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Smart Casual Shorts

Find smart casual shorts that balance relaxed style with a polished look. Explore classic, versatile options to pair with polos or button-down shirts, and check each pair’s length and fit details to find the right match for your wardrobe.

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Men's Dock Shorts, 8"
L.L.Bean Men's Dock Shorts, 8"
A comfortable pair of blue shorts made from 100% organic cotton twill with an adjustable drawstring waist.
(1,664)
$49.95 $49.95
SALE
What customers like:
Lightweight fabric
High quality
Versatile design
Flattering color
Comfortable fit
$49.95 $49.95
SALE
Men's Everyday Poplin Shorts, Standard Fit, 8"
L.L.Bean Men's Everyday Poplin Shorts, Standard Fit, 8"
A lightweight gray cotton-blend short with built-in stretch, featuring an 8" inseam and standard fit.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Wide-Wale Cord Pull-On Shorts, 7"
L.L.Bean Men's Wide-Wale Cord Pull-On Shorts, 7"
A pair of tan cotton-blend corduroy shorts with an elastic waist, stretch, and soft texture.
(0)
$59.95 $44.99
SALE
$59.95 $44.99
SALE
Men's VentureStretch Chino Shorts, 7"
L.L.Bean Men's VentureStretch Chino Shorts, 7"
A versatile gray short with a 7" inseam, offering comfort, durability, and UPF 50+ protection.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Ripstop Hybrid Shorts, 7"
L.L.Bean Men's Ripstop Hybrid Shorts, 7"
A versatile blue short with UPF 50+, made from recycled nylon blend, perfect for swimming or casual wear.
(0)
$69.95 $34.99
SALE
$69.95 $34.99
SALE
Men's BeanFlex® Performance Canvas Shorts, 9"
L.L.Bean Men's BeanFlex® Performance Canvas Shorts, 9"
A rugged tan canvas short made from a soft, stretchy TENCEL cotton blend with triple-needle stitching.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Field Chino Shorts, 7"
L.L.Bean Men's Field Chino Shorts, 7"
A rugged pair of gray chino shorts crafted from a comfortable, garment-washed cotton blend with stretch.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Sunwashed Khaki Shorts, 7"
L.L.Bean Men's Sunwashed Khaki Shorts, 7"
A pair of blue peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Sunwashed Khaki Shorts, 9"
L.L.Bean Men's Sunwashed Khaki Shorts, 9"
A pair of tan peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE

Smart Casual Shorts

Smart Casual Shorts bring a relaxed feel to a thoughtfully put-together wardrobe. The appeal is in the balance: a look that feels a little more polished than casual shorts without becoming overly formal. When choosing a pair, start with the clothes you already reach for most often. Think of a favorite collared shirt, a simple top with a neat neckline, or a familiar belt that gives an outfit a finished look. Shorts that work naturally with those pieces are a good place to begin. Color plays a part, too. Understated shades can keep the overall look simple, while a contrasting color can give an otherwise quiet outfit some personality. There’s no need to build an entirely new wardrobe around one purchase. The most satisfying choice is often the pair you can picture alongside several things already hanging in your closet.

Proportion is worth considering just as carefully as color. Your preferred rise, the shape through the leg and where the hem falls all influence how shorts look with different tops. A shorter hem creates a different balance than one closer to the knee, and a straighter silhouette gives an outfit a different feel than a fuller cut. Rather than choosing by size alone, compare the listed measurements and fit description with a pair you already like. Notice the smaller visual details as well: the placement of pockets, the shape of the waistband and whether the front has a simple or more detailed finish. These choices help define what “smart casual” means to you. Picture the whole outfit, right down to whether you usually tuck in your shirt or leave it loose. A neatly tucked shirt makes the waistband more prominent; an untucked top puts more attention on the length and shape of the shorts below it.

Smart casual shorts can also be a thoughtful gift for someone who appreciates a relaxed yet considered sense of style. The best clues are usually in what they already wear: the colors they choose repeatedly, their preferred hem length and whether they favor simple designs or a few distinctive details. Knowing those preferences is more helpful than choosing something that reflects your own taste. Check sizing carefully, and look at the care information before making a decision so the gift fits their everyday routine as well as their wardrobe. Whether shopping for yourself or someone else, keep the focus on personal style rather than a rigid dress code. Smart casual leaves room for individuality—a crisp collar, an easy untucked shirt, a subtle contrast between top and bottom. Choose shorts that belong in that picture, with a look that feels familiar enough to enjoy and polished enough to make the outfit feel complete.

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