Smart Casual Shorts

Smart casual shorts make it easy to enjoy comfort and versatility, whether you're heading out for a relaxed afternoon or gathering with friends. Designed for everyday ease, these shorts combine timeless style with practical details, so you can look and feel great wherever the day takes you. With classic colors and thoughtful touches, smart casual shorts are ready for everything from backyard barbecues to weekend getaways.

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504 Items

Men's Lakewashed® Stretch Khaki Shorts, 9"

A pair of navy khaki shorts with 9" inseam, made from 98% cotton and 2% spandex.

Pros: High quality Durable Comfortable Good fit Breathable
Men's Dock Shorts, 8"

A pair of 8" walnut shorts made from 100% organic cotton twill with a comfortable drawstring waist.

Pros: High quality Lightweight Great color Versatile design Comfortable fit
Men's Lakewashed Stretch Khaki Shorts, Pull-On, 8"
Price was from: $49.95 now: $34.99

A pair of heritage khaki pull-on shorts with an 8" inseam, made from 98% cotton and 2% spandex.

Pros: Perfect fit Softness Durable Versatile Comfortable
Men's Tropicwear Shorts, 9"
Price was from: $64.95 now: $54.99

A redesigned favorite, these dark cinder nylon shorts offer sun protection, comfort, and multiple pockets.

Pros: Great fit Stylish look Secure pockets Lightweight material Comfortable
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $49.99

A gray polyester-blend short featuring water-repellent, moisture-wicking ripstop fabric and secure zippered pockets.

Pros: Great fit Durable construction Quick-drying fabric Lightweight material Comfortable to wear
Men's Lakewashed® Stretch Shorts, Pull-On, Chambray, 8"
Price was from: $49.95 now: $39.99

A pair of dark chambray pull-on shorts with an 8" inseam, made from 98% cotton and 2% spandex.

Pros: Great fit Convenient pockets Comfortable material Nice color Stylish appearance
Men's VentureStretch Chino Shorts, 7"

A versatile tan short with 7" inseam, offering UPF 50+ protection and water-resistant nylon blend.
Men's Signature Herringbone Shorts, 8"
Price was from: $79 now: $54.99

A versatile pair of tan shorts in a breathable linen/cotton blend with a stylish herringbone texture.
Men's BeanFlex® Corduroy Shorts, 7"
Price was from: $69.95 now: $49.99

A pair of brick orange corduroy shorts with built-in stretch, made from a soft cotton blend.
Men's Sunwashed Cotton Shorts, 8"
Price was from: $59.95 now: $39.99

A pair of sand dune cotton blend shorts with an 8" inseam, elastic waist, and rugged canvas.
Men's Explorer Ripstop Shorts, Fixed Waist, 8"
Price was from: $69.95 now: $59.99

A rugged tan short with a fixed waist, moisture-wicking fabric, and modern styling for versatility.
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $44.99

A versatile blue short with UPF 50+, made from recycled nylon blend, perfect for swimming or casual wear.

Smart Casual Shorts

Smart casual shorts have become a staple for anyone who values comfort, style, and versatility in their warm-weather wardrobe. Whether you’re headed to a backyard barbecue, an outdoor brunch, or a relaxed gathering with friends, these shorts strike the perfect balance between laid-back ease and polished good looks. The key to a smart casual look lies in thoughtful details—think tailored silhouettes, refined materials like crisp cotton or linen blends, and timeless colors such as navy, khaki, or stone. These shorts are designed to hit just above the knee, offering a neat, put-together appearance that’s suitable for a variety of occasions without ever feeling too formal or too casual. Pairing them with a lightweight button-down or a classic polo shirt creates an ensemble that’s as appropriate for a casual Friday as it is for a weekend escape. For footwear, clean sneakers, loafers, or boat shoes keep the look fresh and approachable, while a simple leather belt can add a touch of structure to the outfit.

When considering smart casual shorts, think about who might benefit from having a few pairs in their closet. They make a thoughtful gift for anyone who enjoys spending time outdoors during the warmer months—dads who love to grill, college students heading off to campus, or friends who appreciate practical, timeless style. The beauty of smart casual shorts is their ability to adapt to a range of settings, from resort vacations to impromptu picnics in the park. Their durability and comfort ensure they’ll be worn season after season, and their classic design means they never go out of style. For December, these shorts are a great option for those traveling to warmer climates or planning a winter getaway, offering a reliable choice for sightseeing, dining al fresco, or simply relaxing in the sun. And when the weather turns, they’re easy to layer with a lightweight sweater or jacket, making them a year-round favorite for anyone who values lasting value and versatility in their wardrobe.

For those exploring options, it’s helpful to focus on quality construction and materials that hold up to frequent wear while maintaining their shape and appearance. Look for features like reinforced stitching, soft linings, and easy-to-use closures that make getting dressed a breeze. Subtle patterns or muted tones allow for effortless mixing and matching with other wardrobe staples, while tailored details ensure a flattering fit for all body types. If you’re interested in exploring a wider selection of styles, including options that transition seamlessly from casual to smart casual, you can find a curated range of choices on our Casual Shorts page. With the right pair of smart casual shorts, you’ll be ready for any occasion where comfort and style go hand in hand.

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Smart Casual Shorts