Boots
Jul 31, 2023

12 Fresh Ways to Wear Your Dresses With Boots

by Judith Jones

There's nothing we love more than a cozy outfit formula that will keep us warm and looking chic. One look we've learned to fall back on is dresses with tights and boots. The simple combination makes for an easy way to combine your warm-weather pieces with winter items effortlessly. With the addition of tights and ankle boots, even the floatiest slip can work under the right circumstances.

So today, we're highlighting a number of cool and fresh ways to wear your favorite dresses with tights and boots. Some work for seriously frigid temps, while others are better reserved for slightly warmer wintery weather. Still, no matter what the day may look like outside, we guarantee you'll find some easy outfit inspiration below.

Dresses and Boots Street Style

Photo:

The Style Stalker

Pair a floaty floral maxi dress with a sweater and black boots. Bonus if you add some seriously cool accessories.

How to Style Boots with a Dress

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The Style Stalker

Equestrian-style boots add a cool contrast against a vintage-inspired floral dress.

Chic Dress and Boots Outfit Inspiration

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@champagnemani

Change up your tights game and opt for a subtle but fun print to pair with a neutral dress and boots.

Cute Dress Outfit With Boots

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The Style Stalker

Flat knee-high boots are the perfect choice when paired with a smart minidress.

Casual Dress and Boots Outfit

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Edward Berthelot/Getty Images

When it's warm, contrast a sweet slip dress with biker-style boots.

Dresses with Over-the-Knee Boots

Photo:

@ada_oguntodu

Opt for lots of cool layers in mixed prints to add interest to your boots-and-dress ensemble.

Cute Dress with Cowboy Boots

Photo:

The Style Stalker

A tonal look always looks so sleek and sophisticated.

Printed Dress With Boots

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SZYMON BRZÓSKA/ THE STYLE STALKER

Dare to wear tights with unexpected details like polka dots or small crystals.

Winter Street Style With Dresses and Boots

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Edward Berthelot/Getty Images

Try an oversize blazer paired with a dress and a clunkier boot style for a more dressed-down combination.

Chic Dresses with Long Boots

Photo:

The Style Stalker

An all-black ensemble always looks so luxe with sumptuous tan suede boots.

Floral Dress With Boots Street Style

Photo:

Edward Berthelot/Getty Images

Knee-high boots and a pretty mini dress make for an unexpectedly cool combination.

Dresses With Boots Outfit Ideas for Warm Weather

Photo:

Christian Vierig/Getty Images

Colorful minis get just the right amount of contrast worn with statement cowboy boots.

Explore More:
Outfit Ideas
Fall Style