How to Style Long Shorts For a Cute and Comfy Summer 2026

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!)

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.

Bermuda shorts are having a comeback! (We have Zendaya to thank for that!) Try your pair with a crop top and fun accessories, or embrace the loose, slouchy silhouette with a comfy t-shirt and chunky shoes.

If you’re manifesting an easy, breezy summer, you may find yourself gravitating towards culottes. Because of the loose silhouette and soft fabric, they tend to move with you, bringing some dynamic to the look. So, you can pair them with basics, whether that’s a go-to pointelle tank top or sleek wardrobe staple.

One of the most defining denim trends of summer 2026 is jorts. They’re an effortless way to make any outfit look and feel cool. Just take a look at some of the best celebrity outfits as of late.

For a more fitted style, try capri pants. They’re trendy and elegant, perfect for something a little more dressy like a brunch or dinner when paired with a blouse and heels.

While bloomers are often shorter in length, they are also available in longer models as well. They’re great for summer as they’re typically made of lighter fabrics and come in lighter shades, which help keep you cool in the heat. The best part? You can wear them with tops or layer them under your dresses for extra coverage on days when you’re going to be moving around a lot.

Whether you’re heading to the beach or the park, loose, baggy and often colorful board shorts are a summer essential. Though they may be associated with swimwear typically, you can dress them up too. Pair them with a nice top and some trendy accessories for a look that’s effortless but cool.

Ever since the athleisure boom of the pandemic, bike shorts have become a wardrobe staple. But if you’re looking for a new way to put them to use this summer, try layering them with a skirt. It can be edgy and grunge while giving you some extra coverage.