Comfortable Outdoor Shorts

Comfortable outdoor shorts are the perfect companion for any adventure, offering a blend of practicality and style that keeps you ready for whatever the day brings. Whether you're hiking a rugged trail, enjoying a leisurely picnic, or simply taking a stroll through the park, these shorts provide the comfort and durability needed to enhance your outdoor experience. Designed with versatility in mind, they effortlessly transition from active pursuits to casual outings, ensuring you look and feel great in every setting. With their timeless appeal and commitment to quality, comfortable outdoor shorts make it easy to embrace the great outdoors with confidence and ease.

Sort by:

Filter & Sort

388 Items

Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"

A breathable, 100% cotton cargo short with elastic side panels and a 10" inseam for ultimate comfort.

Pros: High quality True to size Deep pockets Durable material Comfortable fit
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"

A pair of khaki cargo shorts made from breathable 100% cotton with a comfortable elastic waist.

Pros: Lightweight fabric Versatile style Ample pockets Durable material Comfortable fit
Men's L.L.Bean Allagash Cargo Shorts, 10"

A rugged pair of green cotton cargo shorts with multiple pockets and a gusseted crotch for comfort.

Pros: Great color Durable material Well made Comfortable fit Roomy pockets
Men's Dock Shorts, 8"

A pair of vintage indigo shorts made from 100% organic cotton with a comfortable drawstring waist.

Pros: High quality Lightweight Great color Versatile Comfortable fit
Women's Vista Camp Shorts

A pair of gray, mid-rise shorts made from quick-drying, abrasion-resistant nylon blend with UPF 50+.

Pros: Lightweight fabric Quick-drying material Versatile style True to size Comfortable fit
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 elastic waist for all-day comfort.

Pros: High quality Comfortable waistband Durable Good fit Wrinkle-free fabric
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
Women's Vista Camp Bermuda Shorts
Price was from: $69.95 now: $44.99

A lightweight, abrasion-resistant Bermuda short with UPF 50+ protection, made from a nylon-spandex blend.

Pros: Quick-drying material Good length Deep zipper pockets Comfortable fit Generous sizing
Men's Cresta Shorts, 10"

A durable gray nylon blend hiking short with UPF 50+ protection and multiple zippered pockets.

Pros: Practical zippered pockets Durable quality Stylish appearance Comfortable fit Lightweight and quick drying
Men's Sport Shorts with SUPPLEX® fabric, 6"

A versatile pair of blue nylon swim trunks with UPF 50+ protection and quick-drying fabric.

Pros: Perfect fit Comfortable wear Quick-drying fabric Versatile design Durable material
Men's L.L.Bean Multisport Shorts, 9"
Price was from: $64.95 now: $44.99

A versatile pair of green shorts with UPF 50+ protection, featuring stretch comfort and quick-dry fabric.

Pros: Quick-dry fabric Great style Versatile use Lightweight design Comfortable fit
Men's Tropicwear Shorts, 9"

A pair of frost gray, 9" nylon shorts with SunSmart™ fabric, perfect for active outdoor wear.

Pros: Great fit Stylish look Secure pockets Lightweight material Comfortable
Women's Lakewashed Dock Shorts, Mid-Rise Chambray

A pair of mid-rise chambray shorts in a soft-washed organic cotton blend with a drawstring elastic waist.

Pros: Great fit High-quality material Functional pockets Versatile style Exceptional comfort
Men's L.L.Bean Multisport Shorts, 7"

A rugged brown synthetic short with stretch, quick-dry comfort, UPF 50+ sun protection, and secure pockets.
Men's Tropicwear Zip-Leg Pants
Price was from: $99.95 now: $74.99

A versatile pair of soft sand pants that convert to shorts, made from lightweight, sun-blocking nylon.

Pros: Versatile convertible design Ample pockets Durable material Quick-drying Comfortable fit
Women's Tropicwear Shorts, Mid-Rise

A pair of soft sand mid-rise shorts with UPF 50+ protection, made from moisture-wicking nylon/spandex.

Pros: Great fit Lightweight Good pockets High quality workmanship Comfortable
Women's Tropicwear Comfort Shorts
Price was from: $64.95 now: $44.99

A pair of storm blue, mid-rise shorts offering UPF 50+ protection and exceptional all-day comfort.

Pros: Good inseam length Easy on and off Soft fabric
Men's Tropicwear Comfort Shorts, 8"
Price was from: $64.95 now: $44.99

A pair of storm blue fishing shorts offering UPF 50+ protection and exceptional comfort with an 8" inseam.
Women's Multisport Trail Shorts
Price was from: $69.95 now: $44.99

A pair of thyme-colored, mid-rise shorts made from a soft, durable polyester blend with UPF 50+ protection.
Women's Access Trail Shorts
Price was from: $54.95 now: $34.99

A pair of ultralight brown shorts with UPF 50+ protection, perfect for active outdoor adventures.
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"

A versatile pair of green chino shorts crafted from a soft, abrasion-resistant cotton-nylon blend with stretch.
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"

A lightweight green chino short made from a soft, stretchy cotton-nylon blend for all-day comfort.
Men's Field Chino Shorts, 7"
Price was from: $69.95 now: $44.99

A rugged pair of green stretch twill shorts offering comfort, abrasion resistance, and versatile everyday style.
Men's BeanFlex® Performance Canvas Shorts, 9"
Price was from: $74.95 now: $49.99

A rugged tan canvas short made from a soft, stretchable TENCEL cotton blend for everyday comfort.

Comfortable Outdoor Shorts

When it comes to enjoying time outside, the right pair of comfortable outdoor shorts can make all the difference—whether you’re hiking your favorite local trail, setting up camp by the lake, or simply relaxing in the backyard with family. The best outdoor shorts blend durability and comfort, offering freedom of movement, practical pockets, and quick-drying fabrics that stand up to everything from warm-weather adventures to spontaneous summer showers. For those who love to hike, ll bean hiking shorts are a reliable staple: lightweight yet rugged, they’re designed to handle rocky scrambles, forest paths, and the occasional stream crossing without missing a beat. Meanwhile, ll bean camp shorts are a go-to for campers and backyard explorers alike, providing all-day comfort and easygoing style that transitions seamlessly from the tent to the picnic table. Many outdoor families find that comfortable shorts are a smart gift for birthdays, Father’s Day, or as a thoughtful gesture for anyone gearing up for the season ahead—especially since they’re so versatile and easy to size.

Choosing the right outdoor shorts often comes down to personal preference and intended use. If your days are filled with active pursuits—think hiking, trail running, or paddling—a pair with built-in stretch, moisture-wicking performance, and secure pockets for essentials like keys and snacks will keep you comfortable and organized. Those who spend long afternoons fishing, gardening, or exploring with kids might prioritize shorts with a relaxed fit, soft waistbands, and sturdy construction that’s ready for anything. Breathable, quick-dry fabrics are a must for those who love to swim, kayak, or travel in humid climates, while features like UPF sun protection and abrasion resistance provide extra peace of mind for extended days outside. Outdoor shorts are also a great option for travel, packing down small and resisting wrinkles, so you’re always ready for the next adventure. Whether you’re heading out for a multi-day trek or planning a backyard barbecue, the right pair of shorts ensures you’re prepared for every moment—making them a practical addition to any wardrobe and a welcome gift for outdoor enthusiasts of all ages.

As the weather warms and outdoor plans fill the calendar, comfortable outdoor shorts become an everyday essential—loved for their easy fit, timeless style, and adaptability across a range of activities. They’re the shorts you reach for on a sunrise hike, the ones that dry quickly after a dip in the lake, and the pair you count on for impromptu games of tag with the kids. If you’re looking to compare features or find the best fit for your next adventure, you can explore our full selection of Comfortable Hiking Shorts for more ideas and expert guidance. With thoughtful details, classic styling, and dependable comfort, these shorts are made to help you get the most out of every moment outside—whether you’re exploring new trails, gathering with friends, or simply soaking in the fresh air.