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When the temperature drops, short boots are the perfect travel solution. This season, your options are better than ever with a variety of trends and colors to choose from.

Shop the best ankle boots for fall – but don’t worry – you can travel with them for just about any cold weather destination all year long!

 

Please note: for extreme arctic weather, read this post.

 


Best Ankle Boots for Fall 2021

Written by: Nikki Landry


 

 

Table Of Contents

 

 

We are knee-deep in my favorite time of year…boot season! With so many styles and shapes to choose from to add to your capsule wardrobe, it’s easy to get excited about all of the possibilities.

 

Where to Wear Ankle Boots

 

Ankle booties are awesome travel shoes for destinations such as the US, South Africa, Europe, New Zealand, and metropolitan cities around the world. They’re best for moderate to cool temperatures and can be used in the rain as well. However, we don’t recommend them for sub-zero temperatures.

 

If it’s snowing, choose one of these options instead:

 

Short boots are some of the best shoes for travel in cooler climates because they protect your feet from the elements while being easy to pack. They’re great for trips with two weather systems and some boots are even small enough to fit into a packing cube. As a bonus, they’re stylish as well.

 

We love wearing them with dresses especially when your trip calls for varying weather. Learn how here!

 

I rounded up a few of my favorite shoe trends this season to guide you in your search. I geared these selections to travel friendly options, which means I tried to keep them easily packable and with low heels.

 

Here is a quick list of the best ankle boots for fall:

  • Blondo Elvina waterproof Ankle Boots
  • Blondo Villa Waterproof Ankle Bootie
  • Sorel Cate Booties 
  • Kork Ease Ryder Ankle Boot
  • Cole Haan Grand Valorie Bootie
  • Lucky Brand Basel Bootie
  • Blundstone 1351 Chelsea Boots
  • Hush Puppies Mazin Cayto Ankle Boot
  • Naturalizer Tia Water Repellent Bootie
  • Sorel Lennox Lace Up Boots

 

 

Keep reading below for a breakdown of the best ankle boots for fall so you can wear them through spring (and beyond):

 

 


best-ankle-boots-for-fall

Blondo Elvina Waterproof Ankle Boots

 

Best Versatile Ankle Boots

 

Run out the door and take your style on the road, no matter the weather, with the Blondo Women’s Elvina waterproof ankle bootie. These are the best versatile ankle boots thanks to the neutral leather style, side zip feature, and short heel.

This boot is also waterproof, which adds to its versatility. Not only do they make for the best fall ankle boots, but they also can transition to winter and spring. In spring, pair them with skirts and in fall and winter skinny black jeans. Buy it here!

 

For a dressier feel, throw on gold stud earrings and a killer leather jacket!

 

 

 

best-ankle-boots-for-fall

Blondo Villa Waterproof Ankle Boots

 

Best Comfortable Ankle Boots

 

We love the Blondo Villa bootie so much we’ve written a whole shoe review on it! Made from soft suede or leather, this style features a low, stacked heel and textured rubber sole for enhanced traction. you can still feel fashionable on rainy days thanks to these waterproof ankle boots.

Blondo’s Aqua Protect seal guards leather and other materials against water and the harmful effects of calcium and salt. So along with looking stylish, it’s also durable and you won’t have to worry about them getting damaged in the rain.

The black leather style has a black heel and sole for a chic and edgy look. You can literally wear these with everything, from dresses to jeans, and from casual day outing to evening occasions. Buy it here!

 

 

Watch this video or read my review and find out why the Travel Fashion Girl readers and I love this comfortable boot for travel

 

Clarks is one of the top twenty brands our readers recommend as the best shoes for travel!

 

 

best-ankle-boots-for-fall

Sorel Cate Boots

 

Best Waterproof Ankle Boots

 

When you’re in need of a comfortable ankle boot, you can rely on Sorel. This brand is known for its stylish styles you can walk in all day long. The Sorel Women’s Cate Booties comes in pebbled leather with suede trim, making it the perfect ankle boot for fall.

The rubber sole gives a strong grip on slippery surfaces and full-length zipper closure means you can easily slip your feet in and out. Along with the molded PU-like EVA footbed with a synthetic topcover for added comfort, this classic style makes it easy to wear with skirts, dresses, pants, or jeans.

Remember, even comfort shoes from brands like Sorel still need to be broken in. Spend some time wearing them around the house so they conform better to your feet. Buy it here!

 

 


best-ankle-boots-for-fall

Kork-Ease Ryder Boots

 

Best Leather Ankle Boots

 

For a classic, flat, leather ankle boot, we love the Kork Ease Ryder Ankle Boot. The zipper on the rear makes it easy to slip on and off, while the stacked heel offers support for long days of walking.

The sleek leather makes this modern style perfect for traveling as you can wear it with just about anything. Plus, this timeless silhouette will be in style for years to come!

Remember, even the best leather boots need a chance to conform to your foot shape. Wear these with thick socks if you need to stretch out a bit. Buy it here!

 

Take a look at our top picks for the best women’s leather boots!

 

 

best-ankle-boots-for-fall

Cole Haan Grand Valorie Boots

 

Best Fashion Ankle Boots

 

For the more adventurous traveler who likes to stay on trend, a pointed toe option like the Cole Haan Grand Valorie Bootie shown above may be the answer to your fashion ankle boot needs.

Polished black leather adds an interesting texture to your outfits. It can act as a neutral and looks great with just about every color. Furnished with a Grand 36Ø technology for responsive cushioning and breathability. These are surprisingly versatile, which is why we included them on our list of the best ankle booties. Buy it here!

 

For budget finds, take a look at this round-up!

 

 

best-ankle-boots-for-fall

Lucky Brand Basel Boots

 

Best Ankle Boots Colors and Prints

 

I’m a huge fan of colorful shoes, and I buy a new style every season. For a girl who wears simple neutral clothing and little jewelry it’s my way to add personality to my travel outfits.

I wouldn’t wear these styles to any off-road travel destination, but they are great for big city travels. This simple ankle boot by Lucky Brand can be treated as a neutral, and will pair well with any outfit.

Also, the Chelsea boots are a traditional style that’s elevated by the color and interesting details, making them some of the best ankle boots for fall. Buy it here!

 

Metallic sneakers were all over Europe this summer so it makes sense to transform the trend into a weather-friendly shoe! Read more about the best walking shoes for Europe.

 

 

best-ankle-boots-for-fall

Blundstone 1351 Chelsea Boots

 

Best Outdoor Ankle Boots

 

We are big fans of the Blundstone 1351 Chelsea Boot. Blundstone may largely be known for its iconic rustic look but these boots are just as comfortable!

The 1351 is outfitted in rich leather so you can wear these throughout fall and winter. These are particularly great outdoor ankle boots due to the rugged, worn-in look. You won’t have to worry about slipping in mud with these durable, fall ankle boots.

Pair these with jeans or travel pants for short walks and treks in the great outdoors. Your feet will stay comfy all day! Buy it here!

 

Find out our readers’ picks for the best black ankle boots for travel!

 

 

best-ankle-boots-for-fall

Hush Puppies Mazin Cayto Ankle Boot

 

Best Ankle Boots under $100

 

We’re all on the hunt for a great pair of booties, but at what cost? The Hush Puppies Mazin Cayto ankle boot proves that classic wardrobe staples come in affordable packages.

This leopard print, slip on style looks great with leggings, jeans, and skirts. Like most boots, this will need some break in time before you try and wear them for an extended period of walking. This style is trendy because it’s not only practical it can easily create a dressier look as well.

If you are looking for a dressy boot option, the block heel style is low enough for long days, but also gives you a little lift. The extended ankle shaft is another fun trend to incorporate into your travel wardrobe. Buy it here!

 

Check out our top product picks for the perfect autumn winter boots for women that are under $100!

 

 

best-ankle-boots-for-fall

Naturalizer Tia Water Repellent Boots

 

Best Buckled Ankle Boots

 

This season’s embellishment of choice seems to be the buckle when it comes to the best ankle boots for fall. You can find them on heels, ballet flats, oxfords, and, of course, the most stylish booties.

They look great in multiples placed on classic black ankle boots for a moto feel or as a shiny addition to a simple shoe. The wrap over design of the Tia water repellent bootie shown above is especially popular this season.

It’s an easy way to add a masculine edge to your jeans and t-shirt travel ensemble. For a chic look, wear this style with a tailored wool coat and skinny jeans.

This season, I’ve noticed a lot of crossover and mixing of styles. If you really want to dive into this season’s trends, find a boot style that combines more than one trendy element! Buy it here!

 

Not sure what clothes to use with them? Here’s how to wear ankle boots.

 

 

best-ankle-boots-for-fall

Sorel Lennox Lace Up Boots

 

Best Lace Up Ankle Boots

 

Another shoe trend that I’ve added to my own closet, the lace up ankle boot is a menswear inspired style that brings a masculine look to your travels. I recently brought mine on a trip to Copenhagen, and it was an interesting addition to my wardrobe.

I love to wear them with button down shirts and jeans, and the higher ankle shaft combines well with crew length socks. For an added touch of style, let a patterned sock peek out of the top of the boot. I love that this classic, masculine style Lennox boot has made it onto the list of our favorite fall booties. Buy it here!

 

We love lace up boots. See more in our post about boots for fall and winter!

 

 

Here is a quick review of the best ankle boots for fall:

BRAND / MODEL REVIEW RATING / PRICE
Blondo Women's Elvina waterproof Ankle Booties Best Versatile Ankle Boots
- Run out the door and take your style on the road, no matter the weather, with the Blondo Women's Elvina waterproof ankle bootie. These are the best versatile ankle boots thanks to the neutral leather style, side zip feature, and short heel.

Check Price
Blondo Villa Waterproof Ankle Bootie Best Comfortable Ankle Boots
- Made from soft suede or leather, this style features a low, stacked heel and textured rubber sole for enhanced traction. you can still feel fashionable on rainy days thanks to these waterproof ankle boots.

Check Price
Sorel Women's Cate Booties Best Waterproof Ankle Boots
- The rubber sole gives a strong grip on slippery surfaces and full-length zipper closure means you can easily slip your feet in and out. Along with the molded PU-like EVA footbed with a synthetic topcover for added comfort, this classic style makes it easy to wear with skirts, dresses, pants, or jeans.

Check Price
Kork Ease Ryder Ankle Boot Best Leather Ankle Boots
- The sleek leather makes this modern style perfect for traveling as you can wear it with just about anything. Plus, this timeless silhouette will be in style for years to come!

Check Price
Cole Haan Grand Valorie Bootie Best Fashion Ankle Boots
- Polished black leather adds an interesting texture to your outfits. It can act as a neutral and looks great with just about every color. Furnished with a Grand 36Ø technology for responsive cushioning and breathability.

Check Price
Lucky Brand Basel Booties Best Ankle Boots Colors and Prints
- I wouldn’t wear these styles to any off-road travel destination, but they are great for big city travels. This simple ankle boot by Lucky Brand can be treated as a neutral, and will pair well with any outfit.

Check Price
Blundstone 1351 Chelsea Boot Best Outdoor Ankle Boots
- The 1351 is outfitted in rich leather so you can wear these throughout fall and winter. These are particularly great outdoor ankle boots due to the rugged, worn-in look. You won’t have to worry about slipping in mud with these durable, fall ankle boots.

Check Price
Hush Puppies Mazin Cayto Ankle Boot Best Ankle Boots under $100
- We’re all on the hunt for a great pair of booties, but at what cost? The Hush Puppies Mazin Cayto ankle boot proves that classic wardrobe staples come in affordable packages.

Check Price
Naturalizer Tia Water Repellent Boots Best Buckled Ankle Boots
- They look great in multiples placed on classic black ankle boots for a moto feel or as a shiny addition to a simple shoe. The wrap over design of the Tia water repellent bootie shown above is especially popular this season.

Check Price
Sorel Lennox Lace Up Boots Best Lace Up Ankle Boots
- I love to wear them with button down shirts and jeans, and the higher ankle shaft combines well with crew length socks. For an added touch of style, let a patterned sock peek out of the top of the boot. I love that this classic, masculine style Lennox boot has made it onto the list of our favorite fall booties.

Check Price

 

 


 What are your favorite ankle boots for fall? Please share your comment below!


 

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Author Bio: Niki is an interior designer and artist from Louisiana. In addition to her design work, she writes for local and online publications sharing her experiences and passion for travel. Niki is currently adding stamps to her passport while building her design practice, Niki Landry Designs.