A model walks down a runway in a fashion show, wearing a light beige, intricately patterned mini dress with long sleeves and thigh-high Need Dresses That Go With Boots? These Are Your New Season Staples boots. The audience captures the moment on their cameras.


The Dress Edit

Need Dresses That Go With Boots? These Are Your New Season Staples

Fall is officially here and our desire for dresses that go with boots is at its peak! Firstly, it’s long-sleeved mini-length silhouettes that pair oh so perfectly with booties and knee-high styles. Meanwhile, midi and maxi-length dresses that transition seamlessly from fall to winter are a cool weather essential. Luckily, our favorite designers have more than delivered and we’re feeling seriously spoiled for choice. Keep scrolling to discover our top picks that’ll go perfectly with your go-to boots. We guarantee an enviably stylish season ahead…

A woman in a long, patterned dress that goes with boots stands on a rocky shore, looking out to sea, with her blond hair blowing in the wind.
Product Name: These dresses are your new season staples.


A model walks down a runway holding a black jacket, wearing a beige patterned dress that goes with boots, featuring cut-out detail and thigh-high black boots. The audience on either side watches attentively
Product Name: These are your new season staples.

Isabel Marant

Chic Designer Dresses That Go With Boots

Looking for dresses that go with boots you’ll want to wear on repeat? You’re in the right place. We’ve stocked our edit with the chicest and most versatile silhouettes the season has to offer. For example, the Evan cashmere sweater dress by Reformation. This gorgeous grey midi is one you’ll come back to again and again. Firstly, it boats the chicest, most flattering round neckline. Secondly, the long sleeves and ribbed style are a match made in heaven. Pair this dress with ankle or knee-high boots for the ultimate throw-on and go look this fall. You’ll look instantly put together whether it’s a weekday business lunch, weekend breakfast date, or even a low-key evening event.


Meanwhile, pieces like the Caspia dress by Altuzarra will remain a staple in your closet for many years. It has the most amazing, black and white abstract print with subtle red flecks throughout. Additionally, the allover pleating, braided waistband, and keyhole cutout bodice mean you’ll dazzle from every angle.

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

  • BLUMARINE Gathered Viscose Jersey Mini Dress

  • ALLSAINTS Bryony Floral Print Slipdress

  • LOVERS + FRIENDS Kiana Sweater Dress

  • GEISHA DESIGNS Strapless Cutwork Mini Dress

  • ANTHROPOLOGIE V-Neck Sequin Deco Swing Dress

  • ANTHROPOLOGIE Short-Sleeve Draped Tunic Mini Dress

  • REFORMATION Elva Leopard Print Sleeveless Minidress

  • WARDROBE NYC Off-the-shoulder Stretch-jersey Midi Dress

  • FREE PEOPLE Jewel Mini Dress


Stunning Fall To Winter Dresses That Go With Boots

When shopping for fall dresses that go with boots, you’ll want to make sure they’re suitable for the winter months too. For example, dresses like the Jaymes midi dress by Free People are ideal for both. Firstly, we’re head over heels for the moody floral print and trending shade of deep red that (it’ll be everywhere this fall and winter!). Secondly, the square neckline and long blouson sleeves give a boho-chic edge that we just adore for this time of year – especially when paired with boots! So, wear this dress casually with flat boots for your weekend plans. Or, go ahead and dress it up with heeled ones for low-key dinner plans and more.


Lastly, we have to draw your attention to the Ariana ruffle-hem midi by Anthropologie . This gorgeous square neckline dress also boasts wide shoulder straps, a flattering darted bodice, and an ankle-length skirt with a voluminous ruffle hemline. Style yours with black boots for an elegant block-color ensemble and add as many or a few layers as you need depending on the weather.

Shop All Dresses That Go With Boots

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A woman in a stylish navy blue dress with a slit up the front, featuring a large brown belt and textured, knee-high boots, poses against a neutral background. This ensemble exemplifies Need Dresses That Go With Boots? These Are Your New Season Staples.


Luxury Knitted Designer Dresses For Cozy Season