How to Style High Tops for Every Occasion
The new casual-cool take on boots? High tops that transition seamlessly from warm to cool climates.
In these casual WFH times, comfort is the new cool and sneakers have stepped up as welcome replacements for just about every other shoe out there. Increasingly relaxed office dress codes mean sneakers are now the new loafers, ballet pumps and heels this summer. Come fall, it stands to reason that high tops will be the new way to do boots. Classic, versatile and effortlessly on-point, high tops have reached new heights in their styling potential, bridging the gap between athletic and high-fashion, downtime and dressy. Just as you would with a pair of boots, style your high tops with midi dresses, tailored pants, jeans or joggers for 24/7 laidback vibes.
Whether you’re new to the high top game or aiming to add to your collection, check out these styles you won’t want to miss this season.
The Classic Look
If you’re just beginning your high top collection, start with the classics—simple silhouettes with nuanced detailing, instantly recognizable and iconic. Ticking all those boxes and more, you really can’t go wrong with the Freestyle Hi. Retro yet undeniably relevant right now, this shoe offers a more fitted, delicate take on the chunkier, gender-fluid version. It’s perfect for running around town and a great match for your moves on the dance floor, too. Style this pair with workout gear, a maxi dress or mini skirt. And for a truly retro pairing, wear them with bicycle shorts and a tank.
High tops don’t come more signature than the Resonator Mid Basketball Shoes. Playing strong to its baller roots, these sneakers symbolize athleticism and downtime rolled into one. Sneakerheads love the white-on-white detailing and the embroidered vector element adds a hint of definition, while the strong gender-fluid silhouette makes these the ultimate sneaker for all style vibes. Keep your look in the high-energy zone by styling these high tops with joggers or leggings, or for a more statement downtime look, work them with ripped, cut-off jeans or even a midi skirt.
No less classic but a little more statement, these high tops opt for a monochrome mix that packs a sartorial punch (without looking like you’ve tried too hard). Styling strong with black, white and grey—or even more vibrant colors—monochrome high tops offer up plenty of cool combinations worthy of your investment. Take the Royal BB 4500 Hi 2 Basketball shoes: More mid-cut than super-high, they set a relaxed, low-key mood. Tighten or loosen the silhouette to your fit preference, and let the defined shape sharpen up a more tailored look or offset looser joggers.
Not quite a high top, but not a traditional sneaker either, the mid top boasts plenty of style prowess both on and off the court. A more unusual silhouette than its higher top counterpart, it strikes the perfect balance for high-energy movement and off-duty chill. The Question Mid Basketball shoe makes a great case for this hybrid sneaker. Inspired by motorsports with its metallic, chunky sole, this shoe is a total mood.
Color Pop Tops
Once you’ve hit your high top stride with the more quintessential styles, it’s time to work in some fun. Add bounce to your stride via color blocking, graphic elements or vibrantly colored laces. Keeping it classic but punchy, the Resonators in white, blue and red are an easy and timeless way to work color into your look. Pair them with slim or boot-cut jeans, or try adding sweat pants or a midi dress.
If you’re ready for all-eyes-on-me high tops, you’ll want to try some of the latest statement styles. With mega energy and iconic B-ball design, the Power Rangers Question Mid Basketball shoes are transformative with their red, black and silver detailing. The Power Rangers Hi shoes fill the need if it’s a truly future-forward high top you’re after, with a 3D silver heel clip and pink striped sock liner graphic. To really let your statement high tops take center stage, show them off with cut-offs, short skirts or cropped pants.