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Are you obsessed with boots? We are! If you don’t already own a pair of chelsea boots you need to add them to your list. Take a look at our round-up of fifteen gorgeous styles!


Chelsea Boots

Written By: Niki Landry


There are a handful of shoe styles that surpass trends and become a classic wardrobe staple. The Chelsea boot is one of those styles, and it has the added advantage of being a perfect shoe to bring on your travels.

Ankle boots are some of the best boots for travel in transitional seasons and cold weather. In fact, these are some of our top picks of the season!


Start by reading these general tips on choosing the best shoes for travel:


The Chelsea is a type of ankle boot that’s simple but stylish, comfy, and versatile, making it a great addition to most packing lists

Keep reading for a detailed look at what makes the Chelsea boot a smart travel companion and a shopping list of styles to suit every taste.




FRYE Melissa Chelsea Boot




The traditional Chelsea boot is a pull-on style shoe characterized by elastic side panels, a suede or leather upper, and a low stacked heel.

The boot shaft hits just above the ankle with a pull tab on the back. Its streamlined construction makes it a great complement for relaxed and contemporary outfits.

It’s a boot borrowed from the boys, and it brings a masculine element to your wardrobe. If you are looking for a boot to invest in or one that will stand the test of the time, look no further than a classic Chelsea boot.


Not sure which clothes to wear with them? Here’s how to wear ankle boots!




Sam Edelman Petty Ankle Boot




With many of the same characteristics as the classic boots above, a printed Chelsea boot is a great way to play up its classic look. Take, for example, this fabulous leopard style!

Despite the bold print, it still maintains the versatility and comfort of the classic. Leopard can easily work as an elevated neutral.


If purchased in a neutral color such as taupe or gray, can easily be matched with many items in a capsule travel wardrobe!




Sam Edelman Tinsley Rain Boot




The easy pull-on style of the Chelsea makes it a favorite shape for rain boots. The lower shaft and lighter weight, compared to traditional rain boots, makes it easier to pack and a smarter choice for trips where you know waterproof shoes are a necessity.

Hunter boots are the popular choice for rain footwear, but these other styles can keep your feet dry at a favorable lower price point.


Here’s our full round-up of the 13 cute rain boots in ankle-length!




Joules Westbourne Leather Chelsea Boots




If your shopping budget is tight this season or you’d rather save your hard-earned money for your trip, this style above is a more affordable Chelsea boot option. It’s the same chic look for less money.

I’m particularly fond of this pair as it can be easily styled with any fall or winter outfit. While it may not have the life span of a high quality pair of boots, it should get you through one or two seasons.


For budget boot finds, take a look at this round-up!




Rag & Bone Walker Bootie




Expensive doesn’t always mean better, but you can usually expect a high quality of construction and materials with a pricier shoe. In addition to the leather wearing well, you can usually get high end boots repaired or resoled after extensive wear.

When shopping for investment wardrobe pieces, it’s best to stick to classic styles and colors and shy away from trendy details or shapes.

The style above would work for someone looking for a shoe they plan to keep and wear for years. The Rag & Bone shoes have a waterproof coating without the rubber rainboot look, making them ideal for travel.




Teva W DE LA Vina Dos Chelsea Boot




Looking to take your Chelsea boot out on an adventure? We’re so thrilled that brands such as Teva allow travelers to take their styles to the trail. Their Delavina boot in particular is a big favorite amongst readers!

Lined and waterproof with a rubber sole for stability, these will complement your fall adventures and make sure you’re looking cute all throughout.




Marc Fisher Yente Chelsea Boot




You can’t go wrong with a little bling here and there! Glitz up the classic Chelsea boot with some cute embellishments, like the boho-chic pair above. In addition to the studs, we’re also loving the scalloped stitching and gleaming toe tip.

From a night out in Madrid to your next music festival, these will make a stylish addition to your travel wardrobe.




Marc Fisher Yale Chelsea Boot




A touch of texture can instantly elevate a boot, which is exactly the case with the Marc Fischer boots above. Play up a simple jeans and white tee combo with this unexpectedly bold Chelsea boot.

The texture almost creates the look a print without actually being one, which makes it easy to work into outfits. We love it!



What do you think are the best Chelsea boots for travel? Please share your comments below!


For more tips on travel boots, please read:






I hope you liked this post on Chelsea boots. Please share with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!


Author Bio: Niki is an interior designer and artist from Louisiana. In addition to her design work, she writes for local and online publications sharing her experiences and passion for travel. Niki is currently adding stamps to her passport while building her design practice, Niki Landry Designs.



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