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A Woman's Guide to Ankle Boots & Booties
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items Ankle boots are a year-round wardrobe essential, and this list is my ultimate guide to finding the perfect pair for any occasion! To make it easy, I've organized my top recommendations into helpful sections, including 'The Everyday Essentials' for co...
Sections
5
The Ankle Boot Edit: My Top Picks for Women
The Everyday Essentials
The Style Elevators (Heeled & Dressy)
The Weather-Ready Warriors
Statement & Standout Styles
The Ankle Boot Edit: My Top Picks for Women
A true do-it-all boot! Blundstones are famously durable and incredibly comfortable once you break them in. They have a rugged, timeless look that works for a Dallas weekend outing or a rainy day, pairing perfectly with jeans.
Women's Classic Boots - Comfortable Leather Boots & Super 550 Boots
Every wardrobe needs a sleek, go-to heeled bootie, and Sam Edelman consistently delivers. The 'Lydell' has a classic silhouette with a stylish pointed toe and a walkable block heel that can easily be dressed up or down. It's the perfect boot to make ...
Lydell Combat Boot
For that authentic yet modern Western style, Tecovas is a fantastic brand. 'The Annie' is beautifully crafted from high-quality leather, incredibly well-made, and surprisingly comfortable.
The Annie in Bone Cowhide - Women's Cowgirl Boot
The Hunter Chelsea boots offer that classic, waterproof protection the brand is famous for in a much more wearable, everyday ankle boot style.
Women's Original Chelsea Boots
Dr. Martens boots add an instant cool factor to any outfit. They are famously durable, have a comfortable AirWair™ sole, and their recognizable style is always on-trend. They're a great way to show off your personality and edge.
1460 Lace-Up Boots | 8 Eye Boots
For a truly stunning and surprisingly comfortable statement boot, the Stuart Weitzman 5050 is iconic. It's known for its unique half-micro-stretch and half-leather construction, which creates a flawless, comfortable fit. It's a luxurious investment p...
5050 Over-the-Knee Leather Boot
If you need a heeled boot you can comfortably wear all day at the office, Vionic is the brand to check out. They build podiatrist-designed arch support into their shoes. The 'Aria' offers a stylish look with the hidden benefit of being incredibly sup...
Aria Wedge Ankle Bootie
For a simple, comfortable, and affordable bootie that's perfect for everyday casual wear, the LifeStride 'Aurora' is a great pick. It often comes in soft microsuede, has a low, walkable heel, and features a Soft System comfort package. It’s an easy, ...
LifeStride Womens Aurora Faux Suede Block Heel Ankle Boots Black 8W
A classic leather riding boot never goes out of style, and Frye is a heritage brand known for its incredible quality. The 'Campus' boot is made from beautiful, durable leather that ages wonderfully.
Women's Black Campus 14L Boots | The Frye Company
When you want a boot that's fun and ready for a festival, concert, or just a stylish day out, Dolce Vita makes some great options. The 'Shadie' boot often comes in cool metallic or textured finishes, blending a Western silhouette with a trendy edge. ...
shadie H2O booties army suede
This is a beautifully made, classic lace-up boot that feels both rugged and sophisticated. Thursday Boots are known for their incredible quality for the price—they use durable leather and Goodyear welt construction, so they're built to last. The 'Cap...
Women's Captain Lace-Up Boot In Natural Tan Leather
If you love that chunky, lug-sole look, the 'Laguna' boot is a super popular and stylish choice. It adds a trendy, edgy vibe to any outfit, but it's also practical because it's waterproof and has great traction. It's a comfortable way to stay on-tren...
Women's Lug Sole Boots
Every wardrobe needs a simple, elegant suede bootie, and this one from Vince Camuto is a perfect example. It has a chic silhouette with a walkable block heel that's perfect for work or a weekend outing. Suede adds such a nice, soft texture to an outf...
Women's Suede Classic Boots
For an investment in incredible leather quality that will last a lifetime, Frye is the brand. The 'Melissa' Chelsea is made from beautiful, burnished leather that ages so well. It’s a simple, pull-on style that exudes quiet luxury and craftsmanship. ...
Heritage Chelsea Boots
When you need a reliable and stylish everyday bootie that's on-trend and affordable, Steve Madden is always a great choice. The 'Holley' has that modern Chelsea look with a comfortable, chunky heel that's easy to wear all day. It's a fashionable stap...
Steve Madden Women's Holley Ankle Boot, Bone, 8.5
The Everyday Essentials
I love how Blundstones perfectly balance a rugged look with classic style. They're famously tough and only get comfier over time, making them a great choice for travel, a casual weekend, or dealing with an unpredictable rainy day. A truly versatile a...
Women's Classic Boots - Comfortable Leather Boots & Super 550 Boots
When you want a little height but need to stay comfortable, a wedge bootie is the perfect solution. The TOMS Kallie is a fan favorite because it's so easy to walk in and has a stylish look with its side cutouts.
Womens Kallie Tan Leather Wedge Boots
For those days with a lot of walking, comfort is everything. Brands like Earth are fantastic because they build great arch support and cushioned footbeds right into their stylish designs. This is the kind of boot you can put on in the morning and fee...
Boots & Booties
An everyday boot with a bit more edge, the Dr. Martens Chelsea boot is perfect. It has that iconic, durable style and the comfortable AirWair sole. It's a classic that adds a cool factor to any casual outfit, from jeans to dresses.
2976 Chelsea Boots
Madewell just nails that 'effortlessly cool' vibe. Their leather boots, like the Regan or Carina, are beautifully made, comfortable right out of the box, and have a timeless style that works with everything. They're a fantastic choice for a high-qual...
The Regan Boot
This is an absolute classic for a reason. The Clarks Desert Boot is incredibly comfortable, thanks to its soft suede and natural crepe sole. It has a relaxed, casual style that's perfect for weekend wear. It's a timeless, no-fuss boot that prioritize...
Women's Desert Boots
The Style Elevators (Heeled & Dressy)
This is a fantastic heeled bootie for a sleek, classic silhouette. The block heel is stylish but still very walkable, making it perfect for elevating a simple jeans-and-sweater look for a night out or a nice dinner
Thursday Boots Women
If you want a boot that's edgy but still feels polished, the Sam Edelman Garret is a great choice. It has the tough look of a combat boot but with more refined details. It's a fantastic way to add some 'cool' to a simple outfit while still looking ch...
Garret Platform Combat Boot
The peep-toe bootie is the perfect shoe for those in-between seasons. This style from Vince Camuto looks so chic with its open toe and side cut-outs. It's a great way to show off a pedicure and transition your wardrobe into spring or fall.
Bernida Buckle Strap Bootie
When you want a boot with a ton of personality, Free People is the place to look. The Phoenix ankle boot has a distinct Western-boho flair that makes a statement. It's perfect for expressing your personal style and making any outfit more interesting ...
Women's Free People Ankle Boots & Booties
When you want a bootie that looks incredibly chic, sleek, and high-fashion, Schutz is a great brand to check out. The 'Analeah' has a sharp pointed toe and a stiletto heel that instantly elevates any look, from dresses to leather pants. It's a perfec...
Boots & Booties | Ankle Boots, Knee High Boots, Block Heels
Jeffrey Campbell is known for making fun, statement-making shoes. The 'Dagget' is a super stylish take on the Western trend, often featuring cool stitching and a sculpted heel. It’s a great way to add a trendy, confident flair to your outfit.
DAGGET Jeffrey Campbell Heeled Boot
The Weather-Ready Warriors
This is my top pick for a truly waterproof boot that doesn't look like one. Blondo does an amazing job of sealing their seams and treating the leather or suede so it looks like a chic, everyday bootie, but your feet stay completely dry in the rain.
Waterproof Women's Booties
Sorel is known for making tough, weather-ready boots, and this Chelsea style combines that durability with a modern look. It often has a bold sole with great traction and fully waterproof construction, giving you confidence and style on slick city st...
JOAN NOW™ Women's Chelsea Boot
For guaranteed waterproof protection, Hunter is the iconic choice. The Chelsea boot version gives you all the benefits of the classic tall rain boot in a much more versatile, everyday-wearable style.
Women's Original Chelsea Boots
This is for when you need a tough, waterproof boot but still want to be super comfortable. Styles like the UGG Ashton have a rugged look with sealed seams to keep you dry, but they have a secret weapon: that soft UGGplush lining. It's the best of bot...
UGG® Ashton Waterproof Moto Bootie (Women)
If you want a truly high-end, stylish boot that can handle serious weather, La Canadienne is an amazing investment. They're made in Canada with sealed seams and waterproof Italian suede or leather, so they look incredibly chic but are built for cold ...
CONNER LEATHER BOOTIE
For a more casual, 'sneaker-boot' vibe that's still waterproof, Forsake is a great choice. The 'Thatcher' is comfortable like a sneaker but has the durability and waterproof protection of a boot. It's perfect for a rainy day of errands, a light hike,...
Forsake Thatcher Low - Women's Vegan Hiking Shoe
Statement & Standout Styles
I specifically recommend the white version of this Marc Fisher boot – it instantly makes any outfit look more modern and chic. It's a surprisingly versatile statement piece that looks amazing with dresses, jeans, and everything in between
Boots & Booties
Jeffrey Campbell is known for making fun, on-trend shoes. The 'Dagget' is a super stylish take on the Western trend, often featuring cool stitching and a sculpted heel. It’s a great way to add a confident, fashionable flair to your outfit without goi...
DAGGET Jeffrey Campbell Heeled Boot
If you want to add some serious edge and height, the Dr. Martens Jadon is the one. It takes the classic combat boot and puts it on a massive platform sole. It's a bold, powerful look that is surprisingly comfortable and durable. A true punk-rock icon...
Jadon Boot Smooth Leather Platforms in Black
If you're looking to make a seriously fun and stylish statement, this silver cowboy boot from the Jeffrey Campbell and REVOLVE collab is it! It’s the perfect way to tap into the Western trend with a high-fashion, glamorous twist.
I love how the meta...
Jeffrey Campbell x REVOLVE The Kid Cowboy Boot in Silver
This boot makes a statement with its texture. The 'Sully' features a beautiful woven leather design that looks incredibly high-end and artisanal. It's a sophisticated way to add visual interest to your outfit without needing a loud color or print.
Women's Booties | Free Shipping with Loyalty
Sometimes the statement is all about the color. A classic ankle boot silhouette in a rich, saturated suede—like a deep red or a vibrant blue—can be the perfect pop of color for a neutral outfit. It’s an easy and chic way to make a statement.
Blue Suede Ankle Boots
Animal print is a neutral! A well-made leopard or snakeskin print bootie adds a touch of rock-and-roll glamour to any look. It's a classic way to make a statement that never really goes out of style.
Animal Print Boots
A boot with amazing movement and a bohemian, festival-ready vibe, you can't go wrong with fringe. It's a fun, eye-catching detail that adds a ton of personality to your look as you walk. Perfect for pairing with dresses or denim.
Women's Booties, Ankle Boots & Ankle Booties | Designer Booties
This style is defined by its sleek, form-fitting shaft that hugs your ankle like a sock. It creates a very modern and streamlined silhouette that looks amazing with cropped pants or dresses. It's a chic, minimalist way to make a style statement.
Women's Sock Boots
For an edgier, tougher look, a moto boot with statement buckles and hardware is a fantastic choice. It adds a bit of rebellious energy to any outfit, from a floral dress to ripped jeans. It's a classic style that always feels cool.
Buckle Boot Collection