Relaxed Winter Shirts
Relaxed winter shirts are a go-to choice for keeping comfortable and enjoying the season to its fullest. Perfect for layering or wearing on their own, these shirts offer a timeless look and an easygoing feel that suits everything from outdoor adventures to cozy days indoors. With versatile styles designed to keep up with winter’s demands, it’s simple to find options that fit right into your cold-weather wardrobe. Whether you’re heading out for a walk or settling in by the fire, relaxed winter shirts make it easy to stay warm and comfortable all season long.
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Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A deep green, 100% cotton, wrinkle-free sport shirt with moisture-wicking TrueCool® fabric and a relaxed fit.
Pros: High quality Wrinkle-free Lightweight Good fit Comfortable
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Men's Maine Guide Shirt with PrimaLoft
A warm PrimaLoft wool blend shirt in cream and black check, ideal for layering and outdoor activities.
Pros: Great fit Excellent quality Warm and comfortable Durable material Stylish appearance
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Men's Katahdin Performance Flannel Shirt-Jacket, Hi-Pile Fleece-Lined Plaid
A multi-color wool blend flannel shirt-jacket lined with ultrasoft hi-pile fleece for exceptional warmth.
Pros: Attractive colors and fabric Exceptional warmth Soft and comfortable Fits as expected High quality and durable
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Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit
A rugged midweight dark pine flannel shirt with a slightly fitted untucked fit and extra softness.
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Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
A rugged gray long-sleeve shirt in a breathable hemp/cotton blend with durable yarn-dyed stripes.
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Women's Comfort Corduroy Relaxed Shirt
A plush cotton corduroy shirt in sea grass with a relaxed fit and convenient side pockets.
Pros: Soft material Convenient pockets Warmth Versatile design Comfortable fit
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Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit
A 100% cotton, fade-resistant henley in classic navy heather that retains its shape wash after wash.
Pros: High quality True to size Versatile Comfortable Retains shape
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Women's Wrinkle-Free Pinpoint Oxford Shirt, Relaxed Fit Long-Sleeve Print
A relaxed-fit green cotton shirt featuring fun prints and a wrinkle-free, easy-care finish.
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Women's Wrinkle-Free Pinpoint Oxford Shirt, Long-Sleeve Relaxed Fit
A relaxed fit, wrinkle-free white oxford shirt made from 100% cotton with pearlized buttons.
Pros: Crisp appearance High quality Perfect fit Wrinkle-free Versatile
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Women's Wrinkle-Free Pinpoint Oxford Shirt, Long-Sleeve Relaxed Fit Plaid
A green 100% cotton plaid shirt featuring wrinkle-free pinpoint oxford cloth and pearlized buttons.
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Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
A wrinkle-free, slightly fitted check shirt in blue mackellar, made from 100% cotton poplin.
Pros: Great look Versatile color Stylish Good fit Comfortable
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Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A vintage indigo, wrinkle-free, 100% brushed cotton shirt with a slightly fitted untucked fit.
Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Beautiful color
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Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
A breathable blue plaid chambray shirt in a cotton blend with stretch and moisture-wicking comfort.
Pros: Wrinkle-free material High quality construction Durable and sturdy fabric Attractive untucked style Comfortable fit
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Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
A green chambray shirt with built-in stretch, moisture-wicking cotton blend, and a relaxed untucked fit.
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Men's Bean's Heritage Soft Cotton Fisherman Sweater, Button-Mock
A green cable-knit cotton sweater featuring a soft feel, mock neck, and classic three-button placket.
Pros: Provides warmth Receives compliments Versatile for different outfits Stylish appearance Comfortable fit
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Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
A white cotton blend oxford shirt with moisture-wicking and stretch, designed for untucked wear.
Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
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Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
A deep blue, slightly fitted oxford shirt with moisture-wicking, stretchable cotton blend for untucked comfort.
Pros: High material quality Well-made Cute print Great appearance Comfortable
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Men's Maine Guide Zip-Front Jac-Shirt, Plaid
A rugged wool/nylon jac-shirt in green and black plaid, perfect for layering and outdoor activities.
Pros: Great fit High quality Warmth Durable Comfortable fabric
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Men's Tropicwear Shirt, Plaid Long-Sleeve
A dark amber plaid long-sleeve shirt with UPF 50+ protection, built-in stretch, and excellent venting.
Pros: High quality Effective sunblock Well-made Cool and comfortable fabric Good fit
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Women's Maine Guide Zip Front Jac-Shirt with Primaloft
A loden wool blend jac-shirt with PrimaLoft insulation, featuring multiple pockets and a rugged brass zipper.
Pros: Great fit High quality Non-itchy material Excellent warmth
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Men's All-Adventure Shirt
A breathable, moisture-wicking white shirt in a cotton-polyester blend, perfect for versatile outdoor activities.
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Women's Whisperweight Flannel Shirt, Button-Down
A superlight tan flannel button-down shirt offering year-round comfort with a relaxed fit and curved hem.
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Men's Comfort Stretch Performance® Chambray Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
A green cotton-blend plaid shirt featuring quick-drying, moisture-wicking stretch chambray and a relaxed untucked fit.
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Men's Sunwashed Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
A super-soft, white striped oxford shirt in 100% cotton with a relaxed, untucked fit and button-down collar.
