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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!
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:
- Women’s Winter Waterproof Boots You’ll Want to Wear
- The Best Waterproof Boots for Travel in Winter
- Womens Waterproof Leather Boots for the Rain and Snow
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!
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!
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!
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!
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 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!
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!
What are your favorite ankle boots for fall? Please share your comment below!
For more travel shoes, please read:
- Cute and Comfortable Walking Shoes
- Why Ankle Booties are the Best Travel Shoes for Europe in Spring
- The Best Waterproof Boots for Travel this Winter
- 10 Steps to Packing the Best Travel Shoes for Any Trip
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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.
Hi I’m travelling to the Scandinavian countries in September ,could you please recommend some appropriate and comfortable shoes. Thanks so much in advance.
Hi Rini, check out this guide for help with choosing the best shoes for your trip. Have an amazing time!
https://www.travelfashiongirl.com/best-walking-shoes-for-europe/
I bought the Blondo Dagger boots for my trip to London and Scotland, based on this recommendation. They were so cute and so comfortable, and kept my feet dry. I’d never heard of this brand before, so I’m grateful to learn about them here.
I have used your shoe suggestions when I was traveling to Lisbon in February. My purchases did not disappoint. Thank you for all the info!!
I love the Sam Edelman ankle boots. Great winter travel shoe.
My goal for this year is to buy a pair of Bludstones.
These recommendations are great – not great for my wallet, but definitely helps make a decision for upcoming fall travel! Will be going to London and then a cruise around Europe and struggled to find the right boots. Thank you for all you do!!
I love the various options of styles in one boot shape. It is helping expand my horizons and options if what I want in an ankle boot. A guide on types of pants to wear with ankle boots would be very helpful (ignore that part if I missed the guide that is already posted).
I love your suggestions for fall but I’m traveling late spring. Any additions to those you have recommended or anything to take in to consideration for travel at this time of year?
Hi Kendra, thank you for reaching out. The ankle boots featured on this article will work perfectly for all year round, not just for fall! For boots for spring, we do have more options here: https://www.travelfashiongirl.com/ankle-booties-the-best-shoes-for-travel-to-europe-in-spring/ But it would depend on where you are traveling to in the spring? For more general help with choosing the best shoes for your trip, we also have this helpful guide: http://bit.ly/2VSm0T9 Hope this helps answer your question. Have a brilliant time on your travels! ?
I just ordered the Blondo Villa Bootie because of your recommendation. I’m going to Great Britain and onto other countries in Europe in Sept. I think this bootie will be perfect. Thanks so much!
Hi Tammy, the Blono villa bootie should be a fantastic option for traveling to Great Britain! Last year the UK had a heat wave which lasted throughout the summer into September so I would recommend that you monitor the forecast for your specific trip dates to ensure that you have the most appropriate clothing and shoes packed. Hope you love your new boots and that they win you on many fun and exciting adventures. Have an incredible trip! ?
Hi there! Wondering what the lace up bootiesare in the middle of the lace up boot portion? The cognac ones. Unfortunately tHe link is disabled.
Thank you!!!
Hi Brit, thank you for letting me know about the link. They are Philomena, Brogue Detail Lace up Ankle Boots from Dune, London: https://www.dunelondon.com/en-us/philomena-brogue-detail-lace-up-ankle-boot-0092501020020511/?utm_source=QFGLnEolOWg&utm_medium=Affiliate&utm_campaign=LinkShareUK&utm_content=356362&utm_term=1:15&ranSiteID=QFGLnEolOWg-etncWvRpKoyN8lbbX5VhJQ&__ja=tsid:68197|kw:15|cgn:QFGLnEolOWg Hope this helps! 🙂
Help! I love this travel guide for fashion. Here is my dilemma.. heading to Barcelona then to the South of Spain mid to end of October. Temps are still showing really warm days. Are open toed sandals still an option with sundresses and maxi dresses at that time of year? Much appreciation for your weigh in!
Ancle Boots are a must have for spring, autumn and early winter. I love them and own a few pairs (because my shoe has always to fit in color with my clothes).
Totally agree! Definitely one of my favorite travel accessories!