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We’re big believers in packing smarter, not harder. Which is why we like to recommend clothes and accessories that can be worn multiple times, multiple ways. Since traveling can mean a lot of time walking, racing (to catch a flight), or just being up on your feet, we’re bringing you comfortable, versatile shoes you can walk for miles in…and then head to drinks after.
For more affordable, stylish outfit ideas, click here.
Casual sneakers that will add a pop of color to your look…
If you're sick of your Sambas, you’ll love these low-top sneakers from Gola. They’re bright, colorful, and are almost always on sale. We love these metallic pink stripes, but don’t sleep on the rest of the colors.
Mary Janes that make you feel like you’re walking on air…
Comfortable flats with enough support are hard to find, so you can imagine our excitement when we found these adorable Mary Janes from Clarks. They feel broken-in straight out of the box and will dress up any pair of jeans for a night out.
Ballerina-inspired sneakers…
Is it a flat? Is it a ballerina shoe? Is it a sneaker? Yes to all of the above. These “sneakerinas” are our latest obsession. They’re stretchy around your heel for extra comfort and mobility and can be folded up to fit in your tote. Pro tip: Add a charm set to shift them into night mode.
Naturalizer
Bay Weatherproof Bootie
Booties that are secretly waterproof…
Our editors recently tested a few Naturalizer shoes and gushed over how comfortable they felt. These heeled booties are no different. They're completely waterproof and insulated, so your feet will stay warm but won't sweat.
A flexible flat with tons of color options…
There’s a reason our editors can’t get enough of Rothy’s. These flats are one of their signature styles, and they come in a ton of cute colors and patterns. They’re also machine-washable, which is a game changer if you’re wearing them daily on vacation.
A chic loafer that screams “fall”...
These plaid loafers are giving Rory Gilmore in the best way. They’re elegant, mean business, and aim to please. We’d pair these with tights and a skirt to complete the prep-school look.
Our favorite ballet flats from the early 2000s…
They’re back like they never left. These are the shoes we loved in middle school, from a brand that’s known for long-lasting comfort. Wear these with absolutely anything — jeans, skirts, or even capris, if you dare.
Mules that won’t pinch your toes…
Mules are our not-so-secret hack for looking elegant and dressed up without actually wearing heels. These have a small buckle for extra shine. For fall, we’re especially loving the French Merlot Croco Leather and the suede versions.
Heeled booties that convert to flats in seconds…
When we saw these convertible shoes, we knew we had to try them for ourselves. While the flip-flop designs can be a little hit or miss, these boots are a lifesaver when traveling. They’re made of a sock-like knit material but are actually weather-resistant, so don’t be afraid to wear them everywhere. If your feet get tired, you can swap out the stiletto or block heel for a flat attachment.
Square-toed flats that are under $9…
There’s nothing we love more than hopping on a trend with a budget-friendly alternative. If you’ve been wanting to try out square-toed shoes, let these $8 Mary Janes be your first. They’re soft and breathable, and have an elastic band to keep your foot securely in place.
Sneakers you can wear anytime, anywhere…
Name a more versatile sneaker under $30, we’ll wait. These No Boundaries sneakers from Walmart were an immediate add-to-cart item for us. We love their muted colors and extra padded insoles. Add a pair of ruffled socks if you wear them with shorts or a dress.