These Must-Have Ankle Boots Will Go With Every Dress You Own
The Dress Edit

These Must-Have Ankle Boots Will Go With Every Dress You Own


These Must-Have Ankle Boots Will Go With Every Dress You Own

When it comes to winter footwear, it’s no secret that the season’s must have ankle boots are pretty much all we want to step out in. With that in mind, we just couldn’t resist putting together an edit of the season’s most amazing designer boots that we know with go so perfectly with every dress in your closet. With designs from Free People, Stella McCartney, Alexandre Birman, Gucci, and more to choose from, who could blame us? Keep scrolling to discover our top 30 picks that will compliment your outfits and make you feel stylish every time you step out this season…

These Must-Have Ankle Boots Will Go With Every Dress You Own

Jeffrey Campbell

These Must-Have Ankle Boots Will Go With Every Dress You Own

@alexandrebirman / Instagram

Must-Have Ankle Boots From Day To NIght

Since winter means plenty of parties, we’ve been keeping our eyes peeled for must-have ankle boots that work seamlessly from day to night. Therefore, we of course jumped at the chance to add the Date Night Elle block heel boots by Free People to our footwear lineup! Firstly, these boots have the most beautiful gold metallic finish – made for this time of year! Secondly, thanks to the block heel in place of a stiletto one, they’re just casual enough for your day plans but look ultra glam after dark too! Add yours to a laid-back denim silhouette for your day plans or a sleek LBD for an unforgettable evening look!

Additionally, we couldn’t be more smitten with the leather ankle boots by Totem if we tried! Firstly, they’re made from classic black leather with a statement square toe that demands attention. Secondly, they’ll hold up amazingly well no matter the weather. Finally, they have an adorable kitten that’s made as much for walking as it is for dancing the night away in style!

  • CHRISTIAN LOUBOUTIN Chick Chelsea Boot

  • ISABEL MARANT Taupe Leyane Boots

  • CHLOE Betty Rain Boot

  • ALEXANDRE BIRMAN Point-toe Suede Boots

  • AMI PARIS Pointed-toe Ankle Boots

  • ZADIG & VOLTAIRE Women’s Tyler Pointed Toe Quilted Block Heel Ankle Booties

  • ALEXANDRE BIRMAN Women’s Olivia High Heel Boots

  • SOULIERS MARTINEZ Duesto Leather Ankle Boots

  • BOTTEGA VENETA Canalazzo Leather Ankle Boots

  • STELLA MCCARTNEY Platform Ankle Boots

  • GUCCI Miranda Half Horsebit Pointed Toe Bootie

  • ALEXANDRE BIRMAN Myra Woven Pointed Toe Bootie


  • FREEPEOPLE Date Night Elle Block Heel Boots

  • ANGEL ALARCON Ruched Boots

  • GIAMBATTISTA VALLI Women’s Pointed Toe High Heel Booties

  • CHRISTIAN LOUBOUTIN So Kate Stiletto Red Sole Booties

  • CHRISTIAN LOUBOUTIN Lock So Kate Suede Red Sole Booties

  • PROENZA SCHOULER Block Heel Bootie

  • VERONICA BEARD Sohelia Leather Buckle Booties

  • ALAÏA Lasercut Leather Ankle Boots

  • GIANVITO ROSSI Levy 85 Suede Ankle Boots

  • SAINT LAURENT Niki Leather Ankle Boots

  • SAINT LAURENT Lou 70 Suede Ankle Boots

  • SAINT LAURENT Suede Ankle Boots

  • AQUAZZURA The Great Sinner Plateau 120 Boot

  • SAINT LAURENT Vassili Suede Ankle Boots

  • GIVENCHY Leather Combat Boots

  • TOTÊME Leather Ankle Boots

  • CHRISTIAN LOUBOUTIN So Kate Booty Plume 100 Veau Velours


Must-Have Ankle Boots From Now Until Spring

In our search for must-have ankle boots, we always pine for styles we can wear for many seasons to come. Therefore, we’ve fallen totally in love with designer boots we can wear from now right through to spring. For example, the pointed-toe ankle boots by Ami Paris. They’ll go with every dress we own – and any we happen to buy! Firstly, their deep brown shade is eternally chic and versatile meaning they’ll never go out of style. Secondly, we’re powerless to resist a sleek stiletto heel like this one! Our advice? Grab yours now before they sell out!

Meanwhile, lovers of the square-toe trend will certainly fall in love with the Duesto leather ankle boots by Souliers Martinez. Firstly, these amazing boots certainly offer the wow factor with their block heel and beautifully stitched uppers. Secondly, much like every other pair of boots on our list, we just know they’ll match all of our go-to dresses. Finally, we love how this pair can be so easily dressed up or down depending on the dress code.

Shop All Must Have Ankle Boots

These Must-Have Ankle Boots Will Go With Every Dress You Own

Maison Margiela

These Must-Have Ankle Boots Will Go With Every Dress You Own

@alexandrebirman / Instagram

It’s Official: Cute Block Heels Are Trending For Winter 2022