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COLOGNE, GERMANY – DECEMBER 07: Henni wearing Isabel Marant Cowboy boots and Vival black knit dress on December 07, 2021 in Cologne, Germany. (Photo by Jeremy Moeller/Getty Images)

Embrace the trend of styling dresses with boots this fall and winter season with GRAZIA‘s go-to seasonal style guide.

Elevate your cold-weather wardrobe with these five must-have dress and boot pairings — a classic combo that seamlessly marries style and comfort for any occasion.

1. Mini Elegance with Knee-High Sophistication

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NEW YORK, NY – OCTOBER 19: Emily Ratajkowski is seen on October 19, 2023 in New York, New York. (Photo by MEGA/GC Images)

For a night out or a special occasion, exude charm by pairing a mini dress with knee-high boots. Opt for bold colors or prints like bright red and snakeskin boots for an on-trend twist.

Fall/Winter 2023 Fashion Insight: Make a statement with a daring mini dress in a vivid hue or eye-catching print.

2. Midi Magic with Ankle Boot Versatility

PARIS, FRANCE – APRIL 08: Therese Hellström wears sunglasses, a red midi long dress with sleeves, a Chanel bag, beige square toe high heels shiny boots, on April 08, 2021 in Paris, France. (Photo by Edward Berthelot/Getty Images)

Transition effortlessly from day to night with a midi dress and ankle boot combo. This versatile ensemble strikes the perfect balance of proportion play, adaptable for various occasions.

Fall/Winter 2023 Fashion Insight: Choose a midi dress with unique details like asymmetrical hems or ruffles for an on-trend edge.

3. Maxidress Dreaming with Chic Cowboy Boots

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COLOGNE, GERMANY – DECEMBER 07: Henni wearing Isabel Marant Cowboy boots, Vival black knit dress and black Prada Nylon bag on December 07, 2021 in Cologne, Germany. (Photo by Jeremy Moeller/Getty Images)

Embrace fall trends with a country touch by pairing a maxidress with cowboy boots. Achieve a chic and laid-back vibe, elevating your style game effortlessly.

Fall/Winter 2023 Fashion Insight: Opt for a polished look with a neutral-colored maxidress, such as black or navy.

4. Sophisticated Slip Dress with Combat Boots

NEW YORK, NEW YORK – FEBRUARY 10: A guest is seen outside Carolina Herrera during New York Fashion Week Fall / Winter on February 10, 2020 in New York City. (Photo by Christian Vierig/Getty Images)

For a night out with an edge, rock a slip dress with combat boots. This mix of masculine and feminine silhouettes adds a cool and sexy touch to your wardrobe.

Fall/Winter 2023 Fashion Insight: Stand out with a slip dress in jewel tone colorways.

5. Cozy Sweater Dress and Knee-High Elegance

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NEW YORK, NEW YORK – SEPTEMBER 11: Elsa Hosk attends the Michael Kors Collection Spring/Summer 2024 Runway Show at Domino Park on September 11, 2023 in New York City. (Photo by Raymond Hall/GC Images)

Combat the cold weather in style by pairing a sweater dress with knee-high or over-the-knee boots, staying both warm and fashionable all season long.

Fall/Winter 2023 Fashion Insight: Embrace modernity with a slouchy or oversized fit for your sweater dress.

Additional Styling Tips:

  • Boot Selection: Match the style of your boots to your dress. Opt for knee-high or ankle boots for dressier occasions, while cowboy or combat boots can add a casual edge to your look.
  • Consider Boot Height: Choose boots that complement the length of your dress. Taller boots elongate the legs, ideal for shorter dresses, while ankle boots work well with longer styles.
  • Winter Warmth: Combat the chill by layering tights or pantyhose underneath your dress.
  • Accessorize for Flair: Complete your look with a scarf, hat, or jewelry to add that final touch of GRAZIA glam.

No matter your signature style, there’s a perfect dress and boots combination waiting for you. So, unleash your creativity and experiment with these looks to define your unique fashion statement this fall and winter.