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You may be wondering: Is “comfortable high heels” a style oxymoron? Thanks to technological innovations and the guidance of podiatrists and experts, beautiful and walkable high heels have entered the chat. Perhaps you’re in need of comfortable work pumps when you’re standing all day, wedding guest dressy sandals, or an everyday style when you want to switch it up from your go-to flats and favorite white sneakers.
Our Top Picks:
1
Most Comfortable Heels for Wide Feet
Naturalizer Vera Leather Ankle Strap Sandal
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2
Most Comfortable Heels on Amazon
Dream Pairs Annee Pointed-Toe Pumps
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3
Most Comfortable Slingbacks
Aera Gabriella Vegan Satin Slingback Pumps
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4
5
Most Comfortable Pumps
Inez Frida Arch-Support Block-Heel Pumps
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6
Most Comfortable Strappy Heels
Marion Parke Raina 50 Block Heel
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7
Most Comfortable Block Heels
Vionic Valencia Heeled Sandal
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8
Most Comfortable Occasion Heels
Sarah Flint Perfect Sandal 85
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9
Most Comfortable Heels for Work
Vivaia Round-Toe Block Heels
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10
Most Comfortable Casual Sandals
Aerosoles Women's Sandal in Cognac
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To find a pair of heels that work for your feet and needs, consider the following details. Block heels offer more stability than stilettos and are great for “beginners” or those getting reacquainted with heels. Design features like ankle straps and wider front straps help secure the foot in place. You can also keep an eye out for any style that has arch support, cushioning, or a contoured footbed—all technical components that contribute to the comfort factor in shoes and help reduce foot fatigue. From affordable gems to podiatrist-approved investment styles, here are some of the most stylish and comfortable high heels for every price point and occasion.
Available in a range of skin-tone shades, this best-selling, simple two-strap sandal will take you seamlessly from work to weekend. Not only is the minimalist design versatile, it features a walkable block heel and arch support. Bonus: This style is available for wide feet.
Meet Amazon's best-selling pumps. With a classic d'Orsay silhouette, flattering pointy toe, mid-height block heel and a soft cushioned insole, this is a style you can wear all day.
Aera's slingback satin pumps are handcrafted in Italy with the brand's signature padded footbed for ultimate craftsmanship and comfort. The elegant pointed toe is a classic silhouette that can be worn just as easily with jeans as a wedding guest dress.
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For a versatile shoe that goes with your workwear, try a pair of elegant slingbacks. This patent navy iteration from Cole Haan has the comfort technology the brand is known for, such as three-layer foam cushioning to absorb shock and provide arch support.
Meet your most versatile comfortable heels. Thoughtfully designed with a proprietary multilayer foam insole that alleviates foot stress, you'll find yourself reaching for Inez's Frida pumps over and over again. Plus, they're finished with grippy, no-slip rubber detailing. The mirror-finish silver can be dressed up or down for a range of occasions.
Marion Parke is a podiatric surgeon on a mission to provide gorgeous and supportive footwear to women. They're the type of shoes that you buy once and wear forever. Thanks to a twice-patented footbed, these timeless, strappy metallic block heels are just as beautiful on as they are comfortable.
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If you're looking for additional coverage without going full bootie, Vionic's Valencia sandals are for you. These block-heel sandals are crafted with the brand's signature comfort features including a deep heel cup and enhanced forefoot contour for all day (or night!) support. They're timeless and cool enough to wear casually or dressed up for weddings or a special night out.
If you're looking to splurge on a designer heel for a special occasion, consider Sarah Flint's beautifully crafted collection. Available in sizes 4 through 13, this strappy sandal conceals anatomical arch support, padding, and an expanded toe box—in other words, a stiletto you can actually stride in confidently.
Add a touch of je ne sais quoi to your ensemble with timeless cap-toe block heels. The brand dubs this style "the running heels," thanks to the cushy insole, anti-blister back heel counter, and flexible knit upper made from recycled fibers.
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Embrace the retro '70s vibe of these suede platforms and pair them with floaty floral dresses or wide jeans. With a mid-height block heel, front platform, and comfort features, these will become a reliable pair in your rotation (and they're available in wide fit).
Sole Bliss' shoes are hand-crafted in Italy and Spain using three layers of cushioning for all-day comfort and support. For those with wider feet or bunions, the brand's wide toe box and signature Bunion Bed stretch panel keep you comfortable. From office wear to special occasion dressing, these luxe patent black leather heels can be worn with just about anything in your wardrobe!
Platforms are having a moment, and in fact, they are more comfortable than they look precisely due to the platform. This Steve Madden satin pair features sturdy heels and ankle straps for added security.
Sara Klausing
Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.