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How to Choose to the Best Chelsea Boot for You

One mention of fall and we’re instantly sent into a daydream of vibrant foliage, cozy sweaters, and cold-ready footwear. Yet there’s one staple that seems to occupy our minds well past fall: the Chelsea Boot. Much like the classic Mule, the Chelsea Boot is a classic style that we can’t seem to overwear, landing it a spot on our uniform must-have list. Timeless, elevated, and always comfortable, each Italian-made option is the key to easy, everyday style. Not sure which boot is for you? Look no further for your pre-fall forecast to our best Chelsea Boots to find your perfect fit.

The Everyday Neutral

We approach our boot collection the same way we do the rest of our wardrobe: choose pieces that are enduring, versatile, and easy to wear with any outfit you can dream up. Made in a soft walnut shade, our Oiled Leather Chelsea Boot is our choice for all-season dependability. Durable and dynamic in our most fall-friendly hue, we reach for this pair on warmer fall days, brisk spring mornings, and moments that call for putting your more casual foot forward.
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Plein Jean
Oiled Leather Chelsea Boot

The Classic Bootie

If you were to peek inside the closet of any best-dressed woman you know, you’re more than likely going to find a boot not unlike our Leather Chelsea Boot (or its heeled counterpart).With a padded sole and construction that allows slip-on simplicity, we slide into these boots when we’re looking for a sleek upgrade that’s always at the ready. Come September, we can’t help but look forward to upgrading knits and jeans with these cold weather all-stars.
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Leather Chelsea Boot

The Heeled Favorite

Every closet needs a shoe hero: the Leather Heeled Chelsea Boot is ours. Refined yet relaxed, these boots solve the longtime heel humdrum by bringing you a staple that’s defined by elevated comfort. We love these with your favorite dress or a simple denim and knit combination. Wherever the day takes you, every step is an absolute dream thanks to the stacked wooden heel—just don’t blame us if you start wanting to wear these every single day of the week.

The Suede Standout

Rounding out our Chelsea lineup is the Italian suede staple we can always count on. Made in the most perfect fall color that transcends seasonal conventions, our Suede Heeled Chelsea Boot is both subdued and striking enough to make a statement. There’s always an opportune time to wear this pair: from errand runs during lunch to fall gatherings with friends, we find that the touch of suede is all you really need.
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Suede Heeled Chelsea Boot
Photos by Nicki Sebastian