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Holiday Shirts For Men

Find holiday shirts for men with classic, versatile style for the season’s gatherings. Whether you’re choosing a shirt for your own holiday plans or shopping for a gift, explore the selection for a look that feels right for you or someone on your list.

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Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
L.L.Bean Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
A blue plaid flannel shirt with ultrawarm Sherpa lining, soft Portuguese cotton, snap pockets, and easy-layering sleeves.
(2,758)
$130 $130
SALE
What customers like:
High quality
Soft material
Versatile design
Great warmth
Comfortable fit
$130 $130
SALE
Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A green plaid men's shirt in premium 100% cotton Portuguese flannel, with a button-down collar.
(20,377)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Short-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Short-Sleeve
A soft red cotton T-shirt with a traditional fit that resists shrinking, wrinkles, fading and pilling.
(12,867)
$26.95 $26.95
SALE
$26.95 $26.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A green houndstooth 100% cotton flannel shirt with shearling lining, resisting shrinking, wrinkling and pilling.
(8,393)
$79.95 $79.95
SALE
What customers like:
Great quality
Softness
Warmth
Nice color
Comfortable fit
$79.95 $79.95
SALE
Men's Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
A warm orange plaid flannel shirt in heavyweight brushed cotton, featuring durable seams and pockets.
(7,285)
$84.95 $84.95
SALE
What customers like:
Great fit
High quality
Very comfortable
Exceptional warmth
Durable
$84.95 $84.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
A green cotton long-sleeve henley with a wrinkle-, shrink-, fade- and pill-resistant finish.
(6,468)
$44.95 $44.95
SALE
What customers like:
Excellent fit and sizing options
Resists shrinking, wrinkles, and fading
Durable and long-lasting quality
Comfortable and soft fabric
Versatile for layering and seasons
$44.95 $44.95
SALE
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A green 100% cotton Portuguese flannel shirt with authentic tartan plaid, button-down collar, and shirttail hem.
(6,433)
$59.95 $39.99
SALE
What customers like:
Great fit
High quality
Softness
Warmth
Comfortable
$59.95 $39.99
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A green men's flannel shirt in heavyweight brushed Portuguese cotton, with durable stitching and layering room.
(7,136)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Warmth
Versatile
Comfortable
$79.95 $79.95
SALE
Men's Two-Layer River Driver's Shirt®, Traditional Fit, Henley
L.L.Bean Men's Two-Layer River Driver's Shirt®, Traditional Fit, Henley
A blue two-layer henley shirt with soft cotton lining and wool-nylon outer layer for warmth.
(6,147)
$79.95 $79.95
SALE
What customers like:
Quality construction
Perfect fit
Warmth
Comfortable
Versatility
$79.95 $79.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A blue cotton canvas shirt with a broken-in feel, button-flap pockets and durable double-needle stitching.
(5,386)
$69.95 $58.99
SALE
What customers like:
High quality
Durable construction
Great color options
Perfect for spring and fall
Comfortable fit
$69.95 $58.99
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 cotton button-down shirt with wrinkle-free, moisture-wicking performance and a classic check pattern.
(4,814)
$69.95 $69.95
SALE
What customers like:
Perfect fit
Wrinkle-free
Durable
Comfortable
Beautiful colors
$69.95 $69.95
SALE
Men's Unshrinkable Mini-Waffle Henley, Traditional Fit, Long-Sleeve
L.L.Bean Men's Unshrinkable Mini-Waffle Henley, Traditional Fit, Long-Sleeve
A green, solid cotton thermal henley with a three-button neckline that resists shrinking, fading and pilling.
(4,807)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
L.L.Bean Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
A cozy purple plaid shirt in brushed cotton flannel with a warm polyester fleece lining.
(4,535)
$99.95 $99.95
SALE
What customers like:
Quality
Comfort
Warmth
Softness
Versatility
$99.95 $99.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
A white cotton henley T-shirt with a traditional fit that resists shrinking, wrinkles, fading and pilling.
(3,027)
$32.95 $32.95
SALE
What customers like:
Easy care
Good quality
True to size
Durable
Comfortable
$32.95 $32.95
SALE
Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
A men's gray houndstooth flannel shirt in brushed cotton with button-down collar, resisting shrinkage and pilling.
(2,582)
$79.95 $79.95
SALE
What customers like:
High-quality material
Well-made construction
Perfect fit
Superior softness
Excellent warmth
$79.95 $79.95
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 short-sleeve cotton check shirt with wrinkle-free performance, moisture-wicking fabric and a relaxed traditional fit.
(2,628)
$59.95 $49.99
SALE
What customers like:
Wrinkle-free
Great color
Durable
Comfortable
Good fit
$59.95 $49.99
SALE
Men's Carefree Unshrinkable Turtleneck
L.L.Bean Men's Carefree Unshrinkable Turtleneck
A green cotton turtleneck with durable, unshrinkable fabric that resists fading, wrinkles and pilling.
(2,574)
$44.95 $44.95
SALE
What customers like:
Durable and holds shape
Warm and perfect for layering
Classic style and looks great
True to size and great fit
Comfortable and soft fabric
$44.95 $44.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A blue cotton button-down shirt with wrinkle-free pinpoint Oxford fabric and a relaxed traditional fit.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Easy care
Perfect fit
Wrinkle-free
Versatile
$79.95 $79.95
SALE
Men's Tropics Shirt, Traditional Fit, Print
L.L.Bean Men's Tropics Shirt, Traditional Fit, Print
A green cotton tropical shirt with a breathable, lightly peached feel and relaxed traditional fit.
(2,027)
$54.95 $44.99
SALE
What customers like:
Great color and pattern
Durable quality
Versatile style
Cool and lightweight
Comfortable fit
$54.95 $44.99
SALE
Men's Scotch Plaid Flannel Shirt, Slim Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slim Fit
A red 100% cotton flannel shirt with authentic yarn-dyed tartan, button-down collar, and slim fit.
(1,791)
$59.95 $59.95
SALE
What customers like:
Attractive colors and patterns
Warm and cozy
Soft and comfortable fabric
Flattering slim fit
High quality construction
$59.95 $59.95
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 cotton tattersall shirt in blue, featuring a traditional fit and ultrasmooth, non-iron fabric.
(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 Sunwashed Canvas Shirt, Traditional Fit, Short-Sleeve
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit, Short-Sleeve
A men’s orange cotton canvas shirt with short sleeves, rugged double-needle stitching and convenient button-flap pockets.
(1,629)
$59.95 $50.99
SALE
What customers like:
Soft and warm
Versatile and stylish
Durable and sturdy
True to size fit
Comfortable to wear
$59.95 $50.99
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 green cotton check sport shirt with wrinkle-free, moisture-wicking fabric and a button-down collar.
(1,619)
$69.95 $69.95
SALE
What customers like:
Versatile color
Flattering design
High-quality fabric
Wrinkle-free performance
Comfortable fit
$69.95 $69.95
SALE
Men's Katahdin Performance Flannel Shirt, Slightly Fitted
L.L.Bean Men's Katahdin Performance Flannel Shirt, Slightly Fitted
A plaid performance flannel shirt in quick-drying, water-repellent polyester-wool blend with reinforced elbows and snap front.
(1,345)
$99.95 $84.99
SALE
What customers like:
Stylish appearance and vibrant colors
Durable and well made
Warm and comfortable
Easy care and quick drying
Convenient snap closures
$99.95 $84.99
SALE

Holiday Shirts For Men

Holiday shirts for men bring a festive touch to familiar styles, making holiday dressing feel personal rather than overdone. The appeal is in finding the right balance: a shirt that acknowledges the occasion while still looking like something the wearer would choose for himself. For one person, that means an understated color paired with favorite pants; for another, it means a more expressive pattern that becomes the focus of the outfit. Holiday style leaves room for both approaches, whether the celebration is a Thanksgiving dinner with relatives, a Christmas gathering with friends, or an annual holiday party. A table set with mismatched family dishes and a room dressed for a more formal celebration call for different levels of dress, but neither requires an entirely new approach to personal style. The invitation, the people attending, and familiar family traditions can help establish the tone. A shirt worn with neat trousers and tucked in creates a different impression from one styled more casually, even when the rest of the outfit is simple. Color is another useful starting point. Rich shades can suggest the holiday without making the entire outfit feel themed, while a pattern can add interest to an otherwise straightforward combination. The important distinction is between festive and unfamiliar: a holiday shirt can mark a special occasion without feeling like a costume. For family photographs, coordinating the overall level of dress often feels more natural than having everyone match exactly. A shared color or a similar balance of plain and patterned pieces can bring the group together while leaving each person room to express his own style. Men’s holiday shirts fit into that spirit of celebration, where getting dressed is part of showing up for the people and traditions that matter. The best starting point is the wearer’s own taste, with the occasion providing a little extra inspiration.

Fit deserves as much attention as color or pattern when choosing a holiday shirt. A familiar size is a starting point, but the measurements and fit information in each shirt’s description offer a clearer picture than the size label alone. Personal preference matters, too: some men favor a closer outline, while others prefer more room through the body. Comparing the listed measurements with a shirt that already fits well can make the decision more straightforward, especially when ordering for someone else. Shoulder placement, sleeve length, and the amount of room through the chest are useful details to consider together rather than separately. How the shirt will be styled also affects the choice. Someone who plans to tuck it in may evaluate the length differently from someone who usually leaves shirts untucked. If a sweater or jacket is part of the holiday outfit, consider how the neckline, collar, and pattern will look alongside it. A patterned shirt can remain the main point of interest when the accompanying pieces are plain, while an understated shirt allows other details to stand out. For a more specific Christmas style, Men's Christmas Button Down Shirts offer a related place to browse. Beyond appearance, fabric composition and care requirements are details to review in the individual product information rather than infer from a photograph or a festive design. Men who have clear preferences about how their shirts feel can use those descriptions to narrow their choices. Washing, drying, and ironing instructions also deserve a look before deciding, particularly if the shirt is a gift. Following the stated care directions is a practical part of looking after any shirt; a holiday pattern does not indicate how it should be laundered. Giving fit, styling, and care equal consideration helps keep the choice grounded in the person who will wear it, not just the occasion pictured on the calendar.

As gifts, holiday shirts for men can feel thoughtful when the selection reflects a recipient’s established style. A father who wears subtle patterns may appreciate a different look from a brother who enjoys being the most festively dressed person at Christmas dinner. A partner’s favorite shirts offer useful clues about preferred colors, usual fit, and the kinds of details he reaches for repeatedly. The aim is not to reinvent someone’s wardrobe, but to choose something that feels recognizably his with a little room for celebration. A shared memory can provide inspiration without dictating the entire choice: the family’s annual holiday portrait, a tradition of dressing up for dinner, or a gathering where everyone adds one festive detail. Some recipients enjoy a clear connection to Christmas, while others prefer a holiday look that feels less tied to a single celebration. Either preference can guide the choice of color and design. When selecting a shirt for several gatherings, consider how much emphasis the wearer likes to place on the occasion. An outfit for a relaxed family meal might be styled differently from one for a holiday reception, and small decisions about tucking, coordinating colors, and accompanying pieces can change the overall impression. There is no need for every element to compete for attention. A shirt with a distinctive pattern often benefits from a simple outfit around it, letting the wearer’s personality remain more noticeable than the clothes. For men choosing their own holiday shirts, the same principle applies: start with what feels familiar, then decide how much seasonal character to add. Picture the actual celebration, from greeting relatives at the door to gathering around the table, rather than an idealized version that calls for a completely different wardrobe. Holiday dressing is most personal when it reflects real traditions and the people who share them. A considered choice brings together individual taste, the tone of the gathering, and the pleasure of making an ordinary act—getting dressed—feel like part of a special day.
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