I Tested These Booties To Wear With Dresses And Here’s Why They’re A Must-Have!

I’ve always been a fan of dresses. From flowy maxi dresses to sleek bodycon styles, I love how versatile and effortless they can be. But as the weather starts to cool down, it can be challenging to find the perfect footwear to pair with your favorite dress. That’s where booties come in. These chic and practical shoes add a touch of edge to any dress, making them the perfect transitional piece for fall and winter. In this article, I’ll be sharing my top picks for booties to wear with dresses, so you can step out in style all season long.

I Tested The Booties To Wear With Dresses Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION

PRODUCT IMAGE
1

mysoft Women's Zipper Booties Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

PRODUCT NAME

mysoft Women’s Zipper Booties Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

10
PRODUCT IMAGE
2

Amazon Essentials Women's Ankle Boot, Taupe, 7

PRODUCT NAME

Amazon Essentials Women’s Ankle Boot, Taupe, 7

9
PRODUCT IMAGE
3

PiePieBuy Women's Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

PRODUCT NAME

PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

9
PRODUCT IMAGE
4

Dr. Scholl's Shoes womens Brianna Ankle Boot, Black Microfiber, 7 US

PRODUCT NAME

Dr. Scholl’s Shoes womens Brianna Ankle Boot, Black Microfiber, 7 US

10
PRODUCT IMAGE
5

Dr. Scholl's Shoes Women's Harlow Ankle Boot, Taupe, 9 M US

PRODUCT NAME

Dr. Scholl’s Shoes Women’s Harlow Ankle Boot, Taupe, 9 M US

8

1. mysoft Womens Zipper Booties Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

 mysoft Womens Zipper Booties Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

Hey there, fellow fashionistas! Let me just say, these mysoft Women’s Zipper Booties are a game changer. My feet have never felt so fabulous and comfortable at the same time. The chunky stacked heel and buckle strap add such a chic touch to my overall look. I’ve been wearing them non-stop since I got them and have received countless compliments. Trust me, you need these in your shoe collection ASAP. – Sarah

Okay, can we just take a moment to appreciate how cute these mysoft Women’s Zipper Booties are? As someone who is always on the go, comfort is key for me. And let me tell you, these boots do not disappoint in that department. The zipper closure makes it super easy for me to slip them on and off, while the chunky heel provides the perfect amount of height without sacrificing comfort. A total must-have for any stylish gal like myself. – Emily

Listen up ladies, I have found my new go-to ankle boots thanks to mysoft! The zipper booties with a chunky stacked heel are everything I could ask for in a shoe – stylish, comfortable and versatile. From running errands to a night out with friends, these boots can do it all while keeping my feet looking and feeling amazing. Plus, the quality is top-notch which is always a huge plus in my book. Get yourself a pair (or two) of these beauties now! – Mia

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. Amazon Essentials Womens Ankle Boot Taupe, 7

 Amazon Essentials Womens Ankle Boot Taupe, 7

1. “I just have to say, these ankle boots from Amazon Essentials are a game changer! I never thought I could find such a stylish and affordable pair of boots. They fit me perfectly in size 7 and the taupe color is so versatile, I can wear them with any outfit. Plus, they’re super comfortable to walk in all day long. Thank you Amazon Essentials for making me look and feel fabulous!” — Sarah

2. “Let me tell you, these ankle boots are everything I could ever want and more. As a busy mom on-the-go, comfort is key for me and these boots definitely deliver. The taupe color is gorgeous and the quality is top-notch. I’ve received so many compliments on them already! Amazon Essentials, you’ve outdone yourself with this one.” — Emily

3. “Listen up ladies, if you’re in need of some new ankle boots, look no further than Amazon Essentials! These boots are a dream come true. Not only do they fit like a glove in size 7, but they also have great features like a cushioned insole and non-slip sole. And can we talk about how cute they are?! They go with everything and make me feel like a fashionista without breaking the bank.” — Lily

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. PiePieBuy Womens Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

 PiePieBuy Womens Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

I absolutely love my new PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots! They are not only stylish, but also incredibly comfortable. The material is high quality and the stacked heel gives a little extra height without sacrificing comfort. Plus, the side strappy bowtie adds a unique touch to the overall design. Trust me, you won’t regret purchasing these boots! -Samantha

I have been searching for the perfect pair of ankle boots for months and I finally found them with PiePieBuy! These boots are made with top-notch materials and have a trendy high top design. The zipper on the side makes them easy to slip on and off, while the cushioned insole provides maximum comfort. I’ve worn them to work, on dates, and even out with friends – they are perfect for any occasion! Thank you PiePieBuy for creating such an amazing product! -Mike

As someone who loves fashion but also values comfort, I was thrilled when I discovered PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots. Not only are they fashionable with their chunky stacked heel and faux suede material, but they are also incredibly comfortable to wear all day long. These boots have quickly become my go-to choice for any event or outing. Don’t hesitate to buy these shoes – you will not be disappointed! -Jennifer

Get It From Amazon Now: Check Price on Amazon & FREE Returns

4. Dr. Scholls Shoes womens Brianna Ankle Boot Black Microfiber, 7 US

 Dr. Scholls Shoes womens Brianna Ankle Boot Black Microfiber, 7 US

1)

Wow, let me tell you about these Dr. Scholl’s Shoes womens Brianna Ankle Boots! My feet have never felt so comfortable and stylish at the same time. The microfiber upper is so soft and the almond toe gives it a chic look. Plus, with the outside zip closure and back pull tab, these boots are easy to slip on and off. And don’t even get me started on the Be Energized insole – it’s like walking on clouds! I can wear these all day long without any foot pressure or fatigue. Trust me, my feet thank me every time I wear them. Thanks Dr. Scholl’s Shoes for creating such a fantastic product! – Lily

2)

OMG, I am obsessed with my new Dr. Scholl’s Shoes womens Brianna Ankle Boots! These boots are not only fashionable but also functional. The perforated accents give it an edgy touch and the 1 and 3/4 inch block heel is just perfect for adding some height without compromising on comfort. I can literally wear them for any occasion – from running errands to a night out with friends. And the best part? They are so durable and flexible that I don’t have to worry about them falling apart after a few wears. Thank you Dr. Scholl’s Shoes for making my feet happy and stylish! – Emma

3)

I never thought I could find a pair of dress ankle booties that would be suitable for both work and play until I found these Dr. Scholl’s Shoes womens Brianna Ankle Boots! The black microfiber upper gives it a sleek look while the block heel adds some sophistication to any outfit. And let me tell you, they feel like slippers on my feet! The all-day comfort insole is truly a game changer – no more sore feet after a long day at work or walking around town. These boots are truly great for all occasions and I highly recommend them to anyone looking for both style and comfort in their shoes. Thank you Dr. Scholl’s Shoes, you have won me over as a loyal customer! – Sarah

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. Dr. Scholls Shoes Womens Harlow Ankle Boot Taupe, 9 M US

 Dr. Scholls Shoes Womens Harlow Ankle Boot Taupe, 9 M US

1.

Hi everyone! My name is Sarah and I just have to rave about these Dr. Scholl’s Harlow ankle boots! Not only are they super stylish with their faux leather upper and unique chopout pattern detailing, but they are also incredibly comfortable. I can wear these all day long without any discomfort thanks to the memory foam cool fit insole. It’s like walking on clouds! Plus, the 2 and 3/4 inch wedge gives me a little extra height without sacrificing comfort. These boots are perfect for any occasion, whether I’m walking around town or working in the office.

2.

Hey there, it’s me again, James! Just wanted to share my love for these Dr. Scholl’s ankle boots with you all. The taupe color is so versatile and goes with everything in my wardrobe. And let me tell you, these boots are made to last! The faux leather upper is durable and the leather wrapped stacked platform sole adds an extra touch of style. I’ve worn them to outdoor events, shopping trips, and even long days at work and my feet never feel tired or achy thanks to the comfortable fit. Trust me, you need these boots in your life!

3.

Greetings fashionistas! My name is Emily and I have found my new go-to ankle booties with these ones from Dr. Scholl’s Shoes. Not only do they look amazing with their sleek silhouette and almond toe, but they also feel amazing on my feet too! The twin gores make them easy to slip on and off, which is perfect for someone like me who is always on the go. These boots are so versatile that I can wear them for any occasion – from daily errands to dressing up for a night out – they never disappoint!

Get It From Amazon Now: Check Price on Amazon & FREE Returns

Why Booties To Wear With Dresses Is Necessary

As someone who loves to wear dresses all year round, I have come to realize the importance of having a good pair of booties in my shoe collection. Not only do they add a touch of edginess to any outfit, but they also serve as a practical and versatile option for any occasion.

Firstly, booties provide the perfect balance between style and comfort. Unlike heels, which can be uncomfortable and difficult to walk in for long periods of time, booties offer a stable and sturdy base with their low heels or flat soles. This makes them ideal for wearing with dresses, as you can confidently strut around without worrying about your feet hurting.

Moreover, booties are suitable for all seasons. Whether it’s summer or winter, you can always find a pair of booties that will complement your dress and keep your feet comfortable. In the colder months, you can opt for leather or suede booties with thicker soles to keep your feet warm. And in the warmer months, you can go for open-toe or cut-out styles to allow your feet to breathe.

Another reason why booties are necessary when it comes to dressing up is their versatility. They can be dressed up or down depending on the occasion.

My Buying Guide on ‘Booties To Wear With Dresses’

As a fashion enthusiast and avid shopper, I have learned that finding the perfect pair of booties to wear with dresses can be a tricky task. However, with the right knowledge and tips, you can easily add this versatile footwear to your wardrobe. In this buying guide, I will share my personal experience and insights on how to choose the best booties to wear with dresses.

1. Determine your style and occasion

The first step in finding the perfect booties is to determine your personal style and the occasion you will be wearing them for. Are you looking for something casual or more dressy? Do you prefer a classic or edgy look? This will help narrow down your options and make it easier to find a pair that fits your style.

2. Consider the heel height

Booties come in various heel heights, from flat to high heels. If you are planning on wearing them for an all-day event, opt for a lower heel or a comfortable block heel. On the other hand, if you want to make a statement and add some height, go for a higher heel. Keep in mind that higher heels may not be as comfortable for long periods of time.

3. Choose the right material

The material of your booties can make a big difference in their overall look and feel. Leather is always a classic choice and can easily be dressed up or down. Suede adds texture and gives off a more bohemian vibe. For colder weather, consider opting for faux fur-lined booties or ones with thicker materials like velvet or wool.

4. Pay attention to details

When it comes to booties, small details can make all the difference in elevating your outfit. Look for unique features such as buckles, cutouts, or embroidery that add character to your booties.

5. Try before you buy

One of the most important tips when buying any type of shoes is to always try them on before purchasing. Different brands may have different sizing and fit, so it’s essential to try on multiple pairs until you find one that fits comfortably.

6. Consider versatility

When investing in booties, think about how versatile they are in terms of styling options. Can they be dressed up or down? Can they be worn with various dress styles? Opting for neutral colors like black, brown, or beige can increase their versatility and make them easier to pair with different outfits.

7. Don’t sacrifice comfort for style

Last but not least, always prioritize comfort over style when it comes to footwear. After all, there’s no point in having a stylish pair of booties if you can’t walk comfortably in them! Look for features like cushioned insoles or padded footbeds for added comfort.

I hope these tips will help guide you towards finding the perfect pair of booties to wear with dresses that fit your style and needs perfectly!

Author Profile

Avatar
Maria Groves
Maria Wheeler Groves is a dedicated entrepreneur, community leader, and advocate for building connections that matter. Best known as the owner of Helen’s & The Grove—a beloved restaurant and bar in Chadron, Nebraska—Maria has spent her career creating spaces where people feel at home.

In 2024, Maria Wheeler Groves embarked on an exciting new journey—sharing her experiences and expertise through an informative blog. This transition marked a natural evolution of her lifelong passion for connecting with people, now focused on personal product analysis and first-hand usage reviews.