Sentence using product name: A young girl seated in a pink tulle dress from "We've Found The Most Beautiful Fall Dresses You Can Wear With High Boots", looking directly at the camera with a thoughtful expression. Her brown hair is styled in natural waves. This ensemble fits perfectly.

FREE PEOPLE

The Dress Edit

We’ve Found The Most Beautiful Fall Dresses You Can Wear With High Boots

The moment the leaves start to fall we’re on the lookout for beautiful dresses you can wear with high boots. Happily, no matter your style, we have plenty of pretty designs for you to choose from. Our newest edit for the season ahead is brimming with unique creations by the world’s most celebrated designers. Some dresses you’ll adore for your off-duty line-up, others will become the hero pieces of your after-dark closet. No matter which you choose from the 30 stand-outs below, we guarantee this will be your most stylish fall to date! Slip into chic and stylish mini silhouettes by Ulla Johnson or Alice + Olivia. Alternatively, make a statement in a striking floor-length dress by Free People or Philosophy Di Lorenzo Serafini. All you’ll need then is the perfect pair of designer boots!

Printed Designer Day Dresses You Can Wear With High Boots

With our go-to fall footwear in mind, these day dresses you can wear with high boots are essential! For example, we plan on slipping into the Maddison checked maxi by Rixo on repeat this season. Its chic shirt style and classic print make it ideal for the office. That said, this dress will work perfectly for your weekend plans too. Additionally, this dress has a waist-defining self-tie belt and long sleeves which are perfect for cooling temperatures. We recommend pairing this dress with the Robin leather boots by Balmain for the ultimate fall ensemble!

Meanwhile, lovers of mixed prints will be smitten with the Janis belted printed dress by Alice + Oliva. This gorgeous mini silhouette stuns with its contrasting floral and vintage-inspired prints. What’s more, its long blouson sleeves provide the perfect amount of volume whilst the belted waist defines your figure. Wear this dress with a classic pair of boots such as the Vlogo 45 knee-highs by Valentino Garavani. You’ll be set for any and every daytime event on your social calendar.

Shop more Beautiful Fall Dresses You Can Wear With High Boots

  • BLUMARINE Gathered Viscose Jersey Mini Dress

    $1,250
  • LOVERS + FRIENDS Kiana Sweater Dress

    $150
  • GEISHA DESIGNS Strapless Cutwork Mini Dress

    $368
  • ANTHROPOLOGIE Short-Sleeve Draped Tunic Mini Dress

    $178
  • FARM RIO Guipure Lace Maxi Dress

    $360
  • MAEVE The Cecily Fit & Flare Sweetheart Dress

    $170
  • ALEXANDER MCQUEEN Cotton-blend Crochet Midi Dress

    $2,190
  • BOTTEGA VENETA Structured-neckline Cotton-blend Twill Midi Dress

    $4,700
  • DÔEN Net Sustain Ischia Shirred Organic Cotton-voile Midi Dress

    $290

Statement Dresses You Can Wear With High Boots

With so many festive occasions on the horizon, we’re all in search of memorable dresses you can wear with high boots. Firstly, add a little glitz to your look with the lurex wrap midi dress by Zimmermann. Its eternally flattering wrap silhouette, ruffled neckline, and playful asymmetric hemline are divine. Additionally, it’s practically made for this time of year with its embroidered metallic thread detailing. This dress will look incredible paired with the Jane logo-embellished suede knee-high boots by Saint Laurent.

Searching out the quintessential black dress for the season? The sheer slip maxi dress by Forever That Girl should be top of your must-have list. With a sheer upper bodice, floaty cap sleeves, and flounced hem, this Victorian-inspired silhouette is absolutely stunning. We recommend wearing yours with the 68 110 Suede knee-high boots, also by Saint Laurent for a quintessential fall evening look.

Shop All Dresses You Can Wear With High Boots

Tall Boots Are In—Pair Them With These Simple Modern Dresses