Support TFG by using the links in our articles to shop. We receive a small commission (at no extra cost to you) so we can continue to create helpful free content. As an Amazon Associate, we earn from qualifying purchases made on Amazon in addition to other retailers featured on the blog. Thank you, we appreciate your support!
Fall and winter are here, and low-heeled boots offer the best of both worlds when it comes to cold-weather travel fashion. With a sleek appearance that’s easy to wear, they are a great pick for the style-conscious traveler. Check out our list of the best flat boots for your next trip!
Best Flat Boots for Travel
Table Of Contents
Summer is long gone, and the chilly seasons are here! If you’re planning a trip during this time of year, a pair of fall and winter boots can work well on rainy or icy streets, yet also be stylish for sightseeing or dinner at a cozy restaurant. To add to your packing list, here is a breakdown of the best flat boots for cold-weather travel!
Flat Travel Boots for Fall and Winter
Reader Favorite: Ugg Wilde
When we say something is a “reader favorite” on here, few flat booties for fall embody that sentiment better than the Wilde Fashion Boot from Ugg. Our readers are always raving about their versatility, and we can see why! They’re known to be unbelievably warm and comfortable, making them some of the best womens waterproof leather boots for any cold climate travel. They also have replaceable sheepskin liner that keeps your feet toasty and dry.
Functionality aside, this boot has a sleek and stylish look that will beautifully complement the rest of your fall wardrobe. You can’t go wrong with this tried and true TFG essential!
You only need three pairs of shoes for any trip. Find out how with Pack Light Stylishly!
Knee High: Blondo Vida
When it comes to this season’s style, flat winter boots (for the fall too) such as a sleek riding boot adds an instant touch of refinement to your look while also keeping your legs warm and toasty.
We love this classic option from Blondo (a huge reader favorite brand!), which pairs beautifully with skinny jeans or leggings! Throw on a peacoat and cozy long sleeve top to complete the outfit.
Looking for knee-high boot suggestions? Here are our top picks!
Mid-Calf: Steve Madden Troopa
A terrific option for flat winter shoes is mid-calf boots, which can also be worn in the fall. Steve Madden’s “Troopa” boots keep feet stylish and secure with its edgy lace-up closure. It’s also available in a variety of colors, meaning there’ll be a cute option for you.
See more in our post about the best women’s leather boots!
Ankle Style: Blondo Villa
As every fashionista knows, fall winter boots in an ankle style are synonymous with function and form. Comfort brands, in particular, never fail to produce cute styles!
Travel-wise, opt for the “Villa” ankle boot from Blondo. Pair with skinny jeans or a sundress for your next day out sightseeing (and a bonus—it’s also waterproof!). Truthfully, these flat fashion boots can go from the plane to everyday wear too!
Read my review and find out why TFG readers and I love this comfortable boot for travel!
Leopard Print: Sam Edelman Petty
Neutral ankle boots are a promising pick, but sometimes we want to have a bit of fun with our look. A boot in a bold leopard print like the one from Sam Edelman is sure to do just that.
You can either go with the classic tan or rock an edgy gray rendition instead, which we find both unexpected and fabulous! Whatever fashion flat boots you pick, make sure to keep everything else simple. There’s a fine line between bold and overboard!
Not sure what clothes to use with them? Here’s how to wear ankle boots!
Waterproof: UGG Kesey
For your fall or winter travel agenda, include flat snow boots that are sturdy enough to handle colder destinations well. With its trendy lace-up design and sleek leather upper, the “Kesey” motorcycle waterproof boot from Ugg has once again made its way onto our list of top picks.
Tuck in some dark wash skinny jeans, throw on a waterproof jacket, and you’re good to go!
Here’s a collection of the best waterproof boots for travel!
Cognac: Sam Edelman Penny
Fall flat boots in a cognac leather rock aesthetics while also being uber comfortable. We absolutely love this classic pair from Sam Edelman! Paired with blue denim jeans and a crisp white button-up, these boots will help curate the easiest, go-to fall getup.
Nubuck: Hush Puppies
Hush Puppies make amazing shoes, and their ankle booties are a mix of comfort and style, with the Mazin Cayto being their most popular and raved about pair for women’s flat boots, a great way to play up your fall apparel this season.
The leather is smooth as butter and flexible so it molds to your feet after a few wears. which makes them comfortable flat black short boots for longer periods of city walking.
Active Wear: Teva De La Vina
Hiking in a cute pair of ankle boots? Yes, as a matter of fact, it IS possible! Few brands balance style and functionality better than Teva does. Their shoes take you from the trails to the town in ease, and their De La Vina boot is definitely one of our favorites.
Its waterproof leather upper protects feet from the elements while an adjustable strap ensures a perfect fit. The best part? They are actually nice to look at!
Best Flat Boots Comparison Chart
|BRAND | MODEL||FEATURES | REVIEWS||RATING | PRICE|
|UGG Wilde Fashion Boot||Functionality aside, this boot has a sleek and stylish look that will beautifully complement the rest of your fall wardrobe.||Check Price|
|Blondo Vida Riding Boot||We love this classic option from Blondo (a huge reader favorite brand!), which pairs beautifully with skinny jeans or leggings!||Check Price|
|Steve Madden Troopa Lace-Up||Steve Madden’s “Troopa” boots keep feet stylish and secure with its edgy lace-up closure.||Check Price|
|Blondo Villa Waterproof Ankle Bootie||Travel-wise, opt for the “Villa” ankle boot from Blondo.||Check Price|
|Sam Edelman Petty Ankle Boot||Neutral ankle boots are a promising pick, but sometimes we want to have a bit of fun with our look. A boot in a bold leopard print like the one from Sam Edelman is sure to do just that.||Check Price|
|UGG Kesey Boot||The “Kesey” motorcycle waterproof boot from Ugg has once again made its way onto our list of top picks.||Check Price|
|Sam Edelman Penny Boot||We absolutely love this classic pair from Sam Edelman!||Check Price|
|Report Elson Boot||This pair from Report does the job gorgeously, with a folded silhouette that will remain timeless.||Check Price|
|Teva Chelsea Boot||Its waterproof leather upper protects feet from the elements while an adjustable strap ensures a perfect fit. The best part? They are actually nice to look at!||Check Price|
How to Choose a Pair
Choose travelling boots that you can dress up or down on your travels, and always add gel insoles for maximum comfort while sightseeing!
The TFG’S top picks we’re featuring are ankle booties, knee highs, and several other cute styles to choose from! Pair them with jeans and leggings, or style them with tights and skirts for effortless style for a functional travel wardrobe.
When in doubt, you can never go wrong with a set of classic leather women’s boots. Keep the details to a minimum and avoid trend-driven accents if you choose an investment set that you can wear anywhere, anytime.
How Editor-In-Chief Alex Rocks Her Fall Boots
View this post on Instagram
SO excited to be in NYC for @womenstravelfest 2019! ❤️❤️ In addition to going to the event and mingling with so many fabulous blogger, I’m honored to be one of their speakers this upcoming Sunday. I had some free time today so I spent the day taking in quintessential NY sights, such as Central Park, Times Square and Rockefeller Center! Layers were a must with the chilly temps – a faux fur vest, sturdy coat, black H&M blouse and J. Crew’s Tippi merino sweater underneath everything did the job perfectly. Major thanks to @trvlporter for curating the perfect NYC looks! Are you going to Women’s Travel Fest? Have any sights in NYC you suggest? Let me know in the comments! #wtfest19 http://liketk.it/2An8T #liketkit @liketoknow.it
View this post on Instagram
How are we halfway through November?! We’re ALREADY nearing winter and if you don’t have a pair of sturdy waterproof leather boots in your wardrobe by now, let me help you out! My Ugg’s Simmens boots were my go-to when I went to the Grand Canyon last year and continue to be an outfit staple as the weather starts to take a turn. Waterproof, leather and sturdy, these have been a solid choice for all-year wear. Finish off the look with skinny jeans tucked in, a casual blouse and a lightweight jacket layered over and you’re all good to go! Shop the Simmens boot: http://bit.ly/2QGeGU6 And for more great waterproof boot options, check out my latest round-up here: https://bit.ly/2zVAaoN What are your go-to fall and winter boots? Let me know in the comments! http://liketk.it/2ykx8 #liketkit @liketoknow.it
View this post on Instagram
It’s chilly out there ❄️ Space-saving winter packing tips are now up on the site and you DON’T want to miss them for your travels! Read all about it here: https://bit.ly/2GCS2dd And for more details on this specific look (as well as some budget-friendly winter shopping tips), check out this article here: https://bit.ly/2E5Smzl ❤️ Few pieces brighten up a winter wardrobe better than a fabulously bold coat! Do you have a favorite winter destination? Let me know in the comments below! #TravelFashionGirl
View this post on Instagram
Comfort, affordability, quality, function and fashion – these are things that describe the perfect ingredients for travel clothing. And luckily for style conscious travelers, @toadandcoclothing makes all these things a reality! Check out the full review that TFG has done on this sustainable fashion brand, including what we think about their clothing and which items you’ll want to add to your travel wardrobe. Link in bio to check it all out – don’t forget to swipe right for more shots of my favorite pieces! #travelfashiongirl #ad
Watch this video to start learning how to organize with packing cubes!
Packing Boots for Cold Weather Travel
Pack three pairs of shoes: flat boots, casual to dressy flats, and an additional set such as trainers or slip-ons depending on your destination and planned activities.
Flat boots travel well; however, they still need to be adequately packed, especially if you’re trying to pack light and avoid a shoe poking through a bag. To make it easier, start by choosing a container such as a shoe bag or a packing cube, then pack according to your type of luggage.
Whether you have a front loading or top loading backpack, it’s crucial to put your shoes first, at the bottom. If you’re planning to pack shoes in a rolling carry-on, remember that it stands sideways, so it’s important to note how it functions when it is upright. Most often, your shoes will need to be packed close to the wheels, so that the luggage maintains its balance in transit.
We put together a five-part YouTube series showing the different methods to use packing cubes for travel. If you use this specific packing strategy, packing cubes can also compress your belongings. This is the secret to traveling carry-on only!
What do you think are the best flat boots for travel to colder destinations? Share and comment below!
For more ideas on boots for fall and winter travel, please read:
- The Best Waterproof Boots for Travel this Winter
- Women’s Waterproof Leather Boots
- Cute Combat Boots for Women
- Gotta Have Boots for Fall and Winter Travels
LIKED THIS POST? PIN THIS PIC TO SAVE IT!
Hoped you enjoyed reading this post on the best flat boots for travel to colder destinations. Please share it with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!