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.

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476 Items

Men's Access Trail Shorts, 9"
Price was from: $64.95 now: $47.99

A versatile pair of green shorts with UPF 50+ protection, made from a quick-drying nylon blend.
Women's Access Trail Shorts
Price was from: $54.95 now: $40.99

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

A pair of black, mid-rise performance shorts with UPF 50+ and moisture-wicking, quick-dry polyester blend.
Men's L.L.Bean Multisport Training Shorts, 7"
Price was from: $69.95 now: $34.99

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 pair of yellow nylon sport shorts with quick-drying, UPF 50+ SUPPLEX fabric and mesh liner.
Men's Cresta Shorts, 10"

A durable blue nylon blend hiking short with UPF 50+, gusseted crotch, and secure zippered pockets.

Pros: Secure zippered pockets Durable and practical design Comfortable fit Lightweight and quick drying Attractive color and appearance
Men's Sport Shorts with SUPPLEX® fabric, 6"

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

A pair of carbon navy shorts with UPF 50+ protection, stretch comfort, and quick-dry performance.

Pros: Quick-dry fabric Lightweight shorts Great looks Versatile Comfortable
Men's Tropicwear Shorts, 9"

A pair of frost gray nylon shorts with sun protection, moisture-wicking, and multiple pockets for outdoor activities.

Pros: Stylish look Secure pockets Lightweight material Good fit 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

A pair of frost gray, mid-rise shorts with UPF 50+ protection and moisture-wicking nylon/spandex fabric.

Pros: Great fit Lightweight Good pockets High quality workmanship Comfortable
Men's Tropicwear Comfort Shorts, 8"
Price was from: $64.95 now: $47.99

A lightweight gray short made from recycled polyester blend, offering UPF 50+ sun protection and quick-drying comfort.
Men's VentureStretch Chino Shorts, 7"
Price was from: $69.95 now: $51.99

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

A pair of gray shorts made from a durable cotton-nylon blend with UPF 50+ sun protection.
Men's VentureStretch Five-Pocket Shorts, 9"
Price was from: $69.95 now: $49.99

A gray, abrasion-resistant nylon blend short with UPF 50+, water-repellent finish, and zippered security pocket.

Trail Running Shorts

Trail running shorts are a trusted companion for anyone who enjoys moving on natural terrain, from winding forest trails to open mountain ridgelines. Whether you’re a seasoned runner logging miles before sunrise or just starting to explore the local trail system, the right pair of shorts can make all the difference in comfort and performance. Today’s trail running shorts are thoughtfully designed to handle the demands of rugged outdoor adventures, with lightweight, durable fabrics that wick moisture and dry quickly—essential for staying comfortable as the weather warms or when the air turns cool in the shade of the trees. Features like built-in liners help prevent chafing on longer runs, while stretch materials and a range of inseam lengths—from minimal 3-inch cuts for maximum freedom to 7-inch options for more coverage—ensure you’ll find the right fit for your stride and style. Secure pockets are a game changer, letting you stash gels, keys, or a phone without bounce, so you can focus on the joy of the run and the rhythm of your breath.

Choosing the best trail running shorts means thinking about how and where you’ll use them. For runners who like to keep essentials close, look for styles with zippered or drop-in pockets that hold tight to your gear even on technical descents. If you’re planning longer outings or training for a race, a supportive waistband with a drawcord keeps shorts in place no matter how many miles you cover. Many runners appreciate the versatility of ll bean running shorts for everything from daily jogs to weekend trail races, and they also make a thoughtful gift for anyone in your circle who loves the outdoors—whether it’s a partner, a running buddy, or a family member training for their first 5K. Men’s trail running shorts, in particular, are built for function and freedom, with options that balance breathability and protection, making them just as suitable for a quick lunchtime loop as for a daylong adventure along the ridgeline. And if your outings take you into cooler mornings or unpredictable mountain weather, consider pairing your shorts with a lightweight layer from our Trail Running Pants collection for extra coverage without sacrificing mobility.

Trail running is about more than exercise—it’s about finding connection with the landscape, discovering new paths, and sharing the experience with friends and family. The right shorts help you stay focused on the moment, whether you’re navigating rocky switchbacks, pausing to spot a deer in the distance, or simply soaking in the quiet of the woods. As you browse options, think about what matters most to you: Is it the feel of the fabric, the security of your pockets, or the way the shorts move with you on every climb and descent? No matter your priorities, there’s a pair of trail running shorts ready to support your journey—designed for comfort, built to last, and made to help you experience the restorative power of being outside.

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Trail Running Shorts