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 2016

Written by: Nikki Landry


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



Where to Wear Them

Ankle boots 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 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.


Keep reading below for a breakdown of the best ankle boots for fall 2016 then wear them through spring (and beyond):





Steve Madden Nari / Steve Madden Riskie / Asos Altair


This season’s embellishment of choice seems to be the buckle. You can find them on heels, ballet flats, oxfords, and of course boots and 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 shown in the third bootie is especially popular this season.


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


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

When researching for this article, I did notice 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. The pointed toe bootie with buckles above is one example, and the studded option below is another.


Worried about wearing buckles through security? Don’t worry, they usually don’t cause a problem and you’ll have to remove your shoes anyway. Here are some Europe-inspired airport outfit ideas to inspire you!


 Pointed Toe



Steve Madden Austin / Aldo Sully / Nine West Oleary


Rounded toe shoes were all over stores for a few years (and they haven’t gone anywhere), but the pointed toe is back in full force. It just proves that classic wardrobe staples will never go out of style.

I bought the style with side cutouts last year in black, and I pair it with everything. Looks great with leggings, jeans, and skirts. I’m also in love with the cognac color for a more western look.

Cut out boots like these are also easily worn on summer city trips with mild weather but I’d definitely avoid them in the rain.


Wear these rain boots instead!


Like most boots the pointed toe will need some break in time before you try and wear them for an extended period of walking. This style is one of the best ankle boots for fall 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.


For a brown pointy boot like the one shown in the top picture, shop here!





Asos Chelsea Boots / Corso Como BootsAsos Ashleigh


I’m a huge fan of metallic 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. The simple ankle boot in gold 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 metallic color and interesting details.


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.





Aldo Scotch / Asos Amble / Free People Cecile


For the more adventurous traveler, animal print boots may be the answer to your winter boot needs.

Leopard print with a calf hair upper adds an interesting texture to your outfits. It can act as a neutral and looks great with just about every color. What’s a neutral color? Find out.

If reptile is more your speed, the croc or snake pattern are both great options. The shape of the shoe is pretty simple which lets the print take center stage.

These prints are timeless so choose a classic boot style to extend the life of your investment!


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





Asos Artistry / DSW Wanted Rocks / DSW Wanted Sweet Chelsea


Another shoe trend that I’ve added to my own closet, the brogue 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.


We love lace up boots. See more in our post about the best women’s leather boots!


 What do you think are the best ankle boots for fall 2016? Please share your comment below!




For more travel shoes, please read:

I hope you liked this post on 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.


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