Men's Winter Shirts
Embrace the chill of winter with men's winter shirts that combine comfort and durability. Designed to keep you warm while offering timeless style, these shirts are perfect for layering or wearing solo. Whether you're heading out for a brisk walk in the woods or gathering around the fireplace, you'll find options that blend quality materials with lasting value. From classic flannels to versatile button-down options, each shirt is crafted to withstand the season's demands while ensuring you look effortlessly put-together. Explore a variety of colors and patterns that make it easy to express your unique style, all while staying cozy and comfortable throughout the colder months.
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Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
A vintage indigo heather Henley with a wool blend outer layer and soft cotton inner layer.
Pros: Quality Warmth Durability Comfortable fit Versatility
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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: Fits well Good quality Softness Warmth Comfortable
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Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A slightly fitted flannel shirt in authentic grey Stewart tartan, made from high-quality Portuguese cotton.
Pros: Quality construction Perfect fit Softness Warmth Vibrant colors
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Men's Premium Double L® Polo, Long-Sleeve Without Pocket
A long-sleeve, camp green polo made from supersoft cotton that resists wrinkling, fading, shrinking, and pilling.
Pros: High quality Retains color Durable Good fit Comfortable
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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
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Men's Flannel-Lined Hurricane Shirt
A warm, wind-resistant raven blue shirt with a flannel lining and water-resistant 100% cotton shell.
Pros: Perfect fit Well-made Warmth Versatile Comfortable
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Men's Carefree Unshrinkable Turtleneck
A black, extra-large turtleneck made from 100% jersey-knit cotton that resists shrinking, fading, and wrinkling.
Pros: High quality Comfort Warmth Fits well after wash Classic design
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Men's 1912 Heritage Lined Shirt Jac, Corduroy
A walnut-colored corduroy shirt jacket with ultrasoft berber fleece lining and durable triple-needle stitching.
Pros: Perfect for fall Well-made Warmth Comfortable fit Classic design
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Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
A resilient charcoal heather tee made from 100% cotton, resisting wrinkles, shrinking, and fading.
Pros: Washes well High quality Wrinkle-free Durable fabric Comfortable fit
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Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
A black long-sleeve tee made of 100% cotton that resists wrinkles, shrinking, fading, and pilling.
Pros: Durable and well-made Versatile and stylish Maintains shape and color High-quality fabric Comfortable fit
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Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A charcoal heather flannel shirt with sheepskin shearling lining, offering superior softness and traditional fit.
Pros: Beautiful design Roomy fit Warmth Durable Superior softness
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Men's Chamois Shirt, Traditional Fit, Plaid
A heavy-weight, ultra-soft plaid flannel shirt in barley, made from 7.5 oz. Portuguese cotton.
Pros: High quality Attractive design Softness Warmth Comfortable fit
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Men's Chamois Shirt, Traditional Fit
A deep green, heavy-weight Portuguese cotton flannel shirt, perfect as a light jacket or essential layer.
Pros: High quality Perfect fit Warmth Versatile Comfortable
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Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
A resilient gray heather henley made from 100% cotton that resists shrinking, fading, and pilling.
Pros: Great fit High quality Versatile Comfortable Soft fabric
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Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A wrinkle-free deep green check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.
Pros: Fits well Wrinkle-free Durable Comfortable Beautiful colors
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Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit
An indigo heather, 100% cotton henley that resists shrinking, fading, and pilling, with a relaxed fit.
Pros: High quality Warmth Good fit Comfortable Soft fabric
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Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit, Long-Sleeve
A white, long-sleeve cotton tee that resists shrinking, fading, and pilling, with a comfortable traditional fit.
Pros: High quality Convenient pocket Durable material Retains shape and color Comfortable fit
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Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
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Men's Carefree Unshrinkable Mockneck Shirt
A soft, white cotton mockneck shirt that resists shrinking, fading, wrinkling, and pilling.
Pros: Perfect fit Softness Versatile Comfortable Well made
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Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
A slightly fitted, ultrawarm Sherpa-lined flannel shirt in Black Watch plaid, made from 100% cotton and polyester.
Pros: Attractive design Exceptional warmth Soft and cozy feel High-quality construction Comfortable fit
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Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
A deep evergreen, slightly fitted flannel shirt with sheepskin shearling lining that resists shrinking and wrinkling.
Pros: Great fit Warm and soft High quality Very comfortable Stylish design
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Men's Katahdin Iron Works® Bonded Waffle Fleece Henley
A men's waffle-knit Henley in mountain red heather, featuring a plush berber fleece lining for extra warmth.
Pros: High quality True to size fit Warmth Softness Comfortable
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Men's L.L.Bean Classic Ragg Wool Sweater, Henley
A nautical navy Henley sweater made from 100% premium lambswool for substantial winter warmth.
Pros: High-quality material True to size Stylish appearance Excellent warmth Comfortable fit
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Men's BeanFlex® All-Season Flannel Shirt, Traditional Untucked Fit, Long-Sleeve
A moisture-wicking, all-season flannel shirt in maccallum, featuring a relaxed untucked fit and cotton blend.
Pros: High quality Soft material Versatile design Vibrant colors Comfortable fit