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"

A durable pair of tan cargo shorts with multiple pockets, made from 100% cotton canvas.

Pros: Great color Durable material Well made Comfortable fit Roomy pockets
Men's Lakewashed® Stretch Khaki Shorts, 9"

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

Pros: High quality Durable Comfortable Good fit Breathable
Men's Tropic-Weight Cargo Shorts, 10"

A pair of blue, 100% cotton cargo shorts with multiple pockets, perfect for hot summer days.

Pros: High quality Lightweight Versatile design Good fit Comfortable
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"

A pair of wrinkle-free khaki shorts with an 8" inseam and hidden comfort waist, made of 100% cotton.

Pros: High quality Durable Good fit Comfortable waist Wrinkle-free fabric
Men's Sport Shorts with SUPPLEX® fabric, 8"

A versatile pair of platinum nylon shorts with UPF 50+ protection, perfect for various outdoor activities.

Pros: Versatile for outdoor activities High quality material Lightweight and fast-drying Attractive design and colors Comfortable fit
Men's L.L.Bean Multisport Shorts, 9"

A durable red short with UPF 50+, stretch comfort, quick-dry fabric, and multiple secure pockets.

Pros: Secure pockets Quick-dry fabric Versatile use Durable material Comfortable fit
Men's Wrinkle-Free Double L® Chino Shorts, Classic Fit, 8"

A pair of wrinkle-resistant dark khaki cotton shorts with an 8" inseam and classic fit.

Pros: Great fit High quality Durable Comfortable Nice color
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 6"
Price was from: $44.95 now: $19.99

A pair of khaki, wrinkle-free cotton shorts with a hidden comfort waist and 6" inseam.

Pros: Durable Stylish Good fit Comfortable Quality material
Men's Lakewashed Stretch Khaki Shorts, Pull-On, 8"
Price was from: $49.95 now: $39.99

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"

A pair of soft sand, 9" nylon shorts with sun protection and a comfortable, semi-elasticized waistband.

Pros: Great fit Stylish look Secure pockets Lightweight material Comfortable waistband
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $59.99

A versatile pair of blue ripstop shorts with moisture-wicking fabric and secure zippered pockets.

Pros: Great fit Lightweight Neat and trim appearance Durable Comfortable
Men's L.L.Bean Multisport Shorts, 7"

A versatile pair of green shorts with stretch, quick-dry fabric, and UPF 50+ sun protection.

Pros: Perfect fit Wrinkle resistance Comfortable material Deep pockets Lightweight design
Men's Tropicwear Comfort Shorts, 8"
Price was from: $64.95 now: $44.99

A pair of pewter fishing shorts offering UPF 50+ protection, made from soft, fast-drying recycled polyester.
Men's Lakewashed® Stretch Khaki Shorts, 6"
Price was from: $59.95 now: $49.99

A comfortable pair of tan khaki shorts in a cotton blend with a 6" inseam and stretch.
Men's L.L.Bean Multisport Training Shorts, 7"
Price was from: $69.95 now: $59.99

A pair of ultracomfortable, quick-drying training shorts with UPF 50+ protection and a built-in performance liner.
Men's Sunwashed Cotton Shorts, 8"
Price was from: $59.95 now: $44.99

A pair of sand dune cotton blend shorts with an 8" inseam, elastic waist, and rugged canvas fabric.
Men's Quilted Lounge Shorts

A versatile pair of gray quilted lounge shorts with supersoft polyester fabric and a drawstring waist.
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $54.99

A versatile blue short with UPF 50+, made from recycled nylon blend for comfort and quick-drying.
Men's Signature Herringbone Shorts, 8"
Price was from: $79 now: $64.99

A versatile pair of tan shorts in a breathable linen/cotton blend with a stylish herringbone texture.
Men's Comfort Stretch® Chino Shorts, 8"

A pair of tan chino shorts with an 8" inseam, crafted from a breathable cotton/polyester blend.
Men's Everyday Poplin Shorts, Standard Fit, 8"

A lightweight gray cotton-blend short with built-in stretch and an 8" inseam for easy movement.
Men's VentureStretch Chino Shorts, 7"

A versatile pair of red shorts with a nylon-spandex blend, offering UPF 50+ protection and durability.
Men's Explorer Ripstop Shorts, Fixed Waist, 8"

A rugged tan short with a fixed waist, moisture-wicking fabric, and modern styling for versatility.
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"

A pair of lightweight, breathable 100% cotton cargo shorts with elastic side panels for ultimate comfort.

Pros: High quality Perfect fit Lightweight material Deep pockets Comfortable

Men's Medium Shorts

When it comes to gearing up for the warmer months, a dependable pair of men’s medium shorts can make all the difference in your comfort and enjoyment outside. Whether you’re heading out for a family picnic at the local park, catching up with friends around the backyard grill, or sneaking in a quick hike on a favorite trail, the right shorts offer just the right blend of freedom and durability. Medium sizing hits that sweet spot for many, offering a comfortable fit that’s easy to move in—never too loose, never too tight. It’s a choice that works for all sorts of activities, from spontaneous games of catch to leisurely strolls along the shoreline, and even those days when you’re simply relaxing with a good book in the shade. Thoughtfully designed features like secure pockets, reinforced stitching, and easy-to-adjust waistbands can add convenience and confidence to your day, letting you focus on making the most of your time outdoors. The versatility of men’s medium shorts also makes them a practical gift for birthdays, holidays, or just to surprise someone who loves spending time outside—after all, everyone appreciates gear that’s built to last and ready for anything.

As summer days stretch on, you’ll find that a well-made pair of shorts becomes a go-to in your rotation, standing up to repeated wear and washing without losing their shape or comfort. Lightweight yet durable fabrics help keep you cool when the sun is high, while timeless, classic styles transition easily from active afternoons to casual evenings out. For those who spend their days on the move—whether cycling through town, exploring new campsites, or chasing after kids in the yard—medium shorts offer the ideal balance of coverage and breathability. They’re easy to pair with your favorite tees, polos, or button-downs, and work just as well for travel as they do for weekends at home. If you’re planning for cooler weather or simply want to be prepared for any adventure, it’s also worth exploring options like Men's Medium Pants for even more versatility as the seasons change. No matter where your day takes you, having the right gear at hand means you can always say yes to more time outside—enjoying every moment, every memory, and every bit of fresh air.

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Men's Medium Shorts