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The most timeless item you can have in your fall and winter wardrobe is black boots, so we’ve rounded up the top women black knee high boots that could grace your closet and become a travel or daily staple! (And they’re comfy and cute too!)


Top Knee High Black Boots



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While ankle boots are always popular here at TFG for fall and winter, a wonderful staple that keeps legs and feet cozy are womens black knee high boots

Not only is the color perfect for travel because it’s a go-to neutral, but it’s timeless and a well-made pair will last years and years. Black goes with literally everything! So you can wear your boots with skirts, dresses, pants, or leggings and look polished and put together.

Choosing between ankle boots or longer ones depends on what type of trip you have planned and your personal preference. Long boots are great for really nippy climates or when you might do a lot of city walking and want to protect your legs from splashes or puddles. Overall, it’s best to steer away from ill quality, cheap black knee high boots that may fall apart when you most need them to perform.


Check out these top TFG picks for high black boots that are comfy and classically chic!



Best Womens Long Black Boots




Shop: Amazon | TevaZappos 


Teva Anaya Womens Black Leather Boots Knee High


A terrific staple, these Teva Anaya boots has a leather upper and a sturdy rubber sole to keep your feet stable on the ground. There’s a 15” opening, so enough space for anyone needing more calf room. 

These black leather knee high boots wide calf option are described as “fitting like a glove and feels soft. ” On reviewer says, “This pair of boots is amazing for me! I feel they’re sturdy and comfortable as I walk around town or spend an entire day on my feet.


Check out our collection of the best waterproof boots for travel this winter. They’ll help you keep your feet warm and dry!




Shop: Amazon | Eddie Bauer


Eddie Bauer Lodge Flat Black Leather Knee High Boots (Waterproof)


A HUGE reader fave, these Eddie Bauer black leather high boots are cute, adding an instant touch of class to your look while also keeping your legs warm and dry. They’re described as comfortable with a decently wide boot opening at 15″” around. And, they’re waterproof!

A repeat customer explains the appeal of this brand, “Awesome that it is waterproof. Light insulation. I have high arches so I need an arch support added.




Shop: Amazon | Zappos


Naot Viento Black Leather Knee High Boots


A trusted brand, the Naot knee high black leather boots are made of soft, superior leather and an elastic goring so the fit is spot on. They have an inside zipper which is meant to be easy to take on/off, and cork and latex footbed keeps your feet supported and fresh, by not absorbing odors or moisture.

These are lightweight and easy on the feet as this reviewer attests to, “I have extreme case of Plantar Fasciitis that was corrected with surgery. I need orthotics or an excellent footbed. The Naot boot is the only one I found that gave me the support required. I can wear it in comfort for hours! These also keep my feet warm so it’s well worth the extra expense.”


If you also love Naot, check out our review on the ever-popular Naot Sabrina sandals!




Shop: Amazon | Nordstrom | Zappos


Naturalizer Jessie Black Knee High Riding Boots


Chic and cute! These black buckle boots knee high style from Naturalizer are 100% leather with cushioning and a flexible sole to handle walking. And the neat looking buckles add some panache.  

The boot opening is around 15” so can fit wider. And the lining is breathable and won’t make your legs or feet feel suffocated. “I love these boots! I purchased the black boots, and I was so happy with them,” says one happy purchaser. “The leather is pretty soft, and the footbed is very comfortable. Will be wearing them to work with dresses. leggings, and skinny jeans.”


Take a look at our round-up of well-fitting and stylish knee high boots for wide calves!




Shop: Amazon | Sam Edelman | NordstromZappos | Macy’s 


Sam Edelman Penny Classic Knee High Boots Black


This classic pair of Sam Edelman long black flat boots can be paired with jeans and a cozy merino wool sweater, topped with a cute winter coat to complete a must-wear winter outfit.

The soft leather and snap detailing make these uber stylish too. Some users warn that the wide widths have quite the dearth so remember that when selecting a size.

However, one reviewer has this to say about the boot opening. “The wide style was just slightly wider than the regular, so width-wise they are a little snug still, but they’ve started breaking in since I’ve worn them a few times. They’re very comfortable—I can wear them all day. The leather is soft and the color is full and rich.”


While knee high boots and ankle booties are forever classics, our readers are loving these mid-calf boots




Shop: Amazon | Zappos


Sofft Sharnell II Black Suede Knee High Boots Heel (Waterproof)


A super popular brand, these Sofft black suede high boots are a cold-weather contender These are not only chic looking but fully loaded for comfort walking. Equipped with a flexible, rubber sole, a cushioned footbed, and treated waterproof leather upper that’s fully seam sealed aka, no water is going to get in!

This buyer doesn’t hesitate to recommend these. “Love! These are so great! The leather is thick but soft and flexible. I still can’t believe they are waterproof but it says so everywhere.” These are said to fit wide at 17” or slimmer at 13”, the reason being that they’re adjustable!

They look great with my jeans or leggings and your pants won’t feel crowded. 


Not sure about black, here are the best brown tall boots that are comfy and look classy!




Shop: Nordstrom


Born Gabriella Heeled Black Knee High Boots


These Born knee high boots are gorgeous, with a soft leather upper. But it’s also practical, so let’s not forget the easy access side zipper, and a cushioned footbed. It all screams comfort!

This positive review speaks volumes about their quality and feel. “These high quality boots are rugged and comfortable. Plenty of shaft room to zip up over jeans or leggings. I bought both the distressed brown and black. Love them. Don’t hesitate!”

With a sturdy rubber sole, so you can walk with confidence as long as some height is okay with you! And note, these have a wide enough opening to accommodate wider calves.


Tip: When it comes to shoes, it’s vital for feet to feel comfortable at all times. Readers swear by shoe inserts to help boost support for long periods of walking!




Shop: Amazon 


Clark Maye Shine Flat Black Knee High Boots


These pretty Clarks Maye Shine knee high boots are sleek, with a buckle detail, soft suede, and a slip-resistant sole that gives ample flexibility, along with a memory foam footbed, all helpful while walking for long periods of time. 

The boot opening is a little slim at 14.5” so be aware of this. However, one satisfied wearer says her search ended here. “​​Better order these. Gorgeous and comfortable. I love these boots.” Another one adds, “I absolutely love these boots they are comfortable and well made. I would buy them in all colors. They were a great find for me”




Shop: Amazon | Eddie Bauer


Eddie Bauer Trace Black Waterproof Knee High Boots


Cool-looking and practical, these ”inspired-looking” knee high biker boots by Eddie Bauer are waterproof and have EVA support that’s removable in case you’d like to insert your own. Perfect for hopping around town or traveling. 

One traveler wore them in Europe and has this to say, “I wore these boots for 18 days all over Ireland and the UK. They’re incredibly comfortable and waterproof. I’m home now and live in North Carolina so I plan on continuing to wear them this winter on rainy days when I don’t want to wear my other leather boots that won’t keep my feet dry!!”




Shop: Amazon | Nordstrom


Blondo Tessa Black Knee Length Boots (Waterproof)


So stylish, these Blondo black below knee boots have an inside zipper, are waterproof, so say goodbye to rain or slush, and boast a solid sole and a comfy insole that provides ample cushion.  

The opening is approximately 12”, so probably better for a more narrow fit. Blondo is a highly popular brand with TFG readers for waterproof and comfortable boots, these are a must-get!


Find out what our readers chose as the best women’s waterproof leather boots!



Black Dress High Boots Comparison Chart

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What do you think are the best womens black high boots? Share in the comments!


For more fall and winter boots, please read:






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