11 Ankle Boots for Women That Are Perfect for Travel This Fall

With most kids going back to school this week, and Labor Day less than a week away, we have to start accepting that summer is pretty much over. However, there are some good things about fall: pumpkin everything, apple cider donuts, fall festivals, and boots!

11 Women's Booties for Travel

Here are 11 booties that will be perfect to take on your fall trip, no matter the destination or weather forecast.


Toms Ella Booties 

Comfort plus style is always hard to find, but with these Ella booties from Tom’s, you’ll have both. They are made of suede, with a rubber outsole, twin elastic gore for easy on/off, and just a 1 inch heel; you’ll be wanting one in every color to go with your entire wardrobe. Plus, Tom’s 1 for 1 program means that when you buy a pair, Tom’s gives a pair to a person in need. Available in 23 colors.

User Review: “Great shoes! This is my first pair of Toms and I have to say I will be a returning customer. I purchased these for a trip to NYC. I knew I was going to be walking around all day and wanted a comfortable bootie. Unfortunately the shoes were delayed with shipping and i didn’t receive until the day before my trip. I was afraid to wear these because they were not worn in at all. BUT- I gave them a try and these were so comfortable- all day long- no issues whatsoever. I normally wear an 8, ordered a 8.5 and they fit great (I wore two pairs of socks with them).”

Price: Starting at $34.95 on Amazon

Average Star Rating: 4


UGG Cheyne Bootie

If you’re turned off by the look of the traditional UGG, the Cheyne booties may be a better option for trying out a pair of UGGs. They are waterproof, with a weather lugged sole, and with the UGGpure wool lining, you will be comfy, cozy, and fashionable while you sightsee. Available in 2 colors.

User Review: “I was really hesitant if I should get these boots, because I love the Kesey boots so much. But I needed something smaller to fit in my backpack while I'm traveling through Europe this fall. So far, the boots feel comfortable, warm, and supportive. The boots come up about 1.5 inches above my ankle bone, so it's possible for me to tuck my jeans into them if I secure them down with socks. Otherwise, they look cute and stylish with cuffed jeans or under leggings. I would have to say the Kesey boots are still my overall favorite, but this Cheyne boot will be great for backpackers who want something a little smaller or lightweight. I got it in my usual size 10, and the fit is perfect.”

Price: $149.95 on Amazon

Average Star Rating: 5


Clark’s Women’s Sillian Sway Ankle Bootie

Comfort is key while you’re traveling, and these booties from Clark’s won’t disappoint. Part of the Cloudsteppers line from Clark’s, they have cushion soft padding with a removable ortholite footbed, are lightweight, and will give you all day comfort as you walk to each attraction. Available in 5 colors.

User Review: I bought these booties for a trip to New York City and put them on right away with no break in period. I wore them for 4 days of walking throughout the city and they were very comfortable and provided great support. I bought my usual size in Clarks shoes. I highly recommend! These booties are now my go to for a day on my feet.”

Price: From $23.99 on Amazon

Average Star Rating: 4.5


Jack Rogers Sallie Chelsea Rain Bootie

If you'd like to get away with wearing a rain boot without anyone knowing you are wearing a rain boot, then you may have found yourself the perfect bootie for traveling. This rain bootie from Jack Rogers looks like a regular boot in the black, a little more rain gear looking in the other 2 colors, but if you are traveling somewhere notorious for an unexpected rain shower, these are just what you’re looking for. Available in 3 colors.

User Review: “These boots are great, especially for the price! I got them in red to bring some sunshine to the rainy weather, but now I am considering the navy blue ones too! They fit true to size- perfect for a pair of socks. I would suggest buying some insoles for them, though, as they have very minimal support on the inside.”

Price: From $36.08 on Amazon

Average Star Rating: 3.5


Miz Mooz Women’s Danita Ankle Bootie

Versatile, hip, and comfortable, the Danita ankle bootie from Miz Mooz may end up being your go-to bootie this fall. With a cushioned footbed, a rubber sole, and super cute, these are perfect for a foliage trip in the country, or walking your way around a city.  Available in 6 colors.

User Review: “These are the most AWESOME boots! Gorgeous. Perfect fit, so comfortable. High quality leather and suede. You just have to have these.”

Price: From $89.99 on Amazon

Average Star Rating: 4.5


Dansko’s Paulette Boot

If you’re looking for something a little more casual, look no further than the Paulette boot from Dansko. Waterproof, with a “removable, triple-density eva footbed for optimal arch support and maximum shock absorption,” and a rubber outsole, these booties will leave a spring in your step during your autumn adventure. Available in 2 colors.

User Review: “I love these boots. I didn't have a chance to break them in before my trip. I was able to wear them all day. I removed their insert and used my custom orthotic with no problem.”

Price: From $179.99 on Amazon

Average Star Rating: 4


Lucky Brand Women’s Basel Boot

Touted as being “truly made for walking,dancing, and skipping,” according to Amazon, these booties from Lucky Brand should be a no-brainer. Made from leather with a rubber outsole, a side zipper and synthetic lining, you will definitely consider yourself lucky if you pack these for your next vacation. Available in 40 color combos.

User Review: “Wore this boot while on vacation and did LOTS of walking (like 7-10 miles a day). They were so comfortable that I ended up wearing them every single day of my 14 day vacation. Now I want more Lucky Brand boots!!!”

Price: From $29.95 on Amazon

Average Star Rating: 4


FRYE Women's Sacha Moto Shootie Western Boot

FRYE has stood the test of time, and these western booties are no different. Add some flair to your outfits with these boots, made from leather with a rubber sole, and are sure to last for years. Available in 7 colors.

User Review: “Only get these if you are prepared to handle all the compliments! They have all the things I love about my other frye: no break in time required, well made to last for years, and gorgeous! They are a wee bit snug in the toes but not uncomfortably so. You will not regret this splurge.”

Price: From $116.71 on Amazon

Average Star Rating: 4.5


Soda Chance Women's Closed Toe Multi Strap Ankle Bootie 

If you're on a limited budget, and need something more affordable, these ankle booties from Soda Chance are the perfect choice. Made of synthetic materials, with snazzy cut out accents, yet ultra-comfortable, they are an ideal purchase for the more budget savvy travelers out there. Available in 12 colors.

User Review: “I absolutely love these boots so far! I bought the black pair for a week long sight seeing trip and they ending up being more comfortable than the sneakers I brought with me. I really hope they last, but I definitely put them through the ringer on my trip and they material has held up great so far. Also, for reference - I usually wear and 8 and bought an 8 - wonderful fit! And! I actually just bought another pair in grey.”

Price: From $19.18 on Amazon

Average Star Rating: 4.5

Naturalizer Women's Cassandra Ankle Bootie

A staple in comfort plus style for years, Naturalizer is a go-to for many women looking for the perfect travel shoe. The Cassandra bootie  is sure to be a delight on your feet during your fall vacations.These boots are 100% leather with a synthetic sole and N5 comfort, Naturalizer's patented comfort technology- giving you extra comfort, a breathable lining, balanced heel to toe, with flexible soles and lightweight. Available in 2 colors.

User Review: “I bought these on a Thursday, had them delivered on a Friday, and started a five-day trip wearing them the next day. I don't regret it. After the initial day of breaking them in, they were the most comfortable and easy traveling shoes I have. I wore them in the snow and they were perfect.”

Price: From $41.13 on Amazon

Average Star Rating: 4

RF Room of Fashion Women's Casual Western Bootie

Another more affordable choice, these booties by RF Room of Fashion are 100% vegan, designed in the USA, have a rubber outsole and a cushioned insole. Choose a style with a buckle or without, and also choose from 8 different colors.

User Review: “Ordered these for a trip to AR so I could have some comfortable boots to wear on a daily basis.These turned out to be perfect. Inexpensive. Good quality. Very comfortable shoes to be walking around for 8+ hours. Look good for casual and more elegant outfits. Would recommend!”

Price: $29.99 on Amazon

Average Star Rating: 5

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Product images via amazon.com

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