Trail Running Shorts

Trail running shorts are designed to help you make the most of every mile, whether you're exploring rugged backwoods paths or winding local trails. With a focus on comfort, durability, and performance, these versatile shorts are built for outdoor adventure and lasting value. Find styles that offer reliable freedom of movement and all-day comfort—perfect for everything from quick morning runs to longer weekend escapes. Get ready to enjoy the outdoors with trail running shorts that keep up with your active lifestyle.

Sort by:

Filter & Sort

476 Items

Men's Access Trail Shorts, 9"

A versatile pair of green shorts with UPF 50+ protection, made from a quick-drying nylon blend.
Women's Access Trail Shorts

A pair of gray, ultralight shorts with UPF 50+ protection and abrasion-resistant nylon-spandex blend.
Women's Mountainside Shorts

A pair of black, mid-rise performance shorts with UPF 50+ and moisture-wicking, quick-dry polyester blend.
Men's Ultralight Adventure Shorts, 8"
Price was from: $69.95 now: $34.99

A pair of adobe red, 8" inseam shorts with quick-drying, stretchy polyester blend and supportive inner brief.
Men's L.L.Bean Multisport Training Shorts, 7"
Price was from: $69.95 now: $49.99

A pair of ultracomfortable, quick-drying carbon navy training shorts with a 7" inseam and UPF 50+ protection.
Men's Sport Shorts with SUPPLEX® fabric, 8"

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

Pros: High quality Fast-drying material Easy to care for Versatile design Comfortable fit
Men's Cresta Shorts, 10"

A lightweight gray nylon-blend short with UPF 50+, abrasion resistance, and multiple zippered pockets.
Men's Sport Shorts with SUPPLEX® fabric, 6"

A lightweight yellow nylon short with UPF 50+, quick-drying mesh liner, and water-repellent finish.
Men's L.L.Bean Multisport Shorts, 9"

A pair of green synthetic shorts featuring quick-dry stretch fabric, UPF 50+ protection, and secure pockets.
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $34.99

A versatile pair of teak ripstop shorts with an 8" inseam, featuring a moisture-wicking polyester blend.

Pros: Great fit High quality Lightweight Durable Comfortable
Men's L.L.Bean Multisport Shorts, 7"

A pair of graphite workout shorts with 7" inseam, offering stretch, quick-dry comfort, and UPF 50+ protection.

Pros: Lightness Perfect fit Deep pockets Comfortable Resistance to wrinkles
Women's Tropicwear Shorts, Mid-Rise
Price was from: $64.95 now: $44.99

A mid-rise, moisture-wicking short in carbon navy with UPF 50+ protection and a removable waistbelt.

Pros: Great fit Lightweight fabric Good pockets High quality workmanship Excellent comfort
Women's L.L.Bean Everyday Performance Skort, Print
Price was from: $69.95 now: $49.99

A multi-color performance skort with UPF 50+ protection, featuring moisture-wicking polyester and Lycra® Spandex.
Men's VentureStretch Chino Shorts, 7"

A versatile blue short with a 7" inseam, offering UPF 50+ protection and water resistance.
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $44.99

A versatile pair of gray shorts with UPF 50+, made from stretchy, quick-drying recycled nylon blend.
Men's Mountainside Ripstop Shorts, 8"

A lightweight, gray short made from a durable cotton-nylon blend with UPF 50+ sun protection.
Men's VentureStretch Five-Pocket Shorts, 9"

A versatile blue short made from abrasion-resistant nylon blend with UPF 50+ and water-repellent finish.

Trail Running Shorts

Trail running shorts are a mainstay for anyone who loves exploring winding woodland paths, climbing rocky ridgelines, or simply enjoying a brisk jog along their favorite neighborhood trail. As the days stretch long and warm in August, these shorts become even more essential, offering lightweight comfort and the freedom to move easily through varied terrain. Whether you’re an experienced trail runner who has logged countless miles or someone just discovering the joys of off-road running, the right pair of shorts can make every outing more enjoyable. Thoughtful details like moisture-wicking fabrics, quick-drying materials, and strategically placed pockets help keep essentials close at hand—think energy chews, keys, or a small phone—without adding bulk or discomfort. Many trail running shorts are designed with soft, smooth waistbands that stay put without pinching or chafing, so you can focus on the rhythm of your stride and the beauty around you. Breathable mesh panels and built-in liners add to the comfort, making it easy to stay cool and dry even when the sun is high and the trail is challenging.

Trail running shorts make a thoughtful gift for anyone in your life who enjoys the outdoors, whether they’re training for a local 5K or simply savoring quiet moments on a wooded trail. They’re also a practical choice for hikers, dog walkers, and anyone who appreciates versatile, easy-to-wear gear that transitions seamlessly from the trail to the rest of the day. Imagine a cool morning run where you catch sight of deer grazing at the edge of a meadow, or a late afternoon sprint as the light filters through the trees—these are the moments when comfortable, reliable gear makes all the difference. The best trail running shorts are built to last, standing up to repeated washings and the inevitable brush with branches or brambles, all while maintaining their shape and feel. They’re easy to care for and pack down small, making them a favorite for travel or spontaneous weekend getaways. And as the seasons shift and temperatures begin to dip, it’s easy to layer up with a pair of Trail Running Pants to keep your adventures going strong.

Choosing the right pair of trail running shorts is about more than just picking a color or length—it’s about finding the features that will help you stay comfortable and confident on every outing. Look for durable stitching, soft linings, and adjustable waistbands for a personalized fit that won’t distract you from the trail ahead. Reflective accents can add peace of mind during early morning or dusk runs, while UPF-rated materials offer added protection on sunny days. For those who value versatility, some shorts are designed with removable liners or convertible features, making them a smart choice for everything from a quick run to an all-day hike. When you’re out on the trail, every detail matters—from the way your shorts move with you as you scramble over rocks, to how easily you can stash a snack or spare hair tie. With the right pair, you’re free to focus on the simple pleasures of being outdoors: the crunch of gravel underfoot, the scent of pine in the air, and the satisfaction of reaching a new overlook or favorite resting spot. Trail running shorts are more than just an item of clothing—they’re an invitation to get outside, stay active, and enjoy every mile, no matter where the path leads.

It's time to upgrade your browser

Trail Running Shorts