Top 10 Dress Shorts

DEFINING DETAILS: High-waisted with a flattering pleated front, these bermuda shorts have a loose fit that’s ideal for days when you want to look put-together while feeling completely comfortable.

STYLE WITH: Wondering what to wear with these shorts? Try tucking in an oversized white button-down and donning some platform derby shoes for a modern take on a timeless, preppy look.

DEFINING DETAILS: If length is a concern to you when it comes to shorts, this bermuda-style pair from Vince might be just what you’re looking for. They have a 13” inseam that’s designed to hit right at the knee, as well as two coin pockets and belt loops.

STYLE WITH: You can dress these shorts up by pairing them with a matching blazer, heels, and statement earrings.

DEFINING DETAILS: The little flare of these high-waisted shorts is perfect for women with curves, and the removable belt is also a welcomed sight because you can cinch it to add shape if you need to. And with an inseam of 4.5”, they’re just out of the short-shorts territory, so the probability of experiencing a wardrobe malfunction is low.

STYLE WITH: These shorts have a lot of outfit potential. For a casual ensemble, try tucking in your go-to graphic tee and sporting a pair of platform sneakers.

DEFINING DETAILS: Paperbag shorts: We know them, and we love them for being one of the most forgiving styles of women’s shorts. This pair from Boden is double pleated with a self-tie belt and pockets.

USER REVIEW: “I'm tall with a high waist and struggle to find shorts that fit. These, however, are perfect. Really comfortable. Flattering shape. I ordered the blue and then ordered both the other colors too.”

DEFINING DETAILS: Dressy shorts for women have come a long way since the plaid bermuda pairs that defined the early aughts. These high-rise, drapey shorts are a modern-day miracle with their subtle pleats, belt loops, and matte finish.

STYLE WITH: We’d love to see these shorts with a vest or sleeveless blazer, and Aritzia has a few options that fit that description.

DEFINING DETAILS: No one wants to deal with fussy buttons on a hot day, which is why Banana Republic designed these women’s shorts with something that can't be overvalued: an elasticized waist. They also have a drawcord tie, though, so you can adjust the waistline for the perfect fit.

USER REVIEW: “I've been on the hunt for shorts a grown woman would actually wear: comfortable, stylish, high-waisted, with a decent amount of legroom. These ticked all the boxes for me.”

DEFINING DETAILS: Perhaps the most unique thing about these high-waisted shorts is their 6” inseam. For women’s shorts, this length is practically unheard of, which is tragic because it is the perfect pit-stop between short-shorts and bermudas.

STYLE WITH: Any top on our list of date night blouses would look fantastic with these.

DEFINING DETAILS: Made from a stretchy cotton-elastane blend, Banana Republic’s tie-waist shorts have achieved the impossible: turned an insanely comfortable pair of shorts into something effortlessly chic.

STYLE WITH: You can’t go wrong when deciding what to wear with these shorts, but if you need some guidance, try a short sleeve button-down shirt with a trendy pair of mule sandals.

DEFINING DETAILS: Welcome to pastel heaven, where the shorts are pleated to perfection and come in four stunning, soft shades: lilac, mint green, pink, and blue. Tailored so they’re super high-waisted, these shorts are for women who won’t settle for a fit that’s anything other than ridiculously flattering.

STYLE WITH: Because these are so colorful, a simple white tee with some playful block heels would turn some heads. Try adding a headband for a little something extra.

DEFINING DETAILS: A drawstring waist with a bow wrap tie and big pockets? Yes, please. But here’s the really amazing thing(s): These shorts are under $30 and come in over 30 different colors. And there’s more: They also have 3,000 5-star reviews. All this to say, it’s no wonder they made the #1 spot on our list.

USER REVIEW: “Omg shorts that actually fit well for curves??? Yes! Not too short, not too long. Lightweight. Buy these!”