When cut-offs rose to popularity in the late 2010s, long shorts took a backseat. However, fashion trends always cycle, and now, long shorts are entering their heyday again.

That’s not to say that short shorts are out—they’ll always be a summer staple—but long shorts are becoming just as popular. In part, they’re nostalgic, tapping a part of fashion history we’ve come to now cherish. They can also be a bit more comfortable and convenient for those who are on the go. Plus, they’re convenient for those who prefer to dress modestly but still want something breezy for the summer.

Long shorts have just recently returned to the fashion zeitgeist, so figuring out how to style them may feel a little daunting at first. We can always look to the past for inspiration, and some more recent looks worn by celebrities may help inform how to give them a 2026 update.

To ensure they fit your personal style, you may want to consider what type best matches you and your lifestyle. Bermuda and board shorts are perfect for anyone who plans to spend their summer at the beach. Those with sporty style may find themselves gravitating towards basketball or bike shorts. But bike shorts can also lend themselves to edgier looks, especially when layered with a skirt, graphic tee and chunky shoes. So, don’t be afraid to get creative and try something new with your long shorts.

Below, we’ve rounded up some of our favorite styles of long shorts and paired them with easy, simple outfit formulas you can wear all summer long and maybe even in early fall. (Back-to-school season is closer than you think!)

Basketball Shorts

With the combination of Knicks fever and the summer heat, basketball shorts are having a moment. A good pair can go a long way, from the court to a festival, carnival and beach party, based on how you style it. Lean into contrast by pairing it with a blouse or sparkly top to dress it up. Or go full sporty chic with a t-shirt, tube socks and matching sneakers.