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12 Most Comfortable Heels for Every Occasion, Tested and Reviewed

Including a walking-friendly pair that’s more supportive than sneakers.
most comfortable heels
Collage: Gabrielle Langdon; Photos: Courtesy Glamour testers

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How we evaluated

How we tested heels for comfort

Glamour editors and reviewers evaluated how supportive these podiatrist-approved heels felt after wearing them for at least a full day, noting how comfortable they were to walk in and if they hugged our feet without compressing. After walking and dancing in the heels, we checked to see if our feet were left with any blisters or shoe bites. We’re happy to report that all of these passed the test.

Meet the experts


Your comfortable heel questions, answered

What type of heels are most comfortable?

According to Casey Pidich, DPM, a podiatrist and founder of Dr. Glass Slipper, there are a few styles of heels that are more comfortable than others. For example, kitten heels are lower, thinner heels that provide more balance and comfort. Dr. Pidich also recommends slingbacks because they typically have adjustable straps to prevent slippage. Caroline McCulloch, a podiatrist and founder of Frankie4, echoes this sentiment and recommends block heels because they have a more stable foundation, so the ankle doesn’t have to work overtime. “Styles that hold onto your foot well will help you walk more naturally,” she says.

What should you look for when shopping for a comfortable heel?

When shopping for a comfortable heel, the podiatrists we spoke to recommend looking for a heel around two to three inches in height. “A two-to-three-inch heel height will minimize pressure on the ball of the foot and allow feet to tolerate them for a longer period of time,” says Dr. Pidich. She also recommends looking for a shoe with a large toe box that’s more rounded. “A round toe or almond toe box shape accommodates our toes without too much pinching.”

As for styles with more support, McCulloch says to look for extra cushion in particular areas of the shoe. “Support in the midsole should help ‘spread the load’ under the foot, rather than provide arch support. Excessive arch support when the foot is in a high-heeled position can be detrimental to comfort and stability,” she says.

How can you avoid foot pain while wearing heels?

The best way to avoid foot pain is to look for a heel that evenly distributes your weight while walking, says Audree Kate López, a New York City-based stylist. But in the case that you really want to wear a pair of uncomfortable stilettos, there is an alternative. “I recommend spraying your feet with lidocaine before a big night, letting them dry before putting your shoes on, and adding fabric or gel cushions or inserts to the ball of the feet or heel for extra support,” she says.

Dr. Pidich also recommends stretching your feet before you put heels on. “Try five-minute calf stretches and heel raises to relieve any tension in your feet,” she says. It’s also key, according to both podiatrists, to make sure you’re wearing the right shoe size. “Always buy the shoe that feels more comfortable when you put them on, and if you’re in between sizes, always size up. Compression is the foot’s curse and can lead to long-term damage,” says Dr. McCulloch.