The Best Women’s Dress Boots - 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.
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Our Picks For The Top Women's Dress Boots
Designed for Stylish ComfortYou can walk for hours in these great-looking booties, which are both beautiful and comfortable.
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.
Sophisticated, Two-Toned WedgeYou don’t have to sacrifice comfort for height with these booties.
A Casual Western LookYou can wear these booties year-round, with all of your favorite casual outfits.
Why we recommend these women's dress boots?
Products Considered
Products Analyzed
Expert Reviews Included
User Opinions Analyzed
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.
The Best Overall
LifeStride Women’s Adriana Ankle Bootie
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
The Best Bang For Your Buck
Dr. Scholl’s Shoes Women’s Double Boot
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
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.