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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!
Blondo Villa Waterproof Ankle Bootie
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.
Hush Puppies Mazin Cayto Ankle Boot
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.
Packing cubes make the perfect shoe bags to protect your luggage from dirty shoes. Take a look at other shoe bag ideas here!
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 |
Dr. Scholl’s Massaging Gel Insoles
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.
Looking for some extra support? Check out our readers tried and tested recommendations for the best insoles for a day spent on your feet!
How Editor-In-Chief Alex Rocks Her Fall Boots
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.
To store, use washable shoe bags, gallon size Ziploc bags, or plastic shower caps to keep your belongings separate from your shoes.
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
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I can’t find the UGG Simmens boot in a size 7 or 7.5 anywhere!! ?
Hi Kelly, I am sorry to hear that 🙁 Let me look into this for you!
Did you find any size 7.5? Im looking for them also.
Hi Anna, I think they may have been discontinued as there appears to only be a small selection of sizes available. Have a look at this article for some other suggestions for waterproof leather boots: https://www.travelfashiongirl.com/womens-waterproof-leather-boots/ Sorry I could not have been more helpful 🙁
Loving your website! Im a newbie to packing stylishly (i tend to overpack). I’m traveling to Asia (Taiwan, Shanghai, Nanjing, Hainan) in Jan 2020. Temps will range for the 3 weeks from 70-80s in Hainan, 50-60s in Taiwan, to 30-40s in Nanjing. How do i pack for such fluctuations in temps in Jan?
Hi Alvina, thank you for your feedback. So pleased you are enjoying the website!! You may find our 10 step guide to packing for a trip with mixed temperatures helpful for ideas for your packing: http://bit.ly/32O8oYM Also check out this video for more tips: https://www.youtube.com/watch?v=2Qy8gyVZP_E&t=6s I would also highly recommend that you join TFG’s free facebook community and post your question there: https://www.facebook.com/groups/travelfashiongirls/ Its a fabulous group of helpful female travelers that have the best packing advice and recommendations to share. Hope this helps. Have the most incredible time on your trip! ?
I first want to say I LOVE your website. I am leaving the US in August to study abroad in Ireland for about 8 months so your information has been very helpful! I was just wondering if you had shoe/ boot suggestions on what to bring to Ireland? I’ll be on the west coast where it is very rainy, so I’m just worried about buying pricey boots that may get ruined. Any suggestions would be appreciated!
thanks Danielle 🙂 I’ll post your question on the TFG facebook page this sunday to get more feedback for you: https://www.facebook.com/TravelFashionGirl
hope this helps!
Is it too unfashionable to wear my tall black leather boots in May in Paris? They are SO comfortable and would be great for the trip, but I don’t know if they will look too wintery by mid May. I have a few pair of ankle boots, but they aren’t nearly as comfortable.
Hi Joie, it will just depend on the weather. If it’s hot, might not be a great idea but if it’s cool or rainy, they’ll be perfect 🙂
Hi!
I’ll be travelling to Europe (Italy, Swiss, & France) in March. I’m thinking of bringing my calves suede black boots and my brown ankle boots. would it be enough? or too much? do you have any other suggestion? I’ve never been in western Europe before, so I’m not familiar with the weather there.
Check the weather before you travel but avoid suede if it’s raining. Leather boots are ideal. have fun!
What a wonderful website!! Such great, interesting and helpful posts!
thanks!
Thanks for this article! I love boots and I have some fake leather boots from DSW but I can’t see them lasting another season so I wish to upgrade to real leather. BTW, some of the links on the boots in your article from April are no longer available. Do you have any new style recommendations? Where’s the best sites to find good, comfortable leather boots?
hehe these ARE my new style recommendations: Fall/Winter ’13 😉 My best recommendation is to shop the expensive department after Christmas and New Years in January when they’ll be clearing out their boot stock.
I totally missed the link at the top. Thanks for pointing that out. I will also take your advice and hit the Macys at the end of the holidays.
P.s. Looking forward to a post about comfortable ballet flats!
I LOVE my flat knee high boots, especially when traveling through Europe. I can still look super cute without worrying about toppling over while running after the kids. Even better, I throw some gel inserts to cushion my feet and my boots feel as good as sneakers. Win for everyone!
Yes! 100% agree 🙂