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Best Ankle Boots for Dresses: 10 Things To Look For

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When it comes to dressing up, finding the perfect pair of shoes to complete your outfit is a must. Ankle boots are a versatile option that can elevate any dress ensemble.

This article will guide you through the most important factors to consider when selecting the best ankle boots for dresses to help you make the most informed decision possible.

From comfort to materials to heel height and beyond, we’ve got everything you need to know to make an informed purchase. Let’s dive in!

1. Versatility of Ankle Boots for Dresses

When it comes to pairing ankle boots with dresses, versatility is key. You want to choose a style that can effortlessly transition from day to night, like the Madewell Darcy ankle boot. With its sleek silhouette and comfortable heel height, this boot can dress up a casual daytime look and also complement a more formal evening outfit.

Not only does the Darcy offer versatility in style, it also comes in multiple colors, such as classic black or trendy leopard print. This makes it easy to find the perfect pair to match your personal style and wardrobe.

Investing in a versatile ankle boot like the Darcy ensures that you get more wear out of your purchases and can save you money in the long run. Plus, with its high-quality construction, you can be sure that this boot will last you for years to come.

Ankle bootVersatilityPrice
Madewell Darcy ankle bootHigh$178
Steve Madden Chantel ankle bootMedium$109
H&M ankle bootLow$49.99

Why the Madewell Darcy ankle boot is the most versatile choice:

  • Sleek silhouette can be dressed up or down
  • Comfortable heel height suitable for all-day wear
  • Comes in multiple colors to match any wardrobe
  • High-quality construction ensures durability and longevity

“The Madewell Darcy ankle boot is the perfect example of versatile footwear. Its timeless design and comfortable fit make it a great addition to any wardrobe.” Fashion Maven

2. Comfortable Ankle Boots for Dresses

Comfort should be your top priority when choosing ankle boots to pair with your dresses, especially if you plan to wear them for extended periods. With that in mind, Everlane Day boots are the perfect choice for comfort seekers.

Known for their buttery leather and supportive soles, the Everlane Day boot provides all-day comfort that won’t leave you with achy feet. They’re also designed with a classic style that will elevate any dress outfit.

Investing in comfortable ankle boots like the Everlane Day boot is crucial for your foot health and overall comfort. Don’t sacrifice comfort for style when you can have both!

3. Quality Materials for Ankle Boots

Choosing ankle boots made of quality materials like leather or suede can make all the difference. Not only will they offer timeless style, but they are also durable and long-lasting. The Frye Veronica slouch boot, crafted in leather, is a great example of a classic boot that can elevate any outfit.

Leather ankle boots are a must-have for any wardrobe. They are versatile and can be dressed up or down, making them a great investment. Plus, with proper care, leather boots can last for years to come.

leather ankle boots

“Leather boots are the perfect combination of sleek style and durability.”

For those who prefer a softer material, suede ankle boots are a great option. They add texture and warmth to any outfit, making them perfect for fall and winter. Just be sure to treat them with a protective spray to prevent stains and water damage.

Leather vs. Suede

ComfortMay require breaking inSoft and comfortable
MaintenanceEasy to clean and maintainRequires protective spray to prevent stains and water damage
StyleSleek and polishedTextured and cozy

Regardless of which material you choose, investing in quality ankle boots is essential. Not only will they make any outfit look more polished, but they will also provide long-term value and comfort.

4. Choosing the Right Heel Height

When it comes to finding the perfect ankle boots for your dresses, choosing the right heel height is crucial. Not only does it affect the overall look of the outfit, but it also affects your comfort level and lifestyle.

For everyday wear, you want ankle boots with a manageable heel height that won’t strain your feet after a few hours of wear. The Sam Edelman Petty bootie is a great choice for its 2.75-inch block heel that offers both comfort and style.

If you’re looking to make a statement, opt for ankle boots with a higher heel like the Stuart Weitzman Hiline boot. This elegant stiletto heel ankle boot is perfect for dressy occasions or adding a touch of glamour to your outfit.

Comparison Table: Choosing the Right Heel Height

BootHeel HeightBest For
Sam Edelman Petty Bootie2.75 inchesEveryday wear
Stuart Weitzman Hiline Boot3.75 inchesStatement pieces, dressy occasions

Ultimately, the heel height of your ankle boots should be comfortable and stylish, reflecting your personal style and needs. Take the time to find the perfect pair of ankle boots for your dresses, and your outfits will never be the same.

5. Finding the Perfect Shaft Width

One important consideration when choosing ankle boots for dresses is the width of the boot shaft. A narrower shaft can elongate your legs, while a wider shaft can offer a cool and edgy vibe.

For a narrow shaft option, the Chelsea boot by Zara is a great choice. These ankle boots have a sleek and sophisticated silhouette that can dress up any outfit. The narrow shaft also creates a flattering line that accentuates the length of your legs.

If you prefer a wider shaft, the Dr. Martens 1460 boot may be the perfect fit for you. These iconic boots have a chunky, utilitarian style that adds a touch of edge to any outfit. The wider shaft also makes these boots more comfortable to wear, as they provide ample room for your feet to move around.

ankle boots with narrow and wide shafts

Ultimately, the perfect shaft width for your ankle boots will depend on your personal style and comfort. Consider experimenting with both narrow and wider shaft options to see which fits your preferences best.

6. Complementing Colors for Ankle Boots

When choosing ankle boots to wear with your dresses, it’s important to consider the colors that complement your wardrobe.

Ankle Boot ColorDescriptionExample
NeutralVersatile and timelessBlack, brown, beige
Pop of ColorAdds personality to any outfitBurgundy Vince Camuto Elara bootie

Neutral ankle boots like black, brown, and beige are always a safe bet, and can easily complement any dress style. They are versatile and can create a classic look that never goes out of style.

However, if you’re feeling bold, don’t be afraid to add a pop of color to your outfit. A burgundy ankle boot like the Vince Camuto Elara bootie can add a touch of personality to any look.

Keep in mind that the color of your ankle boots should also match the style of your dress. For example, if you’re wearing a black dress, black ankle boots will create a coordinated look. If you’re wearing a beige dress, brown ankle boots may work best.

Ankle Boots

7. Unique Details in Ankle Boots

Looking for ankle boots with unique details is a great way to elevate your outfit and make a statement. There are several styles out there, each offering their own distinctive flair. Consider ankle boots with:

  • Interesting textures: From croc embossed to patent leather, look for boots with textures that stand out. Snake-print ankle boots, like the Marc Jacobs Kiki Bootie, are also a great option.
  • Metallic hardware: Ankle boots with buckles, studs, or zippers in silver, gold, or gunmetal can add a touch of glam to any outfit. Check out the Isabel Marant Dicker Bootie for a perfect example.

Remember, unique details can bring a sense of personality and character to your ankle boots. Don’t be afraid to express yourself with bold choices!

Ankle boots with metallic hardware

“Unique details can bring a sense of personality and character to your ankle boots.”

8. Weatherproof Ankle Boots

If you live in an area where rain is frequent, investing in a pair of weatherproof ankle boots is a smart choice. Not only do they keep your feet dry, but they can also help maintain the longevity of your boots by protecting them from water damage.

A popular option for water-resistant ankle boots is the Sorel Joan of Arc boot. Made with a waterproof suede upper and sealed seams, these boots are designed to keep your feet dry even in heavy rain. Plus, the faux fur lining adds extra warmth for those cold and wet days.

waterproof ankle boots

9. Sustainable Ankle Boots

When shopping for ankle boots, consider brands that prioritize sustainability and ethical practices. The Nisolo Adela ankle boot, for example, is handcrafted with sustainable leather and supports artisanal communities.

Sustainable ankle boots are made with practices that limit their impact on the environment. By choosing these boots, you can reduce your carbon footprint and support companies that care about the planet.

Ethically sourced materials ensure that the people who make the boots are treated fairly and paid fairly for their work.

Nisolo Adela ankle boot

The Benefits of Nisolo Adela Ankle Boots

The Nisolo Adela ankle boot is made from sustainable leather, which is tanned using vegetable-based dyes instead of harsh chemicals. This results in a softer, more supple leather that doesn’t harm the environment. The boots are also made in a way that minimizes waste, reducing the impact on the planet even more.

By choosing the Nisolo Adela ankle boot, you can have a stylish and sustainable addition to your wardrobe. Plus, you can feel good knowing that your purchase is making a positive impact on the world.

10. Ensuring the Perfect Fit

Above all, it’s important to ensure that your ankle boots fit well and are comfortable to walk in. There’s nothing worse than investing in a beautiful pair of ankle boots, only to find that they’re painful to wear, or are too tight or loose. To avoid this, follow these tips:

  • Try the boots on with the type of socks you’ll typically wear
  • Walk around in them for a few minutes to gauge comfort
  • Make sure they have enough room for your toes, especially if you have wider feet

Remember that comfortable ankle boots with room for toes are key for all-day wear, especially if you plan on walking or standing for long periods. By prioritizing fit and comfort, you’ll be able to wear your ankle boots with confidence and style.

comfortable ankle boots


Congratulations! You have learned about the best ankle boots for dresses and how to choose the perfect pair for your style and needs.

Remember to prioritize versatility, comfort, material, heel height, shaft width, color, details, weatherproofing, sustainability, and fit when making your selection.

Whether you opt for the ever-popular Madewell Darcy ankle boot or the edgy Dr. Martens 1460 boot, you can elevate any dress outfit with the right ankle boots.

Don’t forget to try them on with the socks you’ll wear and ensure a perfect fit for all-day comfort. Happy shopping!