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A good pair of women’s heels will, quite literally, elevate your outfit, but they don’t look quite as stylish when you’re hobbling around in pain after a few hours. So if you’re planning on wearing your high heels for a longer period of time, you need to make sure they’re comfortable.
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You could wear sneakers or just remember to throw a pair of fail-safe flats or walking shoes into your designer bag… or you could sidestep the issue entirely by choosing the most comfortable heels in the first place—yes, it’s possible.
Fortunately, today’s designers are one step ahead of the game, with comfortable high heel shoes to match any occasion available in almost any style and color under the sun. Whether you prefer a high heel, kitten heel, block heel, pointy toe, a classic nude, needle-thin stiletto, or a timeless mule, we’ve tried and tested many types of heels to suit your every need.
The most comfortable heels below are made for wearing during all your favorite activities: strolling, exploring, shopping, and dancing the night away.
The 19 most comfortable heels you can actually walk, stand, and dance in
BrandBest for1M.Gemi The EsattoBest overall2Valentino GaravaniBest luxury 3Dream PairsBest value4Gianvito RossiBest designer5ClarksBest for standing all day6Christian LouboutinBest black7Jimmy ChooBest nude8M.Gemi The LustroBest for walking9Tod’sBest for work10Cole HaanBest for wide feet11Stuart WeitzmanBest for wedding12Sergio RossiBest for clubbing13Bottega VenetaBest pump14AquazurraBest stiletto15New RepublicBest sneakers16Manolo BlahnikBest kitten17Rogier VivierBest block18CastañerBest wedge19NaturalizerBest ankle strap
M.Gemi The Esatto: Most comfortable heels overall
Day or night, you’ll dazzle wearing M.Gemi’s The Esatto. Handmade in Italy, this wear-anywhere style is delicate and timeless, offering a classically elegant high heel that you’ll run to in years to come. A trendy take without needing to splurge, your soles will thank you for choosing these comfy heels thanks to a super-soft pump and attention-grabbing style.
The quintessential pointed-toe is a popular choice that dresses up any outfit and the 3.5-inch (90 mm) heel is that just-right spot between flats and skyscraper heels. Beautiful and classy, these high heels are a top transitional choice that will carry you through the seasons. A padded insole offers an extra level of comfort and a choice between black leather, black patent and classic suede colorways means there’s an option for whatever you’re pairing these high heel pumps with.$298 ON M.GEMI
Heel height: High heel, 3.5 inches (90 mm)
Colors: A range including Black, Cappuccino, Burnt Wallnut
Valentino Garavani Roman Studs Pumps: Most comfortable luxury heels
An oversized iteration of the now-iconic Rockstud shoe, Valentino Garavani Roman Studs Pumps combine classic craftsmanship with a strong street attitude. They feature an adjustable buckled ankle strap and oversized gold-tone ‘Roman Studs’ embellishments—how’s that for a statement?https://5e7b7d934718cb369ef70bb9a470a40b.safeframe.googlesyndication.com/safeframe/1-0-38/html/container.html
Expertly crafted in Italy, these edgy-meets-elegant stiletto pumps will punctuate every look, from jeans to your favorite LBD.$1,150 ON LUISAVIAROMA$1,150 ON FARFETCH
Heel height: High heel, 3.1 inches (80 mm)
Colors: A range including Black/Gold, Nude and White/Gold
Dream Pairs Annee Pumps: Most comfortable value heels
Dream Pairs is a go-to brand for any woman on the hunt for a sophisticated casual silhouette without a high price tag. Flattering and versatile, the Dream Pairs Annee complements jeans through to dresses while the D’orsay pointed toe and Latex padded insole add an extra level of comfort. https://5e7b7d934718cb369ef70bb9a470a40b.safeframe.googlesyndication.com/safeframe/1-0-38/html/container.html
The ankle strap design and chunky low heel make this pump an effortlessly comfortable option for traveling from the office to the bar and a wide range of colors means the only difficulty you’ll have is choosing which pair to buy first. Opt for the black suede for a classic look, add a hint of color with the nude pair, or subtly elevate your outfit with a dash of red lipstick and the matching red heel.BUY ON AMAZON
Heel height: Mid block heel, 2.2 inches (57 mm)
Colors: A range including Black, Nude and Red
Gianvito Rossi 85mm Pumps: Most comfortable designer heels
A firm favorite of the Duchess of Cambridge, this no-nonsense wardrobe staple is a designer heel you’ll never regret spending money on. “Most comfortable” is certainly an impressive accolade in the vast and ever-expanding world of high heels but the Gianvito Rossi Pumps are fully deserving of such a title. An instant classic, these stiletto heels were designed to look good and feel good, with an easy slip-on style and an understated silhouette. Gianvito’s timeless elegance is never more prominent than with the Gianvito 85mm pumps, an Italian-crafted high heel cut from supple leather or suede, and a pointed toe to round it off.
Gianvito Rossi is the epitome of high-quality Italian craftsmanship and the label has earned a reputation for designing some of the world’s most wearable high heels.
Wear them casually or formally—The black heels and nude heels are ageless and great pairs to invest in. Or make a statement with a pair in leopard print.$725 ON FARFETCH$725 ON MYTHERESA
Heel height: High heel, 3.3 inches (85 mm)
Colors: A range including Black Leather, Black Suede and Nude
Clarks Sheer55 Court: Most comfortable heels for standing all day
If you’re in the market for a new pair of heels that refuse to let you down no matter what kind of stress you put them through, this pair from Clarks is a winner. No one likes waiting around but what makes it even more unbearable is a relentless throbbing pain from your heels. Clarks’ Sheer55 has a squared toe and wearable 65mm block heel that guarantees comfort for hours.
Available in two colors (Black Leather and Praline Patent), either option adds a clean and minimalistic look with a big style impact. This is a heel that effortlessly dresses up raw edge jeans, adds an extra layer of elegance to dress skirts, or provides a contemporary pairing with cropped trousers.
The durable sole for dependable grip and the brand’s dual-density Cushion Plus™ technology for unbeatable comfort make for a very cozy heel and a desk-to-dinner staple.
If you know you’ll be on your feet all day, this is the heel to go for.$110 ON CLARKS
Heel height: Mid-height block heel, 2.1 inches (55 mm)
Colors: Black Leather or Praline Patent
Christian Louboutin Kate Suede Pumps: Most comfortable black heels
It’s impossible to go wrong with a good pair of black heels and a comfortable yet stylish pair should be the first pair of heels you invest in.
Louboutins promise to pull any look together and few luxury shoe brands are quite as iconic as these. The red-soled comfortable black pumps are a premium option that adds a touch of luxury to any outfit. Glamorous from start to finish, these are the heels you’ll reach for your business meetings as much as cocktail soirées and exclusive evening occasions.
Sculpted in Italy with a velvety suede leather upper, set on a moderate needle-thin 3-inch heel, and finished with a pointed toe, if you’re looking to invest in one pair of classic yet comfy heels, you should make it these ones.
A signature style means Christian Louboutin chic and versatile pumps can be paired with virtually anything: the only rule is to ensure the red sole can be spotted when you’re out and about. The classic combination of black heel and red sole elevates even the simplest outfit effortlessly, making these black high heels the one to go for no matter what mood you’re in.$695 ON SSENSE$745 ON MYTHERESA
Heel height: High heel, 3.3 inches (85 mm)
Colors: Black Leather or Black Suede
Jimmy Choo Neutral Romy 60: Most comfortable nude heels
Your classic nude pumps deserve an upgrade. Pulled out of the wardrobe for weddings, dinner and drinks, important meetings, or something in-between, a strong pair of nude heels is something you’ll thank yourself for buying in the future. Elongate your legs with Jimmy Choo’s Romy 60, letting the updated take on the pointed toe and classic silhouette take the lead. Favored by royals and celebrities (think Michelle Obama and Oprah Winfrey) alike, these nude heels are made of antique-rose suede and instantly polish up even the plainest of outfits.
