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11 Pairs of Chelsea Boots to Get You in the Mood for Fall

For those of us who don’t get to do back-to-school shopping, browsing for fall clothing is the next best thing. And one of the big decisions to make is what kind of boot you will wear this year. You could go with the trendy cowboy or the celeb-favorite thigh-high, but your feet will thank you in the long run for choosing a low-heeled hero. Because of the Chelsea boot’s go-with-anything quality, it’s a good item to invest in. We’ve rounded up the 11 best boots available now. Shop the story below.

The Pastel Ones

Chelsea Boots
$149 at & Other Stories

The unusual color choice makes these look more expensive than they are.

The Ones That Are Made for Walking

Dr Martens Kensington Flora Burgundy Chelsea Boots
$142 at ASOS

Docs have stayed fashionable for so long for the same reason Birkenstocks have — they’re just comfortable. These also have the added bonus of being cute, and in a slightly different shade of oxblood.

The Sophisticated Ones

Acne Studios Mono Jensen Boot in Black
$560 at Need Supply

Even with such a sleek black boot, the rebels over at Acne Studios couldn’t resist adding a little edge, in the form of a (sort of) steel toe.

The Classics

The Ainsley Chelsea Boot
$198 at Madewell

You can’t go wrong with a flat pair in basic black.

The Mod Version

ASOS Design Atom Leather Chelsea Boots
$67 at ASOS

Chelsea boots were popularized during the swinging ’60s in London. We’re sure the truly stylish wore them in white.

The Punk Option

Dr. Martens Bianca Chelsea Boot
$125 at Urban Outfitters

If the burgundy Docs just weren’t hardcore enough.

The Understated Western Ones

Frye Carly Chelsea Boot
$298 at Nordstrom

Fryes are an easy, comfortable way to experiment with the Western trend without buying a cowboy boot.

The Ones That Are Ready to Party

Marc Jacobs Ankle Boot
$129 at Yoox

Disco ball not included.

The Understated Option

Common Projects Suede Chelsea boots
$530 at Net-a-Porter

A minimalist boot rendered in a pretty, light-colored suede.

If You’re Still Singing Along to Mamma Mia

Isabel Marant Leather Dawie Boots
Photo: PADRE/LEON PHOTOGRAPHY
Isabel Marant Leather Dawie Boots
$665 at Forward by Elyse Walker

It’s the summer of ABBA. Embrace it with these ’70s boots.

The Artsy Option

Ellery Stretch Patent Chelsea Boot
$595 at Need Supply

Between the mixed leather and the silver orb heel, this is a statement piece that makes more than one statement.

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11 Pairs of Chelsea Boots to Get You in the Mood for Fall