10 Fashionable Vintage Boots You Need In Your Life

Vintage boots are a great way to add some flair to your wardrobe without breaking the bank. They’re comfortable, versatile, and always look good.

10 Fashionable Vintage Boots You Need In Your Life

However, finding the perfect pair isn’t easy. Here are some tips to help you find the best vintage boots.

Know Your Foot Size

The most important thing to remember when buying vintage boots is to know your foot size. A lot of brands make the mistake of sizing up rather than down.

This could lead to uncomfortable shoes that don’t fit well. If you aren’t sure what size you wear, take your current shoe size into consideration.

Then subtract 2 sizes. For example, if you normally wear a 9, buy a 7 or 8.

Check Out Fastenings 

If you’ve been browsing online stores for vintage boots, chances are you’ve come across a few different styles that look great online, but don’t quite fit comfortably enough for everyday wear. 

While you’re shopping around for vintage boots, be sure to check out the fastenings, because doing so will give you the chance to see how the boots are supposed to be worn.

If the zippers seem to be broken or the buckles are slightly loose, you might want to pass on buying the boot, since it won’t be able to be worn comfortably. 

Look At Heels And Soles 

Whether you’re shopping online or walking around a store, the first thing you need to do when buying a pair of vintage boots is look at both the soles and heels of the boot.

This observation will tell you exactly what kind of wear you’ll experience over time and whether or not the boot deserves a place in your wardrobe.

If buying second hand be sure to check the bottom of the boot. If the entire bottom of the sole is left intact, you’ve got a great chance of wearing those boots for a long while.

However, if the bottom of the sole is fading away to the edge of the shoe, chances are the boot is nearing the end of its useful lifespan.

Here are some popular vintage boots you’ll love. 

1. Gemma Boot

The Gemma boot is a classic style that never goes out of fashion. But it’s about to become even better thanks to one of the most exciting collaborations yet.

The company teamed up with British footwear brand, Aesop, to bring you this ultra-feminine version.

Crafted in Italy, this women’s boot features premium leather uppers and a soft lining for comfort. With a mid-top silhouette and rounded toe, this shoe is a stylish addition to your wardrobe.

Wear yours with everything from jeans to dresses to skirts.

2. Sadelle Boot

The Women’s Sadelle Boot by Adrienne Vittadini is now available online and in stores. This boot features a leather upper with a pebbled finish, a rubber outsole, and a cushioned footbed.

A removable sock liner provides added comfort.

The Women’s Saddle Boot ($149) is a versatile boot, available in black, brown, gray, pink, red, tan, white, and yellow, it is designed for women who want something easy to wear during the day while still looking stylish.

3. Trina Boot

Trina Schafer, owner of Trina Schafer Designs, recently launched her latest collaboration with designer Marc Jacobs. This boot features a patent leather upper and a soft suede lining.

A signature snake print is stitched across the toe box, while the heel tab is adorned with a decorative diamond pattern. The boots are finished off with a high-shine silver metal buckle and a rubber sole.

The Trina Schafer Design x Marc Jacobs “Women’s Trina Boot”, priced at $129$, is now available on trinaschaferdesigns.com.

In short, the Trina boot is a women’s hiking boot that provides support and comfort while still looking good. You’ll find them in many different styles and colors, including black, brown and tan leather. 

They’re designed to fit comfortably over most shoes without being too bulky. And because they are flexible, they allow for easy movement and walking. Plus, they come with a removable insole that allows for custom sizing.

4. Filo Boot

This women’s boot is designed to give you the perfect fit every step of the way. Made with a soft leather upper and a flexible rubber outsole, it features a midfoot strap and a heel counter for extra support.

The Women’s Filo Boot has been designed to provide you with the ultimate comfort and stability while walking around town (Tired of walking? Check out this article about Vintage Bikes).

Its unique shape allows you to walk naturally without putting pressure on your feet. This style offers great flexibility thanks to its flexible sole and high-quality materials.

With its beautiful design and comfortable fit, this women’s boot will make sure you look stylish wherever you go.

5. Kelly Boot

The Women’s Kelly Boot is a boot designed specifically for women.

This is a classic style boot that is versatile enough to wear around town or out for dinner. This boot features a smooth leather upper with a zipper closure and a rubber sole.

This is a great casual shoe for anyone looking for a comfortable pair of boots. With a price tag of $149 it won’t break the bank either.

6. Jemina Boot

The Jemina boot from New York City-based shoe brand, JEMINA, features a full zip design and a leather upper.

This women’s hiking boot is designed with comfort in mind and includes a padded collar, a cushioned footbed, a removable sock liner, and a durable rubber outsole.

The Jemina boot is designed to provide comfort and support during everyday activities. They are perfect for those looking for a versatile pair of boots that can go from casual wear to dressy occasions.

7. Miriam Boot

The Women’s Miriam boot is a classic style that has been around since the early 1900s. However, it seems like the style is making a comeback. 

The boot features a pointed toe, lace up front, leather upper, rubber sole, and a heel counter strap. This particular pair of boots are made by Italian brand Giuseppe Zanotti.

They retail for a whopping $2,500, but you can find similar pairs online for less than $100.

8. Naomi Boot

The women’s boots are designed for walking around town, hiking, fishing, camping, hunting, and just about anything else you do outdoors.

They are versatile enough to wear during the day, evening, or night. These boots are made with leather and rubber soles for traction and durability. These boots are perfect for work, play, and everything in between.

The women’s boots are a great choice for spring and summer because you can wear them with everything from jeans to dresses.

They’re comfortable, stylish and versatile enough to take you from day to night.

Naomi boots are one of the most popular styles among women. This style is suitable for both casual and formal occasions. You can choose different types of materials such as leather, suede, patent, etc.

9. Dallas Boot

The Women’s Dallas Boot is designed to fit like a glove. Its flexible rubber sole provides excellent traction while the breathable mesh upper keeps feet cool and dry.

This boot features a soft microfiber lining, padded collar, and reinforced heel counter. A pull tab allows you to easily slip it off without having to undo laces.

10. Charmaine Bootie

Charmaine Booties are a great option for women looking for comfortable shoes that look amazing. They come in a variety of colors and styles, including strappy sandals, mules, wedges, peep toes, and even boots.

They are perfect for casual occasions like shopping, running errands, and hanging out with friends.

Shopping Tips

The internet is great for finding shoes, especially if you know what you want and where to look.

But for those looking for something specific, like a particular brand, size, or color, browsing in person is still the best bet.

This is because there are just too many variables to account for online, and that includes the fact that sometimes the pictures aren’t even close to accurate representations of the actual item itself.

There are some things that you simply cannot do well enough online to make up for lack of personal experience. One of those is sizing.

Online retailers tend to use generic measurements rather than ones that specifically reflect the individual needs of each customer.

So unless you’re willing to spend half a day measuring yourself against a standard chart, you’re probably not going to end up buying the right size.

Another problem with online shopping is the quality of the product. You might think you’re getting a good deal, but chances are it’s not going to live up to expectations once you receive it.

And that goes double for used items, since they’ve already been worn. Finally, there’s the issue of authenticity. When you buy something used, you’re essentially taking a risk.

If you’re serious about finding the perfect pair of boots, it pays to go in person and take the time to check out each single one.


Vintage boots can be found anywhere from thrift stores to high-end boutiques. The best way to find them is by browsing through local shops and applying our pro shopping tips!

Happy boot shopping!

Willa Price