Last Updated on December 8, 2025 by Eve Dawes
Stylish & fashion forward women’s ankle boots and booties you need to know about
The best ankle boots, booties and women’s boots for 2026. Ankle boots in general are one of my favorite fashions I look forward to every Fall and Winter and they’re back in style for 2026. While they will always be a classic, last year they were out of fashion. This year ankle boots are back in style in full force as seen at Chanel and Louis Vuittons Fall/Winter fashion shows. They’re perfect for times when knee and thigh high don’t work so well e.g. under leather pants or with boot cut jeans. There are so many women’s ankle boots and best booties for women to choose from in the current 2026 ankle boots collections: Booties, cowboy boots, stilettos, flats, snakeskin, heeled ankle boots, metallics, black ankle boots for women, and I love them all! So I’ve rounded up the best of them from designer ankle boots to luxe for less styles.

Keep reading about all of the women’s ankle boot trends for 2026 and the designer ankle boots to invest in or jump straight to shop the best ankle boots for Fall/Winter 2026 to wear this season.
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What’s on the best ankle boots 2026 edit
There are so many different styles, colors, shaft and heel heights of ankle boots and booties for women for 2026 that it makes finding a style for every occasion and outfit possible. Long gone are the days of just plain black ankle boots for women. But the choice can get overwhelming.

So on this women’s best ankle boots 2026 list, I’m sticking to just ankle boots and bootie styles. Some are the hottest trends from the Fall Winter runway shows and others are classics like Chelsea boots.
If you prefer knee high boots which are also trending this season, I narrowed it down to the top 25 in a separate edit based off of the looks from this Fall Winters fashion shows.

Table of contents
- Stylish & fashion forward women’s ankle boots and booties you need to know about
- What’s on the best ankle boots 2026 edit
- Best booties and women’s ankle boots of all varieties 2026 Edition
- Best Women’s ankle boot and booties 2026 edit
- Best women’s ankle boots 2026 | A curated list of trending boots and best booties for all budgets and tastes
- Best women’s ankle boots 2026
- Trending snakeskin boots
- Classic ankle boots style | Chelsea boots

Best booties and women’s ankle boots of all varieties 2026 Edition
These are the biggest ankle boot trends to know for 2026 to freshen up your Fall Winter look. I’ve rounded up the top trends for women’s ankle boots and women’s booties for 2026. Including best for budget (under $100), designer ankle boots options, and vegan booties that use faux leather or faux suede. So there’s a boot for everyone.
While black ankle boots and booties for women will always be a classic, there are so many other colors, patterns and materials like snakeskin and suede to have fun with this look and find something to coordinate with all of your outfits.
Chelsea boots weren’t really seen on the runways this year but will always be a classic style you can’t really go wrong with. While heeled Chelsea boots were seen back at Chanel cruise a couple of years ago for a true classic go for flat black Chelsea boots. For a more fashion forward look for 2026 go for sleeker styles or pointy stiletto heels.

Best Women’s ankle boot and booties 2026 edit
I’ve scouted out the best ankle boots and mid calf styles for Fall/Winter 2026 including lots on sale. With both classic styles and runway inspired looks that are both wearable and practical in real life. Plus the latest iterations of open toe, stiletto and white ankle boots.

The best women’s ankle boots and booties for 2026 include a variety of colors, from burgundy to white, sparkly embellished styles to suede, trendy to classic styles, high heeled ankle boots to low heels and comfy flats.

Starting at under $30 and going up to over $1600 for designer styles and the super sexy Valentino platform designer ankle boots. Because platforms are back in style. More about each of these styles below.

Best women’s ankle boots 2026 | A curated list of trending boots and best booties for all budgets and tastes
These were the styles seen on the runways and most likely to lead the way trend wise in 2026. In between seasons and transitional styles can be tricky. That’s why I love ankle boots to get us through in between seasons. As they’re so much more versatile than knee or over the knee boots for transitional season outfits. As they can be worn from late Summer into Fall all through Winter into Spring.

Style them with dresses or jeans, denim or leather jackets. There are so many different styles for whatever your fashion vibe or mood is.

Best women’s ankle boots 2026
The list of 20 + best ankle boots 2026 from flats to heels. A break down of styles and my top picks in each category:
Trending snakeskin boots
I kept seeing snakeskin ankle boots all over Instagram with everything from summer dresses with an oversized cardigan to sweater dresses or leggings. Some of the best snakeskin ankle boots for 2026 include Staud, Azalea Wang and Rag & Bone.
Classic ankle boots style | Chelsea boots
The Chelsea boot will always be quintessentially English to me. I remember growing up in the country side in England and wearing flat Chelsea ankle boots with stirrup leggings to horse riding lessons. Women’s Chelsea boots have come a long way since then and comes in different styles from classic to chunky soled to heeled. The beauty of these besides how comfortable they are is that they just pull on.
While classic Chelsea boots will always be in style, the most fashion forward to wear Chelsea boots in 2026 is a sleek, classic iteration in black or brown. If you’re planning on walking and not just sitting pretty, these are one of your best options and are going to be one of key boot trends for Fall boots.
The Chelsea boot goes way back to the Victorian era and the design’s the invention of the C J. Sparkes-Hall, boot maker to Queen Victoria.
What are Chelsea boots
It’s the elastic sides. What gave them their name was back…
In the mid-1950s, a group…started frequenting the King’s Road area in West London. This group was named the ‘Chelsea Set’…they made the name ‘Chelsea’ synonymous with a new way of living and dressing…favoring the Paddock boots … the ultimate leisure accessory and hence were renamed to Chelsea Boots.
Best Women’s heeled ankle boots and booties | Feminine heeled styles
Sleek, stiletto heeled ankle boots and booties for women are my favorite style of boots and are one of the best ankle boots for 2026 if you’re looking for something fashion forward. I’m 5’2” and high heels, feminine styles and versatile neutrals are my go to’s. Some of the best heeled black ankle boots for women this year include Manolo Blahnik and Saint Laurent.
Best white ankle boots
White ankle boots are my go to when transitioning from Summer to Fall or Winter to Spring. They’re also still in style for 2026. One of the heel styles to look for this season for an on trend look is the forward angled heels, stiletto or wedge heel. For a more classic style go for simple stiletto or block heels.
Best beige leather ankle boots | Affordable style
These gorgeous beige leather women’s ankle boots are a classic and as easy to pull on for easy dressing. Schutz is a well known designer, famous for it’s beautifully crafted shoes and quality.

Best women’s flat ankle boots for walking, comfort & style | Winter snow boots
When my husband said I needed waterproof, warm, sensible snow boots for our winter travel I was thinking clunky, dorky and outdoorsy styles. I know it’s the smart thing but I wasn’t too keen on the idea. However, I now really love the winter snow boots I ended up with. I wore these waterproof boots in the rain and snow and they kept my feet warm and dry. If you want extra warmth you can always pop on a pair of wool socks or heated socks.
What are the best ankle boots to wear with dresses, skirts & shorts
I’m not sure if there is just one style of ankle boots or women’s booties that’s ‘best’ for dresses or shorts! Pretty much any style of boots go with dresses depending on the look you’re going from. It’s such a versatile look you can put your own spin on from flirty and feminine to grungy biker chick.
Pick a style that expresses how you’re feeling and makes you feel good, there’s really no right or wrong.
Are Cowboy ankle boots in style 2026
Yes, they’re still in style. Cowboy boots and Western boots have started creeping back into runway shows such as Sass & Bide Australian Fashion Week Resort Collections, Chloe Womenswear Fall/Winter show, and Coperni Womenswear Spring/Summer, and are always a LTK blogger favorite. They’re a classic you can always turn to so don’t worry about wearing them, even when they’re not a part of fashion shows.
The key to making cowboy boots work for you is finding a color, shape and material you love that you can wear every year. I’m never going to be the girl in the crocodile cowboy boots but cute white leather ankle cowboy boots and Paris Texas stiletto boots I can get behind. Metallic western boots are also in style, so find a style that works best for you this Fall/Winter.
Cowboy boots look super cute with denim shorts on warmer days and with a knit dress and Lack of Color hat on cooler days. I’ve always wanted cowboy boots ever since coming to America but it took me until last year to find the perfect pair.
What ankle boots are out of style for 2026
By no means stop wearing them if you like them. I know I’ll be wearing my lug sole snow boots in Prague in the Winter. Sometimes needs must and my stiletto heels aren’t going to cut it.
- Lug sole boots.
- Square toes.
- Overly chunky ankle boots (like I’m wearing below a few years ago).


Follow
If I’ve missed any high street or designer ankle boots or booties you’re loving for 2026, share them with me via Instagram @glamourandgains #glamourandgains. So that I can see and share them on this best ankle boots 2026 edit.
Also, let me know if the boots you wanted or clicked on here are sold out so that I can track them down for you.
More shoes and boots trending now
If you’re still wondering How to Conquer In Between Season Fashion have a look at these Fall outfits and fashion finds.
- The knee high boots everyone will be lusting over this season
- How to wear black booties with jeans
- Ankle boots outfit ideas for all seasons
- 30 Ways to Style Tall Boots | Stylish & Chic Knee High Boot Outfit Ideas
- 34 Best Chunky Boots | Functional Edgy Fashion
- 24 Best Metallic Boots | Silver & Gold Boots to Shine In This Season
- 37 Best White Boots to Freshen Up Your Winter Style
The term women and women’s is purely for search results and does not in anyway suggest they’re purely to be worn by any specific gender.









