Men's Trail Shorts

Men’s trail shorts are built for adventure, offering the comfort and versatility you need for everything from rugged hikes to casual afternoons outside. With timeless style and reliable durability, these shorts are designed to keep up with every step on the trail and beyond. Whether you’re heading out for a weekend trek or enjoying time in the backyard, men’s trail shorts make it easy to stay comfortable and ready for whatever comes your way.

Sort by:

Filter & Sort

298 Items

Men's Access Trail Shorts, 9"

A versatile pair of green shorts with UPF 50+ protection, made from a quick-drying nylon blend.
Men's Cresta Hiking Shorts, 10"

A durable pair of dark cinder hiking shorts with UPF 50+ protection and two-way stretch for comfort.

Pros: Quick drying Good quality Lightweight Nice pockets with zippers Comfortable fit
Men's L.L.Bean Multisport Shorts, 9"

A pair of alloy gray, quick-dry, stretchable shorts with UPF 50+ protection and multiple pockets.

Pros: Great fit Quick-dry fabric Lightweight shorts Versatile Comfortable
Men's Water-Resistant Cresta Hiking Zip-Off Pants, Standard Fit

A versatile pair of dark driftwood hiking pants that convert to shorts, made from durable, water-resistant nylon blend.

Pros: Great for hiking Versatile design Durable material Comfortable fit Multiple zippered pockets
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $59.99

A gray polyester-blend short featuring water-repellent, moisture-wicking ripstop fabric and secure zippered pockets.
Men's L.L.Bean Multisport Shorts, 7"

A versatile pair of blue shorts with stretch, quick-dry fabric, UPF 50+, and multiple pockets.

Pros: Perfect fit Wrinkle resistance Comfortable material Deep pockets Lightweight design
Men's Tropicwear Comfort Shorts, 8"

A lightweight, gray short made from recycled polyester blend, offering UPF 50+ sun protection and water resistance.
Men's Ultralight Adventure Shorts, 8"
Price was from: $69.95 now: $59.99

A pair of dark bronze, ultralight adventure shorts with a supportive inner brief and quick-drying fabric.
Men's Explorer Ripstop Shorts, Fixed Waist, 8"

A rugged red polyester cotton blend short with a fixed waist, perfect for active warm-weather days.
Men's L.L.Bean Multisport Training Shorts, 7"
Price was from: $69.95 now: $59.99

A pair of ultracomfortable, quick-drying black training shorts with UPF 50+ protection and built-in boxer brief liner.
Men's VentureStretch Chino Shorts, 7"

A versatile blue short with a 7" inseam, featuring water-resistant nylon blend and UPF 50+ protection.
Men's Sport Shorts with SUPPLEX® fabric, 8"

A versatile pair of platinum nylon shorts with UPF 50+ protection and quick-drying, anti-odor liner.

Pros: High quality Attractive design Fast-drying material Comfortable Good fit
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $54.99

A versatile gray short with UPF 50+, made from recycled nylon blend for swim and everyday wear.

Men's Trail Shorts

When it comes to choosing men’s trail shorts, it’s all about finding gear that can keep up with every twist, turn, and scramble along the way. Whether you’re setting out for a sunrise hike, weaving through wooded singletrack, or just enjoying a laid-back afternoon at the local park, the right pair of trail shorts can make all the difference. Comfort is key, and that starts with lightweight, breathable fabrics that wick away moisture and dry quickly—especially during the warmer months of August, when heat and humidity are at their peak. Many trail shorts feature flexible materials and thoughtful design details like gussets and articulated seams, giving you the freedom to climb, stretch, or simply settle in for a trailside picnic without restriction. Reinforced stitching and abrasion-resistant fabrics add durability for rocky paths and overgrown trails, so you can trek confidently, knowing your shorts are built to last.

Storage is another essential consideration, especially for those who like to keep necessities within reach. Trail shorts often come with well-placed pockets—sometimes zippered, sometimes deep and roomy—perfect for stashing a map, phone, or a handful of energy chews. An elastic waistband with a reliable drawcord helps keep everything secure as you move, while a comfortable liner can provide extra support for longer ventures. These features aren’t just for the seasoned hiker or trail runner; they’re just as handy for casual walkers, campers, and anyone who loves the outdoors. Trail shorts also make a thoughtful gift for dads, brothers, partners, or friends who appreciate practical, comfortable gear—especially as the season shifts and outdoor adventures call for versatile attire. Their timeless style and lasting value ensure they’ll become a go-to for everything from weekend getaways to backyard chores.

When browsing for the right pair, consider the inseam length and overall cut that feels most comfortable for your favorite activities. Some prefer a shorter length for running or high-output pursuits, while others opt for a bit more coverage for hiking or backpacking. The best trail shorts strike a balance between performance and everyday comfort, making them a reliable choice for spontaneous plans and well-planned excursions alike. For those looking to expand their outdoor wardrobe, you might also want to explore options like Men's Trekking Shorts, which offer many of the same trail-ready features with a slightly different take on design and versatility. With the right pair of trail shorts, you’re always ready to answer the call of the trail, wherever it leads.

It's time to upgrade your browser

Men's Trail Shorts