In our opinion, there is no such thing as too much comfy-shoes content. Sneakers, of course, can be a boon for both comfortable and nice-looking footwear, but things can get a little trickier from there, as there’s a fine line between fugly and just plain ugly. So to find the best comfy and not-offensive-looking shoes out there, we asked 18 cool women who spend most of their days on their feet — including servers, chefs, nurses, flight attendants, hairstylists, protesters, photographers, and the like — about the shoes they wear. Although some of our picks may not be the most fashionable or trendy, we recognize that the Dansko clog has been around for much longer than it was the official shoe for hipster ceramists. Who knows what the future holds? We do know that footwear is essential for a healthy back and feet. Below are some examples of footwear that can help.
Comfortable and best heels “I’m telling you, anything, literally anything from Clarks that I’ve put on my feet, I’m like, ‘Oh yeah.’ I’m willing to pay more for them because I know that they’ll be comfortable,” says Cassadi Currier , a hairstylist at Pembly Joon. She’s not the only one who loves Clarks. Three of our experts recommend them. Currier says that these heels, not wedges, are her favorite because they keep her feet warm for up to six hours. Clarks are also a favorite of Currier’s, as they come in many styles. Kaylins are a favorite because they look like booties, but have a sandal that allows your toes to shine through, she says.
Clarks Women’s Emslie lulin Mary Jane $85 Now 60% off from $34
Crystal Roseberry, a flight attendant, says that women in her field typically wear two pairs at work. There’s the terminal shoe, which is sexy and worn from the moment they arrive at the airport to the time they land. Then there’s the in-flight shoes which are more casual but still comfortable. But Roseberry says these Mary Janes from Clarks — of which she has bought multiple pairs — are “the best of both worlds; comfortable enough to wear all day long, and still fairly cute.” They’re her “hands-down favorite,” she adds. Sandra Hinton, a 42-year-old flight attendant, says these shoes are very comfortable. She credits the “rounded toe”, cushion and support in your instep, as well as the “little bit of platform” and low heel.
Dansko Women’s Sam Ankle-Strap Clog $120
Server Tess Parker says that “the pickings are slim when it comes to finding something supportive, but still looks cool and young,” Dansko ‘s Ankle-Strap Clogs, which Parker calls “a solid-gold tip” for anyone with knee or back problems, are the first pair of shoes she has found that fulfilled her requirements of being both supportive and young- and cool-looking.Parker says that the clogs have a “slightly forgiving platform” which makes them comfortable. She also mentions that shoes are often damaged by our jobs, but that these shoes are very durable.
Flats that are comfortable and stylish Easy Spirit Gessica Ballet Flats $69 Now 40% Discount on $41
Sorah Edeltuch, Nurse, told us that she wears sneakers most of the time. But for something a little more polished, Edeltuch puts on the Easy Spirit Getcity flats that she says are just as comfortable. She says that although Easy Spirit is known for making grandma shoes, this pair doesn’t seem like it’s meant for grandmas. They feel like you’re walking on pillows. I get so many compliments when I wear them to work.” Easy Spirit no longer sells the Getcity flats, but they’re built on the same base as these Gessica Ballet Flats , which are available for $70.
Dr. Scholl’s Kimber Flats $49
Editor’s Note: While these flats are now sold out, you might be able to find a pair of them on Poshmark or eBay.
Heather Kovarik, a flight attendant, says that she has tried so many flats. After trying out many styles, she settled on two pairs that were perfect for her: Dr. Scholl’s Fila and Fila. Kovarik said that both shoes have “traction so it’s less likely to slip” and “fairly cushioned on the inside.” She also mentioned that they are more comfortable than any other pair she tried.
Clarks Women’s Kinzie Light Skimmer $85 Now 38% off from $53
Flight attendant Roseberry’s favorite comfy flats are this pair from Clarks, which she says are “well made and cute, provide good support, and last forever.” She wears them during long shifts in the air and says they keep her feet “feeling good all day.”
Comfortable clogs Dansko Professional Clogs $125
Merica Lee , denim designer and maitre d’ at Frenchette , spends a lot of her time running back and forth between her factory in Brooklyn, the Garment District in Manhattan, and the restaurant in Tribeca.That’s why she looks for shoes that allow her to “easily bop around between boroughs but are cute enough to wear to work.” She calls Dankso clogs “a standard for restaurant folks,” as well as “one of the most comfortable pair of shoes you can own.” Lee opts for an all-white pair, which she says feel more stylish and unexpected than the classic black. Dansko clogs are a favorite of Lauren Gerrie and Flannery Klette Kolton, who both work in catering companies as co-founders. Author Stephanie Danler said that she has worn her “clunky, but kitschy” Dansko boots since the time she started working in a restaurant at age 15.
Crocs Unisex Bistro Pro Clog $45 Now 11% Discount on $40
They aren’t the most stylish pair on this list, but for an even more affordable — and just as comfortable — clog, Crocs will do the trick. Chloe founder Chloe Coscarelli uses them when she cooks in commercial kitchens as well as at home in her apartment. “They’re really comfy and have the right amount elevation to promote good posture.”
Crocs Bae Platform $60
Photographer Rochelle Brockington is also a fan of Crocs, specifically the Platform version, which is “a bit harder and more structured,” she says. “The entire shoe is rubber and they slip right off which is great for when I’m in a studio setting up or getting work done.” Brockington customises her platforms with charms.
Comfortable boots Clarks Clarkdale Arlo Black Suede $160
Currier says, “I feel like boots. No matter what type of boots you purchase, you have to break in them. It’s like a wear time of at least a few weeks to a full month before you can say, ‘Okay. These are my boots.'” These boots are her favorite, as they are the easiest and fastest to break in. They are also stylish, Currier says. Currier states, “Being a hairdresser, I need to look presentable.” She also tries to find shoes that she can wear comfortably and look stylish.
Dr. Martens Chelsea Boot $160
For winters in New York City, Gerrie swears by Dr. Martens Chelsea Boots as a comfortable but effective way to navigate icy streets. Lee, who is wearing a platform pair, agrees. Lee says that Dr. Martens are “really supportive” and “last forever.” She promises that the sole, which is air-cushioned, will not be able to resist being worn.
Dr. Martens Slip Resistant Steel Toe Boots 1460 $160
Currier is a big fan of combat boots, such as these lace-up Dr. Martens. Gerrie is also a fan of these lace-up Dr. Martens. She says they are super-comfortable and slip-resistant. She explains that water is on the floor when she rings her clients’ hair. “I’ve been doing this for a while so I know how to avoid slips in it. However, it’s nice to know that I can walk quickly through it or if I need to, it won’t cause me to fall and then die.”
Blundstone Thermal Series $230
For her comfortable footwear, chef Adina Halpern relies on Blundstone boots because they’re “very resilient” and “can transition from the kitchen to my regular life.” They’re waterproof, slip-resistant, and offer more ankle support than clogs or slides, which is a must in a busy commercial kitchen. Halpern put them to the test by walking around a butcher shop with the floor covered in beef fat. She never fell.
Frye Veronica Combat Boots $278
“Not only are they super-durable, but the soft leather makes them very comfortable when I’m on my feet for hours,” Helene Henderson, the founder of the Malibu Farm restaurants, says of her favorite Frye Veronica Combat Boots. These boots are not only comfortable, but they can also be worn with casual or formal outfits.
Red Wing Heritage Clara Boot $360
Chelsey Pickthorn is a master stylist and founder at Pickthorn Salon. “Sometimes I work 14 hours on the feet so I need to feel comfortable but also want to look nice, cool, and all that.” These Red Wing boots are her favorite way to keep her feet comfortable and look good when it cools down. “They are the most sturdy and soft and comfortable work boot.” Pickthron loves them so much she told us she has her eye on a second pair in brown.
Thursday Boot Co. Combat $180
Currier suggests Thursday boots as an option if the Red Wing boots seem a bit out of your budget. Currier was first introduced to the brand by her boyfriend. They are very similar to Red Wing boots in terms of quality, but at a lower price.
$180 AT THE THURSDAY BOOT COMPANY
The best comfortable sneakers Reissue of New Balance Fresh Foam Cruzv1 $80
As a photographer, Erin Patrice O’Brien , sometimes spends 15 hours straight on her feet during a shoot. These Cruzyls are not for her. Although she doesn’t like the shoe’s look, she is more concerned about comfort than style since her five-year battle with plantar fasciitis. The shoes feature the Fresh Foam midsole which she claims makes all the difference. She says, “Once I tried the memory foam, I could not go back to hard shoes or any other brands.” These are her favorite New Balance shoes. These are the best. She tried them on at Macy’s in Downtown Brooklyn. Scholl’s inserts are inserted into her shoes for additional support.
Nike Air Force 1 ’07 Sneaker $90 Air Force 1s are a popular choice among Gen-Zers, and make great gifts for teenage girls. Three grown women have told us it’s their favorite white sneaker as well. Although the comfort of the AF1s is not universally accepted, Strategist writer Chloe Anello swears to them — especially because she has hard-to-shop for feet. She explains that her feet are very large and she can’t wear shoes with too much arch support. “Air Force 1s are comfortable to wear every day and all day without any issues. They’ve been just as comfortable as my APL running shoes on 6-mile walks.
New Balance 990v5 $185
Although these may look like a fashionable dad shoe, Strategist writer Tembe denton-Hurst insists they are a timeless classic. She says that New Balances are a “rite of passage” for a DMV girl such as herself. They’re a basic shoe that can be worn for hours, just like AF1s in NYC. These shoes can be worn with almost any outfit, even though they may not match everything. Denton-Hurst is determined to make them work. She says, “I wear them with jeans, biker shorts and dresses. They’re fashionable in a normalcore kind of way and remind everyone how the pandemic turned me into a comfortable-footwear evangelist.” They make everything easier and are the only shoe I have to go with me no matter where I am.
Fila Women’s Disruptor Premium Sneaker $65
Brockington describes her style style as girly and sporty. She loves sneakers and calls them her favorite shoe style. Brockington looks for shoes that are comfortable and flatter her feet. They can also be worn down or dressed up depending on the task. These chunky Filas, which she has in a stylish pink floral pattern that’s only available on resale sites now, are great for working long hours. They are lightweight and easy to slip on and off, making them ideal for traveling pre-pandemic. They have helped me travel from New York to England and Egypt.
Adidas Ultraboost 20 Shoes $159 $180 Now 12% Off
Currier states that the Ultraboosts sneakers are an excellent choice for everyday wear. They are comfortable, lightweight, and easy to wear. She says, “I prefer shoes that are made specifically for activewear like running shoes.” “My shoes were Adidas running-style sneakers because they were most comfortable and non-slip,” she said. This was important for her work on hard floors close to machinery.
Converse Chuck Taylor All Star Core Hi $60
Both Gerrie and bartender-slash-seamstress Pam Wiznitzer say that Converse’s Chuck Taylor All Star sneakers (also a favorite among Strategist staffers ) are as comfortable as they are classic. Wiznitzer prefers low-tops and says that they have more cushioning, elastic by their tongues, laces (to keep it snug), and better gripping on bare floors. Gerrie, who prefers high-tops in leather or canvas, agrees with the Converse, and calls them her “most trusted-and-true” shoe. Brockington also likes the high-tops, especially because of her larger feet. She says that they are very comfortable for when she has to stand or walk for long periods of time. “I have a variety of colors so I can change my look and still look stylish and cute.
Clarks Un Maui Lace White Leather Starting at $125
These Clarks are recommended for those with wide feet who can’t find tennis-style sneakers. She says that her wide feet fit right in them and that they are leather. “It’s a pain to get anything on my shoes while doing hair color. It’s a constant struggle.
Keds Triple Kick Canvas $60
“Cushion and arch support are major keys,” says Nina Sarhan , a Washington, D.C.-based organizer and protester who sometimes walks for hours during protests. “I walked 13 miles along 395 with a group Black Lives Matter protesters a few weeks back, and shut down a major highway for several hours. “I walked six hours that night, starting at 5 and ending at midnight,” I said. All in these platform Keds. Sarhan praises the platform for providing extra support and cushion, especially when taking long walks. “Keds are also sturdy, so they’re great to drive miles through Washington, D.C.” She believes the rubber soles absorb shocks and keep her going even in adverse weather. She explains that rain doesn’t stop protests so the shoes she wears must not be heavy or gross in the rain. “They must have traction to prevent me from slipping on crosswalks that can become slippery in the rain,” she adds.
Nike Roshe One $75
Yuki Izumi (manager of Hi-Collar cafe and signature barista), believes that Nike sneakers are the most comfortable to wear when you’re slinging drinks behind a counter. This is due to their snug fit and supportive arches. Even though they’re athletic sneakers, Roshe Ones are more comfortable than gym sneakers.
Nike Air Max 270 $150
Lee doesn’t wear clogs and boots. Instead, she relies on her sleek and modern-looking Nike Air Max 270s. She says they look great with anything, from jeans and jumpsuits to dresses and pants. But most importantly, they feel good.
Recraft Nike Air Max 95 $140
As a professional ballet dancer, Erica Lall pays extra attention to taking care of her feet. She says, “I need to be careful about what shoes I wear since I use my feet for everything.” For years, her favorite shoes have been the Nikes. They are my go-to shoes and I wear them almost every day. Before COVID I walked all over Europe in a pair of shoes with a friend. They were comfortable and able to withstand miles of walking every day.
Comfortable sandals OOFOS Women’s Oolala Limited Sandal Violet Leopard $70
O’Brien discovered OOfos sandals through a Google search. They’ve been her favorite summer shoes. She says that they are extremely comfortable and aerodynamic for her feet. They are foam-based, similar to her New Balance sneakers. The OOfoam absorbs 37% more impact than traditional footwear.
Teva Women’s Original Universal Sandal $50
Gerrie started her career in professional kitchens. She now spends most of her time on sailboats and at yoga retreats in tropical areas. If you’re looking for comfy footwear for warmer weather, she swears by Teva’s Universal Sandals, telling us they not only feel good but are super-cute and waterproof to boot. Sasheer Zamata also loves the Universal Sandal wedge. She said that she feels like she can walk forever in them. Strategist editor Anthony Rotunno also loves Tevas; he is such a fan he recently became the proud owner of a third pair. And the Universal Sandal also came recommended by trail guides when we asked them about the best hiking sandals (which by default need to be comfortable enough to get you through whatever trek you’re on).
Birkenstock Essentials Unisex Arizona EVA Sandal $45
Gerrie also shared her love for Birkenstock Arizona EVA Sandals, another Strategist-approved style — as a comfortable warm-weather option. This style is also loved by Karla Welch, Irene Neuwirth, a jewelry designer, and Sarhan. Alison Freer, a writer, loves the eco-friendly EVA material that she claims is both light on the feet and easy to take with you when traveling.
Eileen Fisher Sport Platform Sandal $195
For a sportier-looking sandal , Pickthorn suggests this pair from Eileen Fisher, which she says are “incredibly sturdy for walking and working” owing to the thick straps and springy platform.
Clarks Botanic Strap Black Suede $110
Currier is a big fan of chunky sandals in summer. She says that she believes a platform relieves the pressure on your knees. These suede sandals by Clarks measure in at two inches.
Dr. Martens Vegan Blaire $100
These sandals may have more straps than other sandals on the list. This could make them uncomfortable. Currier however thinks that these Dr. Martens are “even slightly more comfortable than Clarks.”
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