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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298 Items

Men's Lakewashed® Stretch Khaki Shorts, 9"
Men's Dock Shorts, 8"
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"
Men's Wrinkle-Free Double L® Chino Shorts, Classic Fit, 8"
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 6"
Price was from: $44.95 now: $34.99
Men's Lakewashed Stretch Khaki Shorts, Pull-On, 8"
Price was from: $49.95 now: $39.99
Men's Tropicwear Shorts, 9"
Price was from: $64.95 now: $54.99
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $59.99
Men's Lakewashed® Stretch Shorts, Pull-On, Chambray, 8"
Price was from: $49.95 now: $39.99
Men's Tropicwear Comfort Shorts, 8"
Men's Lakewashed® Stretch Khaki Shorts, 6"
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Chino Shorts, 8"
Men's Wide-Wale Cord Pull-On Shorts, 7"
Men's BeanFlex® Corduroy Shorts, 7"
Price was from: $69.95 now: $34.99
Men's Explorer Ripstop Shorts, Fixed Waist, 8"
Men's VentureStretch Chino Shorts, 7"
Men's Signature Herringbone Shorts, 8"
Price was from: $79 now: $64.99
Men's Sunwashed Cotton Shorts, 8"
Price was from: $59.95 now: $44.99
Men's Everyday Poplin Shorts, Standard Fit, 8"

Smart Casual Shorts

When summer arrives and the days stretch long and bright, smart casual shorts become a trusted companion for everything from backyard barbecues to spontaneous road trips. These shorts strike just the right balance between relaxed comfort and put-together style, making them an easy choice for countless warm-weather occasions. Whether you’re heading out for a leisurely afternoon stroll with the family, joining friends for a picnic at the local park, or simply enjoying some well-deserved downtime on the porch, a good pair of smart casual shorts offers the versatility to move from one activity to the next without missing a beat. They’re designed with comfort in mind, featuring soft, breathable fabrics that feel great all day long, while thoughtful details—like sturdy stitching, practical pockets, and classic silhouettes—ensure they look as good as they feel. It’s this combination of durability and timeless appeal that makes them a reliable favorite season after season.

Smart casual shorts also make a thoughtful gift for anyone who enjoys spending time outdoors or appreciates easygoing style that doesn’t compromise on quality. They’re a welcome addition to any summer wardrobe, whether you’re shopping for a recent graduate gearing up for a summer job, a parent who needs something practical for weekend outings, or a friend who loves to travel light and pack smart. These shorts are especially handy for vacations, where suitcase space is at a premium and every piece needs to earn its spot—offering enough versatility to be dressed up with a crisp shirt for dinner al fresco, or paired with a favorite tee for a day of sightseeing. Easy to care for and built to last, they’re made to handle everything from sandy beach walks to evenings around the campfire, holding up beautifully through countless washes and adventures.

When choosing the right pair, consider what matters most for your plans and personal style. Look for options that offer a comfortable fit and a classic look that works just as well with sandals as with casual sneakers. Features like adjustable waistbands, quick-drying materials, and reinforced seams can make all the difference during an active day outside. Colors and patterns are another way to personalize your pick—neutral shades keep things classic and versatile, while a pop of color or a subtle print can add a touch of fun to your summer lineup. For those who appreciate gear that goes the extra mile, some styles even include handy extras like secure pockets for keys or phones, making it easier to keep essentials close at hand. To explore a wide range of options and find the perfect pair for your next adventure, visit our Casual Shorts page and get ready to make the most of the sunny days ahead.

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Smart Casual Shorts