The Best Ankle Boots To Wear With All The Dresses and Skirts You Want This Fall

The way people look forward to the warm days of summer, I look forward to the crisp days of fall. Once it hits below 70, you’ll catch me in a pair of boots. Ankle boots are my favorite, because they help usher in fall without it feeling like your feet are suffocating. Plus, they go with everything from a slim pair of jeans to a dress to add some heft to outfit. If you’ve been looking for a pair to complete your transition into fall, may I suggest one of these below.

Blondo Women's Villa Waterproof Ankle Boot, $150 on Amazon: The transition from summer to fall is littered with thunderstorms and surprise rain showers, so get a boot that can handle it. This option is waterproof and has a sturdy rubber sole.

Celina Ankle Boot, $188 at ABLE: Pair these bold snakeskin boots with a simple, little black dress in the fall to give a pop of visual interest, but it comes in classic black and brown if you want something subtler. The thick heel gives you stability while the higher shaft covers a bit more ankle so you won’t get too chilly as the temperatures drop.

The Amico Boot, $298 at M.Gemi: The lower profile and perforated suede of this boot gives you the freedom to wear them even when it’s still a little bit warmer. A low heel makes it comfortable and easy to wear, no matter the outfit.

Aslen Mid Boot, $495 at rag & bone: If you want a pair of sturdy boots you’ll wear for years to come, opt for these Chelsea boots from rag & bone. The soft square toe is classic, but still trendy. The low stacked heel is a perfect two inches, so you get a little bit of height but without hurting your feet if you’re on them all day.

Alton Chelsea, $278 at Frye: These classic booties will give your outfit a western edge, which is really in right now. They have elastic insets for comfort and are vegetable-tanned to give you a better all-day wear. 

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