The Best Dress Shorts for Men: A Guide to Elevated Summer Style

Formal shorts were once a rare commodity, even as many common trousers like khakis, sweatpants, and even jeans embraced summer variations. However, the sophisticated, tailored shorts often seen on modern runways are now more accessible, bringing a welcome solution for warm-weather dressing.

This shift is a great relief for men seeking appropriate attire for events like vacation lunches, beach club gatherings, or trips to a friend's country estate. It emphasizes the need for shorts that are distinct from athletic wear, offering refined alternatives. When selecting dress shorts, two prominent fashion philosophies stand out, exemplified by designers Thom Browne and Rick Owens. Browne's approach favors a precise, shorter cut that pairs well with button-down shirts or classic sweatshirts. In contrast, Owens’ style is more voluminous, less structured, and extends to a longer length, suitable for pairing with t-shirts and looser button-ups. Regardless of the chosen style, it's crucial to avoid overly tight fits, as a strained seam can quickly detract from a polished look. For materials, natural fabrics such as cotton, linen, and lightweight wool remain timeless choices.

Several top contenders for men's dress shorts offer diverse styles and price points. COS presents an excellent all-around option with its tailored linen shorts, balancing a relaxed yet refined fit, breathable fabric, and a versatile color that integrates seamlessly with smart casual wardrobes. The elastic waistband in these shorts adds a modern touch of comfort without compromising their sophisticated appearance. For those on a tighter budget, Gap's linen-cotton shorts provide a smart, mid-length solution that mimics contemporary Scandinavian designs. These are best worn with tops that cover the waistband, either untucked or French-tucked, to maintain a polished look. In the mid-range, Todd Snyder's 7-inch cotton side tab shorts offer a precise, tailored fit that caters to those who prefer a shorter inseam, reflecting a growing trend in menswear towards showing more leg. These can be paired with a matching jacket for a coordinated ensemble or styled with relaxed tops for a modern aesthetic. At the premium end, Stòffa's single-pleat wool shorts exemplify elegance with their wider cut, luxurious wool fabric, and thoughtful details like an attached belt and customizable hem, providing a sophisticated option for more formal summer events. Finally, Alex Mill offers a low-maintenance yet smart option with its pull-on flax linen shorts, featuring a textured fabric and practical patch pockets that make them versatile for various summer shirts without requiring much styling effort.

Ultimately, selecting the right pair of dress shorts involves balancing personal style with practical considerations like comfort and formality. Whether opting for a classic chino short from Ralph Lauren, which embodies preppy sophistication, or a fashion-forward wool short from Mfpen, which offers a baggier, more relaxed silhouette, the key is to choose pieces that are well-designed and complement your existing wardrobe. Pairing these shorts with appropriate footwear, such as loafers or leather sandals for dressier occasions and canvas plimsolls for more casual settings, ensures a cohesive and stylish summer look. The expanding variety of dress shorts available allows every man to find a superlative version that aligns with his preferences, demonstrating that smart summer dressing can be both effortless and refined.