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The Best Women’s Dress Boots - 2021

Last updated on June 10, 2021

We looked at the top 7 Women's Dress Boots and dug through the reviews from 6 of the most popular review sites including and more. The result is a ranking of the best Women's Dress Boots.

Best Women's Dress Boots

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Our Picks For The Top Women's Dress Boots

Show Contents
Our Take
  Best Overall

London Fog Heeled Women’s Dress Boots

Don't Waste Your Money Seal of Approval

London Fog

Heeled Women's Dress Boots

Overall Take

Made Using Vegan LeatherA buckle around the ankle or these women's dress boots adds a touch of class.

  Tons of Designs

IDIFU Buckle Strap Women’s Ankle Dress Boots


Buckle Strap Women's Ankle Dress Boots

Overall Take

Multiple Colors and PatternsYou'll find these women's dress boots come in 15 different colors and patterns, including snake white, blue suede and leopard.

  Low Heel

LifeStride Women’s Adriana Ankle Bootie


Women's Adriana Ankle Bootie

Overall Take

Designed for Stylish ComfortYou can walk for hours in these great-looking women's dress boots, which are both beautiful and comfortable.

  Comfort Pick

Hush Puppies Women’s Mazin Cayto Ankle Boots

Hush Puppies

Women's Mazin Cayto Ankle Boots

Overall Take

Rich-Looking, Soft NubuckYou will never want to take these ankle booties off. When you do, it's a cinch, thanks to a convenient side zipper.

  Comfiest Heels

Dr. Scholl’s Shoes Women’s Double Boots

Dr. Scholl's Shoes

Women's Double Boots

Overall Take

Sophisticated, Two-Toned WedgeYou don’t have to sacrifice comfort for height with these women's dress boots.

Don't just take for granted what one reviewer says. Along with our own experts, Simplemost analyzes the top expert reviews of the leading products and generates a score you can actually trust.

Products Considered

We identified the majority of the women's dress boots available to purchase.

Products Analyzed

We then selected the leading and most popular products for our team to review.

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Expert Reviews Included

In addition to our expert reviews, we also incorporate feedback and analysis of some of the most respected sources.


User Opinions Analyzed

We also incorporate user reviews from the leading retailers including

The Best Overall

London Fog Heeled Women’s Dress Boots

Our Expert Score


Our Take

If you're looking for a fashionable pair of women's dress boots, give these heeled boots a try. They are constructed from an attractive faux leather and rise up just below the knee. You can order the boots in either gray, black or brown.

The Best Bang For Your Buck

IDIFU Buckle Strap Women’s Ankle Dress Boots

Our Total Score


Our Take

Dress up your jeans with these classy women's dress boots. The boots feature a 3-inch heel and two decorative ankle buckles. Ladies will appreciate the soft insole, which is both flexible and extremely comfortable, even if you're wearing the boots for several hours at a time.

Our Women's Dress Boot Buying Guide

Booties can stop right at the ankle, below it or above it. Other boots hit at the mid-calf, below the knee or over the knee. Choosing the right pair of women’s boots starts with a purpose. Are they to match a certain outfit, for long periods of walking or just to look great?

If comfort is a priority, look for boots with memory foam footbeds or other kinds of arch support. Those that do not offer either may have room to accommodate separately-purchased arch support.

Be picky about heel height if you worry about comfort. Wedges can be great for high arches, while lower styles work well with flatter feet. Usually, the lower the heel, the more casual the look. If you choose 100% leather boots, they will last longer than man-made materials, but they also typically cost more.

Simplemost Fun Fact

Women’s fashion footwear exploded in the 1960s, when Go-Go boots entered the scene. Granny boots were popular with hippies, followed by cowboy boots, platform boots and chukka boots in the following decades.

Today, there are more feminine styles to choose from, but both men and women love their Dr. Martens, western styles and boots that are specifically created to make feet feel nice and comfy all day (and night) long.

The Women's Dress Boot Tips and Advice

  • Be good to your boots and they will be good to you: Waterproofing leather boots can make them last longer, and if you avoid wearing your boots in wet or snowy weather, they will also stay in better shape.
  • Take fashion risks! Sure, ankle boots look great with jeans, but why not try wearing them with skirts or shorts? Look online for inspiration.
  • Look for features like side zippers and pulls on the backs to make the boots easier to get in and out of. If you have wider calves, you can find styles that have sizes to accommodate that.