Written by Sonia Su

Winter brings along the opportunity to showcase stylish, cozy, and functional outfits. Classic pieces find new life through innovative pairings and unexpected combinations. From timeless tweed coats to modern streetwear infused with functional elegance, winter fashion caters to every taste.

This deeply vetted guide explores versatile winter outfits for various occasions to help you stay fashionable and comfortable during the colder months.

 

Workwear Outfit Ideas for Winter

Here are some workwear ideas for men during the winter season:

Classic Business Attire

• Start with a well-fitted dress shirt in solid colors or subtle patterns like checks or stripes. Browse Nimble Made's patterned men's dress shirts.
  
• Layer with a wool or cashmere V-neck sweater or a tailored blazer for added warmth and sophistication.
• Pair with dress trousers in darker shades such as charcoal, navy, or black.
• Complete the look with leather dress shoes or polished loafers.

Professional Layering

• Combine a dress shirt with a wool or tweed suit jacket for a formal yet winter-appropriate ensemble. Browse Nimble Made's bestselling men's dress shirts for layering.
  
• Opt for wool or wool-blend trousers in a classic fit for comfort and warmth.
• Wear a wool overcoat or a long trench coat for a sleek outer layer.
• Finish the outfit with leather dress boots or oxford shoes.

Business Casual Charm

• Choose a well-fitted, fine-gauge knit sweater paired with a button-down shirt for a refined casual look. Here's our guide on how to wear a sweater over a dress shirt.
  
  
• Combine with tailored chinos or wool trousers for a comfortable yet professional appearance.
• Layer with a tailored blazer or a wool sports coat for added sophistication.
• Complete the outfit with leather dress shoes or suede loafers.

Smart Layered Look

• Wear a turtleneck sweater or a mock-neck pullover as a modern alternative to traditional shirts. Here's our guide on how to wear a turtleneck sweater with a suit.
  
  
• Pair it with dress trousers or tailored wool pants for a stylish yet professional vibe.
• Add a wool or cashmere coat for warmth and a polished finish.
• Finish with dress boots or Chelsea boots for a contemporary touch.

Creative Professional Style

• Combine a patterned or textured blazer with a solid-colored turtleneck or dress shirt.
  
  
• Pair with slim-fit trousers in unique fabrics like tweed or corduroy.
• Layer with a wool or cashmere topcoat or a structured pea coat.
• Complete the look with leather dress shoes or suede derbies for a creative flair.

Formal Winter Suiting

• Opt for a wool or wool-blend suit in darker tones like charcoal or navy.
• Layer with a dress shirt and a coordinating silk or wool tie for a polished look.
• Choose a heavier-weight suit for added warmth during colder days.
• Complete the ensemble with dress shoes and a wool overcoat or a trench coat.

Ensure that your workwear outfits not only adhere to your workplace dress code but also prioritize comfort and warmth during the colder months. Experiment with different textures, layers, and accessories to add your personal style while maintaining a professional appearance in the office. Check out our guide on men's office fashion.

 

Casual and Weekend Outfits

Here are some casual winter oufits for men during the winter season:

Smart Casual Look

• Dark denim jeans paired with a chunky knit sweater or a stylish turtleneck.
• Layer with a tailored wool coat or a bomber jacket for warmth and style.
• Complete the look with leather boots or clean sneakers and a classic watch.

Layered Comfort

• Start with a long-sleeved thermal shirt or a flannel shirt as a base layer. Here are our guides on flannel vs. plaid and how to wear flannel.
  
  
• Layer with a quilted or fleece-lined vest and complement it with dark chinos or corduroy pants.
• Finish the outfit with rugged boots or suede shoes for a relaxed yet stylish appearance.

Athleisure Vibes

• Opt for cozy joggers or fleece-lined athletic pants.
• Pair with a sweatshirt or a hoodie layered over a thermal or t-shirt.
• Complete the look with trendy sneakers and a beanie for a sporty yet comfortable ensemble.

Casual Yet Classic

• Combine a casual button-down shirt with a shawl-collar cardigan for a sophisticated touch.
• Pair it with dark-colored jeans or chinos and Chelsea boots or desert boots. Learn more about chino pants.
  
• Add a touch of personality with a patterned scarf or a stylish watch.

Weekend Layering

• Wear a classic crewneck sweater over a collared shirt for a polished yet relaxed look. Here are our picks for the best undershirts.
• Match with dark jeans or trousers and lace-up boots or loafers.
• Consider adding a pea coat or a parka for extra warmth when heading outdoors.

Outdoor Adventure Style

• Opt for a down or insulated jacket layered over a hoodie or fleece.
• Pair with durable, weather-resistant cargo pants or hiking trousers.
• Complete the look with waterproof boots or hiking shoes and a beanie or a brimmed hat.

Cozy Lounge Wear

• Embrace loungewear with comfortable knit joggers or sweatpants.
• Pair with a soft, plush hoodie or a knit sweater for maximum coziness.
  
• Slip into warm slippers or comfortable sneakers for a relaxed weekend indoors.

Remember to play with textures, colors, and accessories to personalize these outfits according to your style preferences. Mix and match different pieces to create versatile looks that suit your comfort and fashion needs during the winter season.

 

Outdoor Winter Activities Attire

Choosing the right attire for outdoor activities during winter is crucial to stay comfortable, warm, and safe. Here's a guide to men's winter outdoor activity attire:

Layering System

• Base Layer: Start with moisture-wicking and insulating base layers made of materials like merino wool or synthetic fabrics. These keep sweat away from the skin and provide warmth.
  
• Insulating Layer: Add a mid-layer such as a fleece or down jacket to trap heat and provide additional insulation.
• Outer Layer: A waterproof and windproof jacket or coat as an outer shell protects against rain, snow, and strong winds.

Pants & Leggings

• Thermal or moisture-wicking leggings or long johns as a base layer.
• Insulated pants or snow pants for extra warmth and protection against the elements.
• Consider waterproof or water-resistant pants if you'll be in wet conditions.

Footwear & Accessories

• Insulated, waterproof boots with good traction are essential for traction on snow or ice. Look for boots with Thinsulate or other insulating materials.
• Wool or moisture-wicking socks to keep your feet warm and dry. Consider layering socks for added warmth.
• Hat/Beanie: A thermal hat that covers your ears to retain heat.
• Gloves/Mittens: Insulated and waterproof gloves or mittens to keep your hands warm and dry.
• Scarf/Neck Gaiter: Protect your neck and face from cold winds.
  
• Sunglasses or Goggles: Protect your eyes from snow glare and harmful UV rays.

Consider Activity-Specific Gear

• For skiing/snowboarding: Opt for specialized gear like ski pants, jackets, helmets, and goggles designed for performance and warmth.
• For hiking: Choose breathable, moisture-wicking fabrics that offer freedom of movement and layering options.

Comfort and Safety

• Ensure clothing isn't too tight to allow proper blood circulation.
  
• Pay attention to weather forecasts and dress accordingly. Beware of changing weather conditions.
• Stay hydrated and take breaks when necessary to prevent overheating.

Remember, the key to staying comfortable during outdoor winter activities is to layer appropriately, invest in quality gear, and consider the specific demands of the activity and weather conditions. Prioritize warmth, moisture management, and protection to enjoy the outdoors even in colder temperatures.

 

Maintenance Tips for Winter Clothing

Maintaining winter clothing is essential to ensure longevity and continued warmth throughout the season. Here are some valuable tips when wearing winter menswear:

1. Follow Care Instructions: Read and adhere to the care labels on your winter garments. Different materials like wool, cashmere, and down require specific care methods such as dry cleaning or hand washing.
   
   
2. Proper Storage: Clean your winter clothes before storing them away. Ensure they are completely dry to prevent mold or mildew growth. Use breathable garment bags or storage containers to protect items from dust and pests.
3. Avoid Overwashing: Winter clothing often doesn’t require frequent washing. Air out coats and jackets between wears to remove odors. Spot clean when possible to preserve the fabric's quality.
4. Maintain Insulation: For down-filled jackets or coats, periodically fluff them to redistribute the feathers and maintain their insulating properties. Follow manufacturer guidelines for washing and drying down-filled items.
5. Waterproofing: Use waterproofing sprays or treatments on outerwear to maintain their water-resistant properties. Reapply as needed according to the product instructions.

 

Men's Winter Fashion Bottom Line

Winter fashion for men invites exploration and self-expression, from the timeless elegance of tailored coats and the warmth of chunky knits to the fusion of practicality and chic accessories. These outfit ideas serve as a reminder that you can and should balance warmth, style, and personal expression. And when the weather begins to warm up, don't forget to read our guide to men's spring fashion.