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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 | Nordstrom | Zappos
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: Nordstrom | Zappos | MIA
MIA Fala Womens Waterproof Black Mid Calf Boots
The MIA mid calf boots are 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 water-resistant leather to keep your feet dry! Not to mention their cushy footbed and supportive fit. If you need more weather protection, use a waterproofing spray to add an extra layer against the elements!
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!
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: 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!
Sofft Sharnell Women’s Waterproof Mid Calf Boots Low Heel
With gorgeous leather and boho 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! And we love the lace up back!
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.”
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!
Shop: Nordstrom
AllSaints Marisa Women’s Platform Mid Calf Boot
To spice up your look, these AllSaints black leather mid calf boots have a chunky platform that gives you 2” of height and a lot of attitude!
A badass moto style that’s equipped with a wide circumference (13.5”) and a lug sole that has a sturdy grip on the ground, you’ll be able to walk anywhere without worrying about slipping or falling. Style-wise, the gorgeous leather is accentuated with decorative buckles and a functional inner zipper.
One user says, “These boots are better than expected because they’re comfortable. A little platform. They stay up, and I like the fact that they are not too tall and not too short. They’re just right and more of a rugged look.”
For a bit of function and fashion, here’s our top picks for women’s waterproof boots for winter!
Shop: Amazon | Nordstrom | Zappos
Naturalizer Callie Womens Tan Mid Calf Boots (Wide Sizes Available)
The Naturalizer Callie wide mid calf boots are just as functional as they are adorable. Despite their heel height, they’re amazing for walking, with one user describing them as “super comfortable.” Even better, they have a cushioned footbed and hug the feet for all day comfort.
A reader says, “I bought these to wear during our trip to France and Belgium. They were easy to break in, comfy all day long and into the night, so stylish, and worth the price. They worked well for our family photo shoot too.” You can also get them in wide sizes!
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.”
Sofft Betty Women’s Waterproof Brown Mid Calf Boots
A beautiful yet tough pair of boots, these Sofft Betty 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 sleek 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 Sofft!”
Shop: Amazon | Nordstrom | Sorel
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.”
Our readers voted for the warmest socks for winter travel. Find out what they chose!
Shop: Amazon
Vince Camuto Womens Suede Mid Calf Boots
These Vince Camuto mid-calf boots have an edgy block heel that users say isn’t too high. They also boast some comfortable features, such as a cushioned insole and soft upper. The sturdy construction makes them awesome for travel or everyday wear. Just note that they aren’t exactly for long-distance walking.
A traveler shares, “The mid-calf height and block heel give them a modern and fashion-forward vibe that effortlessly elevates any outfit. Whether dressing up for a night out or going for a casual look, these boots are versatile and always a head-turner. And they’re surprisingly comfortable!”
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.