sheen. Plus, they require almost zero breaking in — just a few laps around the apartment should do.

Size: 5–10.5  | Material: Leather | Heel Height: 2 inches | Colors: 2

Best for Wide Calves

Vince Camuto Sangeti Wide-Calf Boot

 Vince Camuto Sangeti Wide-Calf Boot

Vince Camuto 

View On Amazon $229 View On Vincecamuto.com View On Zappos $229

What We Love: They’re timeless and versatile enough to wear for years to come.

What We Don’t Love: They can be too tall on petite figures.

Vince Camuto is known for its boots that are designed to accommodate wider calves, and this pair has recently gone viral on TikTok among the wide calf community, according to Toronto-based stylist Heensie. “They are gorgeous! I love the square toe and the rich mahogany shade,” she adds, noting that the flared block heel and seam detailing make them look expensive. Plus, as you go up in foot size, the circumference of the boot goes up by a quarter-inch.

While the upper is made from leather (or patent leather, if you so choose), the inner lining is synthetic, so it may feel sticky or clammy if you don’t wear high socks. Some petite reviewers noted that the 15.3-inch shaft was too high, hitting them at an awkward spot, so if you are on the shorter side, you may want to try a boot with a shorter shaft like Dear Frances Porto Boots.

Size:  5–12 | Material: Leather | Heel Height:  3 inches | Colors: 3

Best for Short Legs

Duo Boots Haltham Petite Knee High Boots

Duo Boots Haltham Petite Knee High Boots

Duo Boots

View On Duoboots.com

What We Love: There are eight different calf width options.

What We Don’t Love: We wish there were more color options.

Yes, you absolutely can wear knee-high boots as a petite girl. Made possible by Duo Boots, these shoes have a shaft height of 14.2 inches, compared to 14.9, which is their standard height, or 16.5, which is for their tall ladies. Beyond just a shorter boot, however, they even offer eight different calf width options — it should be noted that it’s very rare to see brands offering this many options. Finally, a knee-high boot that fits shorter ladies and wider legs. Handmade in Portugal using calf leather, you don’t have to sacrifice quality either. With something this unique, we do wish there were more color options available.

Size: 5–10 | Material: Calf leather | Heel Height: 1.5 inches | Colors: 3

Best for Long Legs

Staud Nancy Boot

Staud Nancy Boot

Amazon

View On Amazon $495 View On Staud.clothing View On Saks Fifth Avenue $495

What We Love: The 17-inch shaft height and wide calf opening ensure they won’t be too tight or short.

What We Don’t Love: There’s no zipper to help with taking them on or off.

A ‘60s-inspired boot can feel costume-y, but this pair from Staud is about as timeless as it gets. With a slightly rounded toe, exposed stitching at the ankle, and a shaft height measuring about 17 inches tall, they’re perfect for anyone with longer legs who’s sick of knee-high boots barely reaching their calves.

While the upper is made from 100 percent leather, the sole is designed with a mix of leather and ABS, a type of plastic that has good impact resistance, making it a durable material for anyone who commutes on pavement or cobblestone. We do wish there was a zipper to make them easier to put on and take off.

Size: 35-42 | Material: Leather, ABS Sole | Heel Height: 1.97 inches | Colors: 2

Best Leather

Sarah Flint Perfect Riding Boot

Sarah Flint Perfect Riding Boot

Sarah Flint

View On Sarahflint.com $995

What We Love: The luxe leather truly feels like butter.

What We Don’t Love: They’re a serious investment.

When it comes to shopping for shoes of any kind, but especially leather boots, there are three words that make our fashion-loving hearts sing: “handmade in Italy.” Yours too? Then let us introduce you to these luscious leather boots from Sarah Flint.

They’re made (in Italy, of course) from Vachetta leather (untreated Italian leather), a vegetable-tanned cowhide leather known for its high-fat content, which creates an unmatched soft-to-the-touch finish. They’re polished and practical, with anatomical arch support and bonus footbed padding that ensure you’ll be able to wear these boots morning, noon, and night. The craftsmanship of these boots justifies their cost.

Size: 34 - 43 | Material: Leather | Heel Height: 1 inch | Colors: 3

Best Suede

Schutz Allie Up Suede Boot

Schutz Allie Up Suede Boot

Schutz

View On Schutz-shoes.com

What We Love: The kitten heel adds elevation without causing pain.

What We Don’t Love: There are no zippers, so you’ll have to slip it on.

Made from cow leather suede, these boots are exactly what you need to stay warm and stylish through the winter. The kitten heel also adds a touch of elevation without causing any strains to the balls of your feet. In other words, you can wear it night and day without any pain. What it doesn’t have, however, are zippers or any type of closures. You’re going to have to shimmy your way through the boot and hope it fits like a glove.

Size: 5–11 | Material: Leather | Heel Height: 2.2 inches | Colors: 2

Best Cowboy

Thursday Boots Western Rodeo Boots

Thursday Boots Western Rodeo Boots

Thursday Boots

View On Thursdayboots.com

What We Love: It’s made of genuine leather with classic Western patterns stitched in.

What We Don’t Love: They’re a slip-on shoe.

Cowboy boots made their way into mainstream fashion again and we predict they’ll stay in style for a while. Trend or not, they’re still a great style to own, especially if you have plans on visiting out west anytime soon. These options from Thursday Boots embody the classic style to a T. You’ve got the block heel, the hand-stitched western pattern, and the pointed toe. Appropriately named the “Rodeo” shoe, the cowboy boot is fun to style and sure to invite some adventures into your life. This option is also a slip-on, however, so it’s important you find the right size.

Size: 5–12 | Material: Leather | Heel Height: 2.75 inches | Colors: 4

Best Traction

Coach Julietta Boot

Coach Julietta Boot

Coach

View On Coach.com View On Saks Fifth Avenue $175

What We Love: The smooth luxe leather adds a touch of femininity to the rugged sole.

What We Don’t Love: It’s only offered in one color.

If traction is what you’re looking for, then a lug sole is the way to go. As much as we love the traditionally rugged look, however, we understand it’s not for everyone. The rigid sole is a little more subtle in the case of this Coach Julietta Boot, making it more appealing to the masses (and easier to style). Perhaps the smooth luxe leather upper, which elegantly curves around the calves, makes it feel more feminine. Once you slip your foot in, you’ll realize there’s a padded footbed as well for all-day comfort. We must pose this question, therefore, why did Coach only offer this in one color?

Size: 5–11 | Material: Leather, rubber | Heel Height: Not listed | Colors: 1

Best Stiletto Heel

Larroudé The Kate Suede Boot

Larroude Kate Boot

Larroude 

View On Larroude.com View On Shopbop.com $485 View On Bloomingdales $485

What We Love: There’s a memory foam cushion on the insole, making these extra comfortable.

What We Don’t Love: The different colors come in different textures.

InStyle writer Bianca Kratky is a big fan of the Kate leather boots, which the team at Larroudé kindly sent her. Despite the 3.8-inch stiletto heel, she says she can spend an entire day out without sore feet. That’s because the insole is lined with memory foam, which cushions the landing of each step — she says she has worn boots with shorter heels that hurt the ball of her feet much more. The durable leather looks as good as new even after four months of consistently wearing them. The opening is quite large, which makes them ideal for wider legs or layering pants underneath as well. We only wish that the different color options all came in the same leather finish. Instead, you’ll notice that some are in suede, and others have a glossy look to them.

Size: 5–11 | Material: Leather | Heel Height: 3.8 inches | Colors: 6

Most Comfortable

Naturalizer Gen N Knee High Boots

Naturalizer Gen N Align Knee-High Boot

Naturalizer

View On Amazon View On Naturalizer.com View On Zappos $153

What We Love: The round-toe boot feels like a fun 90’s throwback.

What We Don’t Love: They don’t come in a wide width or shaft.

Writer Lauren Caruso bought these round-toe boots two years ago and has clocked at least 100,000 steps in them since — including nearly 20K in one day alone. That’s how comfortable they are, even for someone who’s on their feet all day long. Not only does the chunky platform heel make them easier to walk in, but it's a nod to '90s fashion.

Besides requiring exactly no breaking in, the soft insole subtly grips your feet while you walk while the non-slip platform outsole provides enough traction for rainy days. Even more, the luxe quality of the leather makes them feel like a full-on splurge. We do wish they were offered in wide width or shaft for better inclusivity though.

Size: 5–12 | Material: Leather | Heel Height: 3.25 inches | Colors: 4

Best Waterproof

Overland Women's Hudson Shearling-Lined Waterproof Leather Boots

Overland Women's Hudson Shearling-Lined Waterproof Leather Boots

Overland

View On Overland.com

What We Love: The shearling interior makes them warm enough for the winter.

What We Don’t Love: The suede may be more difficult to clean.

Not only are these boots waterproof, but resistant to many of nature’s other temperaments as well. For example, the shearling-lined interior makes them warm enough to wear in extremely cold temperatures. The lug sole gives it enough traction to wear over slippery terrains. So snow, rain, or sleet, you’ll find plenty of safety in these Overland boots. It’s rare to find a suede boot that’s waterproof, so anyone looking for an alternative to the traditional rubber rain boots, these are it. We could imagine however that they’ll be a little more difficult to clean — a price worth paying for the many benefits, in our opinion.

Size: 5–11 | Material: Leather, shearling | Heel Height: 1.5 inches | Colors: 4

Best for Riding

Frye Melissa Double Sole Button Lug Tall

Frye Melissa Double Sole Button Lug Tall

Frye

View On Nordstrom $358 View On Thefryecompany.com View On Lyst.com

What We Love: The leather has a lived-in texture to it which will help conceal any scratches you accidentally create.

What We Don’t Love: There are no zips to open the shoe for easy slip-in access.

Don’t worry, you don’t need to actually have a horse and learn how to ride in order to enjoy the aesthetic of the riding boot. Riding boots tend to have a taller shaft in order to protect the calves from any friction against the saddle. You’ll find that in these 14.5-inch boots, which feature a pull loop on either side of the opening. This will help you slip into the shoe — something you’ll find even more beneficial once you realize there are no zips to open and ease your foot in. The leather also has a unique lived-in appeal that looks slightly distressed. This will help mask any scratches you get on it should you ever bump into any rough surfaces.

Size: 5.5–12 | Material: Leather | Heel Height: 1.3 inches | Colors: 5

Best for Support

Vionic Phillip Water Repellent Riding Boot

Vionic Phillip Water Repellent Riding Boot

Nordstrom

View On Amazon $100 View On Nordstrom $125 View On Vionicshoes.com

What We Love: There is an orthotic comfort and support in the sole.

What We Don’t Love: It requires some time to break in, so you don’t want to wear it an entire day straight out the box.

Vionic specifically caters their shoes to those who need a little extra support. Athletes, medical professionals, and arched feet need a little extra tender love and care, and these shoes provide just that. You would never guess that these cute riding boots are discreetly providing structure, however, unlike many medical shoes. The stability is discreet, so the shoe looks like any other stylish boot, with a buckle accent on the side and a longer shaft on the outer edge of the shoe. The wide circumference makes them easy to walk in and suitable for larger calves as well. The brand recommends giving the pairs some time to break in: The real leather will require you to wear it just a few hours of the first day.

Size: 5–11 | Material: Leather | Heel Height: 1.5 inches | Colors: 2

Best Embellished

Téjahn Burnett Naomi Convertible Boots

Téjahn Burnett Naomi Convertible Boots

Tejahn Burnett

View On Tejahnburnett.com

What We Love: You can zip off the top half and turn these into ankle boots.

What We Don’t Love: The embellishments could get caught in something.

Sure, these heeled boots might be considered a splurge, but technically, you get two boots in one: the top half zips off to turn the shoes from knee highs to ankle boots. The ornamentation also makes for an eye-catching detail, turning a simple outfit into an outstanding one, while the high, 4-inch heel turns them into nighttime-ready shoes. We would be careful while wearing these, though, as one wrong movement against something rough may cause the details to take some damage, or worse, fall completely off.

Size: 35–43 | Material: Lycra, lambskin leather | Heel Height: 3.9 inches | Colors: 9

Best Combat

Frye Veronica Tall Combat Boots

Amazon Frye Veronica Leather Tall Combat Boots

Amazon

View On Amazon $279 View On Neiman Marcus $398 View On Thefryecompany.com

What We Love: The design is backed by Frye’s history of creating combat boots for generals.

What We Don’t Love: Adjusting the laces might be a hassle.

Frye is far more than a fashion-forward shoe company. Since their founding in 1863, they were the pioneers in crafting shoes for World War II generals, making these combat boots, quite literally, boots intended for combat.

But now you can enjoy the combat boot style in everyday life. These classic boots have a pigskin lining, leather outsole, and 1-inch rubber heel. We love the lace-up front that all classic combat boots have, but don’t worry about how long it will take to lace them up — Frye smartly inserted a side zip for you to easily get them on and off. The only time you’ll have to fuss with the laces is if you for some reason want to adjust them, in which case, we wish you luck.

Size: 5.5–11 | Material: Rubber, leather, pigskin | Heel Height: 1 inch | Color: 2

Best for Rain

Hunter Original Tall Gloss Rain Boot

Hunter Original Tall Gloss Rain Boot

Hunter

View On Amazon $111 View On Nordstrom $175 View On Hunterboots.com

What We Love: There’s no doubt that they’ll keep you dry.

What We Don’t Love: They’re not particularly warm.

Hunter is practically synonymous with a rainy day — and for good reason. The brand introduced its Original Tall Gloss Boot in 1956, and everyone from Taylor Swift to Gwyneth Paltrow are fans. Each pair is hand-made from natural rubber and a 100 percent recycled polyester lining that is later vulcanized — hardened to increase strength and durability without sacrificing elasticity — before making it to the store’s shelves.

The only drawback, says stylist Michele Andrews, is that “while the rubber soles are fantastic for rainy or snowy days, they aren't the best at keeping your feet warm, so cozy wool socks are an absolute necessity.” This pair of traditional Welly boots are 100 percent waterproof and 100 percent chic. Pair yours with a midi dress and black tights.

Size: 5–11 | Material: Natural rubber, recycled polyester lining | Heel Height: 1 inch | Colors: 24

Best for Snow

UGG Adirondack III Tall Boot

Nordstorm Ugg Adirondack III Tall Winter Boot

Nordstorm

View On Amazon $325 View On Nordstrom $325 View On Ugg.com $325

What We Love: It can be worn in temperatures as cold as negative 25 degrees Fahrenheit.

What We Don’t Love: There is no side zip for easy access to the shoe.

Now I know you’re tired of having snow fall into your shoes in the wintertime. Being able to feel your toes is also a nice perk. You know Ugg slippers but you can have the same cozy experience in these Ugg Adirondack Tall Boot. The waterproof shoe can be worn in temperatures down to negative 25 degrees Fahrenheit, thanks to its plush interior and leather exterior. The rubbery sole keeps a good grip on slippery surfaces as well. The lace-up makes it easier to adjust for snugness, although we do wish there was a zip on the side for easier slip-ins.

Size: 5–9.5 | Material: Leather, wool, faux fur, rubber | Heel Height: 0.75 | Colors: 1

Best Lace Up

Dr. Martens Black 1B60 Bec Tall Boot

Ssense Dr. Martens Black 1B60 Bec Tall Boot

Ssense

View On Nordstrom $240 View On Ssense.com View On Zappos $200

What We Love: The side zip makes slipping into the shoe easier, sparing you from relying on the lace-up.

What We Don’t Love: There are no half sizes.

Loyal to your combat boots? There’s a more winter-friendly version, which is this long knee-high lace-up boot by Dr. Martens. Don’t worry, though, as the lace-up is just part of the visual design. There’s a discreet zip up the side of the boot that makes slipping in and out of the shoe much easier. In other words, you’re not going to spend half an hour trying to tie yourself into the shoe. A rugged sole also makes walking over frozen surfaces much easier, although we can already sense little pebbles may get stuck in the crevices (shivers in distraught). What you don’t have to worry about is the calf size, as the lace will allow you to make it as snug or as loose as you desire. That being said the size range offered is very limited, spanning from five to nine with no half sizes.

Size: 5–9 | Material: Nappa leather | Heel Height: 1 inch | Colors: 1

Best Round Toe

Kenneth Cole Levon Leather & Rib Knit Knee Boot Wide Calf

Kenneth Cole Levon Leather & Rib Knit Knee Boot Wide Calf

Kenneth Cole

View On Kennethcole.com View On Macy's $132

What We Love: The stretchy rib knit back makes it more comfortable for a range of calf sizes.

What We Don’t Love: It’s a more casual shoe that can’t be styled for elegant nights out.

Round-toe shoes are not just a fashion statement, but a comfortable feature for anyone with wide feet. Especially when long walks are on the day’s agenda, endearing boots that look chic but feel like leather sneakers are a must. And it’s not just the rounded toe that’s appealing, but the rib knit back. Calves are supported through the stretchy fabric, making it easier for a wider range of calf sizes to feel supported in the shoe. These boots however are more of an everyday casual shoe, rather than a sleek elevated style. There are only so many ways you can style it, so you may still need another knee-high boot for those elegant nights out.

Size: 5–11 | Material: Leather, knit | Heel Height: 1.77 inches | Colors: 2

Best Square Toe

Vagabond Eyra Tall Boots

Vagabond Eyra Tall Boots

Vagabond

View On Vagabond.com

What We Love: It’s an easy-to-style shoe for everyday wear.

What We Don’t Love: It’s not the shoe for upscale events.

Taking immaculate care of design, craftsmanship, and quality, the Swedish brand Vagabond offers some serious footwear for the style-obsessed. This square-toe boot has perfected maximum impact with a simplistic design. You won’t find much other than a boxy toe, short block heel, and a height that stops mid-calf. It’s the kind of shoe you can wear on a rainy day with knee-high socks and look absolutely endearing.

Size: 36–41 | Material: Cow leather, goat leather | Heel Height: 1.8 inches | Colors: 1

Best Flat

Banana Republic Cheval Leather Riding Boots

Banana Republic Cheval Leather Riding boots

Banana Republic 

View On Gap.com

What We Love: The utilitarian feel gives them a fun twist.

What We Don’t Love: There are no zips for easy on-and-off access.

Not every flat boot is a riding boot, but this utilitarian style has an undoubtedly equestrian look and feel to them. It’s likely thanks to the 1-inch heel, stitching at the ankle, and the crossover accent belt at the top of the shaft — but that doesn’t mean they’re not versatile, too. Great for anyone that’s not interested in adding height to their outfit, these sturdy Italian leather boots might take a little breaking in. They run true to size, but the slip-on style may make it more difficult to get in the boot.

Size: 5–11 | Material: Leather | Heel Height: 1 inch | Colors: 2

Best Snakeskin

Schutz Maryana Block Boot

Schutz Maryana Block Boot

Amazon

View On Amazon $258 View On Schutz-shoes.com View On Shopbop.com $258

What We Love: The shape of the shoe resembles a cowboy boot, making it a distinctly unique shoe when combined with the snakeskin pattern.

What We Don’t Love: They might be too short for those who are tall.

Unlike bolder patterns, snakeskin can often be styled as a neutral — and that’s doubly true for shoes. This pair from Schutz, which is known for high quality and great value despite a mid-tier price point, has a rounded, almond-shaped toe and slip-on style that feels appropriate for day or night.

Even more, Porcaro says she loves how this boot “also incorporates the cowboy boot trend with the looser and curved top,” she says, noting the wider, roomy fit could be a pro or a con depending on your style and needs. Coming in at 13.6 inches in the shaft, they can be a great style for petites but slightly too short with those who are tall. Wear yours with anything from a sweater dress, to jeans and a moto jacket, for an easy look.

Size: 5–11 | Material: Snake embossed cow leather | Heel Height: 3.3 inches | Colors: 5

What to Keep in Mind

  • Heel Height: When shopping for knee-high boots, you’ll likely want to opt for one with a slight heel; that way you don’t look (or, more importantly, feel) squat while wearing them. You don’t have to go sky-high though; a one- or two-inch stacked heel is enough to provide you with a little lift. “They are the most versatile style in my wardrobe and make it easy to dress them up or down,” says Gutierrez. If you want to add a little height, however, then something with two inches or more is the way to go.
  • Material: Leather is the most classic material for a knee-high boot and for good reason. If taken care of properly, a quality leather will keep in good condition, well, forever. (As will a well-designed boot.) They’re also soft-to-the-touch, available in an array of neutral colors, and easy to maintain. “Leather boots are a staple in any wardrobe,” says Leitz. “They’re durable, stylish, and versatile, making them perfect for the fall and winter season.” You could also opt for a suede pair, just be prepared to treat the suede before venturing out on slippery, snowy sidewalks. For rainy days shop for a waterproof material, or for a less expensive pair, there are plenty of synthetic materials on the market too.
  • Toe Shape: The shape you choose ultimately depends on your style preferences. “A square toe looks modern, subtly edgy yet quite classic," says Heensie. "It's very of-the-moment but also lends itself well to various foot and calf shapes, like a wide-width foot." While square-toe boots have a chunky flair, pointed toe styles feel more sleek and sexy. Those who want to look taller should look for a pointed toe as it elongates the legs. For a compromise between the toe extremes, look for a rounded or almond toe.

Your Questions, Answered

What are the best pants to wear with knee-high boots?

To show off the boots, pair them with slim-fit jeans — that will evoke the most effortless look. Don’t feel limited to just denim though. Leinberry tends to them with wide-leg culottes that hit just below the knee or suggests tucking a wide-leg trouser into the boot, too, for an edgier style.

Caroline Gilroy, co-founder (along with Leinberry) of Couper, who is pregnant with her third child, prioritizes comfort. “Leggings are the most versatile with my knee-highs, and obviously the most comfortable with the bump,” she says.

What are the best socks for knee-high boots?

As long as the socks you wear are comfortable, don’t get caught under your heel (the worst), and don’t slouch around your ankle, any tall sock will do for wearing with knee-high boots. Chances are you won’t be taking them off in public. We (and Leinberry) are big fans of Bombas, but other favorites include Comme Si, Girlfriend Collective, and Margaux, which Gilroy owns in “every color” to wear “with every pair of boots” in her closet.

How do I style knee-high boots?

Knee-high boots have gotten a bit of a facelift in the last few years, with increased opportunities to wear them with a variety of clothing. Most notably, stylists have been combining them with oversized blazers and maxi dresses, suggests influencer Aarica Nichole. “A pointed or square-toe boot adds a soft sophisticated touch to an oversized boxy blazer,” she continues. They’re a great way to add a touch of warmth to otherwise summer-y skirts during the transitional months. While we used to reserve knee-high boots for our jeans and tights, nowadays you can wear them with rompers, shorts, and dresses alike.

Why Shop With Us

  • Lauren Caruso is a freelance writer, editor, and editorial consultant with 15 years of experience covering fashion, beauty and wellness markets. Megan McCarty is a full-time freelance writer and editor covering topics in fashion, beauty, wellness and travel, while Bianca Kratky is a commerce writer for InStyle covering fashion and lifestyle products. Together they researched the best knee-high boots in terms of comfort, durability, and versatility. They also enlisted the help of fashion influencers, stylists, and brand founders to get their advice on buying and styling.
Related Articles