The 20 Most Comfortable High Heels That Won’t Leave Your Feet Achy

We appreciate a great shoe trend – whether it’s a sneaker collab, a loafer renaissance, or perhaps a mesh shoe comeback. But when it comes to a woman’s shoe selection, nothing is as versatile and classic as a high heel. Sure, we’ve all experienced not-so-happy feet after an evening out in showstopping stilettos, but designers and brands alike have been serving up more comfortable yet flattering high heel options – giving us shoe-obsessed shoppers the best of both worlds – comfort and style.
Because your high heels should leave you feeling just as good as you look, we interviewed Dr. E. Giannin Perez DPM, FACFAS, a board-certified podiatrist at Flex Foot & Ankle (a minority, woman-owned practice in Manhattan) on some tips and tricks to shopping for the most comfortable high heels. “It is possible to find a comfortable high heel,” Dr. Perez says. “Keep in mind that your feet swell as the day progresses, so you want a shoe that isn’t snug when you first try on. For while you’re wearing heels, you can use an anti-friction stick so the shoe easily slides on the skin to avoid blisters. Lastly, invest in shoes with arch support.”