Men's Medium Shorts

Embrace the outdoors with our collection of men's medium shorts, crafted for those who value quality and versatility. Whether you're hiking rugged trails, enjoying a casual day at the park, or simply lounging in your backyard, these shorts offer the perfect blend of comfort and durability. Designed to keep up with your active lifestyle, our selection features timeless styles that are easy to wear and pair with any outfit. Experience lasting value with shorts that are as ready for adventure as you are.

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298 Items

Men's L.L.Bean Allagash Cargo Shorts, 10"
Men's Tropic-Weight Cargo Shorts, 10"
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"
Men's Classic Supplex Sport Shorts, 8"
Men's L.L.Bean Multisport Shorts, 9"
Men's Classic Supplex Sport Shorts, Cargo, 10"
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"
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $59.99
Men's L.L.Bean Multisport Shorts, 7"
Men's Tropicwear Comfort Shorts, 8"
Price was from: $64.95 now: $44.99
Men's VentureSoft Shorts, Print, 8"
Price was from: $59.95 now: $24.99
Men's Lakewashed® Stretch Khaki Shorts, 6"
Men's Everyday Poplin Shorts, Standard Fit, 8"
Men's Sunwashed Cotton Shorts, 8"
Price was from: $59.95 now: $44.99
Men's VentureStretch Chino Shorts, 7"
Men's Quilted Lounge Shorts
Men's Wide-Wale Cord Pull-On Shorts, 7"
Men's BeanFlex® Corduroy Shorts, 7"
Price was from: $69.95 now: $59.99
Men's Signature Herringbone Shorts, 8"
Price was from: $79 now: $64.99
Men's Comfort Stretch® Chino Shorts, 8"
Men's L.L.Bean Multisport Training Shorts, 7"
Price was from: $69.95 now: $59.99

Men's Medium Shorts

When the days grow longer and the sun sits high in the sky, men’s medium shorts become an essential part of everyday comfort and versatility. Whether you’re heading out for a brisk morning walk, tackling yardwork, or meeting friends for a backyard barbecue, the right pair of shorts offers the freedom to move, relax and enjoy the outdoors to the fullest. With the season in full swing, many find themselves reaching for shorts that strike the perfect balance between lasting quality and easygoing style. Medium sizes are especially popular, offering a comfortable fit for a wide range of body types, and making them a practical choice for anyone seeking a reliable warm-weather staple. Shorts in this category are designed with thoughtful details—like reinforced stitching, soft linings, adjustable waistbands and functional pockets—so you can carry your essentials with ease and confidence wherever your day takes you. The timeless appeal of classic shorts means they’re just as suited for a spontaneous hike as they are for lounging on the porch with a good book, and they transition seamlessly from outdoor adventures to casual gatherings.

Gifting a pair of men’s medium shorts is a thoughtful gesture that brings lasting value, whether you’re shopping for a family member, friend or recent graduate gearing up for summer activities. They’re a practical gift that’s sure to be appreciated, especially as the weather warms and outdoor plans fill the calendar. Many appreciate how easy it is to pair shorts with their favorite tees, polos or button-downs, making getting ready for the day a breeze. The durability and comfort built into every pair means they’ll hold up through countless washes and adventures, from camping trips to afternoons spent tossing a frisbee at the park. For those who appreciate options, medium shorts are available in a range of lengths and materials, from lightweight cotton blends that keep you cool to rugged canvas that stands up to more demanding pursuits. If you’re planning a weekend getaway or simply want to refresh your summer wardrobe, it’s worth considering how a reliable pair of shorts can make your time outside even more enjoyable. And when cooler weather eventually returns, you’ll find just as much comfort and quality in our selection of Men's Medium Pants, designed for year-round wear and lasting value.

From early morning fishing trips to impromptu games of catch in the backyard, men’s medium shorts are built to handle whatever the season brings. Easy to care for and always ready for the next adventure, they’re a staple that keeps pace with busy days and spontaneous plans. The right pair is more than just comfortable—it’s a dependable companion for all the moments that make summer memorable, whether you’re exploring a new trail, firing up the grill or simply taking in the fresh air. With a focus on quality materials and thoughtful design, these shorts offer the kind of everyday comfort that encourages you to make the most of every warm, sunny day.

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Men's Medium Shorts