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Short boots are among the most versatile travel shoes for women. From exploring Europe’s cobblestone streets to sightseeing in the US, ankle boots are a stylish year-round staple. Here are the best waterproof ankle boots for travel, comfortable heeled boots for walking, and chic styles perfect for spring and fall adventures!
Top Women’s Ankle Boots for Fall and Spring Travel
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This season, your options are better than ever, with a variety of waterproof ankle boots, comfortable walking boots, and fashion-forward styles in every color and heel height.
Shop the best ankle boots for fall and spring but don’t worry, they’re perfect for just about any cool-weather destination all year long. The right pair can take you from sightseeing by day to dinner at night, without sacrificing style or comfort.
Why Ankle Boots Are a Travel Essential for Spring and Fall
Ankle booties are perfect for spring and fall travel, when weather can shift from sunny afternoons to cool mornings and breezy evenings. They provide more coverage and warmth than flats or sneakers, yet are lighter and easier to pack than tall boots. Many lightweight travel ankle boots can even fit inside a packing cube, making them ideal for carry-on travelers exploring during these transitional seasons.
They’re also a stylish travel boots option for destinations like the US, South Africa, Europe, and metropolitan cities worldwide. While they can handle light rain and the occasional cold snap, opt for women’s winter waterproof boots only if you’re heading somewhere with sub-zero temperatures or heavy snow.
For varied weather, ankle boots pair beautifully with dresses, jeans, or leggings, allowing you to transition seamlessly from daytime sightseeing to evening dinners. They’re a dependable choice for travelers who want comfortable heeled boots for walking and versatile style for unpredictable spring or fall conditions.
We love wearing them with dresses, especially when your trip calls for changing temperatures. Learn how here!
How to Choose the Best Ankle Boots for Spring and Fall Travel
When picking the best ankle boots for travel, focus on weather versatility, comfort, and packability especially for transitional seasons like spring and fall.
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Waterproof Protection – For unpredictable showers, choose the best waterproof ankle boots for travel to keep your feet dry. Styles like black leather Chelsea boots for women work well for both sightseeing and evenings out.
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All-Day Comfort – Look for cushioned footbeds and sturdy soles so you can enjoy comfortable heeled boots for walking without fatigue.
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Lightweight and Packable – Opt for stylish travel boots made from lighter materials that fit easily into your luggage or packing cubes.
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Neutral Colors – Shades like black, brown, or taupe blend with most outfits, making them perfect for repeat wear on longer trips.
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Seasonal Versatility – For spring, breathable linings help on mild days, while in fall, insulated or lined interiors add just enough warmth without the bulk of full winter boots.
By focusing on these features, you’ll find ankle boots that are practical, stylish, and comfortable for everything from cobblestone streets in Europe to market strolls in New Zealand.
Below is a quick list of the top-rated ankle boots for fall travel , from chic Chelsea boots to rugged lace-up styles:
- Blondo Villa Waterproof Ankle Bootie
- Dr. Scholl’s Rate Zip Waterproof Ankle Boots
- Born Cove Waterproof 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 scrolling for an in-depth guide to each style, including why they’re reader favorites, how to style them for your trip, and where to buy the best travel-friendly ankle boots for women.
Stylish and Comfortable Ankle Boots for Travel in Fall and Spring
Blondo Valli 2.0 Waterproof Ankle Boots: Nordstrom | Dillards
Best Comfortable Ankle Boots
The Blondo Valli 2.0 bootie, a reader favorite and Nordstrom exclusive, comes in sleek waterproof suede or classic black leather style. This stylish ankle boot features a low stacked heel and a chic side zipper for effortless on-and-off. With a durable rubber outsole that provides excellent traction, they’re ideal for sightseeing on wet cobblestone streets or navigating rainy travel days.
Blondo’s AquaProtect technology keeps them safe from water, calcium, and salt damage, so they stay looking sharp no matter the weather. Wear them with jeans, leggings, or dresses they’re versatile enough for both casual daytime looks and evenings out, earning their spot as one of the best waterproof ankle boots for travel. Buy it here!
Dr. Scholl’s Rate Zip Waterproof Ankle Boots: Dr. Scholl’s | Famous Footwear
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.
The waterproof protection makes them a great choice for unpredictable climates, while their simple design works for everything from sightseeing tours to dinner dates. Perfect for travelers looking for comfortable heeled boots for walking without sacrificing style. Buy it here!
Dr. Scholl’s is one of the top twenty brands our readers recommend as the best shoes for travel!
Shop Born Cove Waterproof Boots: Nordstrom | Born
Best Waterproof Ankle Boots
When you’re in need of a comfortable ankle boot, you can rely on the Born Cove Chelsea boots. The waterproof leather design and rubber outsole give great grip, while the cushioned, arch-supporting footbed keeps your feet happy all day.
The sleek style makes them easy to dress up or down ideal for pairing with jeans, skirts, or dresses. They’re also a go-to for black leather chelsea boots for women who want comfort and durability for travel. Buy it here!
Teva Rowena Ankle Boots: Teva | Backcountry
Best Leather Ankle Boots
The Teva Rowena is a stylish, waterproof leather ankle boot that balances rugged durability with a polished look, a great spring-and-fall pick. The buckle detail adds flair, while the cushioned insole and grippy outsole keep you steady and comfortable.
They’re perfect for days when you want comfortable heeled boots for walking through city streets or country villages, yet versatile enough to wear to dinner afterward. Their timeless style makes them a smart investment for any travel wardrobe. Buy it here!
Take a look at our top picks for the best women’s leather boots!
Blondo Dagger Waterproof Boot: Nordstrom | DSW | Dillard’s
Best Sleek Waterproof Boots
Sleek and streamlined, the Blondo Dagger waterproof boot is a versatile staple that thrives in transitional seasons. It’s light enough for spring packing yet warm enough for fall layering. Perfect for those seeking black leather chelsea boots for women that also qualify as the best waterproof ankle boots for travel.
Versatile enough to style with dresses, jeans, or tailored pants making them stylish travel boots you’ll wear again and again. 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: Nordstrom | DSW | Macy’s | Lucky Brand
Best Casual Travel Boots
The Lucky Brand Basel boots is a soft leather ankle boots that offers effortless style with just the right heel height for exploring cities or enjoying dinner out.
Their side-zip detail and soft leather make them a go-to stylish travel boot that’s seasonally versatile ideal for layering with tights in fall or wearing with bare ankles in spring. 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: Nordstrom
Best Durable Chelsea Boots
A cult favorite among travelers, the Blundstone 1351 chelsea boots are weather-resistant, durable, and comfortable right out of the box. You won’t have to worry about slipping in mud with these durable, fall ankle boots.
Their classic silhouette makes them one of the most practical black leather chelsea boots for women to wear year-round, but they shine especially in the mild-to-cool days of spring and fall. 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!
Dr. Scholl’s Lainey Ankle Boots: Nordstrom | Dr. Scholl’s | QVC
Best Minimalist Ankle Boot
With a refined pointed toe and low block heel, the Dr. Scholl’s Lainey classic black ankle boots blends style and comfort for travel days when you want a polished look. Ideal for pairing with slim pants or midi skirts, they’re a subtle yet chic choice for comfortable heeled boots for walking in both spring and fall destinations.
They’re also an excellent choice for packing light without sacrificing style, making them stylish travel boots that work from day to night. Buy it here!
Prefer a longer length boot? Check out our top picks for knee-high boots that are elegant yet uber comfy!
Taos Mini Crave Ankle Boots with Buckle: Taos | Dillard’s
Best Supportive Walking Boots
Designed for travelers who won’t compromise on comfort, the Taos Mini Crave boots offers arch support, cushioning, and waterproof leather. Perfect for transitional weather, these stylish travel boots keep your feet warm on cool fall mornings yet breathable during sunny spring afternoons.
These are ideal for trips where you’ll be on your feet all day they’re truly comfortable heeled boots for walking that don’t skimp on style. Buy it here!
While knee high boots and ankle booties are forever classics, our readers are loving these mid-calf boots!
Sorel Revel RD Lace Up Boots: Nordstrom | Sorel
Best Cold Weather Travel Boots
The Sorel Revel RD is a sturdy waterproof lace up ankle boot style that’s lightweight enough for spring travel yet insulated for chilly fall days.
Their waterproof design secures their spot among the best waterproof ankle boots for travel, while the comfortable sole makes them perfect for long city walks or countryside exploring. 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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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!