Comfortable Winter Shirts
When the temperatures drop, comfortable winter shirts are essential for enjoying every moment outdoors or relaxing by the fire. Designed for lasting value and all-day comfort, these shirts offer timeless style and reliable warmth season after season. Whether layered under a jacket or worn on their own, comfortable winter shirts make it easy to embrace chilly days with confidence and ease. Find classic styles and versatile options ready for all your cold-weather adventures.
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Men's Chamois Shirt, Traditional Fit
A tan, heavyweight Portuguese cotton flannel shirt with exceptional softness, double-stitched seams, and unbreakable buttons.
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Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
A classic black cherry heather Henley with a wool blend outer layer and soft cotton inner layer.
Pros: Quality construction Perfect fit Warmth Comfortable Versatility
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Men's Fleece-Lined Flannel Shirt, Traditional Fit
A supercozy coal plaid shirt with 100% cotton flannel exterior and 100% polyester fleece lining.
Pros: Perfect fit Quality Comfort Warmth True to size
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Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit, Long-Sleeve
A charcoal heather long-sleeve tee made of soft, wrinkle-resistant cotton with a convenient chest pocket.
Pros: High quality Convenient pocket Softness Unshrinkable Comfortable fit
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Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
A green plaid flannel shirt featuring soft Sherpa fleece lining and taffeta-lined sleeves for comfort.
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Men's L.L.Bean Classic Ragg Wool Sweater, Henley
A midweight natural lambswool Henley sweater offering exceptional warmth and classic style without bulk.
Pros: High quality Exceptional warmth Classic style Versatile and well-made Comfortable fit
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Men's Fleece-Lined Flannel Shirt, Snap Front, Slightly Fitted
A cozy, fleece-lined flannel shirt with snap front, side pockets, and a slightly fitted design.
Pros: Soft material Durable quality Versatile design Excellent warmth Comfortable fit
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Men's Chamois Shirt, Slightly Fitted
A navy, slightly fitted men's shirt made from 7.5 oz. Portuguese cotton flannel for exceptional softness.
Pros: Breathable fabric Well-constructed seams Exceptional warmth Soft and comfortable Slightly fitted design
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Men's Signature Heritage Textured Flannel Shirt
A soft, midweight cotton flannel shirt in light gray heather with a slim fit and durable stitching.
Pros: High quality Perfect fit Lighter weight True to size Versatile
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Men's Signature Waffle Crew
A slim-fitting thermal crew made of breathable waffle-knit cotton, perfect for layering in cooler weather.
Pros: Waffle knit Comfort Warmth Good fit Good color
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Men's Cresta Wool Midweight 250 Crew Top
A dark black merino wool crew top that wicks sweat, resists odor, and features thumbhole cuffs.
Pros: Great fit Comfortable feel Durable material Soft fabric Excellent warmth
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Men's Maine Guide Shirt with PrimaLoft
A warm PrimaLoft wool blend shirt in cream and black check, perfect for layering and outdoor activities.
Pros: Great fit Excellent quality Warm and comfortable Durable material Stylish appearance
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Men's Cresta Midweight 250 Quarter-Zip Top
A dark black merino wool quarter-zip top that wicks sweat, resists odor, and keeps you warm.
Pros: Keeps you warm Excellent base layer Comfort Durability Versatility
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Women's Cresta Midweight 250 Crew Top
An eggplant heather merino wool crew top that wicks sweat, resists odor, and keeps you warm.
Pros: Great fit Breathable fabric High quality Soft and comfortable Excellent warmth
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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.
Pros: Comfort Warmth Durability
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Women's Cresta Midweight 250 T-Zip Top
An eggplant heather merino wool base layer that wicks sweat, resists odor, and features thumbhole cuffs.
Pros: Well-made Warmth True to size Versatile Comfortable
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Women's Quilted Full-Zip Sweatshirt
A sea green, slightly fitted full-zip sweatshirt with a quilted exterior and brushed cotton interior.
Pros: High quality Stylish design Warm and cozy Versatile use Comfortable fit
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Women's Cotton/Cashmere Sweater, Turtleneck
A slightly fitted, ultrasoft turtleneck sweater in classic black, made from 95% cotton and 5% cashmere.
Pros: Very warm High quality Perfect fit Extremely comfortable Beautiful color
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Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
A wrinkle-free, 100% cotton shirt with a traditional fit and ultrasmooth finish in crystal blue tattersall.
Pros: High quality Wrinkle-free Easy to care for Durable Comfortable fit
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Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A wrinkle-free, ultrasoft brushed cotton shirt in vintage indigo, designed for a slightly fitted untucked look.
Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Beautiful color
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Men's Comfort Stretch Pima Tee Shirt, Long-Sleeve Henley
A versatile gray heather henley made from soft Pima cotton with stretch for ultimate comfort.
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Women's Bean's Classic Ragg Wool Sweater, Crewneck
A midweight, soft spruce lambswool sweater offering exceptional warmth and classic style without bulkiness.
Pros: High-quality material Great looking Perfect fit Exceptional warmth Ideal winter weight
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Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
A red cotton-blend oxford shirt with stretch, moisture-wicking performance, and a comfortable untucked fit.
Pros: High material quality Well-made construction Attractive appearance Cute print Comfortable fit
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Men's Cresta Ultralight 150 Crew Top
An alloy gray, 100% merino wool crew top offering lightweight warmth and comfort for any season.
Pros: Soft material Warmth Good fit Comfortable Versatility
