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Men's Relaxed Weekend Shirts

Find men's relaxed weekend shirts that bring easygoing style to your casual wardrobe. Explore versatile, timeless styles, and compare individual fit and design details to choose a shirt that suits your weekend look.

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Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A soft, durable flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.
(20,377)
$59.95 $59.95
SALE
What customers like:
Fits well
Good quality
Softness
Warmth
Comfortable
$59.95 $59.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A charcoal heather flannel shirt with sheepskin shearling lining, offering superior softness and traditional fit.
(8,393)
$79.95 $79.95
SALE
What customers like:
Great quality
Warm and cozy
Excellent fit
Comfortable
Superior softness
$79.95 $79.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A prewashed juniper cotton canvas shirt with a relaxed fit, durable stitching, and button-flap pockets.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable construction
Great color options
Perfect for spring and fall
Comfortable fit
$69.95 $69.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A bright blue, 100% cotton, wrinkle-free shirt with moisture-wicking TrueCool® fabric and a relaxed fit.
(4,814)
$69.95 $49.99
SALE
What customers like:
High quality
Bright and vivid colors
Wrinkle-free
Lightweight
Good fit
$69.95 $49.99
SALE
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
L.L.Bean Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
A supercozy, fleece-lined flannel shirt in black watch plaid, made of soft cotton and polyester fleece.
(4,535)
$99.95 $99.95
SALE
What customers like:
Perfect fit
Comfort
Warmth
Softness
True to size
$99.95 $99.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
A wrinkle-free, 100% cotton shirt with a traditional fit and ultrasmooth finish in crystal blue tattersall.
(2,091)
$79.95 $79.95
SALE
What customers like:
High quality
Wrinkle-free
Easy to care for
Durable
Comfortable fit
$79.95 $79.95
SALE
Men's Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A breathable green cotton shirt with a relaxed fit and weathered look, perfect for hot days.
(2,027)
$54.95 $54.95
SALE
What customers like:
Great color and pattern
Durable quality
Versatile style
Cool and lightweight
Comfortable fit
$54.95 $54.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
A tan short-sleeve cotton shirt with a relaxed fit, featuring durable stitching and button-flap pockets.
(1,629)
$59.95 $59.95
SALE
What customers like:
Versatile and stylish
Durable and well-made
Perfect fit and true to size
Soft and lightweight fabric
Comfortable to wear
$59.95 $59.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
A nautical blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a slightly fitted check pattern.
(1,619)
$69.95 $69.95
SALE
What customers like:
Flattering fit
Good quality
Wrinkle-free
Versatile style
Comfortable
$69.95 $69.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
A green cotton blend shirt with moisture-wicking stretch, perfect for untucked casual wear.
(1,214)
$69.95 $49.99
SALE
What customers like:
Great fit
High quality
Attractive color
Versatile design
Excellent comfort
$69.95 $49.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
A vintage indigo chambray shirt with moisture-wicking cotton blend and built-in stretch for ultimate comfort.
(1,159)
$74.95 $54.99
SALE
What customers like:
High quality
Soft material
True to size
Comfortable
Well made
$74.95 $54.99
SALE
Men's Maine Guide Shirt
L.L.Bean Men's Maine Guide Shirt
A durable, 85% wool and 15% nylon plaid shirt, perfect for layering, available in cobalt and black.
(352)
$170 $170
SALE
What customers like:
Great fit
High quality
Good quality
Stylish
Warm
$170 $170
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
A breathable blue chambray shirt in a cotton blend with stretch, moisture-wicking, and a relaxed untucked fit.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
A blue striped chambray shirt in a breathable cotton blend with stretch and a relaxed untucked fit.
(267)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A blue long-sleeve shirt in a breathable hemp/cotton blend, perfect for untucked casual wear.
(0)
$79.95 $38.99
SALE
$79.95 $38.99
SALE
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print
L.L.Bean Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print
A comfortable white short-sleeve shirt in a durable hemp/cotton blend with vintage-inspired patterns.
(0)
$69.95 $39.99
SALE
$69.95 $39.99
SALE
Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A blue plaid seersucker shirt in a moisture-wicking cotton blend with built-in stretch for comfort.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print
L.L.Bean Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print
A yellow cotton-blend short-sleeve shirt featuring quick-drying, moisture-wicking stretch fabric and hidden collar buttons.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
A midweight blue cotton denim shirt with authentic workwear details and a perfectly faded, broken-in feel.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
A slightly fitted, untucked cotton blend shirt in silver birch with stripes, perfect for casual wear.
(0)
$79.95 $59.99
SALE
$79.95 $59.99
SALE
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe
A rugged, breathable gray shirt with a soft hemp/cotton blend and vintage-inspired stripes.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
A vintage indigo plaid chambray shirt with moisture-wicking cotton blend and built-in stretch for comfort.
(0)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Cloud Gauze Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Cloud Gauze Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A superlight green long-sleeve shirt made from breathable, crinkled 100% cotton gauze.
(0)
$69.95 $34.99
SALE
$69.95 $34.99
SALE
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A blue cotton-blend long-sleeve shirt featuring quick-drying, moisture-wicking stretch chambray and hidden collar buttons.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE

Men's Relaxed Weekend Shirts

Men's Relaxed Weekend Shirts bring a laid-back point of view to the part of the week you can make your own. There’s something inviting about a Saturday morning with no rush to get dressed, a second cup of coffee on the table and a favorite shirt waiting in the closet. When choosing a shirt for those days, start with your own sense of style rather than a whole new look. Think about the colors you reach for most, whether you prefer a plain shirt or a pattern, and the details that make something feel like you. A familiar collar shape, an understated check or a shade that goes with your favorite pants can be a better starting point than something that needs an entirely different wardrobe. The goal is a shirt you’re glad to see when the weekend comes around.

Fit deserves a closer look, especially because a relaxed look and a relaxed fit aren’t necessarily the same thing. Check each shirt’s size and fit information rather than assuming every style in the selection has the same proportions. A useful starting point is a shirt you already like: notice where its shoulder seams sit, how much room it has through the body and where the hem falls. Compare available measurements and consider how you prefer to wear your shirts—tucked in, untucked or with the sleeves turned back when the design allows. Length can make as much difference to the overall look as size, while the collar and sleeve shape help set the tone. Product descriptions and care instructions are worth reading, too, so you know what you’re choosing and how it will fit into your usual routine. Those small checks can help you narrow the selection without second-guessing every detail.

Weekend shirts also make thoughtful gifts when the choice reflects the person receiving them. For a partner, father, brother or friend, take your cues from what they already wear and enjoy. Someone whose closet is full of quiet colors may appreciate another familiar shade, while a person who regularly chooses patterns might welcome a different take on a favorite look. Pay attention to their preferred size and fit rather than choosing solely by appearance, and look for details that feel consistent with their style. The most personal choice doesn’t have to be the most unusual one. Whether you’re buying a gift or adding to your own wardrobe, approach this selection with a few clear preferences in mind. A shirt that feels true to someone’s taste is a welcome addition to the simple pleasure of getting dressed for the weekend.

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