Please, Please, Please Pair Your Dresses With These 33 Fall Boots
Summer is officially done, but don't cry because it's over. Think of all the amazing fall outfits you can dig out of your closet! One look I'm specifically thinking about is the ever-compatible dress-and-boots combo. You can still wear some of your summer dresses into the new season by pairing them with stylish boots, or it's a great excuse to buy a new fall dress. (You know you want to.) Either way, I rounded up 33 boots that will go with any mini, midi, or maxi dress your heart desires during these transitional temps and well into the chillier months ahead. From sophisticated knee-high boots to trendy Western-inspired ones, there's a pair here for everyone. And if you've never styled boots with a dress before, consider this your sign to try it before 2024 turns into 2025. Just think of how easy it will be to get ready in the morning.
If your dress has some fall florals on it, opt for some biker boots to add contrast. Or if you're going with a classic LBD, throw on a stiletto pair to elevate your whole ensemble. I spent hours browsing for the coolest pairs that will complement any dress you might grab for autumn, so keep scrolling to get inspired by the best in fall footwear. Thank me later.
These sold out so quickly last fall, and I have no doubt that the same will happen this season.
Your closet is missing these classic Frye moto boots with silver hardware. They'll last for ages, and the shaft also works for those with wider calves.
Black leather and moto-style boots are an obvious pairing, but this chocolate suede is very compelling.
Sorry, just picking up my jaw because of how stunning this hue is.
Equestrian-inspired boots always look amazing with dresses.
A perfect everyday boot that works for you (and with all of your favorite dresses, not to mention skirts and leggings).
Don't let the suede fabric fool you; these are actually waterproof, so you'll get both fashion and function.
Channel '90s Jennifer Aniston in a pair of slim-fitting stiletto boots. Nothing could be chicer.
Chelsea boots are a classic for a reason. Wear 'em with minis, midis, or maxis for an easy fall look.
Snakeskin boots are trending, and the stiletto heel is super sophisticated.
The higher, the better. These Chloé-inspired ones are stylish as can be.
Add some edge to your dress in the form of these square-toe moto boots.
According to Net-a-Porter, these are "trending now," and I can see why. I want to immediately pair them with a silk-chiffon boho dress.
Another Western pair, but this time subtler with a comfortable heel and on-trend coloring.
This beige shade will go with so many dresses in your closet, I'm sure.
The wider shaft and mid-calf height makes these perfect for wearing with flouncy silk and thicker knit dresses alike.
Lauren Adhav is a freelance fashion editor based in Los Angeles. Originally from Orlando, Florida, she always wanted to work at a fashion magazine. After finally getting an internship at Town Country in 2015, she moved to New York City and continued to get her footing in the industry with stints at Cosmopolitan, W magazine, Harper's Bazaar, and Moda Operandi. In 2017, she returned to Cosmo full time, starting off as the beauty and fashion editorial assistant and working her way to fashion editor. She contributed to both the website and print issues, pitching new ideas, forecasting trends, covering red carpet events, and informing the overall coverage and brand voice. After five years in NYC, she moved to the West Coast for the sunshine and the change of pace. As a freelance fashion editor, she still contributes to Cosmo and nowBest Knockoff Luxury Clothing . She's always trying to get ahead of the next big trend before it goes mainstream and loves discovering fashion brands with a unique point of view (Chopova Lowena, Sandy Liang, and Bode being some of her current favorites). She also spends an unhealthy amount of time online shopping for the perfect piece, and now that she's in L.A., she's rediscovering her soft spot for malls. On the weekends, you can find her walking around the Silver Lake Reservoir, trying to catch up on her tan at Venice Beach, and probably ordering a Chinese chicken salad at Joan's on Third.
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