Winter Dress Shirts

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Product Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-Black/RedAlternate Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-1
Non-Iron Cotton Houndstooth Dress Shirt With Contrast Trim - Black/red Sale price$65.00 Regular price$95.00

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Black/Red
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Product Image of Non-iron Cotton Windowpane Dress Shirt-NavyAlternate Image of Non-iron Cotton Windowpane Dress Shirt-1
Non-Iron Cotton Windowpane Dress Shirt - Navy Sale price$65.00 Regular price$95.00

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Navy
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Product Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-Black/GreenAlternate Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-1
Non-Iron Cotton Houndstooth Dress Shirt With Contrast Trim - Black/green Sale price$65.00 Regular price$95.00

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Black/Green
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Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Navy/gold Sale price$65.00 Regular price$95.00

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Navy/Gold
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Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1Alternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Red/white Sale price$65.00 Regular price$95.00

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Red/white
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-RedAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Red Sale price$65.00 Regular price$95.00

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Red
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Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-Brown/WhiteAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Brown/white Sale price$65.00 Regular price$95.00

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Brown/White

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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$65.00 Regular price$95.00

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Blue
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Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-Navy/RedAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Navy/red Sale price$65.00 Regular price$95.00

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Navy/Red
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$65.00 Regular price$95.00

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Blue
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Navy/gold Sale price$85.00 Regular price$125.00

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Navy/Gold
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-GreenAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Green Sale price$65.00 Regular price$95.00

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Green
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Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Green/RustAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Green/rust Sale price$85.00 Regular price$125.00

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Green/Rust
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Product Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-1
Non-Iron Cotton Windowpane Dress Shirt With Contrast Trim - Navy/gold Sale price$65.00 Regular price$95.00

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Navy/Gold
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Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-Purple/WhiteAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Purple/white Sale price$65.00 Regular price$95.00

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Purple/White
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Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-MultiAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Multi Sale price$85.00 Regular price$125.00

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Multi
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Product Image of Non-iron Cotton Glen Plaid Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Non-iron Cotton Glen Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Glen Plaid Dress Shirt With Contrast Trim - Navy/gold Sale price$85.00 Regular price$125.00

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Navy/Gold
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-Navy/RedAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Navy/red Sale price$65.00 Regular price$95.00

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Navy/Red
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-MultiAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Multi Sale price$85.00 Regular price$125.00

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Multi
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-PurpleAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Purple Sale price$65.00 Regular price$95.00

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Purple
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Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-Green/WhiteAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Green/white Sale price$65.00 Regular price$95.00

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Green/White
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Product Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-1
Non-Iron Cotton Windowpane Dress Shirt With Contrast Trim - Cobalt Sale price$65.00 Regular price$95.00

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Cobalt
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Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Blue Sale price$65.00 Regular price$95.00

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Blue
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Cobalt Sale price$65.00 Regular price$95.00

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Cobalt
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-Black/RedAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Black/red Sale price$85.00 Regular price$125.00

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Black/Red
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-RedAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Red Sale price$65.00 Regular price$95.00

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Red
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Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/BurgundyAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/burgundy Sale price$85.00 Regular price$125.00

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White/Burgundy
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Product Image of Comfort Stretch Non-iron Stripe Dress Shirt-BurgundyAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt-1
Comfort Stretch Non-Iron Stripe Dress Shirt - Burgundy Sale price$62.00 Regular price$125.00

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Burgundy
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Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/RedAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/red Sale price$65.00 Regular price$95.00

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Blue/Red
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Product Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Solid Dress Shirt With Contrast Trim - Cobalt Sale price$65.00 Regular price$95.00

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Cobalt
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Product Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-BrownAlternate Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Solid Dress Shirt With Contrast Trim - Brown Sale price$65.00 Regular price$95.00

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Brown
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-Grey/WhiteAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Grey/white Sale price$65.00 Regular price$95.00

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Grey/White
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Product Image of Non-iron Cotton Plaid Dress Shirt-Navy/GreenAlternate Image of Non-iron Cotton Plaid Dress Shirt-1
Non-Iron Cotton Plaid Dress Shirt - Navy/green Sale price$85.00 Regular price$125.00

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Navy/Green
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Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/YellowAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/yellow Sale price$65.00 Regular price$95.00

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Blue/Yellow
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Product Image of Non-iron Cotton Glen Plaid Dress Shirt With Contrast Trim-Navy/RedAlternate Image of Non-iron Cotton Glen Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Glen Plaid Dress Shirt With Contrast Trim - Navy/red Sale price$85.00 Regular price$125.00

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Navy/Red
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Black Sale price$65.00 Regular price$95.00

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Black
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Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-Blue/BrownAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Blue/brown Sale price$65.00 Regular price$95.00

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Blue/Brown
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Product Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-GreenAlternate Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Solid Dress Shirt With Contrast Trim - Green Sale price$65.00 Regular price$95.00

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Green
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Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/BlackAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/black Sale price$65.00 Regular price$95.00

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Blue/Black
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Product Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-1
Non-Iron Cotton Windowpane Dress Shirt With Contrast Trim - Black Sale price$65.00 Regular price$95.00

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Black
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Product Image of Non-iron Cotton Stripe Print Dress Shirt-MultiAlternate Image of Non-iron Cotton Stripe Print Dress Shirt-1
Non-Iron Cotton Stripe Print Dress Shirt - Multi Sale price$85.00 Regular price$125.00

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Multi
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Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-BurgundyAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Burgundy Sale price$62.00 Regular price$125.00

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Burgundy
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Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-GreenAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Green Sale price$65.00 Regular price$95.00

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Green
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Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/BrownAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/brown Sale price$65.00 Regular price$95.00

Save $100 when you spend $400+

Blue/Brown

Stay sharp and warm with our Winter Dress Shirt Collection—perfect for any occasion. Men's winter dress shirts are a staple in any man's wardrobe during the colder months. These dress shirts are designed to keep you warm while maintaining a sharp and sophisticated appearance. Made from thicker fabrics such as wool or cotton blends, they offer additional insulation against the cold. Some of our winter dress shirts feature patterns or prints that are reminiscent of the season, such as plaid or checkered designs. We even have winter shirts designed specifically for the Holidays. No matter the season, Paul Fredrick has you covered. Plus, our men's winter dress shirts are a versatile garment that can be dressed up or down, making them perfect for any formal occasion during the winter season. Pair a winter dress shirt with dark jeans or chinos for a more casual look. Add a pair of sneakers or loafers to complete the outfit. Pair the winter dress shirt with a black suit and a solid white or black tie for a formal and elegant look. At Paul Fredrick we pride ourselves by paying attention to the detail in our dress shirts, including collar styles and cuff designs, resulting in a high-quality and stylish shirt. Shop a fashionable winter dress shirts at Paul Fredrick—perfect fit guaranteed.