Strut Your Stuff: The Most Comfortable Heels 2021 For Busy Moms

The Best Comfortable— Dare We Say Wearable— Heels For Busy Moms Who Are Always On The Run

March 10, 2020 Updated April 30, 2021

Best Comfort Heel Shoes

You don’t have to sacrifice style for comfort, ‘cuz remember, you’re a ~cool~ mom. And yes, you’ve still got it. Since you’re no longer heading out to da club at the wee hours of the morning, ankle-breaking stilettos are no longer a necessity (thank you, NEXT). Comfort is our favorite seven letter word these days, especially when it comes to shopping for sensible heels that we can wear all damn day—from brunch dates with the moms from school to networking luncheons to Friday night Salsa dancing lessons with the hubs (hey, we can dream).

At this point of our adult lives, investment pieces are what we’re after. It’s better to be picky than settle for something that’s going to fall apart in six months’ time. We know you’re not buying a car or anything, but girllll, you’ve got to check out the specs before you *add to cart.* According to Alexa Buckley, the co-founder of Margaux—a contemporary footwear brand for women on the go—there’s a few basic elements to look out for. “Besides the height of the heel, the most important factors for comfort are the shape—a thick, block heel will always offer more support than a spindly stiletto—and additional padding. Our special padding is an important part of all Margaux shoes, including The Heel. We do 5mm of a plush insole that makes walking in them incredibly comfortable,” she says.

Ahead, we’ve got you covered with nine walkable AND comfortable heels for work and play that were made for strutting (err, surviving work and then school pick-up). From traditional power pumps to open-toe heeled sandals to a trend-right mule, you’re guaranteed to find your sole-mate. Pun intended.

Sam Edelman Women's Odila Heeled Sandal

Sam Edelman is practically a household name when it comes to trend-right styles that won’t break the bank. If chic comfort and affordable luxury are what you’re after, then don’t hesitate to snag a pair of these lilac ankle strap steppers featuring a sweet scallop trim and a sensible block heel. They also come in a slew of other springtime hues including pink lemonade and sunglow yellow. At approximately 3.25 inches, these babies provide just the right amount of height (aka, you won’t feel like you’re walking on stilts!). From brunch with your favorite “mom” friends to Easter Sunday with the kiddos, you won’t run out of excuses to put your most stylish foot forward. Amazon customer Michelle B. raves, “These are the BEST and MOST COMFORTABLE heels I’ve ever owned! Worth every penny.” Between eight-hour workdays, bridal showers, and wedding season, she adds, “these shoes felt great and stood up for hours.”

$87 AT AMAZON



Margaux The Heel

Take a walk on the wild side with a pair of Margaux’s best-selling Italian suede heels (we’re partial to the leopard but you can go solid if you prefer) geared toward the modern woman. Alexa Buckley, Margaux co-founder, says, “We’ve had thousand-person waiting lists for that heel. It’s a super walkable, wear-everywhere heel that’s just so comfortable—I accidentally walked 12 miles in them.” Fit and structure reign supreme with Margaux, hence their guarantee to help you find the *perfect* pair. These heels are so damn good that they don’t even require a traditional “break-in” period. Need we say more?? Besides the elegant craftsmanship and functionality, they contain a supportive insole and plush foam padding for around-the-clock comfort. The versatile 2.5-inch block heel will be a savior on those days when you know you’ll be on your feet all day (#MommyDuties). Bonus: You’ll be delighted to know that the suede can easily be spot-cleaned with a brush. Phew.

$295 AT MARGAUX

The Day Heel

Can we get a round of applause for Everlane’s glove-shaped day heel? Coming in clutch when we needed them most, this ballet-inspired silhouette features a rounded toe and elasticized back for added comfort. It’s not often that we’d willingly choose a heel over a ballet flat or sneaker, but behold, our dream shoe has arrived. Guaranteed to be love at first try-on, the 2-inch block heel is straight-up magic. Balance a baby in one arm, push a stroller with the other, without the fear of having to stop and switch shoes or apply blister patches. Best recommended for “multi-tasking feet,” these elegant steppers tick ALL the boxes (style, comfort, and transparent pricing). With a 4.39 star rating and over 4,000 reviews, no judgement whatsoever if you snatch one up in every color. Try a bright red for a traffic-stopping lewk or a season-less pale rose.

$145 AT EVERLANE

Imogen Nude & Black Leather

Imagine a heel that results in pure bliss (the unthinkable, amirite?!) even after hours of wear. We must be dreaming. Enter Sole Bliss’ podiatrist-approved collection of comfort technology-enhanced shoes that work overtime to achieve just that. The Imogen, a totally fab two-tone slingback heel handcrafted in Spain, has officially arrived. We’re losing our $h*t over the Chanel-esque nude and black cap-toe design. Take note: This is the tailored heel that you’re gonna want to pair alongside a white button-down and straight-leg jeans for a ceaselessly chic uniform. We’re lazy (err, strapped for time) and these look hella comfy. Additional features include a shock-resistant rubber heel, triple-layer cushioning (memory foam FTW), and a bunion bed to take the pressure off painful bunions. An adjustable strap provides the best fit possible while a deep toe box gives your feet extra room to breathe.

$279 AT SOLE BLISS



Perfect Emma

Moms everywhere, including Meghan Markle and Amal Clooney, swear by Sarah Flint’s über-functional designs. No detail goes unnoticed, as far as fit and construction are concerned. While you should expect to pay a bit more for these wardrobe workhorses (they are handcrafted in Italy, after all), you can rest assured that they’re worth every penny. The “Perfect Emma,” a navy suede pointed-toe pump with a tortoiseshell patent leather heel and extra foot bed padding, receives glowing reviews from verified buyers. Megan C. weighs in, “These shoes feel like walking on a cloud! They were comfortable from the first step. The standout heel is a bonus.” Style without sacrifice is EXACTLY what we’re after here. Just add a pencil skirt or simple shift dress for a boardroom-approved ensemble. The inset block heel elevates without weighing down the wearer, while a wider toe box eases foot crowding keeping toe cramps at bay.

$355 AT SARAH FLINT

LifeStride Women's Suki Pump

Cue everyone’s favorite salsa dancer emoji: These comfortable fire red pumps from LifeStride were made for walking… or getting down low on the dance floor (wedding season is beckoning, y’all!). The extra-flexible, cushiony sole ensures that each step is effortless and pain-free. And dare we say that the heel height (2.76 inches) is justttt right for moms who had previously swore off high heels altogether. We love the slip-on design and asymmetrical strap that keeps potentially humiliating shoe-in-grate fiascos to a minimum. You could almost run a marathon while pushing a stroller in these bad boys. Anyone up for the challenge? One happy Amazon customer reports back that she experienced ZERO blisters. “These were a good purchase. For a girl who NEVER wears heels, I was able to rock these for 5+ hours on my first time wearing them at a wedding.”

$48 AT AMAZON

The Anna Pump

Floral pumps? For spring? Absolutely groundbreaking. Naturalizer’s “The Anna Pump,” shown above in a playful pink multi-tulip print, will have you springing forward in no time. The timeless silhouette is from the brand’s Modern Icons line—a collection of signature styles that you’ll wear and love for a lifetime. A non-slip sole and innovative cushioning system (they’re designed to fit the contour of your foot for optimal comfort) ensures all-day wearability. When rocking these scene-stealing steppers around town, outfit repeats are strongly encouraged. Team ’em with everything from a CEO-approved power suit to “mom” jeans for bragging rights at next month’s PTA meeting. Customers weighed in as far as quality, comfort, and style, and the verdict is in: “They run TTS, fit like a glove, and are so comfortable you don’t even notice the heel height. I want these in.every.single.color.” 

$110 AT NATURALIZER



Madison 12-Hour Pump

Just take a second to think about all the stuff you get done in the span of ONE day. We’ll wait. Make like the boss that you are with a pair of Banana Republic’s 12-hour work pumps. Not only will you command attention from afar (hellooo, these grass green heels could be spotted at least a mile away), but the level of comfort isn’t too shabby either. From dropping the kiddos off at school to rushing off to work, it’ll never feel like a #ManicMonday with these style MVPs in your arsenal. If you’re going to *attempt* to wear three-inch heels, a cushioned insole and memory foam padding really aren’t up for debate. You’ll also find added arch support, flexible leather, and a skid-resistant sole for one less worry on a rainy day. As one customer puts it, the “toe cleavage” is pretty sexy, too. 

$70 AT BANANA REPUBLIC

The Ava Mule

Mules are having a moment. There, we said it. If Charleston-based luxury footwear brand Thelma isn’t already on your radar, then it is now. The Ava mule—a block-heeled backless loafer that instantly elongates your legs—is officially at the top of our spring wish list. The free-wheelin’ style (slip ’em on and go) is practical yet feminine without sacrificing comfort. Deep slits in the upper tongue allow more give for a truly seamless fit. Bonus: The 1.5-inch solid wood heel is great for those dreaded spring showers that often leave you scrambling for dear life (okay, perhaps we’re being a bit dramatic, but wet pavement can be a slippery slope). Style these lilac stunners with your beloved Levi’s or a simple babydoll dress for instant boho flair. All of Thelma’s expertly crafted styles are responsibly sourced and made in small batches to minimize waste. 

$388 AT THELMA

Ready to fill your closet with spring style essentials? Be sure to check back for Scary Mommy’s latest fashion picks!

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SHOP THE STORY
stroke red
Sam Edelman Women's Odila Heeled Sandal
$87
Margaux The Heel
$295
The Day Heel
$145
Imogen Nude & Black Leather
$279
Perfect Emma
$355
LifeStride Women's Suki Pump
$48
The Anna Pump
$110
Madison 12-Hour Pump
$70
The Ava Mule
$388