I’m a fashion editor and I swear by these types of boots

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For girls’ fashion, autumn/winter is widely regarded as the best sartorial season of all. I mean, these months provide the perfect climate for maximum hive optimization. You can layer your favorite warm-weather clothes into cozy outfits, not to mention your entire jacket collection will finally come back to life: nothing is off the table.

That said, the most joyful sartorial aspect of the season is fashion’s annual return autumn and winter boots. Chelsea boots, over-the-knee boots, ankle boots and UGG boots are all styles we collectively return to year after year. Beloved for their wearability and innate statement-making abilities, these shoes are considered the GOATs every fall and winter.

As always, these basic pieces return, but this year there are also several new styles on the menu. For one, motorcycle boots are back and awaken from a ten-year sleep to take center stage again. The classic riding boot is also experiencing a revival, offering a modern take on the 2010s Pinterest aesthetic of yesteryear. In the meantime, cowboy boots have become a must-have style that no shoe collection is complete without.

All this is to say: there are a lot of iterations to choose from. And now that the new year is here, it’s time to refresh and refine your personal collection. Ahead, I invite you to check out these and more types of stylish boots.

Platform boots

street style paris fashion week menswear fall winter 20242025 day six

Christian Vierig – Getty Images

Platform boots are a bad bitch’s best friend. They’re inherently sharp, punk, and surprisingly functional, thanks to the extra grip from the chunky sole (I wear mine instead of snow boots). Knee-high socks, ankle boots, even over-the-knee boots: no shoe style can be improved with a flat sole.

Try these:

ASOS DESIGN Carmen chunky flat knee boots

ASOS

ASOS

$69.99 at ASOS

BIRCH CLAY BLACK

Steve Madden

Steve Madden

$129.95 at stevemadden.com

Jessica Simpson Ulalie platform boot

Northstream

Northstream

$96.75 at nordstrom.com

BCN black leather Chelsea boots

Camper

Camper

$220.00 at camper.com

Cowboy boots

Sao Paulo Fashion Week 2024 Street Style

Mauricio Santana – Getty Images

Beyoncé didn’t do that technical invent this one, but she might as well have done that. Come on, Cowboy Carter? That plus the coastal cowgirl trend… It’s safe to say that Western-inspired shoes have taken over the fashion world. Usually these are made of durable leather, with intricate and ornate reliefs and embroidery. Pointed toe styles are the most popular, but you can also purchase square toes.

Try these:

The Annie star

$395.00 at tecovas.com

Heritage R Toe StretchFit western boot

Ariat

Ariat

$169.95 at ariat.com

Cowboy Platform Knee High Boots – Dark Brown

Charles Keet

Charles Keet

$103.00 at charleskeith.com

Dagget western boots

Free people

Free people

$270.00 at freepeople.com

UGG boots

street style day 4 copenhagen fashion week autumn winter 2023

Raimonda Kulikauskiene – Getty Images

Okay, this is a brand name and not technical a shoe style, but UGG has more than earned its place on this list. It made the round-toe padded shoe style famous and now it’s completely ubiquitous. These boots are usually lined with thick fur and have a suede exterior, for optimal insulation and comfort.

Try these:

Classic Chillapeak for women

$250.00 at ugg.com

Classic New Heights genuine shearling cuffable boot

Northstream

Northstream

$130.00 at nordstrom.com

Classic long TrailGazer for women

UGG

UGG

$240.00 at UGG

All Genders Classic Mini Pumped Diecast

UGG

UGG

$200.00 at UGG

Knee-high boots

street style visa fashion week almaty season 10

Raimonda Kulikauskiene – Getty Images

Knee-high boots are really in the era of the main character. These are one of them (if not the) trendiest boot designs of the moment, which successfully climbed the fashion ranks until achieving complete market dominance. You can shop them in every imaginable fabric, from leather and suede to snakeskin, leopard print, crocodile skin and more.

Try these:

Lalita foldable boot

$199.99 at marcfisherfootwear.com

Kenneth Cole Utah knee high pointed toe boot

Northstream

Northstream

$149.40 at nordstrom.com

Stuart Weitzman Xcurve 85MM Textured Slouch Knee High Boots

Saks OUT 5th

Saks OUT 5th

$399.99 at saksoff5th.com

Nine West Rhoreee knee high boot in silver

Northstream

Northstream

$84.50 at nordstrom.com

Combat boots

street style paris fashion week women's clothing spring summer 2025 day nine

Claudio Lavenia – Getty Images

Combat Boots are basically the chill older sister of the pop punk platform. Inspired by OG military boots, these feature a lace-up front closure and a round toe, usually made from black leather. They go well with girls’ dresses and mini skirts.

Try these:

Round toe ankle boots with lace-up ribbed sole (Florence)

$159.00 at vivia.com

Elliot combat boot

Sam Edelman

Sam Edelman

$124.99 at samedelman.com

Sinclair faux fur lined Buttero platform boots

Dr. Martens

Dr. Martens

$153.99 at $153.99 AT DR. MARTENS

Ada combat boot

Reform

Reform

$174.00 at $174 AT REFORMATION

Motorcycle boots

Sao Paulo Fashion Week 2024 Street Style

Mauricio Santana – Getty Images

Although motorcycle boots– also known as motorcycle boots – have been a staple of the motorcycle enthusiast crowd, well, everthey have also been the subject of interest among fashion girls for some time now. You can recognize a motorcycle boot by the round toe and the buckle details.

Try these:

Comfortable knee-high square toe engineer boot for women

$192.50 at aerosoles.com

Bullboxer Cora motorcycle boots

DSW

DSW

$39.98 at fave.co

ROCKY distressed boots

Steve Madden

Steve Madden

$159.95 at stevemadden.com

TEAIEUI Women’s knee-high boots, square toe

Amazon

Amazon

$63.99 on Amazon.com

Mid-calf boots

street style paris fashion week women's clothing spring summer 2025 day nine

Christian Vierig – Getty Images

Mid-calf boot styles are both chic and practical. Because of their casual-cool design, these are perhaps the most versatile options on the list. You can wear them with almost anything, during almost any season.

Try these:

Sarto Amari mid-height boot

Franco Sarto

Franco Sarto

$103.99 at francosarto.com

Italian leather riding boots

Quince

Quince

$198.00 at quince.com

Sarto Amari mid-height boot

Franco Sarto

Franco Sarto

$103.99 at francosarto.com

Blaze pull-on boots

Free people

Free people

$268.00 at freepeople.com

The Dimes Kitten Heel Knee Boots

Madewell

Madewell

$239.99 at madewell.com

Blaze pull-on boots

Free people

Free people

$268.00 at freepeople.com

Chelsea boots

street style September 2023 New York Fashion Week

Christian Vierig – Getty Images

Chelsea boots are a stylish unisex shoe style that is loved by everyone. They usually hit mid-calf or ankle height and are usually categorized by the stretchy panel on each side of the shoe. This panel acts as a chic design detail and also makes it easy to put on.

Try these:

The Idris ankle boot

Madewell

Madewell

$188.00 at fave.co

AZALEA WANG Heartthrob Water Resistant Faux Fur Chelsea Boot

Northstream

Northstream

$99.00 at nordstrom.com

Laguna weatherproof boot

Zappos

Zappos

$149.99 at zappos.com

The Taylor

Tecovas

Tecovas

$151.20 at tecovas.com

Riding boots

street style february 22 milan fashion week fall winter 2020 2021

Edward Berthelot – Getty Images

Riders did it first! But now the horse girl aesthetic is here to stay, just like these knee-high flat boots. Although they were originally made for *real* riding, they look just as good on the subway.

Try these:

Jessie knee high riding boots

Naturalizer

Naturalizer

$159.95 at nordstrom.com

Loreina

ALDO

ALDO

$144.98 at aldoshoes.com

Emerson riding boots

Free people

Free people

$248.00 at freepeople.com

The riding boot

Everlane

Everlane

$159.00 at everlane.com

Ankle boots

Sao Paulo Fashion Week 2024 Street Style

Mauricio Santana – Getty Images

Ankle boots are the miniskirt’s best friend. The two go hand in hand and work together to show off every inch of those legs. The designs vary, from olive green stilettos to styles with thick lug soles; also Chelsea boots are considered ankle boots, ICYWW.

Try these:

Mix no. 6 Tasea boot

DSW

DSW

$49.99 at fave.co

Crocodile boot with ankle chain

Anna Taylor

Anna Taylor

$189.88 at fave.co

Leather pointed ankle boots

MANGO

MANGO

$139.99 at fave.co

Franco Sarto Alberta boot

Northstream

Northstream

$120.00 at nordstrom.com

Thigh boots

Sao Paulo Fashion Week 2024 Street Style

Mauricio Santana – Getty Images

Easily the most striking boot type on the list, these babies are by definition daring – and only for the brave at heart. Solid colored styles are the easiest to style, but you can choose from heeled, flat or platform versions if you’re feeling really feisty.

Try these:

Jeffrey Campbell Overlook over the knee boots

Northstream

Northstream

$229.95 at nordstrom.com

ALINA CITY BOOT

Stuart Weitzman

Stuart Weitzman

$239.00 at fave.co

Logan over the knee boots

Anthropology

Anthropology

$225.00 at anthropologie.com

Schutz Ashlee mid-height boot over the knee

$298.00 at revolve.com

Why trust Cosmo:

Cosmo’s team of fashion experts, including a senior director of commerce Rachel Torgersonsenior accessories editor Andrea Zendejasand fashion editor Danielle Flum– have decades of experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore page and research all kinds of retailers to bring you the best clothing and accessory choices for every season. Basically, we’ve put together a chic corner of the internet for you like it’s our job (because it is, heh).

We have pretty high standards when it comes to clothing and accessory recommendations. Each of our store items complies with the 15 percent pledge and includes products for all sizes. And you better believe we read those product reviews (and test many of the brands IRL) so you don’t have to. Don’t mention it!

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