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Men's Trail Shorts

Explore men's trail shorts and compare styles to find your preferred fit and length. Check each pair’s sizing and feature details to help narrow your choices, whether you’re replacing a favorite or trying a different style.

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Men's Access Trail Shorts, 9"
L.L.Bean Men's Access Trail Shorts, 9"
A green pair of trail shorts in quick-drying nylon-spandex with UPF 50+ protection and durable stretch.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A brown nylon-blend hiking short with two-way stretch, UPF 50+ protection, quick-drying fabric, and zip pockets.
(1,301)
$74.95 $74.95
SALE
What customers like:
Quick drying
Good quality
Lightweight
Nice pockets with zippers
Comfortable fit
$74.95 $74.95
SALE
Men's L.L.Bean Multisport Shorts, 9"
L.L.Bean Men's L.L.Bean Multisport Shorts, 9"
A pair of blue synthetic multisport shorts with stretch, quick-dry performance, and UPF 50+ sun protection.
(1,176)
$64.95 $64.95
SALE
What customers like:
Quick-dry fabric
Lightweight shorts
Great looks
Comfortable
Versatility
$64.95 $64.95
SALE
Men's VentureStretch Five-Pocket Shorts, 9"
L.L.Bean Men's VentureStretch Five-Pocket Shorts, 9"
A brown performance short in stretchy nylon blend with UPF 50+, water resistance, and gusseted crotch.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Mountainside Ripstop Shorts, 8"
L.L.Bean Men's Mountainside Ripstop Shorts, 8"
Gray men's hiking shorts in a breathable cotton-nylon-spandex blend with stretch, UPF 50+, and moisture-wicking, quick-drying fabric.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's L.L.Bean Multisport Shorts, 7"
L.L.Bean Men's L.L.Bean Multisport Shorts, 7"
Black synthetic multisport shorts with stretch, quick-dry comfort, UPF 50+ protection, and secure zippered pockets.
(274)
$64.95 $64.95
SALE
What customers like:
Wrinkle-resistant
Perfect fit
Lightweight
Comfortable material
Deep pockets
$64.95 $64.95
SALE
Men's VentureStretch Chino Shorts, 7"
L.L.Bean Men's VentureStretch Chino Shorts, 7"
Gray nylon-blend chino shorts with stretch, UPF 50+ protection, water resistance and zippered security pockets.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Sport Shorts with SUPPLEX® fabric, 8"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 8"
Blue nylon sport shorts with UPF 50+ protection, quick-drying fabric, built-in mesh liner and drainage pockets.
(1,374)
$44.95 $29.99
SALE
What customers like:
High quality
Attractive design
Fast-drying material
Versatile use
Comfortable fit
$44.95 $29.99
SALE
Men's Water-Resistant Cresta Zip-Off Pants, Standard Fit
L.L.Bean Men's Water-Resistant Cresta Zip-Off Pants, Standard Fit
A brown, water-resistant hiking pant in nylon blend with UPF 50+ protection, converting to cargo shorts.
(873)
$99.95 $99.95
SALE
What customers like:
Great for hiking
Versatile design
Durable material
Comfortable fit
Multiple zippered pockets
$99.95 $99.95
SALE
Men's Tropicwear Shorts, 9"
L.L.Bean Men's Tropicwear Shorts, 9"
A pair of men's gray nylon shorts with quick-drying fabric, UPF 50+ protection, and multiple pockets.
(372)
$74.95 $74.95
SALE
What customers like:
Great fit
Stylish look
Secure pockets
Lightweight material
Comfortable
$74.95 $74.95
SALE
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
A lightweight blue cotton cargo shorts with breathable tropical-weight fabric, elastic comfort-waist panels and secure pockets.
(3,006)
$54.95 $54.95
SALE
What customers like:
High quality
Durable fabric
Lightweight material
Deep pockets
Comfortable fit
$54.95 $54.95
SALE
Men's L.L.Bean Allagash Cargo Shorts, 10"
L.L.Bean Men's L.L.Bean Allagash Cargo Shorts, 10"
A pair of green cotton cargo shorts with a gusseted crotch, triple-needle stitching, and secure pockets.
(1,777)
$64.95 $44.99
SALE
What customers like:
Well-made
Great color
Durable material
Comfortable fit
Roomy pockets
$64.95 $44.99
SALE
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"
Men’s blue cotton cargo shorts with a comfort waistband, six pockets, and lightweight, breathable construction.
(2,011)
$54.95 $54.95
SALE
What customers like:
Lightweight and durable
High quality fabric
Versatile style
Ample pockets
Comfortable fit
$54.95 $54.95
SALE

Men's Trail Shorts

Men’s trail shorts belong to a straightforward outdoor wardrobe: thoughtfully chosen pieces that suit personal style and make getting dressed for time outside feel uncomplicated. The appeal starts with the trail itself, whether that means a familiar loop through the woods or a path shared with a friend who always notices something different along the way. There is room for many approaches to that experience, and the right shorts begin with individual preferences rather than a single look everyone needs to follow. Some men favor a shorter silhouette, while others prefer a hem that sits closer to the knee. A trim profile may feel familiar to someone whose everyday wardrobe has cleaner lines; a roomier shape may better reflect another person’s style. Neither preference says anything about how much experience someone has outdoors. Length, proportions, and the way shorts sit at the waist all contribute to finding a pair that feels like a natural choice. Inseam measurements offer a useful point of comparison because photographs alone cannot show exactly where a hem will fall on every person. Comparing those measurements with a favorite pair already in the closet can make the differences easier to picture. The same attention applies to sizing: a familiar size label is a starting point, while the listed measurements and fit description provide more context. Taken together, those details help distinguish shorts that look similar at first glance without assuming they will fit alike. This collection brings the focus back to men’s trail shorts as a wardrobe choice in their own right, with an emphasis on quality, versatility, and enduring style. For anyone considering a broader range of silhouettes alongside this trail-focused category, the men’s outdoor shorts collection offers another place to explore personal preferences. The goal is a considered choice that belongs in the wardrobe, not a complicated list of features to collect.

The details that matter most are often the ones a person already notices in the shorts he wears regularly. A waistband that sits at a preferred height, a hem length that looks right with the rest of an outfit, and a familiar overall shape can all influence that decision. Fit deserves attention beyond the waist measurement alone; the proportions through the seat and leg also help define the silhouette. Two pairs with the same inseam can look different because of their cut, and the same pair can fall differently on men of different heights. That is why a clear fit description is more informative than treating any one length as the standard for trail shorts. Materials and construction deserve the same careful, individual consideration. Fabric composition, care directions, and construction details are best understood from the information for the pair being considered, rather than assumed from the category name. A material name alone does not tell the whole story, and appearance is not a substitute for a stated feature. Where details such as pockets, closures, or waist adjustments are listed, their arrangement can help explain differences between styles. Personal habits provide useful context here: someone who prefers a simple silhouette may notice different details than someone who pays close attention to pocket placement. Those preferences need not turn the choice into a technical exercise. They simply make the comparison more relevant to the person wearing the shorts. Durability is another consideration worth grounding in the stated construction and care information, rather than in how rugged a pair looks in a photograph. Following the supplied care directions keeps decisions about washing and drying tied to the actual garment. A pair whose care requirements fit an established laundry routine may be a more practical wardrobe choice than one that calls for attention its owner is unlikely to give. These small distinctions create a fuller picture of quality without relying on broad promises about what every pair of trail shorts can do.

Personal style still has a place on the trail. A straightforward silhouette can be appealing precisely because it does not demand a completely different approach to getting dressed. The preferred balance may be understated and simple, or it may include more visible detail; what matters is that the choice feels familiar to its wearer. Picture the small rituals around an outing: agreeing on a meeting point, looking over the trail map together, and deciding which fork leads back past the stand of tall pines. Clothing is one part of that picture, not the purpose of it. Men’s trail shorts can be considered with that perspective in mind, giving fit and style their due without suggesting that a particular appearance belongs only to experienced outdoorspeople. Someone discovering nearby trails deserves the same thoughtful choice as someone who knows every turn of a favorite route. For a man refining an existing wardrobe, a useful starting point is what he reaches for repeatedly and what he tends to leave behind. Perhaps the overlooked pair has never been the preferred length, or its proportions differ from the styles he usually chooses. Recognizing those patterns can be more useful than choosing another pair simply because it resembles the last one. Trail shorts can also be a thoughtful gift for someone who enjoys time on the trail, especially when the giver knows his usual size, preferred inseam, and taste in clothing. A partner who knows which shorts he wears most often, or a family member familiar with his favorite outdoor places, has meaningful context for that choice. The gift feels personal when it reflects the recipient’s habits rather than an imagined version of how he should spend time outside. Whether selected for a gift or a place in an everyday wardrobe, the strongest choice comes back to clear information and genuine preference: a considered fit, an appealing silhouette, care requirements that make sense, and the quality expected from a lasting wardrobe staple. That keeps the emphasis where it belongs—on finding men’s trail shorts that feel like his own choice and on the shared enjoyment of the trail ahead.
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