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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



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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 | Nordstrom


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: Amazon


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.” Also available in Sorel Emelie II and III versions.


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!




Shop: AmazonNordstrom


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!” 




Shop: Amazon | Zappos


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: AmazonEddie 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 | Nordstrom


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: Amazon


Hush Puppies Arla Women’s Leather Flat Knee High Boots


These Hugh Puppies Arla flat boots wide calf are classy and timeless, with practical features that make them just right for travel. They have a sturdy rubber sole for trekking over different terrains, a cushy memory foam interior, and a stretchy elastic back panel that makes them suitable for wider calves. 

A fan says, “These are lovely and comfy leather boots. I like the elastic panel at the back, which fits perfectly over my slightly wider calves.”



Best Mid Calf Flat Boots for Women




Shop: Amazon | Zappos | Steve Madden


Steve Madden Troopa Women’s Lace Up Flat Boots (Wide Sizes Available)


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 | Vionic


Vionic Lani Womens Lace Up Ankle Boots Flat Soles (Wide Sizes Available)


Vionic is a very popular brand with TFG readers, who value their comfy orthotic insoles, arch support and durability. Ideal for travel, the Vionic Lani flat boots ankle height have a thick outsole that’ll keep you stable and has a beautiful leather exterior.

A wearer raves, “I LOVE these boots. The zipper makes putting them on a breeze and I’m seriously impressed with the support and how light they feel. They’re ideal for traveling and they don’t weigh down my suitcase either!” 

These gorgeous boots are available in both regular and wide sizes!


TFG readers are ALWAYS recommending Vionic for comfortable shoes. Whether it’s sandals, sneakers or boots, here are their top picks!




Shop: Amazon


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!” 



Women’s Flat Boots Comparison Chart


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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



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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 #liketkit

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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: And for more great waterproof boot options, check out my latest round-up here: What are your go-to fall and winter boots? Let me know in the comments! #liketkit

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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:






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