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
When it's warm, contrast a sweet slip dress with biker-style boots.
Mixed Print Dress + Ankle 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
Dare to wear tights with unexpected details like polka dots or small crystals.
Blazer + Dress + Chelsea Boot
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
Knee-high boots and a pretty mini dress make for an unexpectedly cool combination.
Baby Doll Dress + Cowboy Boots
Colorful minis get just the right amount of contrast worn with statement cowboy boots.
Judith Jones is the associate shopping director at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
-
I Just Created 5 Expensive-Looking Pre-Spring Outfits from Zara, Mango, and Nordstrom—You're Welcome
Outfits for everything from a wedding to brunch.
By Nikki Chwatt
-
Sunscreen Filters Abroad Are Totally Elite—Here's Why They're Not Available in the U.S. Yet
It's a bummer, but I have hope.
By Shawna Hudson
-
Amal Clooney's Croc-Embossed Thigh-High Boots Are About to Cause a Stir
Guaranteed.
By Erin Fitzpatrick
-
The Boot Trend Everyone With Expensive Taste Is Styling Instead of Flats or Heels
We're here for it.
By Michelle Scanga
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
If a French Woman Shopped the Gap and Banana Republic Sales, These 30 Chic Picks Would Catch Her Eye
Oui, merci!
By Jennifer Camp Forbes
-
Jamie Mizrahi's World: The Celeb Stylist's Favorite Red Carpet Look, Most Worth-It Shoe, and Album She Listens to on Repeat
A modern-day style expert.
By Allyson Payer
-
It's Official: French Women Love This Boot Style for Spring
Here's how they are styling it.
By Michelle Scanga
-
When Sydney Sweeney and Lady Gaga Own the Exact Same Boots, You Know They're Good
Great minds think alike.
By Drew Elovitz
-
How Everyone Will Be Wearing Their Non–Skinny Jeans This Spring
Here's your outfit inspiration.
By Michelle Scanga