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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 Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A soft blue plaid flannel shirt crafted from 100% Portuguese cotton with a relaxed traditional fit.
(20,377)
$59.95 $59.95
SALE
$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 Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
A green plaid flannel shirt crafted from thick Portuguese cotton for exceptional warmth and softness.
(7,285)
$84.95 $84.95
SALE
$84.95 $84.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A deep green, heavy-weight Portuguese cotton flannel shirt, perfect as a shirt, light jacket, or essential layer.
(7,136)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Warmth
Versatile
Comfortable
$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 red plaid flannel shirt crafted from 100% Portuguese cotton for lasting softness and authentic style.
(6,433)
$59.95 $59.95
SALE
What customers like:
Great fit and true to size
High quality and durable fabric
Warm and cozy for cooler weather
Stylish design with attractive colors
Exceptional softness and comfort
$59.95 $59.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A prewashed 100% cotton canvas shirt in juniper, featuring a relaxed fit and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable
Comfortable
Good fit
Nice color
$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 green check button-down shirt made from wrinkle-free, moisture-wicking cotton poplin for lasting comfort.
(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 durable
Comfortable fit
$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 supersoft black plum plaid flannel shirt with cozy polyester fleece lining and a relaxed traditional fit.
(4,535)
$99.95 $99.95
SALE
What customers like:
Quality
Comfort
Warmth
Softness
Versatility
$99.95 $99.95
SALE
Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
L.L.Bean Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
A slightly fitted indigo tartan shirt combining soft Portuguese flannel and warm Sherpa fleece lining.
(2,758)
$130 $130
SALE
What customers like:
True fit
Well-made
Comfort
Warmth
Versatility
$130 $130
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 nautical blue, wrinkle-free short-sleeve shirt in 100% cotton poplin with moisture-wicking TrueCool® fabric.
(2,628)
$59.95 $59.95
SALE
What customers like:
Wrinkle-free
Great color
Durable
Comfortable
Good fit
$59.95 $59.95
SALE
Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
A slightly fitted charcoal heather flannel shirt offering superior softness, warmth, and resistance to shrinking and wrinkling.
(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 Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free, 100% cotton shirt in blue with a traditional fit and nearly custom sizing.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Versatile
Comfortable
$79.95 $79.95
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 in crystal blue tattersall with a traditional, relaxed fit.
(2,091)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Comfort
Durability
$79.95 $79.95
SALE
Men's Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A blue printed cotton shirt with a relaxed fit, peached softness, and a casual, weathered look.
(2,027)
$54.95 $54.95
SALE
$54.95 $54.95
SALE
Men's Scotch Plaid Flannel Shirt, Slim Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slim Fit
A slim-fit flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.
(1,791)
$59.95 $59.95
SALE
What customers like:
Rich colors and patterns
Perfect fit
Soft and comfortable
High-quality cotton
Warm and durable
$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 dark pine, slightly fitted check shirt made from 100% cotton poplin with wrinkle-free performance.
(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 multi-color plaid flannel shirt in a quick-drying, water-repellent polyester/wool blend for outdoor performance.
(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
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
L.L.Bean Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
A slim-fit green plaid flannel shirt crafted from soft, garment-washed Portuguese cotton for vintage comfort.
(1,273)
$89 $75.99
SALE
What customers like:
Warm and heavyweight material
Soft and comfortable fabric
Flattering slim fit
Attractive color and pattern
High quality construction
$89 $75.99
SALE
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
A rugged white cotton flannel shirt with rich slub texture, brushed for extra softness and durability.
(531)
$79.95 $67.99
SALE
$79.95 $67.99
SALE
Men's Maine Guide Shirt with PrimaLoft
L.L.Bean Men's Maine Guide Shirt with PrimaLoft
A warm, durable wool-blend shirt with PrimaLoft, featuring a relaxed fit and check pattern in red and black.
(386)
$190 $190
SALE
What customers like:
Great fit
Excellent quality
Warmth
Durable
Comfortable
$190 $190
SALE
Men's Maine Guide Shirt
L.L.Bean Men's Maine Guide Shirt
A durable, 85% wool, 15% nylon plaid shirt in cobalt or black, perfect for layering.
(352)
$170 $170
SALE
What customers like:
Great fit
High quality
Good quality
Cushioning
Warm
$170 $170
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 breathable blue cotton-blend chambray shirt with built-in stretch and a moisture-wicking, untucked design.
(267)
$74.95 $54.99
SALE
What customers like:
Easy care
Perfect fit
Stylish design
Comfortable stretch
Great fabric
$74.95 $54.99
SALE
Men's Tropicwear Shirt, Short-Sleeve Print
L.L.Bean Men's Tropicwear Shirt, Short-Sleeve Print
A lightweight, multi-color short-sleeve shirt with UPF 50+ sun protection and breathable nylon-polyester fabric.
(181)
$74.95 $34.99
SALE
$74.95 $34.99
SALE
Men's Signature Wharfside Linen Blend Shirt
L.L.Bean Men's Signature Wharfside Linen Blend Shirt
A breathable blue linen-cotton blend shirt with a slim fit, button-down collar, and chest pocket.
(0)
$74.95 $54.99
SALE
$74.95 $54.99
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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