Winter Dress Shirts

Filters

Filters
Collection has 185 products.
Sort by:

185 Products
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - White Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Blue
White
Pink
Black
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - White Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-BlueAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Blue Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
Save 40%
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-Red/GreenAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Red/green Sale price$89.00 Regular price$149.00
Red/Green
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-BlueAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Blue Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Blue
White
Pink
Black
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt - White Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
Grey
Black
Blue
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-Blue StripeAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Blue Stripe Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-French BlueAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - French Blue Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
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$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Navy
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-EcruAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Ecru Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Black Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Black
Save 42%
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White MultiAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Multi Sale price$75.00 Regular price$129.00
White Multi
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-PinkAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Pink Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
Save 42%
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Navy/gold Sale price$75.00 Regular price$129.00
Navy/Gold
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-YellowAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Yellow Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
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$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Black/Red
3 for $199
Product Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-NavyAlternate Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Solid Dress Shirt With Contrast Trim - Navy Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Navy
Save 40%
Product Image of Comfort Stretch Non-iron Geometric Dress Shirt With Contrast Trim-PurpleAlternate Image of Comfort Stretch Non-iron Geometric Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Geometric Dress Shirt With Contrast Trim - Purple Sale price$89.00 Regular price$149.00
Purple
Save 42%
Product Image of Comfort Stretch Non-iron Dot Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Comfort Stretch Non-iron Dot Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Dot Dress Shirt With Contrast Trim - Navy/gold Sale price$75.00 Regular price$129.00
Navy/Gold
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-EcruAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Ecru Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Blue
White
Pink
Black
3 for $199
Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1Alternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Sodalite Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Sodalite
Save 42%
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-BlackAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - Black Sale price$75.00 Regular price$129.00
Black
3 for $199
Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-NavyAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Navy Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Navy
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-BlackAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Black Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
Save 42%
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Navy/gold Sale price$75.00 Regular price$129.00
Navy/Gold
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-GreyAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Grey Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Blue
White
Pink
Black
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-LavenderAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Lavender Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
French Blue
Blue
Blue Stripe
3 for $199
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$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Cobalt
Save 40%
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt-Black/WhiteAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt-1
Comfort Stretch Non-Iron Stripe Dress Shirt - Black/white Sale price$89.00 Regular price$149.00
Black/White
Save 42%
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-WhiteAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Sale price$75.00 Regular price$129.00
White
Save 42%
Product Image of Comfort Stretch Non-iron Tattersall Dress Shirt With Contrast Trim-MultiAlternate Image of Comfort Stretch Non-iron Tattersall Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Tattersall Dress Shirt With Contrast Trim - Multi Sale price$75.00 Regular price$129.00
Multi
Save 40%
Product Image of Comfort Stretch Non-iron Herringbone Dress Shirt With Contrast Trim-TealAlternate Image of Comfort Stretch Non-iron Herringbone Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Herringbone Dress Shirt With Contrast Trim - Teal Sale price$89.00 Regular price$149.00
Teal
Save 42%
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-RustAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - Rust Sale price$75.00 Regular price$129.00
Rust
Save 40%
Product Image of Comfort Stretch Non-iron Dot Dress Shirt With Contrast Trim-PurpleAlternate Image of Comfort Stretch Non-iron Dot Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Dot Dress Shirt With Contrast Trim - Purple Sale price$89.00 Regular price$149.00
Purple
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-BlackAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Black Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Blue
White
Pink
Black
Save 42%
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-Black/RustAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Plaid Dress Shirt With Contrast Trim - Black/rust Sale price$75.00 Regular price$129.00
Black/Rust
3 for $199
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$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

Black/Green
Save 42%
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-2
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/burgundy Sale price$75.00 Regular price$129.00
White/Burgundy
3 for $199
Product Image of Non-iron Cotton Pinpoint Solid Spread Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Spread Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Spread Collar Dress Shirt - White Sale price$69.00 Regular price$119.00

Essential Shirts: 3 for $199 | Special Bundle Offer

White
Blue
Save 42%
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/PurpleAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/purple Sale price$75.00 Regular price$129.00
White/Purple
Save 42%
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Black/RustAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Black/rust Sale price$75.00 Regular price$129.00
Black/Rust
Save 42%
Product Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-GreenAlternate Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Windowpane Dress Shirt With Contrast Trim - Green Sale price$75.00 Regular price$129.00
Green

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.