Must-Have Designer Dresses To Wear With Boots


The Dress Edit

Must-Have Designer Dresses To Wear With Boots

Since warm footwear and pretty frocks are all we want to wear right now, we just couldn’t resist putting together this irresistible edit of designer dresses to wear with boots! So, whether your off-duty closet is in need of some cold-weather updates or you’re searching for an event dress to go with the perfect pair of heeled boots, we have you covered. Thanks to the world’s best womenswear designers including Ganni, Saloni, Zimmermann, DVF, and more, adding more than one of these stunning silhouettes to your cart feels inevitable. Will you opt for a chic and cozy cable knit mini to pair with your go-to knee-high boots? Or are you searching for the perfect weekend dress to compliment your fave combat boots? Either way, your fall/winter wardrobe is about to become a whole lot more enviable!

Must-Have Designer Dresses To Wear With Boots

Free People

Must-Have Designer Dresses To Wear With Boots

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Cozy Designer Dresses To Wear With Boots

With winter weather right around the corner, we’re searching for the best designer dresses to wear with boots. That way, we stay chic and cozy no matter our plans or the forecast! Firstly, we’re most certainly adding the cutout cable-knit dress by Isabel Marant to our line-up. This striking mohair-blend mini wows with a daring shade of deep red and chic cut-out detailing at the shoulders. Meanwhile, the long bishops sleeves, body-con fit, and thigh-skimming hemline mean you’ll have all eyes on you from every angle. Our advice? Pair this must-have dress with the 105mm leather tall boots by Dolce & Gabbana for an unbeatable cold-weather style combination.


Additionally, there’s no way we’re starting winter without the Laurel set dress by Free People in our closets. Firstly, this gorgeous sage green co-ord is as cute as it is chic. Secondly, we adore how easily you can dress it up or down depending on the occasion. Style it with chunky weekend boots like the Skyla 120 faux fur platform boots by Stella McCartney for informal settings such as a cozy brunch or Sunday morning coffee date. Or, pop on a pair of heeled boots to instantly elevate the look with a slightly dressier edge!

Shop more dresses selected and reviewed by our expert fashion buyers and stylists

  • BLUMARINE Gathered Viscose Jersey Mini Dress

  • ALLSAINTS Bryony Floral Print Slipdress

  • GEISHA DESIGNS Strapless Cutwork Mini Dress

  • ANTHROPOLOGIE V-Neck Sequin Deco Swing Dress

  • ANTHROPOLOGIE Short-Sleeve Draped Tunic Mini Dress

  • MAEVE The Cecily Fit & Flare Sweetheart Dress

  • BOTTEGA VENETA Structured-neckline Cotton-blend Twill Midi Dress

  • REFORMATION Elva Leopard Print Sleeveless Minidress

  • SUPERDOWN Midge Mini Dress


Unique Designer Dresses To Wear With Boots

Once you set eyes on these unique designer dresses to wear with boots, we’re willing to bet you won’t be able to resist adding them to your cold-weather lineup this year. Firstly, the Calloway dress by Free People is the boho maxi of our fall/winter dreams! With its plunge v-neckline, long relaxed-fit sleeves, and floaty a-line skirt, it’ll become a go-to for every off-duty plan on your calendar. Secondly, its charming black and white floral print was made to be worn with chunky black boots. Our advice? Pair yours with the women’s quilted leather lug combat boots by Gucci – we certainly will be!


Meanwhile, who could resist the Sylvia maxi dress by Love & Lemons? Not us! Firstly, it has the prettiest multi-color floral print and cute short puffed sleeves. Secondly, its two thigh-high splits create the most amazing movement as you walk. Pair yours with combat boots, or, kick things up a notch with the Koller tall boot by Saint Laurent!

Shop All Dresses To Wear With Boots

Must-Have Designer Dresses To Wear With Boots

Free People

Must-Have Designer Dresses To Wear With Boots

Bhanuni By Jyoti

27 Pretty Fall Dresses To Add To Your Cool Weather Closet