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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’re a solid choice for the style-conscious traveler. Check out TFG readers’ top picks for the best flat boots women love for travel!
Womens Flat Boots for Travel
Table Of Contents
Summer is long gone, and chilly weather is here. If you’re planning a trip during autumn or winter, for women, flat boots are some of the best choices for rainy or icy streets. And they’re super chic for sightseeing or dinner at a cozy restaurant as well.
Here’s a breakdown of the most comfortable flat boots for cold-weather travel. From ankle booties to sleek knee highs, these picks are must-haves to add to your packing list!
Best Flat Ankle Boots for Women
Long time favorite selling boot with readers and Alex loved this too.
Blondo Villa Waterproof Womens Black Flat Boots (Wide Sizes Available)
As every fashionista knows, black flat ankle boots are synonymous with function and form. In particular, readers adore the Blondo Villa because they’re comfortable and look cute with anything, from straight leg jeans to a sweater dress. They’re also cozy enough for the plane or a day of sightseeing.
One reader shares, “Mine have survived Seattle rain and Michigan snow! My feet always stay dry and warm thanks to the excellent weatherproofing.”
These suede flat boots are not only waterproof but they come in wide sizes too!
Also, check out why the Blondo Villa ankle boots are SO revered in this review!
Shop: Amazon
Blondo Dagger Waterproof Womens Flat Ankle Boots
If you’re looking for reliable and cute black flat ankle boots for women the Blondo Dagger is the #1 bestselling boot on the blog right now, and for good reason. Not only are they gorgeous, but they’re amazingly functional for your travels. Readers rave about the comfort and grippy outsole, and the fact that these short flat boots completely repel rain.
A reader reports, “I wore these boots walking 20,000 steps a day in Paris and in Rome in some intense rain. They’re really comfortable and definitely waterproof!”
Shop: Nordstrom | Zappos | Sorel
Sorel Emelie Brown Flat Boots Womens Style
Another TFG bestseller, the Sorel Emelie Chelsea flat boots are a perfect choice, no matter where you’re headed! These are ideal for fall and winter, and will keep your feet dry and warm in the chilliest weather.
These ladies flat boots are super comfortable for long days of walking and exploring and their cute and neutral look makes them easy to style, too!
A reader says, “I love my Sorel Emelie Chelsea bootie! I bought them a few years ago for a December trip to New York City. The best for fashion and winter function, I walk miles in them.”
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!
Blondo Hallie Waterproof Black Flat Boots Womens Style
Stomp it up with these new reader favorites! The Blondo Hallie platform flat boots are made of sleek waterproof leather, they’re comfy and feature a stretchy rib panel around the ankle for a perfect fit. The chunky lug sole adds a little edge and has excellent traction too.
A reader describes these chunky flat boots: “The platform bottom is super light and gives me much needed height without sacrificing comfort. The stretch panels on the side give the shaft a custom fit. These are a good value!”
Teva Anaya Womens Brown Flat Ankle Boots
Few brands balance style and functionality better than Teva does. Their shoes can take you from the trails to town with ease, and the Teva Anaya flat boots for ladies are definitely some of our readers’ favorites.
These versatile women’s flat boots have a waterproof leather upper that protects feet from the elements and a rubber outsole for gripping slick surfaces. They’re functional and comfy, while being incredibly chic, too!
A reader raves, “I love my Teva booties. I walk for hours on end in them and always stay comfortable!”
Checkout TFG readers best ankle boots – you can also travel with them for just about any cold weather destination all year long!
Best Flat Knee High Boots for Women
Shop: Eddie Bauer – highly popular and waterproof!
Eddie Bauer Waterproof Women’s Knee High Flat Boots
Rain or shine, the Eddie Bauer Trace womens tall flat boots will keep your feet incredibly comfy and supported in all of your travel adventures. Wearers adore the contoured footbed and the elastic stretch at the calf, which makes a perfect fit. For long flat boots, they have a minimal and outdoorsy look, and they’re pretty, too!
A reader reports, “They’re warm, waterproof, and add style to any outfit. I was hesitant at first, not knowing how I’d like them, but they are worth every penny!”
Shop: Amazon | Dr. Scholl’s
Dr. Scholl’s Brilliance Waterproof Womens Black Flat Knee High Boots
The Dr. Scholl’s Brilliance womens flat knee high boots have a cool and classic style that looks great with jeans, dresses, and everything in between. The foam footbed is a dream, and the seam-sealed waterproof construction, paired with grippy soles, makes them perfect for rainy destinations!
One reader who loves these boots explains, “These classic boots are so well made, so comfortable, and so stylish! I put these on with a simple dress and tights, and I’m dressed perfectly for any occasion.” Another one adds, “I like these boots they fit well because I’m flat foot so they feel good on my feet.”
We’ve rounded up the top women black knee high boots that could grace your closet and become a travel staple!
Shop: Amazon | Nordstrom | Naturalizer
Naturalizer Jessie Waterproof Women’s Calf Knee High Boots Flat Heel (Wide Sizes Available)
For a classic riding boot style, these Naturalizer Jessie knee high flat boots are hard to beat. With a beautiful equestrian look, they’ll turn jeans and a tee into an uber chic outfit. They offer tons of contoured cushioning and support too and they’re even available in both regular and wide sizes.
A wearer adds, “They are very comfortable to walk in. I have slightly wide feet but these are so comfy and I can walk for miles. Absolutely beautiful boots!”
Shop: Nordstrom | Amazon | Zappos
Dansko Celestine Women’s Leather Flat Knee High Boots
This Dankso flat boots wide calf option is classy and timeless, with practical features that make them right for travel. They have a sturdy rubber sole for walking over different terrains, a cushy memory foam and EVA footbed, and a stretchy elastic back panel that makes the soft leather doesn’t crumple and bunch but look sleek on the legs.
A fan says, “They fit so beautifully, and I can wear them all day without any pain at the end of the day. There’s no pressure on the top of my foot, and the upper fits perfectly. I love them!”
Best Mid Calf Flat Boots for Women
Shop: Amazon | Zappos | Steve Madden
Steve Madden Troopa Women’s Lace Up Flat Boot
Mid-calf boots come in a range of styles, including combat boots. One popular combat boot option is Steve Madden’s Troopa womens lace up flat boots. These boots will give your outfit a bit of an edge and they’re comfortable and durable for long days of walking.
A traveler shares, “I wore them while backpacking through Europe and now I bring them every time I travel! I live in NYC and walk a lot and they’re just right for everyday adventures.”
If you needed more reasons to love these boots, they’re also available in a variety of colors and wide sizes too!
We love lace up boots. Here are our must haves for stylish and comfortable combat boots!
Shop: Amazon | Nordstrom | Zappos
Dr. Martens Womens Lace Up Ankle Boots Flat Soles
Dr. Martens never really goes out of style, and their classic 1460 flat boots ankle style has a thick outsole that’ll keep you stable and a beautiful leather exterior that goes with long skirts, jeans, or leggings. These are built for comfort and can be worn for several hours, so make the most of them!
A wearer raves, “Quality, comfort, and stands out without effort! An excellent addition to any shoe/boot collection. For a durable boot, the sole moves with the boot and airs very well.”
TFG readers are ALWAYS recommending Vionic for comfortable shoes. Whether it’s sandals, sneakers or boots, here are their top picks!
Frye Veronica Women’s Wide Calf Flat Boots
Step out in these cuties on a winter’s day and you’ll be ready for whatever the weather has in store. The Frye Veronica leather flat boots are waterproof, have a flexible tread sole and polished buckles and weathered leather that’s beautifully broken in for rugged style you won’t have to work at. These black flat boots for women have high-quality leather and all-American appeal which allows you to dress them up easily, too!
A wearer shares, “Great quality boot! Can’t wait to wear them.Purchased a 9 though I usually like a 9 1/2 but my choice in sizing was correct. The shoe is still roomy being that it’s a flat boot. The top of the boot is relaxed though the picture shows it to sit upright on it’s own. I like the relaxed look though. It gives the boot more of a quality look… Love them!”
Lucky Brand Basel Boots (Wide Sizes Available)
How to Choose a Pair of Flat Fashion Boots
When it comes to travel, the first requirement for fashion flat boots is comfort! Especially if you’ve got a lot of walking and sightseeing planned, you’ll definitely want boots that will keep your feet well supported. So, be sure to look for features like cushioned insoles, sturdy outsoles, arch support, and wide widths (if needed).
It’s also a good idea to choose a pair that you can dress up or down and wear with lots of outfits. Flat boots are perfect for travel because they’re so versatile. Pair them with anything, from jeans to dresses, for effortless elegance and style!
Find a full list of the best insoles here. You’ll find options to fit many types of boots for extra support and comfort while traveling!
How Editor-In-Chief Alex Rocks Her Fall Boots
What do you think are the best ankle or knee flat boots for travel? 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
- Stylish Mid-Calf Boots
- Versatile Black Ankle Boots
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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 🙂