A joyful woman sitting on a dirt road, wearing **The Best Cozy Dresses That Pair Perfectly With Boots** and black boots, surrounded by grassy hills under a cloudy sky.

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The Dress Edit

The Best Cozy Dresses That Pair Perfectly With Boots

The time has come–all the best cozy dresses are on the market! The fall season is all about what’s most comfortable and what’s most fashionable…and well, comfortable. When it comes to the chilly weather, there’s more attention paid to fit and material. With all of the festive treats and events to look forward to, you’ll want to stock up on all of the basics to ensure you’re ready to bolt out of the door. And with the holidays right around the corner, you’ll thank yourself later for having an extra piece to wear. Nonetheless, cozy dresses are something you can find super trendy or super timeless. They’re also great to introduce into your work or everyday attire. Whether for a formal or informal occasion, the best cozy dresses are ones you can wear anywhere. Scroll to discover the hidden gems of the market and find yourself a new favorite.

Cozy Dresses For Mid-High Boots

The time has come to pull out those extra long boots. Luckily, the best cozy dresses are designed just for them! The best part is that they don’t have to be knit either; cozy dresses define anything that makes you feel comfortable. The SACHIN & BABI Ruffled Maxi Dress in particular is a gem that was made for high boots. With the click of a heel, you’ll be the center of attention amongst all the fall galore. Similarly, the FARM RIO Black River Creatures Mini Dress is another great statement piece that’ll grab attention from a mile away. While most of us settle for the basics and solid colors of the season, the best approach to wearing high boots is going for something bold. The best cozy dresses are ones that keep you warm and fashionable all at the same time. With dresses this good, you might just start wondering why you didn’t have them sooner.

Shop more Designer Cozy Dresses selected and reviewed by our expert fashion buyers and stylists

  • ISABEL MARANT Maray Ruched Flocked Silk-blend Chiffon Midi Dress

    $1,950
  • BLUMARINE Gathered Viscose Jersey Mini Dress

    $1,250
  • LOVERS + FRIENDS Kiana Sweater Dress

    $150
  • GEISHA DESIGNS Strapless Cutwork Mini Dress

    $368
  • FARM RIO Guipure Lace Maxi Dress

    $360
  • ALEXANDER MCQUEEN Cotton-blend Crochet Midi Dress

    $2,190
  • FAITHFULL THE BRAND Blythe Mini Dress

    $249
  • ANTHROPOLOGIE The Katerina Button-Front Dress

    $228
  • PAIGE x Morris & Co. Koralina Silk Dress

    $429

A Little Goes A Long Way With Booties

You won’t need to look too far for the best cozy dresses for this one. Booties are a staple of the fall season, especially this one. The best dresses for booties are just about any–especially the long ones. You can pull off virtually any look with a midi or maxi and some booties. The FARM RIO Hidden Animals Maxi Dress is a great example of a piece to style them with. And because booties leave more to the eye with more opportunity to show some leg, you can even skip out on all of the drama and opt for something more comfy. After all, cozy dresses can mean simple, and we like simple. Regardless of your preference, you can’t go wrong with a trendy fall dress to pair with your go-to booties. Simply throw on a solid crossbody bag for an added touch and you’ve got yourself a put-together, comfortable outfit you can look forward to any day of the week.

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