12 Fresh Ways to Wear Your Dresses With Boots

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.

Maxi Dress + Sweater + Boots

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

Floral Dress + Equestrian Boots

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

Neutral Dress + Tights + Boots

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

Minidress + Knee-High Boots

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

Slip Dress + Sleek Boots

Casual Dress and Boots Outfit


Edward Berthelot/Getty Images

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

Mixed Print Dress + Ankle Boots

Dresses with Over-the-Knee Boots



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

Monochrome Dress + Snakeskin Boots

A tonal look always looks so sleek and sophisticated.

Knit Dress + Chunky Boots

Printed Dress With Boots



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

Blazer + Dress + Chelsea Boot

Winter Street Style With Dresses and Boots


Edward Berthelot/Getty Images

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

Little Black Dress + Suede Boots

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

Knee-High Boots + Mini Dress

Floral Dress With Boots Street Style


Edward Berthelot/Getty Images

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

Baby Doll Dress + Cowboy Boots

Dresses With Boots Outfit Ideas for Warm Weather


Christian Vierig/Getty Images

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