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The Best Women’s Dress Boots - 2021

Last updated on April 1, 2021

We looked at the top 5 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
Experts Included
Pros
Cons
  Best Overall

LifeStride Women’s Adriana Ankle Bootie

Don't Waste Your Money Seal of Approval

LifeStride

Women's Adriana Ankle Bootie

Overall Take

Designed for Stylish ComfortYou can walk for hours in these great-looking booties, which are both beautiful and comfortable.

Experts Included
DWYM Fashion & Apparel Experts plus PureWow. Along with user reviews from Amazon, Walmart and Best Views Reviews.
Pros
" Lifestride Adriana bootie stands out for its wide width and buckled ankle for a sleek look. It provides arch and support to your heel, arch and ball of your foot."
  Comfort Pick

Hush Puppies Women’s Mazin Cayto Ankle Boot

Hush Puppies

Women's Mazin Cayto Ankle Boot

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.

Experts Included
DWYM Fashion & Apparel Experts plus . Along with user reviews from Amazon and Best Views Reviews.
  We Also Like

Dr. Scholl’s Shoes Women’s Double Boot

Dr. Scholl's Shoes

Women's Double Boot

Overall Take

Sophisticated, Two-Toned WedgeYou don’t have to sacrifice comfort for height with these booties.

Experts Included
DWYM Fashion & Apparel Experts plus BestReviews, Work Wear. Along with user reviews from Amazon and Walmart.
Pros
" These ankle boots are both sleek and comfortable that will definitely bring versatility to your wardrobe. The subtle platfrom provides height without loosing comfort."
  Also Consider

Lucky Brand Women’s Basel Ankle Bootie

Lucky Brand

Women's Basel Ankle Bootie

Overall Take

A Casual Western LookYou can wear these booties year-round, with all of your favorite casual outfits.

Experts Included
DWYM Fashion & Apparel Experts plus BestReviews, Shoe Hero. Along with user reviews from Amazon and Walmart.
Pros
" These booties are both comfortable and have a low stable heel. They come in leather or suede and have a side zipper with a pull tab at the back."
Don't just take for granted what one reviewer says. Along with our own experts, DWYM analyzes the top expert reviews of the leading products and generates a score you can actually trust.
12

Products Considered

We identified the majority of the women's dress boots available to purchase.
5

Products Analyzed

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

View All Product Rankings

6

Expert Reviews Included

In addition to our expert reviews, we also incorporate feedback and analysis of some of the most respected sources including: Luxe Digital, BestReviews, Shoe Hero, Work Wear and PureWow.

99,999

User Opinions Analyzed

We also incorporate user reviews from the leading retailers including

Our experts reviewed the top 5 Women's Dress Boots and also dug through the reviews from 6 of the most popular review sites including and more. The result is a ranking of the best of the best Women's Dress Boots.

DWYM is your trusted roduct review source. Our team reviews thousands of product reviews from the trusted top experts and combines them into one easy-to-understand score. Learn more.

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Look for the DWYM seal for products that are the best in their category.

The Best Overall

LifeStride Women’s Adriana Ankle Bootie


Our Expert Score

0.0
1 expert reviews

User Summarized Score

8.8
2,226 user reviews

Our Take

This adorable ankle bootie has a low heel and a braided faux leather accent. The inside is made with memory foam, and the flexible rubber sole will keep your tootsies nice and comfortable.

What other experts liked

Lifestride Adriana bootie stands out for its wide width and buckled ankle for a sleek look. It provides arch and support to your heel, arch and ball of your foot.
- PureWow

The Best Bang For Your Buck

Dr. Scholl’s Shoes Women’s Double Boot

Our Expert Score

7.4
2 expert reviews

User Summarized Score

8.8
1,830 user reviews

Our Take

Made with a stacked wedge heel, these elegant, two-toned booties look lovely with pants, skirts and dresses. They feature a faux smooth leather and nubuck upper, memory foam footbeds and a strap and buckle detail.

What other experts liked

These ankle boots are both sleek and comfortable that will definitely bring versatility to your wardrobe. The subtle platfrom provides height without loosing comfort.
- Work Wear

Overall Product Rankings

LifeStride Women’s Adriana Ankle Bootie

1. LifeStride Women’s Adriana Ankle Bootie

Overall Score: 9.2
Reviews Included: 7

Hush Puppies Women’s Mazin Cayto Ankle Boot

2. Hush Puppies Women’s Mazin Cayto Ankle Boot

Overall Score: 9.0
Reviews Included: 5

Dr. Scholl’s Shoes Women’s Double Boot

3. Dr. Scholl’s Shoes Women’s Double Boot

Overall Score: 8.9
Reviews Included: 6

Lucky Brand Women’s Basel Ankle Bootie

4. Lucky Brand Women’s Basel Ankle Bootie

Overall Score: 8.8
Reviews Included: 8

DREAM PAIRS Women’s Knee High Boots

5. DREAM PAIRS Women’s Knee High Boots

Overall Score: 8.6
Reviews Included: 4

Our Women's Dress Boot Findings


LifeStride Women’s Adriana Ankle Bootie

What We Liked: This adorable ankle bootie has a low heel and a braided faux leather accent. The inside is made with memory foam, and the flexible rubber sole will keep your tootsies nice and comfortable.


Hush Puppies Women’s Mazin Cayto Ankle Boot

What We Liked: Made from 100% leather, these pretty little booties have a 1-inch heel and a rubber sole on the bottom. The molded, removable footbed offers wedge-like cushioning, and there’s also a cute zipper on the outside.


Dr. Scholl’s Shoes Women’s Double Boot

What We Liked: Made with a stacked wedge heel, these elegant, two-toned booties look lovely with pants, skirts and dresses. They feature a faux smooth leather and nubuck upper, memory foam footbeds and a strap and buckle detail.


Lucky Brand Women’s Basel Ankle Bootie

What We Liked: These 1.5-inch heel booties come in 35 colors and patterns, and they are made from 100% leather for comfort and longevity. The shoes are styled with two zippers and a blocked heel and fit true to size.


DREAM PAIRS Women’s Knee High Boots

What We Liked: These boots hit just below the knee, with a classic rounded-toe design and a ½-inch heel. They are surprisingly versatile, and come in 15 colors, so there’s a choice for every outfit.

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.

DWYM 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.