How to Choose Comfortable Booties: 5 Things to Look For

Are you looking for comfortable, stylish booties to incorporate into your go-to wardrobe items but aren’t sure how to choose booties that will leave you feeling supportive and fashionable? Don’t worry, you’re not alone! Finding booties with good arch support that can give you the comfort and support you deserve even when you’re spending a long way on your feet can be a challenge, but we’re here to help. We want to make sure that you feel empowered and excited to expand your wardrobe when you’re shopping for the perfect pair of booties, not overwhelmed and unsure what you should be on the lookout for. To help make your search as simple and easy as possible, we’ve laid the groundwork for you to have a successful search for your ideal pair of booties by compiling the five top things to look for when you’re buying comfortable booties to make sure that they will serve the function you’re looking for, fit into your unique style aesthetic, and give you the support you need to be comfortable with every step. Once you know what you need to be looking for, your search will be a breeze and you can start enjoying your new pair of booties right away!


We not only want to give you the knowledge you need to help you find a comfortable ankle boot that will give you support all day long, but we have also earned a place in the industry as a trusted resource with dedicated foot doctors, shoe stylists, and research teams to make sure you never have to choose between the latest fashion-forward styles and cutting-edge supportive features in your pursuit of perfect booties. Along the way, we’ll educate you on the top five things to look for when buying comfortable booties to make sure they have the quality, support, and style you need for them to become a go-to item in your footwear arsenal.

5 Things to Look For When Buying Comfortable Booties

Before you can start shopping for the perfect pair of comfortable booties to pair with all of your favorite outfits, we want to give you some specific knowledge that will help you find booties that will mesh with your unique sense of style and give you the support you need to be comfortable even on long days on your feet.

1. Cut and Style of the Bootie

With booties, there are no shortage of adorable styles to choose from, which can be wonderful but can also sometimes feel a bit overwhelming. When you’re looking for the perfect pair of supportive booties, you need to ask yourself, “Does the cut and style of the bootie match my unique aesthetic?” You deserve to look and feel great in the pair of booties that you choose and that begins with choosing a bootie that will fit into your personal style and be a staple part of your wardrobe that you are excited to wear time and time again because you feel that it is reflective of your personality. To feel confident in a pair of booties, you have to make sure that they work for your body and style, which means making sure the cut and style align for you.


When you’re looking at the cut of a bootie, some styles may make your legs look a bit more stumpy and others may elongate the appearance of your legs and this difference is largely due to the cut of the boot and your unique body type. What looks fabulous for you may not be ideal for someone else and vice versa. It’s important to keep this in mind as you search for booties since it is very individualistically determined. You may love the way combat boots or anklee boots look on your favorite celebrity or friend and may find that similar styles just aren’t quite right for you, and that’s okay! The perfect bootie for your style and body exists, it just may take a bit of experimentation with different styles to find that perfect balance of features that make you feel confident and great.


During this step of analysis during your bootie selection process, it can be helpful to picture a few of your most commonly worn outfits (we all have them!) and consider whether or not the ankle booties that are in contention would pair well. This is a quick way to weed out booties that you may think are cute but don’t quite mesh with the rest of your wardrobe. If you have a massive skinny jean collection or are obsessed with leggings, most We know it can be tempting to veer outside your comfort zone when you’re picking a new pair of shoes, but if you go too outside a cut and style you feel comfortable with, you can end up with a pair of booties that sit at the back of your closet collecting dust and we don’t want that! Be realistic about what women’s ankle tall boots you’ll wear regularly as a part of your wardrobe and remember that it’s okay to say no to a pair of booties that you don’t think you are in love with either in style, cut, or both. In the long run, you’ll be happy you did when you find the perfect pair. For information about the difference between booties and ankle boots, check out our related blog.

2. Heel Height

Have you ever purchased a pair of women’s boots with a heel only to wear them once and realize that they are too high for you to feel comfortable walking in and you’re left uncomfortably teetering around when you do wear them? We’ve all been there! That limit is different for everyone, but no matter what your comfort zone is, it’s important to be true to yourself. That is why in your pursuit of booties, another thing we recommend looking at is the heel height of the booties. Will you feel comfortable walking in booties with a higher heel? Is it practical for the function you have in mind? Where is your heeled booty comfort zone?


We all have different heel heights that we feel comfortable with and to get the optimal amount of use out of your dress boots, it’s important to make sure that the booties you are buying have a heel that you will feel comfortable walking in and wearing to a variety of occasions. Some people will only feel comfortable walking in flat booties, some people will find the sweet spot somewhere between a one-inch and two-inch heel, and some people may be looking for an extra boost in height with their booties. No matter what zone you fall into, there is no right answer, you just have to make sure that you will feel comfortable and that the booties will serve the function you are looking for.

3. Material

Another important thing to look for in a pair of booties is what material they are made out of. There is a tremendous difference between high-quality materials and cheaper, low-quality materials and we always encourage you to invest in high-quality materials with your footwear so that it stands the test of time and weather. This is especially important if you plan on wearing your booties in rainy weather and wet conditions, as you will want to make sure the material you select for your booties is waterproof and that it will be able to stand up to the wear of the elements and wet surfaces. Two of our favorite materials for seasonal booties are weather-resistant leather boots and weather-resistant suede boots, which will pair well with every outfit and be designed to last.

4. Cushioning and Arch Support

If you’re looking for supportive, comfortable booties, a good cushioned insole and arch support are must-haves that you cannot compromise on. Have you ever thrown on a cute pair of booties and worn them throughout the day only to come home later with sore, aching feet? You’re not alone! The key to comfortable booties is having the arch support your feet need to be stable, balanced, and supported as your feet impact the ground and the cushioning underneath your feet help absorb the impact of your movements and keep your feet comfortable with every step. If you have extreme foot pain, heel pain, or plantar fasciitis, comfortable and supportive shoes are a must. Trust us, never skip on the cushioning and arch support!

5. Size and Fit

You may think that the size of your feet stops changing once you stop growing, but did you know that the size of your feet can continue to change throughout your life? We recommend getting your feet professionally sized once a year to make sure that you’re buying shoes that are the right size and buying high-quality footwear that is designed to fit the structural elements of your feet comfortably. By having booties that are the correct size and fit, you can avoid common foot ailments like bunions, corns, blisters, and ingrown toenails.


Check out all of our supportive booties for women to find your perfect pair of stylish orthopedic shoes today!

Leave a Reply