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While we rave about ankle booties here at TFG, womens tall boots can also be great for those times you want to cover your legs a bit more against the elements. Check out our top picks that are elegant yet uber comfy! 

 


Womens Knee High Boots


 

 

Table Of Contents

 

 

When it comes to fall and winter travel, ankle boots are definitely a winner when it comes to removing them at airport security without hassles and pairing them with a number of outfits, yet there’s still an enduring mystique to long boots, a topic that TFG readers have been asking about a lot recently!  

Boots that are knee highs not only help cover the legs fully in chilly weather; they also add a layer of sophistication to any travel outfit, whether the base is leggings, skinny jeans, or a wool skirt. And don’t forget those thermals or proper socks beneath your boots either!

 

 

most-comfortable-knee-high-boots-for-women

In a fave black knee high boots outfit while touring London

 

However, finding a knee-high boot that’s simple to wear and comfortable to walk in can be slightly challenging. The key is to choose a pair that has easy zipper access, some flexibility around the calf, cushioning in the footbed, and waterproof capabilities. But for any pair that you fall in love with that aren’t exactly waterproof, you can apply waterproofing spray to get them ready for inclement weather. 

 

Get ready to check out our picks for the top knee-high boots that are elegant, comfortable, and wearable anywhere!

 

 

Best Tall Boots for Women

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon

 

Blondo Vida Leather Knee High Boots

 

A reader fave, these Blondo knee high leather boots are sleek, adding an instant touch of refinement to your look while also keeping your legs warm and dry. They’re described as comfortable with a decently wide boot opening at 16” around.

A huge fan of these explains why Blondo is so popular, “I just love these boots. They fit very well, are comfortable, waterproof, and skid-proof. They are the perfect boots to wear when the weather is cold. You can wear socks if you want extra warmth.”

They further explain how to style them too! “I wear these boots with tights during the fall and winter months when I want to wear a skirt or dress. I also wear these boots with slacks, jeans, and leggings.”

 

If you like these, check out why the Blondo Villa ankle boots are SO popular in this review!

 

 

teva-knee-high-boots-flat-heel

Shop: Amazon

 

Teva W De La Vina Flat Knee High Boots

 

Another reader fave, Teva makes comfy shoes as is, but these W De La Vina knee high shoes take the cake! The lining is comfy and the footbed is designed to walk on slippery surfaces; not to mention the great grip with the rubber sole and easy zip access when you need it.

One wearer loves these so much, she bought two pairs! “I bought one pair in black, the other pair in bison. The round toe gives my foot plenty of room, the deep tread on the rubber sole has lots of traction on slippery surfaces, and the lining is soft and comfortable. The heel is just high enough to give a little lift and low enough that I can wear these knee high suede boots all day. Love them!”

 

 

sam-edelman-knee-high-riding-boots

Shop: Amazon | Sam Edelman | Zappos

 

Sam Edelman Penny Classic Knee High Boots No Heel

 

We absolutely love this classic pair of Sam Edelman knee high boots! Paired with jeans and a cozy merino wool sweater, these boots will help curate the easiest winter getup.

The soft leather and snap detailing makes these uber stylish, we love the black color, but there are three other colors to choose from and there are regular and wide widths as well. Some users warn that the wide widths have quite the dearth so take that into consideration when choosing a size.

However, this reviewer is happy with the wider circumference and says. “I’ve been on a search for three years (not kidding) for the perfect leather wide calf boot, and thank god for these! They’re comfortable and amazing!”

 

Looking for ankle boot suggestions? Here are our top picks!

 

 

UGG-high-suede-boots

Shop: Amazon | Zappos | DSW

 

UGG Koolaburra Knee High Boots With Heel

 

The UGG Wilde boot is a through-and-through editor favorite and these UGGS knee high boots could be next, who knows! These gorgeous suede knee high boots have it all, soft upper, a neat buckle closure, a no-fuss side zipper, and the most important feature—Ortholite foam insoles for total comfort. 

Read what one user feels about these, “I love these knee high heel boots so much! I have them in black so wanted them in this color! They are sooo comfy, I can wear them for hours. The height is nice and you can wear them casually or dress them up!” 

Just note the height is 2”, but a sturdy stacked heel, so you can walk with some confidence as long as a slight heel works for you!

 

 

hush-puppies-knee-high-boots-without-heel

Shop: Amazon

 

Hush Puppies Women’s Knee High Boots

 

So classy and elegant, you can’t go wrong with this knee high boot from Hush Puppies. They are equipped with a sturdy rubber sole for sidewalks, a high-quality leather upper, and available in brown and black.

But what do wearers say about them? One says, “If you have a wide calf like me, these are the boots for you. I struggle to find boots to fit me, hence I look for ones with an elastic back and these are just perfect. They’re comfortable and are at a great price too.”

 

 

clarks-thick-heel-knee-high-boots

Shop: Amazon

 

Clarks Marana Trudy Women Knee High Leather Boots

 

A wonderful classic for travel or daily life is these Clark knee high boots. Full-grain leather, rubber sole, and an Ortholite footbed will have you walking anywhere and everywhere.

The styling is simple but a great staple time and again. A reviewer lays out all the pluses of this womens knee boot saying, “The calves fit athletic legs! There is a soft, springy footbed, and the Insoles can be removed to accommodate orthotics or other insoles. Finally, the leather feels durable and so far cleans up nicely.”

 

See more in our post about the best women’s leather boots!

 

 

sorel-knee-high-boots-no-heels

Shop: Amazon | Zappos | BackcountrySorel

 

Sorel Emelie Women Knee High Boots

 

The Sorel Emelie flat leather knee high boots are durable, stylish, and waterproof, what more could you need? Oh, well, also enjoy an EVA footbed and cozy microfleece top cover that’ll keep you warm! 

A review on these says, “I love these boots so much! I get so many compliments on them. They are so cute!” Note some users advise to size up in these as they can fit a little snug.

 

 

eddie-bauer-gray-knee-high-boots

Shop: Amazon | Eddie Bauer | Moosejaw

 

Eddie Bauer Trace Knee High Woman Boot

 

A popular reader brand, the Eddie Bauer Trace boots are chic, yet practical. Waterproof leather, an elastic opening that measures about 15”, a removable EVA footbed allows you to use your own inserts or orthotics.  

This user adores her pair, saying, “These boots are great for spring, fall, and winter in the north! I bought them as a nicer/more stylish boot to wear in the winter besides snow boots, and they are just perfect. They’re warm, waterproof, and add a little style to any outfit. I was hesitant about the price and not knowing how I’d like them, but they were well worth every penny!”

I’m partial to the grey knee high boots option but there are three other classic colors to suit anyone’s style!

 

 

naturalizer-leather-knee-boot

Shop: Amazon | Naturalizer | Zappos

 

Naturalizer Jackie Womens High Boots

 

These Naturalizer plus size knee high boots have diverse sizing, with a wide opening that measures 16” around, along with a cushioned insole for ample walking, and finally, a stylish look in the pretty buckle details. 

This die-hard boot searcher found what she wanted in these, saying, “I tried MANY pairs of boots to find the right ones, and these fit, especially along the calf. The footbed is very comfortable, as you would expect from this company. Overall, I’m quite happy so far.”

These Naturalizer knee high boots come in three wonderful colors: black, chocolate, and cinnamon.

 

For budget finds, take a look at this round-up of cheap but reliable boots!

 

 

rockport-kneehigh-boots-for-women

Shop: Amazon | Rockport | Zappos

 

Rockport Copley Tall Womens Boots

 

When it comes to knee highs shoes, these Rockport Copley boots are timeless and reliable. Made of leather, they’re able to handle the elements with a Hydro-Shield waterproofing layer and a solid sole that’ll give hours of walking time. Plus they have an EVA cushioned footbed and arch support in the midsole.

These high knee heel boots won’t let you down during wet or chilly weather, according to this user, “I love these boots SO much. I can trudge through water, slush, or feet of snow and not worry about my feet getting wet. They look FANTASTIC and are super comfortable. Like always with Rockports—they’re both incredibly practical and incredibly beautiful.”

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon

 

Vionic Joy Tinsley Knee High Dressy Boots

 

Gorgeous and classy, this Vionic suede knee boot style has a flexible zipper, is weather-resistant, and you can remove the footbed to put in your own inserts. The sole is uber sturdy and as usual with this brand, it has the APMA Seal of Acceptance. The modest heel height of 1.8” is said to be doable for many wearers.

A traveler gives her POV on their durability and comfort, saying, “I recently started buying orthotic shoes because of my plantar fasciitis. It’s difficult to find any that are cute. These boots were worn all over the city during a recent trip to New York and my feet never hurt at all. I’m very happy with this purchase. I get to have stylish shoes without sore feet!”

 

 

Timberland-high-leather-boots

Shop: Amazon

 

Timberland Knee High Boots – Banfield 

 

Talk about gorgeous, these Timberland below the knee boots are soft leather, with a sturdy wood sole, and a footbed that won’t quit on your feet. The calf measures 14.2” around which has been noted by some wearers as a bit narrow, so be aware when purchasing as many advise to order a half size up.

Despite some of those noted issues, this knee high boots style is still popular and one review says they’re worth it and fit super well. “I’m going to purchase another pair of these boots. I wear them every day. I clean them regularly, but they’re working hard and holding up perfectly. I want another pair to wear whenever. They’re sturdy, but also gorgeous! I love them!!” 

 

Here’s a collection of the best waterproof boots for travel!

 

 

steve-madden-women-flat-knee-high-boots

Shop: Amazon

 

Steve Madden Knee High Boots 

 

Elegant and classic, these Steve Madden knee high flat boots have a boot opening of 16”, smooth leather, and a sturdy sole.

Take these for a spin on a trip or locally and they’ll pair with anything from a dress to slacks. A reviewer says, “LOVE THEM! They fit perfectly according to size. I get a lot of compliments on them and they’re very comfortable.”

 

 

dingo-knee-high-dress-boot

Shop:Amazon

 

Dingo Alameda Lace Knee High Boot (With Zipper)

 

Why not go for something super fun, like these Dingo leopard print knee high boots! Made of full-grain leather with a round toe (so no pinching), the opening is slightly smaller, around 14”, but wearers still describe these as “very comfortable,” and the “colors are perfect.”

The features from the print all the way to the subtle lace-up detail on the back (but you still put it on and off with a side zipper) make these unique and stylish looking too! One review says simply, “I am in love with these boots!”

 

Looking for budget boots? We have a great round-up (if we do say so ourselves)!

 

 

High Boots for Women Product Comparison Chart

BRAND | MODEL FEATURES | REVIEWS RATING | PRICE
Blondo Women's Vida Riding Boot “I wear these boots with tights during the fall and winter months when I want to wear a skirt or dress. I also wear these boots with slacks, jeans, and leggings.” Check Price
Teva W DE LA Vina Dos Tall Boot “I bought one pair in black, the other pair in bison. The round toe gives my foot plenty of room, the deep tread on the rubber sole has lots of traction on slippery surfaces, and the lining is soft and comfortable. The heel is just high enough to give a little lift and low enough that I can wear these knee high suede boots all day. Love them!” Check Price
Sam Edelman Penny Classic Equestrian Boot Leather “I’ve been on a search for three years (not kidding) for the perfect leather wide calf boot, and thank god for these! They’re comfortable and amazing!” Check Price
UGG Koolaburra Knee High Boots With Heel “I love these knee high heel boots so much! I have them in black so wanted them in this color! They are sooo comfy, I can wear them for hours. The height is nice and you can wear them casually or dress them up!”  Check Price
Hush Puppies Women's Knee High Boots “If you have a wide calf like me, these are the boots for you. I struggle to find boots to fit me, hence I look for ones with an elastic back and these are just perfect. They’re comfortable and are at a great price too.” Check Price
Clarks Marana Trudy Women Knee High Leather Boots “The calves fit athletic legs! There is a soft, springy footbed, and the Insoles can be removed to accommodate orthotics or other insoles. Finally, the leather feels durable and so far cleans up nicely.” Check Price
Sorel Emelie Women Knee High Boots “I love these boots so much! I get so many compliments on them. They are so cute!” Check Price
Eddie Bauer Trace Knee High Woman Boot “These boots are great for spring, fall, and winter in the north! I bought them as a nicer/more stylish boot to wear in the winter besides snow boots, and they are just perfect. They're warm, waterproof, and add a little style to any outfit. I was hesitant about the price and not knowing how I'd like them, but they were well worth every penny!” Check Price
Naturalizer Jackie Extra Wide Calf Knee High Boots “I tried MANY pairs of boots to find the right ones, and these fit, especially along the calf. The footbed is very comfortable, as you would expect from this company. Overall, I’m quite happy so far.” Check Price
Rockport Copley Tall Womens Boots “I love these boots SO much. I can trudge through water, slush, or feet of snow and not worry about my feet getting wet. They look FANTASTIC and are super comfortable. Like always with Rockports—they're both incredibly practical and incredibly beautiful.” Check Price
Vionic Joy Tinsley Knee High Dressy Boots “I recently started buying orthotic shoes because of my plantar fasciitis. It’s difficult to find any that are cute. These boots were worn all over the city during a recent trip to New York and my feet never hurt at all. I’m very happy with this purchase. I get to have stylish shoes without sore feet!” Check Price
Timberland Knee High Boots - Banfield  “I’m going to purchase another pair of these boots. I wear them every day. I clean them regularly, but they’re working hard and holding up perfectly. I want another pair to wear whenever. They’re sturdy, but also gorgeous! I love them!!”  Check Price
Steve Madden Women's Jax Fashion Boot “LOVE THEM! They fit perfectly according to size. I get a lot of compliments on them and they’re very comfortable.” Check Price
Dingo Alameda Lace Knee High Boot “I am in love with these boots!” Check Price

 

 

most-comfortable-knee-high-boots-for-women

 

How to Wear Knee High Boots

 

The beauty of these kinds of shoes is it’s easy to create a knee high boots outfit for tons of occasions during the chilly months. You can truly dress them up or down and always look put together. 

Usually, my knee high boots outfits consist of dresses that I can layer with tights, leggings, or skinny jeans. Here are a few styling ideas:

 

Best dresses to wear with knee high boots:

 

Best pants or leggings to wear with long knee boots:

 

When it comes to the topic of how to wear knee high boots with jeans, usually skinny jeans are best for tucking in into the boot or you can also go for boot cut jeans that can go over your boots. Both looks are awesome! 

An honorable mention is the Zella Live In leggings which I layer with some thermals underneath. You could also pair long flat boots with a skirt and obviously aim for one that’s merino wool, or layer with thermals if you’re wearing something slightly lighter. 

 

 

Knee High Socks With Boots

 

You can’t forget those! Here are some socks that can work well with boots knee high styles:

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon

 

FoxRiver Her Thermal Boot Knee-High Socks

 

These long FoxRiver socks have a nearly 5-star rating on Amazon and come equipped with a WikiDry technology that keeps moisture away from your skin so you don’t have friction and cause blisters in your boots.

Along with the reinforced heel and toe, and specific panels for breathability, these are described by wearers as the “next best thing to a miracle cure for cold feet!”

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon

 

JAVIE Merino Wool Graduated Compression Socks

 

Perfect for long walking bouts in your long leather boots, these JAVIE socks are 76% merino wool and much more breathable than other kinds of fibers. They also have compression so can help ease aching legs or swelling feet, both of which I can suffer from after walking for a long time!

A review sums these up well. “These socks are super comfortable. Just the right height and given the flat knit in the foot; they don’t take up extra volume in my shoes.”

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon | Zappos

 

Darn Tough Solid Basic Knee High Lightweight Sock

 

A wildly popular brand, these Darn Tough socks are lightweight and are seamless, so they feel smooth and basically invisible. As usual, the merino wool blend is designed to wick away moisture but not the warmth. 

 

This brand is also great for hiking as well—check out our post on those specialty socks! 

 

 

Shorter Socks

 

Often you’re likely layering socks underneath pants or leggings and may not need long socks. These quick choices might help!

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon

 

Kirkland Signature Trail Socks

 

Several readers agree that Kirkland’s merino wool socks are a top-notch. They come in a pack of four and you can choose from several different patterns and colors. With a cushioned footbed and reinforced heel and toe, these socks won’t let you down!

 

 

most-comfortable-knee-high-boots-for-women

Shop: Amazon | Moosejaw

 

Icebreaker Merino Lifestyle Light Crew Socks

 

Icebreakers come with a lifetime guarantee. Made from a mix of merino wool, nylon, and lycra, the fabric offers odor resistance. They’re some of the warmest socks and also have a  reinforced heel and Achilles support to keep your feet comfortable. 

 

To grab more ideas for socks, check out our post on the warmest socks for winter!

 

 


What do you think are the cutest knee high boots for fall and winter? Share in the comments!


 

For more fall and winter boots, please read:

 


 

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