Plaid Holiday Shirts

Plaid holiday shirts bring a festive touch to any wardrobe, perfect for celebrating the season in style. With a variety of colors and patterns, these shirts are designed to capture the spirit of the holidays while offering timeless appeal. Whether you're attending a family gathering or enjoying a cozy night by the fire, plaid holiday shirts provide a comfortable and versatile option that effortlessly blends tradition with modern charm.

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Men's Scotch Plaid Flannel Shirt, Traditional Fit

A soft, durable flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.

Pros: Perfect fit Well-made Softness Warmth Comfortable
Men's Chamois Shirt, Traditional Fit, Plaid

A heavy-weight, ultra-soft plaid flannel shirt in barley, perfect for layering with a relaxed traditional fit.

Pros: High quality Attractive color Softness Warmth Comfortable fit
Men's Scotch Plaid Flannel Shirt, Slightly Fitted

A slightly fitted, 100% Portuguese cotton flannel shirt in authentic washed Buchanan tartan.

Pros: High quality Softness Warmth Comfortable Good fit
Men's Fleece-Lined Flannel Shirt, Traditional Fit

A supersoft black plum plaid flannel shirt with cozy polyester fleece lining and a relaxed traditional fit.

Pros: Quality Comfort Warmth Softness Versatility
Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted

A slightly fitted indigo tartan shirt combining soft Portuguese flannel and warm Sherpa fleece lining.

Pros: High quality Attractive design Warmth Softness Comfortable
Women's Fleece-Lined Flannel Shirt, Snap-Front Plaid
Price was from: $99.95 now: $74.99

A dark plum plaid flannel shirt with plush polyester fleece lining and rubberized snap-front closures.

Pros: Warmth Cozy Versatile Comfortable Good fit
Women's Vacationland Seersucker Shirt, Short-Sleeve Popover Plaid
Price was from: $44.95 now: $34.99

A relaxed-fit cotton seersucker shirt in sunrise pink plaid, featuring a deep button-front placket.

Pros: Lightweight Great color Versatile Comfortable fit Breathable
Women's Wrinkle-Free Pinpoint Oxford Shirt, Long-Sleeve Relaxed Fit Plaid

A wrinkle-free plaid oxford shirt in 100% cotton with a relaxed fit and pearlized buttons.

Pros: High-quality material Classic and crisp look Perfect fit Wrinkle-free Versatile and easy to care for
Men's Scotch Plaid Flannel Shirt, Slim Fit

A slim-fit flannel shirt in Grey Stewart tartan, made from high-quality Portuguese cotton.

Pros: Perfect fit Soft and comfortable Stylish design High-quality cotton Warm and durable
Men's Katahdin Performance Flannel Shirt, Slightly Fitted
Price was from: $89 now: $74.99

A slightly fitted, quick-drying flannel shirt in burnt mahogany plaid, made from a soft polyester/wool blend.

Pros: High quality fabric Comfort Warmth Durable Stylishness
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $69.99

A slim-fit chamois flannel shirt in rustic red plaid, made from 100% cotton for vintage comfort.

Pros: Beautiful design High quality Warmth Soft fabric Comfortable fit
Men's Scotch Plaid Flannel Hooded Shirt, Slightly Fitted
Price was from: $89 now: $69.99

A slightly fitted, vintage red Rob Roy flannel shirt with a hood, made from high-quality Portuguese cotton.

Pros: Fit Quality Softness Warmth Comfortable
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Price was from: $69.95 now: $54.99

A yellow cotton-blend plaid shirt with stretch, moisture-wicking performance, and a relaxed untucked fit.

Pros: Well-made and durable High quality material Stylish design Attractive color and print Comfortable fit
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $74.95 now: $64.99

A slightly fitted, extra-large men's shirt in barley plaid, made from 7.5 oz. Portuguese cotton flannel.

Pros: Perfect fit Excellent quality Warmth Comfortable Versatility
Men's Organic Cotton Seersucker Shirt, Short-Sleeve, Slightly Fitted, Plaid
Price was from: $49.95 now: $39.99

A breathable blue plaid shirt made from 100% organic cotton seersucker with a slightly fitted design.

Pros: High quality Attractive color Breathable and lightweight Stylish design Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid

A slightly fitted, untucked plaid shirt in bayside blue, made from a moisture-wicking cotton blend.

Pros: High quality fabric Perfect fit Comfort Wrinkle-free after washing Untucked design
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged midweight flannel shirt in barley plaid, 100% cotton, with a slightly fitted untucked fit.

Pros: Great fit High-quality material Well-built design Very comfortable Excellent return policy
Men's Maine Guide Shirt

A durable, 85% wool and 15% nylon plaid shirt, perfect for layering and outdoor adventures.

Pros: Great fit High quality Good quality Cushioning Warm
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Long-Sleeve
Price was from: $59.95 now: $49.99

A breathable, wrinkle-free plaid shirt in rose wash cotton poplin, designed for untucked wear.

Pros: Wrinkle-free Comfy and durable Perfect for multiple seasons Wide size availability Bright and refreshing color
Men's Maine Guide Zip-Front Jac-Shirt with PrimaLoft, Plaid

A plaid wool/nylon jac-shirt with PrimaLoft insulation, perfect for layering in cool or cold weather.
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Short-Sleeve
Price was from: $54.95 now: $44.99

A breathable, no-iron cotton shirt in deep ocean plaid, designed for untucked wear with moisture-wicking fabric.

Pros: Repeat purchase Wrinkle-free Lightweight Nice for warm weather Great appearance
Men's Katahdin Performance Flannel Shirt-Jacket, Hi-Pile Fleece-Lined Plaid
Price was from: $119 now: $54.99

A durable, quick-drying flannel shirt-jacket with hi-pile fleece lining, available in eucalyptus and deep admiral blue.

Pros: High quality Perfect fit Great warmth Stylish appearance Soft fabric
Men's Maine Guide Zip-Front Jac-Shirt, Plaid

A rugged green and black plaid jac-shirt made of 85% wool and 15% nylon for year-round wear.
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A green plaid chambray shirt in a breathable cotton blend with stretch and moisture-wicking comfort.

Plaid Holiday Shirts

There’s something unmistakably inviting about a plaid shirt, especially as the holiday season draws near and cooler days call for layers that feel as good as they look. Plaid holiday shirts have a way of bringing people together, whether it’s around a crackling fire, gathered at the dinner table, or out for a walk in the crisp winter air. The classic patterns and vibrant colors instantly evoke a sense of warmth, comfort, and celebration. For many, pulling on a soft plaid shirt is a tradition in itself—one that signals the start of festive gatherings, cookie-baking afternoons, and tree-trimming evenings. These shirts are designed for lasting value, crafted from durable materials that hold up to years of wear, wash after wash. They’re as at home layered over a favorite tee as they are tucked in for a more polished look, making them a versatile choice for everything from casual family get-togethers to outdoor adventures like tree hunting or sledding with the kids.

When choosing a plaid holiday shirt, it helps to consider who will be wearing it and how it will be used. Families often appreciate shirts that come in a range of sizes and styles, making it easy to coordinate for holiday photos or simply enjoy a sense of togetherness during the season. These shirts make thoughtful gifts for just about anyone—parents, siblings, friends, even coworkers—since their timeless patterns and easy-going comfort suit a wide range of tastes and occasions. For those who spend a lot of time outdoors, a plaid shirt can be a reliable companion, offering just the right amount of warmth and breathability for layering under a vest or over a thermal. And for moments spent indoors, the soft, brushed fabric and relaxed fit make it easy to unwind and enjoy the simple pleasures of the season. Plaid shirts are not just for the holidays, either; their enduring style and durability mean they’ll become a favorite for chilly mornings, autumn hikes, or even cool summer nights around the campfire. For anyone looking to expand their collection, or perhaps try a new style, our Plaid Pullovers offer another cozy and practical option that’s just right for layering.

The appeal of plaid holiday shirts goes beyond their good looks—they’re built to solve real problems, like finding a layer that’s both comfortable and easy to care for, or choosing a gift that feels personal and practical. The best ones offer thoughtful details like sturdy buttons, reinforced seams, and easy-to-roll sleeves, all designed to stand up to the demands of busy days and spontaneous adventures. It’s the kind of shirt you can reach for year after year, knowing it will always feel just right, whether you’re heading out to cut your own tree, wrapping gifts by the fire, or simply savoring a quiet moment with a mug of cocoa. With so many colors and patterns to choose from, it’s easy to find a plaid that matches your own sense of style or brings a little extra cheer to someone else’s holiday season. And because these shirts are made to last, they carry memories from one season to the next, becoming a beloved part of your winter wardrobe and holiday traditions.

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Plaid Holiday Shirts