7 Pair of Sneakers That Scream ‘Upper East Side Rich Mom,’ From Just $ 14

This is if you don’t live in new York City, you’ve probably heard of the upper East Side. One of Manhattan’s Swankiest Neighborhoods, ITS Home to Central Park and the Metropolitan Museum of Art. High-end story Line Madison Avenue, and Park Avenue Houses the Ultra-Wealthy, Old-Money Types. (The Median Home Price As of July 2025 was $ 1.4 million, with its mont expensive listing going for $ 70 million.) and of Courte, Its the Main Setting for the Show Gossip girl.

Long Story Short? If you want to dress like a rich mom, look to upper Easts for real-life inspiration. While walking around the neighBorhood, you’re bore to spot Birkin, Chanel Ballet Flats and Cashmere Overcoats. There are also the shoes i see nearly every Woman Wearing for Errands or Walks in the Park: On Cloud 6 sneakers.

  • Related: 15 Hamptons Rich-Mom Looks to Steal, Starting at $ 20

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Onto

These Comfy Kicks Slip on With Ease, FEEL Super Lightweight and Have Just Enough Flex that they’re’re Supportive with giving you blisters. I WOULD KNOW, I WAS IT INFLUENCED TO BUY say – and now i haven nearly every day to walk my dog. My parents saw me wearing say and each bought a pair.

They’re Making a Splash Outside of New York As Well: Senior Deals Writer Chris mcgraw has Spotted plenty of on shoes in colorado. “For Years, Hoka has dominated the running scene with its signature marshmallow midsoles,” he Says. “But Lately, there’s been a Changing of the Guard. On Running Shows Are Showing Up Everyone-and Not Just Gets They’re Supportive and Race-Ready. They’re Stylish Too.”

$ 160 at on

The thing is, on shoes are a bit pricey – these probably arena’t the sneakers you’re stocking up on in every color. They’re Regularly $ 160 and Rarely Go On Sale. But if you want a simillar look for less, you’re in Luck: I found some affordable alternatives, so you can look like a rich mom with spending like one.

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Amazon

These Fresh White Walking Shoes Are Just $ 14 (Yes, You Read That Right). Have a simillar-looking sole, and they’re super lightweight. Now, they anen’t a dead ringer for on’s sneakers – more like a stylish distant cousin – but you just can’t beat the price.

Amazon Shoppers Say they’re Comfy. “These are the Most Lightweight, Comfortable Shoes – IT’S LIKE Walking on a Cloud!” Wrote One Reviewer. “Very Durable, Great Traction and Just Overall a Great Shoe!”

If you want something won’t show dear as easily, Fear not; They Come in Seven Other Colors. Sizes Range from 4 to 10.5.

Related: The 12 Best Walking Shoes for Women in 2025, Tested and Approved

$ 14 at Amazon

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Sketch

These skechers are more simillar to ounce, and while they’re’re still a little pricey, they go on sale often. They Slip on Without Any Pesky Lace-Ying and Have a Cushy Memory Foam Insole. Choose From Eight Colors in Sizes 5-11.

“They are great to get to slip into with no ties, Very Comfortable and Great, Strong Durable Soles,” Shared One Reviewer. “Plus, the great selection of color, styles and they’re washable. They Absolutely the best comfort pair bought in a long time. They great for the Walk or Work Out.”

$ 100 at skechers

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Avia

Walmart shoppers Say these shoes are incredibly comfortable, and point out that they look a tears more expensive than they are – music to our ears (and feet). Wear say for walks, errands or workouts. You’re bound to get compliments no matter where you go.

One Shopper Shared: “These Shoes are the best! I Strengh Train Five Days a Week and Walk Seven in these – so comfortable.

There are 11 Colors in Sizes 6-11, and you can buy in wide widths too.

$ 27 at Walmart

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Easy Spirit

These shoes were designed in collaboration with fitness guru denise austin, so you know they’re built to move. They have a cushioned insolis, plenty of Arch Support and a Lightweight Upper. Howver, What Really Makes Say Stand Out is Their Shock Absorption, which Comes in Handy for Long Walks or Jogs.

“I bought two pairs,” admonted one shopper. “They are Comfortable, eve for my neuropathic feat! I’ve worn in excess 10 hours a day. They provide Excellent Support and Over-The-Top Cushioning for A Day of Walking.”

Choose From Five Colors in Sizes 5-12. The best part? They come in wide and narrow widths too.

$ 55 at Easy Spirit

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Sketch

If you’re interest in the Slip-ins scechers, this pair has more cushioning for extra comfort. They Also have a breathable insolise and a geometric design that helps your foot roll smoothly over the paver. They’re a little thicker than the glide-step pros, but pillowy shoes are all the rage. Choose From Five Colors in Sizes 5-11.

“I am an Avid Walker and i love these shoes,” Said One Shopper. “They Cushion my heel Very well and help with to maintain a more consistent stride. They have a little higher toe whic ha Helped me so much. This is a great buy.

$ 110 AT SKECHERS

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Amazon

One look at the sole of these shoes and you’ll know why we’re recommending say as an alternative to ounce – especally the brand’s cloudilt shoes. These are a convenient slip-on style, and Amazon Shoppers Say they The Feel “Springy.”

“10/10 Wold Recommend,” Shared a Comfy Customer. “Since I’ve Had, My Back DOESN’T FEEL AWFUL. The shoes are very suportive. My steps Feel Springy, like they have a little bounce to say. … they also great work shoes – they have a lot of the flu.”

They come in a staggering 40-plus Colors in Sizes 6-12, so you might wanna grab a couple of pairs.

$ 40 at Amazon

The Reviews Quoted Above Reflect the Most Recent Versions at the Time of Publication.

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