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.

Sort by:

Filter & Sort

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: $34.99

A pair of khaki cotton shorts with a hidden comfort waist and wrinkle-free, shrink-resistant fabric.

Pros: Comfortable hidden waistband Stylish design Durable material Good fit Wrinkle-free fabric
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 pair of alloy gray ripstop shorts with an 8" inseam, featuring moisture-wicking and abrasion-resistant fabric.

Pros: Great fit Lightweight Neat and trim appearance Durability 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 VentureSoft Shorts, Print, 8"
Price was from: $59.95 now: $24.99

A sea green camo short with UPF 50+ protection, made from a moisture-wicking polyester-spandex blend.
Men's Lakewashed® Stretch Khaki Shorts, 6"

A comfortable pair of tan khaki shorts in a cotton blend with a 6" inseam and stretch.
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 Quilted Lounge Shorts

A versatile pair of gray quilted lounge shorts with supersoft polyester fabric and a drawstring waist.
Men's BeanFlex® Corduroy Shorts, 7"
Price was from: $69.95 now: $59.99

A pair of brick orange corduroy shorts with 7" inseam, offering stretch comfort and broken-in softness.
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 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 Wide-Wale Cord Pull-On Shorts, 7"

A pair of tan cotton-blend corduroy shorts with an elastic waist, stretch, and soft texture.
Men's Comfort Stretch® Chino Shorts, 8"

A tan, breathable cotton/CoolMax blend short with an 8" inseam and built-in stretch for comfort.
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 Explorer Ripstop Shorts, Fixed Waist, 8"

A rugged tan short with a fixed waist, moisture-wicking fabric, and modern styling for versatility.

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.

It's time to upgrade your browser

Men's Medium Shorts