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While knee high boots and ankle booties are forever classics, the new kid on the block is the mid-calf boot, and readers have been loving this boot style lately! Take a look at the best women mid calf boots that are comfy, stylish, and versatile!
Womens Mid Calf Boots for Walking
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It’s no wonder mid calf boots are super popular at the moment. They’re versatile and pair wonderfully with so many different bottoms. They add a fun and chic contrast to dresses and skirts and look amazing tucked inside boot cut jeans or worn with a pair of leggings!
To hop on this trend, check out these women’s mid calf boots that are ultra travel-friendly, too. Picked for their function, comfort, and, of course, good looks, your feet will be happy as can be as you explore your next travel destination. Take a look!
Top Women Mid Calf Boots
Shop: Amazon
UGG Ashton Womens Waterproof Black Mid Calf Boots
UGG mid calf boots are wildly popular with readers for their travels to colder destinations. The Ashton Mid Fashion boot is a sleek pair that’s perfect to throw on for chilly sightseeing days, and if it looks like it’s going to rain, they have waterproof leather to keep your feet dry! Not to mention their cushy footbed and supportive fit.
A wearer shares, “I can’t wait for the winter to wear these every day! I love the fit, they’re comfortable and stylish.”
Looking for some extra support? Check out our readers tried and tested recommendations for the best insoles for a day spent on your feet!
Shop: Amazon
Sorel Joan Now Women’s Waterproof Mid Calf Boots with Heel
The Sorel Joan Now booties feature a sleek leather upper and a 3” block heel with a slight platform. Besides being downright beautiful, they’re also really comfy! What readers love about these Sorel mid calf boots is that they’re comfortable for walking, sturdy, AND waterproof!
The waterproof leather suede upper of these women’s boots keeps you protected from the elements, while the molded rubber outsole provides reliable traction while removable EVA footbed with canvas top cover can be easily adjusted for personalized comfort, ensuring lasting comfort throughout wear.
Shop: Amazon
Sorel Arctic Women’s Waterproof Brown Mid Calf Boots
A beautiful yet tough pair of boots, these Sorel Lexie womens brown mid calf boots are loved for their quality, waterproof construction, and awesome support. They can be worn both splashing through puddles while sightseeing in a city, proving they’re versatile boot that you’ll want to bring on every fall and winter trip!
Plus, their cool wedge lug sole look can kick even the simplest travel outfit up a stylish notch!
A wearer says, “Bought these boots for a trip to Tenessee. Not only are they super cute, but for a heeled boot, they’re amazingly comfy, I can wear them for 9+ hours! The quality is exactly what I expected from Sorel, top-shelf!”
Find out why our readers vote Sorel as a top travel footwear brand, and take a look at their top picks for sneakers, sandal and boots!
Shop: Amazon
Ariat Savannah Women’s Waterproof Brown Leather Mid Calf Boots
Rain or shine, you’ll be able to do some serious walking in these cute Ariat waterproof mid calf boots. With ATS technology for stability and all-day comfort and warm yet breathable lining, your feet will be super comfortable during a fun day of sightseeing or relaxing on an airplane ride!
Wearers who love these boots saying, “I initially bought these for snow boots walking around Tahoe and Mammoth. These are waterproof, comfortable and lined to keep my feet warm. I live in SoCal so I didn’t need arctic style snow boots. I also wanted something I could wear all year long. Also, no slippage in ice. Now these will make great boots for camping and off-roading.”
One traveler wore them throughout her entire trip, sharing, “Love these boots. Very comfortable. Definitely water proof.”
Frye Veronica Womens Black Mid Calf Boots
With next-level comfort, a water-repellent finish, and a sleek look, these Frye leather mid calf boots have it all! Readers love Frye shoes for their beautiful genuine leather shoes, these beauties are definitely comfy enough to wear on days when you’re doing a ton of walking.
A wearer with wide feet says, “Most comfortable boots ever! A fantastic pair of boots. They are so versatile, and are very comfortable. Can be worn all seasons. The leather seems to get better over use. Worth every penny. I had to go half a size up.”
Shop: Amazon
Clarks Calla Womens Waterproof Suede Mid Calf Boots
Keeping up with the popular modern boot trend, these waterproof Cala mid-calf boots from Clarks are a dream for the winter months! They’re lined with soft textile sock and upper lining, provide ample cushioning, and have a little buckle detail up top that’s super cute. Wearers confirm that your feet will be warm and snuggly, even trekking through snow!
A traveler shares, “ Love these! Waterproofed before going to Europe in December. Still look great and comfortable. Didn’t slip in snow or ice. Just wiped down at end of each day.”
Shop: Nordstrom | Dr. Martens
Dr. Martens 1460 Pascal Womens Black Leather Mid Calf Boots
How could a pair of Doc Martens mid calf boots not make the list?! The 1460 Pascal adds a twist to their classic boot, featuring both a zipper and shoelace detailing, with the cushioned insole and durable construction they’re known for. So easy to remove at airport security!
Some wearers advise that Dr. Martens mid calf boots usually take a bit of breaking in, but once that’s done, you won’t want to wear anything else! They’re the perfect pair to add some edginess to your look.
A traveler shares, “I bought these boots to travel (many airports/countries) in. I like having something dependable on my feet, but typical laced-up boots can become a hassle when you’re on a time crunch. But you have the best of both worlds here! I absolutely love them, and I get a lot of compliments!!!”
You won’t have to forgo comfort or style on your holiday with a good pair of leather boots. Take a look at our top picks for women’s leather boots!
Shop: Amazon | Steve Madden
Steve Madden Troopa Womens Mid Calf Boots Black Color
These Steve Madden lace up mid calf boots will add an edgy touch to your outfits. While they’re not a comfort shoe per se, readers who don’t have fussy feet love them, plus you can always add an insole if you need that extra support!
They’re really versatile, too! Try contrasting these combat boots with a floral dress or pairing them with jeans and a leather jacket for a rock-n-roll look.
A traveler shares, “I wore them while backpacking through Europe, and now I bring them every time I travel! I live in New York City and walk a lot, and they’re just right for everyday adventures.” They come in wide sizes, too!
Sofft Sharnell Women’s Waterproof Mid Calf Boots Low Heel
With gorgeous suede and a bit of a western flair, these Sofft slouchy mid calf boots can immediately enhance your style factor with little effort! Users highlight their supportive and comfy fit, making them a great option for travel where you’ll be on your feet for long periods. These boots will look cute peeking out of straight-leg jeans or shown off with tights and a dress!
One TFG reader wore them on her trip and says, “I had no time to break them in, yet they were comfortable out of the box, warm, AND waterproof, which was great because we had a lot of rain. I love the style of these boots, and the lacing up the back is adjustable to fit your calf. They are a bit pricy but worth it to me.”
Our readers voted for the warmest socks for winter travel. Find out what they chose!
Shop: Amazon
Naturalizer Jagger Women’s Platform Mid Calf Boots
To spice up your look, these Naturalizer black leather mid calf boots have a chunky platform that gives you 2.25” of height and a whole lot of attitude! A badass moto style that’s equipped with a super comfy contoured footbed, too, and the lug sole will keep you sturdy and grip the ground as you stroll over any surface. The gorgeous leather is accentuated with decorative zippers and buckles and a functional inner zipper.
One wearer raves, “I love this boot! no break-in time was required. I wore it all day right out of the box. Fits true to size, and the heel isn’t bad due to the higher sole.” They come in regular and wide sizes, too!
For a bit of function and fashion, here’s our top picks for women’s waterproof boots for winter!
Shop: Amazon
Clarks Maye Womens Tan Mid Calf Boots
The Clarks Maye wide mid calf boots are just as functional as they are adorable. They’re amazing for walking, with one user describing their supportive fit as “a hug for your feet.” Maye Zip is an easy-wear zip-up ankle boot that’s sleek, stylish and versatile – and from its feel-good cushioning to grippy sole, lasting comfort is a given all season.
Check out the black suede mid calf boots version, too!
A reader says, “These boots are so comfortable. I had recent toe surgery so needed size wide. The wide fit perfectly without bothering my toes. The suede felt comfortable against my feet because they have give when I walk. Nice looking boots.” You can also get them in narrow, wide, and extra wide widths!
Looking for ankle boot suggestions? Here are our top picks!
Shop: Amazon
Propet Delaney Black Mid Calf Boots Womens Waterproof Style
If you need something that you can trek through rainy cities in by day and pair with a dress for dinner by night, then the Delaney womens leather mid calf boots by Propet are a must have. They feature a cushioned rubber insole and nylex lining for year round wear, durable rubber outsole for traction and comfort, and a scotch gard-treated leather upper.. They’re super comfy to walk in and will be ultra versatile with your winter travel wardrobe!
One wearer shares, “Very comfortable. Good nonslip soles. Nice enough I can wear them to work. Once you get laces tied were you want, you just use the zipper to take them off.”
Shop: Amazon
Sorel Fleece Lined Women’s Black Flat Mid Calf Boots
An elevated take on a classic rain boot and snow, these seriously stylish Sorel black mid calf boots for women is made with waterproof suede and PU-coated leather; the boots are completed with a faux-fur collar and fleece lined ensuring warmth, have stellar traction and molded rubber outsole is designed to withstand extreme weather conditions and provide stability, keeping your feet warm and dry.
While this pair is at a higher price point, readers love Hunter and this brand is synonymous with high quality, durable rain and snow boots.
One TFG reader owns a pair and says, “Perfect for snow. Great sole. Keeps me warm and that’s a priority. No wet, no leaking. These will hold up for a few winters to come. Worth the price, great quality.”
Ladies Mid Calf Boots Product Comparison Chart
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How to Wear Mid Calf Boots
Creating outfits with mid calf boots is easy! Mid calf boots are ultra versatile and look fabulous with dresses, skirts, slacks, leggings, and jeans.
Mid calf boots look cute both peaking out of wide leg pants and with slim pants tucked into them! Wondering how to wear mid calf boots with jeans? They’re by far our readers’ favorite pants to wear with these types of boots! One way to do it is to pair either boot cut or straight leg jeans with your boots for a stylishly modern look. Or, if you like to wear skinny jeans, simply tuck them in to show off the whole boot.
Pair your mid calf boots with these pants:
Mid calf boots and leggings are a match made in heaven for travel! You can pair a cozy sweater with your fave leggings, throw on your boots, and you’re ready for an airplane ride or sightseeing!
Create your travel mid calf boots outfits with these leggings:
- Cozy fleece-lined leggings
- Top travel leggings
- Spanx faux leather leggings
- Casual leggings for active days
If you want to dress them up, readers love pairing their boots with dresses or skirts. Adding tights ensures the legs stay warm in the chillier months while maintaining your sense of style!
Show off your boots with these travel-friendly dresses, skirts, and tights:
- Best winter dresses
- Stylish dresses with pockets
- Best travel skirts
- Top midi dresses for Europe
- Best black tights for travel
What do you think are the best mid calf boots womens styles? Share and comment below!
For more comfortable travel boots, please read:
- Best Flat Boots for Women: Fall/Winter Must-Haves!
- Best Combat Boots for Women That Are Comfy and Stylish
- Best Womens Leather Boots for Travel
- The Best Waterproof Boots for Travel
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Thanks for curating a list of actually comfortable boots. I find other lists include 3-4 inch heels in their “comfortable” lists.