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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 and spring – 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

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 Villa Waterproof Ankle Bootie
  • Dr. Scholl’s Rate Zip Waterproof Ankle Boots
  • Ugg Ashton Ankle Boots
  • Teva Anaya Ankle Boot
  • Blondo Dagger Waterproof Boot
  • Lucky Brand Basel Bootie
  • Blundstone 1351 Chelsea Boots
  • Hush Puppies Mazin Cayto Ankle Boot
  • Dansko Cagney Ankle 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):





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 the Blondo Villa comfortable boot for travel




Dr. Scholl’s Rate Zip Waterproof Ankle Boots


Best Versatile Ankle Boots


Run out the door and take your style on the road, no matter the weather, with the Dr. Scholl’s Rate Zip waterproof ankle bootie. These are the best versatile ankle boots thanks to the suede 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 in winter with black jeans. Buy it here!


Dr. Scholl’s is one of the top twenty brands our readers recommend as the best shoes for travel!




UGG Ashton Chelsea Boot


Best Waterproof Ankle Boots


When you’re in need of a comfortable ankle boot, you can rely on Ugg. This brand is known for its stylish styles you can walk in all day long. The UGG Ashton Chelsea Boot comes in full-grain leather upper, making it the perfect ankle boot for fall.

The rubber sole gives a strong grip on slippery surfaces and pull on boot means you can easily slip your feet in and out. Along with the synthetic sockliner & foam footbed for added comfort, this classic style makes it easy to wear with skirts, dresses, pants, or jeans.

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


Find out why our readers vote Sorel as a top travel footwear brand, and take a look at their top picks for sneakers, sandal and boots!




Teva Anaya Ankle Boots


Best Leather Ankle Boots


For a classic, leather ankle boot, we love the Teva Anaya 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!




Blondo Dagger Waterproof Boot


Best Fashion Ankle Boots


For the more adventurous traveler who likes to stay on trend, a lug sole option like the Blondo Dagger 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 buckle and a zip closure, these are versatile and comfortable, which is why we included them on our list of the best ankle booties. Buy it here! 


When it comes to shoes, it’s vital for feet to feel comfortable at all times. Readers swear by shoe inserts to help boost support for long periods of walking!




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.




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!




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!


Prefer a longer length boot? Check out our top picks for knee-high boots that are elegant yet uber comfy! 




Dansko Cagney Ankle Boots with Buckle


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 Dansko Ankle 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!


While knee high boots and ankle booties are forever classics, our readers are loving these mid-calf boots!




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 bootie. Buy it here!


We love lace up boots. Here are our must haves for stylish and comfortable combat boots!



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

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


For more travel shoes, please read:






I hope you liked this post on the best ankle boots for fall. Please share with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!


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.