Booties & Ankle Boots

Durable leather boots never go out of style, but this year, the freshest shoe trend to hit the sidewalks has to be the bootie, whether as a classic leather ankle boot or a slinky suede bootie. From a magical morphing of shoe and boot comes the trendy bootie, born to live in matrimonial bliss with the skinny jean and to warm the feet (and elongate the legs) of women in skirts everywhere. The hottest booties are available now in a range of shapes and sizes and we’ve got them all – from classic short boots, to lace up booties, to the new cut-out booties that you never imagined could look so good – collected for your convenience in this easy, breezy guide to booties and ankle boots.

For more top picks, check out our guides to boots, UGG boots, and flat shoes.

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Classic Women’s Booties

A classic bootie is a shoe you’ll probably wear forever, save the fact that you’ll probably wear it out.

Deena & Ozzy Suede Kitten BootieBargain Buy Frye Valerie Piping Bootie Elizabeth and James Jean Envelope High Heeled Bootie
Deena and Ozzy Suede Kitten Bootie
$50

For a much deserved break from those soaring heels you’ve been wearing all summer, slip on these suede kitten booties.

Frye Valerie Piping Bootie
$198

Frye’s classic interpretations of on-trend footwear will endure for several seasons to come.

Elizabeth & James Jean Envelope Bootie
$395

Sometimes a shoe is worth shelling out the big bucks for, like in the case of this gorgeously crafted Elizabeth and James black bootie.

Cut-Out Booties

When it comes to shoes, showing skin is longer limited to sporting a little toe cleavage; wearing booties with elaborately shaped cut-outs is a fashion forward look that can’t help but turn heads.

free people belle strappy ankle boot Boutique 9 Hey Now Draped Bootie L.A.M.B Rasta Cutout Bootie
Free People Belle Strappy Ankle Boot

$128

With an elegant, strappy shape and funky decorative buttons, this Free People bootie is mature with an edge.

Boutique 9 Hey Now Draped Bootie
$170

This boot is ideal for those of you who have just begun to wet your feet in the pool of cut-out shoes.

L.A.M.B Rasta Black Cutout Bootie
$284

This rock star bootie looks great with some of this season’s biggest trends like cigarette jeans and leggings.

Lace Up Booties

Whether you’re a loop, swoop and pull kind of lady or you prefer the bunny ears method, there’s a lace up bootie here for you.

Jeffrey Campbell Class Bootie dolce vita violet lace up bootiesEditor’s Pick Pedro Garcia Chelsey Lace Up Bootie
Jeffrey Campbell Lace-Up Class Bootie
$158

Jeffrey Campbell’s boot from Urban Outfitters is sort of evil British school teacher, but with a modern twist.

Dolce Vita Violet Lace Up Booties
$220

Just when you thought you’d seen it all, a bootie that’s lace up and peep toe!

Pedro Garcia Chelsey Lace Up Bootie
$495

This Pedro Garcia shoe is not only sexy, but it’s ready to go after making one simple bow tie.

SHOP leather booties

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