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Holiday Dress Shirts

Find holiday dress shirts for a polished holiday look, with classic styles that feel true to you. Browse with your outfit in mind, considering how the collar and overall look will pair with your dress pants, blazer or sweater.

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Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Professional look
Versatile
$79.95 $79.95
SALE
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A slightly fitted flannel shirt in antique dress stewart plaid, made from 100% Portuguese cotton.
(6,433)
$59.95 $49.99
SALE
What customers like:
High quality
Stylish design
Warmth
Softness of fabric
Comfortable fit
$59.95 $49.99
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 green check button-down shirt made of wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.
(4,814)
$69.95 $69.95
SALE
What customers like:
Lightweight and breathable fabric
Attractive classic design
Wrinkle-free and easy care
High quality and durability
Comfortable fit
$69.95 $69.95
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
A wrinkle-free, 100% cotton oxford shirt in French blue with a relaxed traditional fit.
(3,567)
$64.95 $64.95
SALE
What customers like:
High quality
Wrinkle-free
Durable
Stylish appearance
Comfortable fit
$64.95 $64.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
A deep green, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.
(2,628)
$59.95 $49.99
SALE
What customers like:
Vivid colors
Wrinkle-free
Great quality
Durable material
Comfortable fit
$59.95 $49.99
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
A wrinkle-free, 100% cotton oxford shirt with a traditional fit and stylish French blue university stripes.
(2,141)
$64.95 $64.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Classic style
Comfortable
$64.95 $64.95
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 blue, wrinkle-free cotton shirt with a traditional fit and ultrasmooth finish for all-day comfort.
(2,091)
$79.95 $79.95
SALE
What customers like:
Durable construction
Wrinkle-free quality
High-quality materials
Professional look
Comfortable fit
$79.95 $79.95
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 check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.
(1,619)
$69.95 $69.95
SALE
What customers like:
High quality
Wrinkle-free
Stylish design
Comfortable
Good fit
$69.95 $69.95
SALE
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
A light cobalt cotton blend shirt with moisture-wicking fabric and a relaxed untucked fit for year-round comfort.
(290)
$74.95 $54.99
SALE
What customers like:
Quality fabric
Versatile
Good fit
Dressy yet comfortable
Casual style
$74.95 $54.99
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 modern untucked hem.
(267)
$74.95 $62.99
SALE
What customers like:
Modern untucked hem
Easy to care for
Stylish design
Great fabric quality
Comfortable fit
$74.95 $62.99
SALE
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
A red cotton-blend oxford shirt with moisture-wicking stretch fabric and a slightly fitted untucked design.
(251)
$74.95 $54.99
SALE
What customers like:
High material quality
Well-made construction
Attractive appearance
Cute print
Comfortable fit
$74.95 $54.99
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
A slim-fit, wrinkle-free cotton sport shirt in purple check with moisture-wicking TrueCool® fabric.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A pink plaid shirt in a cotton blend with moisture-wicking fabric and a slightly fitted untucked fit.
(0)
$74.95 $59.99
SALE
$74.95 $59.99
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 pink plaid seersucker shirt in a cotton-nylon blend with moisture-wicking stretch and hidden collar buttons.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
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 Comfort Stretch Oxford Shirt, Traditional Untucked Fit, Stripe
L.L.Bean Men's Comfort Stretch Oxford Shirt, Traditional Untucked Fit, Stripe
A pink cotton-blend striped oxford shirt with stretch, moisture-wicking performance, and a relaxed untucked fit.
(0)
$74.95 $62.99
SALE
$74.95 $62.99
SALE
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A green plaid cotton-blend shirt featuring quick-drying, moisture-wicking stretch chambray and a relaxed untucked fit.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A slightly fitted chambray shirt in a quick-drying, moisture-wicking cotton blend, perfect for untucked wear.
(0)
$74.95 $59.99
SALE
$74.95 $59.99
SALE
Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
L.L.Bean Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
An extra-soft, slim-fit shirt in emerald spruce, made from a comfortable cotton blend with a button-down collar.
(0)
$79 $38.99
SALE
$79 $38.99
SALE
Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
A green striped cotton-blend oxford shirt with stretch, moisture-wicking performance, and an untucked fit.
(0)
$74.95 $62.99
SALE
$74.95 $62.99
SALE
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
A yellow plaid short-sleeve shirt in lightweight cotton blend with quick-drying, moisture-wicking stretch fabric.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
L.L.Bean Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
A soft, red plaid cotton shirt with a relaxed fit and shorter hem for untucked wear.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
L.L.Bean Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
A slim-fit purple oxford shirt crafted from 100% Pima cotton for luxurious softness and all-season comfort.
(0)
$89 $74.99
SALE
$89 $74.99
SALE
Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
A brown striped seersucker shirt in a cotton-nylon blend with moisture-wicking, quick-drying stretch fabric.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE

Holiday Dress Shirts

Holiday Dress Shirts bring a sense of occasion to getting dressed, whether the calendar calls for a holiday dinner, an office celebration or an evening with friends. There’s something welcoming about a table set for company, familiar voices in the next room and an outfit that feels right for the gathering. Choosing a shirt starts with how dressed up you want to be and what you already enjoy wearing. A solid color offers a simple starting point, while a pattern can add interest alongside understated pants and a jacket. Think about the whole outfit rather than the shirt alone: the colors you reach for, the proportions you prefer and whether a tie will be part of the picture. The best choice is one that reflects the occasion without making you feel unlike yourself.

Fit deserves particular attention when shopping for a dress shirt. Compare the measurements and fit notes for each option with a shirt you already like, rather than relying on the size label alone. Pay attention to the neck, shoulders, chest and sleeve length, especially if you plan to button the collar or wear the shirt beneath a jacket. Consider how you prefer to wear the hem, too, and check the individual shirt’s length and styling details before deciding. For a holiday outfit with several pieces, keeping the combination simple can help: let a patterned shirt be the focal point, or use a solid shirt to complement a more distinctive tie or sweater. Review the care instructions as part of your decision. A shirt’s place in your wardrobe depends not just on how it looks at the gathering, but on whether its care requirements fit your routine afterward.

Dress shirts can also make thoughtful holiday gifts for someone who enjoys putting an outfit together or appreciates a little help refreshing their wardrobe. Start with what the recipient actually wears, rather than what you would choose for yourself. Notice whether they favor quieter colors or more expressive patterns, a closer silhouette or a roomier cut, and an open collar or a tie. If possible, confirm their measurements or the fit of a favorite shirt before making your selection. Those small details make a gift feel personal without requiring a dramatic change in style. As you browse Holiday Dress Shirts, keep both the celebration and the person in mind. A considered choice can feel just as fitting at a carefully arranged holiday table as it does among the familiar pieces already hanging in the closet.

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