Haircuts

23 Best Winter Hairstyles for Men: Stay Stylish This Season

23 Best Winter Hairstyles for Men: Stay Stylish This Season

Winter is upon us, and with it comes the need to adapt your hairstyle to suit the colder months. Whether you’re looking to keep your medium-length locks in check, rock a short and sharp cut, or flaunt your long hair with confidence, there’s a winter hairstyle that will not only keep you looking your best but also protect your hair from the harsh winter elements. But which styles are trending this season? How can you maintain your hairstyle while dealing with the dry air and chilly winds? In this guide, we’ll explore 23 of the best winter hairstyles for men, offering something for every hair type and length. From classic looks to modern twists, discover how you can stay on-trend and stylish this winter.

Classic Pompadour with a Modern Twist

The pompadour is a timeless hairstyle that has been reinvented over the years. For winter, consider adding a modern twist by incorporating more texture and volume. This hairstyle works particularly well for men with medium-length hair who want to keep their look sharp and stylish. The added height and structure of the pompadour not only offer a dashing appearance but also help to protect your hair from winter dryness.

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23 Best Winter Hairstyles for Men: Stay Stylish This Season

To maintain this look during the colder months, use a high-hold pomade such as Baxter of California Clay Pomade to keep the shape intact. A light mist of TIGI Bed Head Hard Head Hair Spray can lock in the style, ensuring it stays put even on windy days.

Textured Crop for a Stylish Winter Look

The textured crop is an ideal winter hairstyle for men who prefer a low-maintenance yet fashionable look. This cut is versatile and works well for both short and medium hair lengths. The key to this style is adding texture, which gives it a fuller appearance, perfect for the winter season when hair tends to appear flat due to the cold air.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve and maintain this style, use a texture-enhancing product like American Crew Defining Paste. This will add definition and hold without weighing down your hair. Pair it with Redken Brews Daily Shampoo to keep your hair healthy and clean.

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Slicked Back Undercut for a Polished Finish

A slicked-back undercut offers a polished and professional appearance, making it a great option for the winter months. This hairstyle is particularly effective for men with short to medium hair who want to maintain a sleek, refined look. The contrast between the longer top and the closely shaved sides creates a striking effect that is both modern and classic.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To keep this style sleek, use Layrite Superhold Pomade, which offers a strong hold with a high-shine finish. For added protection against winter dryness, incorporate Moroccanoil Treatment into your routine to keep your hair hydrated and smooth.

Tousled Quiff for a Laid-back Appeal

For those who prefer a more relaxed vibe, the tousled quiff is an excellent choice. This hairstyle works best with medium-length hair and provides a balance between casual and cool. The key to this look is to keep the quiff slightly messy, giving it an effortless, laid-back appeal that is perfect for winter weekends or casual outings.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To style, use a medium-hold product like Hanz de Fuko Quicksand, which provides texture and volume without making the hair stiff. Finish with a touch of Oribe Dry Texturizing Spray to maintain the tousled effect throughout the day.

Side Part Comb-Over for a Sophisticated Touch

The side part comb-over is a sophisticated hairstyle that has stood the test of time. It’s perfect for men with short to medium hair who want to maintain a neat and professional appearance during the winter. This style is particularly effective for those who work in formal settings, as it exudes confidence and class.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve the side part comb-over, use a strong-hold gel like Suavecito Pomade Firme Hold to keep the hair in place. For extra shine and smoothness, finish with Baxter of California Grooming Cream.

Buzz Cut with a Fade for a Low-Maintenance Style

The buzz cut with a fade is the ultimate low-maintenance winter hairstyle for men. This style is perfect for those who prefer a no-fuss look that still has a sharp edge. The fade adds a modern touch to the classic buzz cut, making it a versatile choice for various settings, from casual to formal.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To keep your scalp moisturized during the winter, use Jack Black Double-Duty Face Moisturizer which works well for both face and scalp. A good quality electric trimmer like Wahl Elite Pro will help maintain the cut with ease.

Longer Layers with Subtle Waves

For men who prefer to keep their hair longer during the winter, longer layers with subtle waves offer a stylish and versatile option. This hairstyle works well with medium to long hair and adds movement and texture, making it perfect for the colder months when hair tends to be more static.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To enhance the waves and keep your hair healthy, use Bumble and bumble Surf Spray to add texture, and Paul Mitchell Super Skinny Serum to tame any frizz caused by the winter air.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

Curly Fringe for a Youthful Vibe

A curly fringe is a great way to add a youthful and playful vibe to your winter hairstyle. This style works especially well for men with naturally curly or wavy hair. The fringe can be kept longer or shorter, depending on your preference, and it adds a fresh, dynamic look to your overall appearance.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To define your curls and keep them in place, use DevaCurl SuperCream Coconut Curl Styler. For added moisture and shine, try SheaMoisture Curl Enhancing Smoothie, which is perfect for keeping your curls soft and hydrated in the winter.

Messy Bedhead for a Relaxed Winter Style

The messy bedhead look is perfect for men who prefer a more casual and effortless style during the winter months. This hairstyle is ideal for medium to long hair lengths and works well with various hair textures. The key is to embrace the natural flow of your hair, creating a look that is both relaxed and stylish.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve this style, use Kevin Murphy Rough Rider Clay to add texture and hold while maintaining a natural finish. For added volume, incorporate Living Proof Full Dry Volume Blast into your routine.

Ivy League Cut with a Contemporary Edge

The Ivy League cut is a classic men’s hairstyle that has been updated with a contemporary edge for winter. This style is perfect for men with short to medium hair who want a neat, sophisticated look with a touch of modern flair. The side part and slightly longer top make it a versatile option for various occasions.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To keep this style looking sharp, use Crew Fiber for a strong hold with a matte finish. Pair it with Nioxin Cleanser Shampoo System 2 to keep your scalp healthy and your hair looking full.

Disconnected Undercut with Volume

The disconnected undercut is a bold and modern hairstyle that adds volume and contrast to your look. This style is particularly well-suited for men with thick, medium-length hair who want to make a statement. The sharp contrast between the longer top and the closely shaved sides creates a striking effect that is perfect for winter.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To maintain the volume and structure of this style, use TIGI Bed Head for Men Matte Separation Wax. Finish with Oribe Maximista Thickening Spray to keep your hair full and voluminous throughout the day.

Short and Spiky for a Sporty Look

For men who prefer a sporty and dynamic look, short and spiky hair is an excellent choice. This style is easy to maintain and works well for those with short hair. The spikes add a playful edge to the overall appearance, making it a great option for winter activities and casual outings.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve the spiky effect, use Garnier Fructis Style Power Gel for strong hold and a lasting finish. Pair it with Neutrogena T/Gel Therapeutic Shampoo to keep your scalp healthy and free from winter-related dryness.

Grown-Out Caesar for a Casual Winter Look

The grown-out Caesar cut is a relaxed and easy-going style perfect for the winter months. This hairstyle works best for men with short hair who want a low-maintenance yet stylish look. The slightly longer length adds a casual, laid-back vibe, making it a great option for both everyday wear and more formal settings.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To style, use American Crew Forming Cream to add definition and hold without weighing down your hair. For added shine and smoothness, try Aveda Men Pure-Formance Grooming Clay.

High and Tight for a Rugged Appeal

The high and tight is a classic military-inspired hairstyle that offers a rugged and masculine look. This style is perfect for men who prefer a no-nonsense, low-maintenance haircut that still looks sharp and clean. The high and tight works well for short hair and is ideal for winter, as it requires minimal styling and upkeep.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To maintain the cut, use Wahl Clipper Elite Pro High-Performance Haircut Kit for at-home touch-ups. Keep your scalp moisturized and protected with CeraVe Moisturizing Cream.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

Medium Length with Natural Curls

For men with naturally curly hair, embracing medium-length curls can create a stylish and unique look for the winter months. This hairstyle works well for those who want to show off their natural texture while keeping their hair manageable. The key is to maintain the curls’ shape and definition, ensuring they look healthy and full.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To enhance your curls, use Ouidad Curl Quencher Hydrafusion Intense Curl Cream. For added moisture and protection against winter dryness, incorporate Cantu Shea Butter Leave-In Conditioning Repair Cream into your hair care routine.

Angular Fringe for a Bold Statement

The angular fringe is a bold and edgy hairstyle that adds a unique twist to your winter look. This style works well for men with straight or slightly wavy hair and is particularly effective at framing the face and highlighting your features. The sharp angles create a striking contrast, making it a great choice for those who want to stand out.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To maintain the angular fringe, use Hanz de Fuko Modify Pomade for a strong hold and sleek finish. To keep the hair smooth and frizz-free, try Moroccanoil Smoothing Lotion.

Classic Crew Cut for a Timeless Look

The classic crew cut is a versatile and timeless hairstyle that works well for any season, including winter. This style is perfect for men with short hair who want a clean, no-fuss look that is easy to maintain. The crew cut is suitable for various face shapes and hair textures, making it a universally flattering option.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To keep your crew cut looking sharp, use American Crew Boost Powder for added texture and lift. Pair it with Nioxin Scalp Therapy Conditioner to keep your scalp healthy during the colder months.

Textured French Crop with Tapered Sides

The textured French crop with tapered sides is a stylish and modern hairstyle that is perfect for winter. This look works well for men with short to medium hair who want a neat and structured appearance. The texture adds depth and dimension, while the tapered sides keep the style clean and refined.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve the textured look, use Baxter of California Clay Pomade for a strong, matte finish. For added definition, finish with Redken Brews Finishing Cream.

Layered Shag for an Effortlessly Cool Look

The layered shag is a versatile and effortlessly cool hairstyle that works well for men with medium to long hair. This style is perfect for winter, as the layers add movement and texture, creating a laid-back, relaxed look. The shag is particularly effective for those with wavy or curly hair, as it enhances the natural texture.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To style, use Aveda Men Pure-Formance Grooming Clay to add texture and hold. For a natural finish, finish with Bumble and bumble Bb. Texture Hair (Un) Dressing Creme.

Short Dreads with a Fade

Short dreads with a fade is a stylish and culturally significant hairstyle that is perfect for winter. This look works well for men with naturally curly or kinky hair and adds a modern twist to traditional dreadlocks. The fade on the sides keeps the style fresh and clean, making it suitable for both casual and formal settings.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To maintain your dreads, use Murray’s Gel-Loc Lock to keep them tight and defined. Pair it with Jamaican Mango & Lime Tingle Shampoo to keep your scalp healthy and moisturized.

Tapered Afro for a Defined Style

The tapered afro is a classic and stylish hairstyle that offers a defined and structured look for the winter months. This style works well for men with naturally curly or coiled hair and provides a fresh and modern twist on the traditional afro. The tapered sides add a sharp contrast, making it a versatile option for various occasions.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To keep your afro looking its best, use Cantu Shea Butter for Natural Hair Coconut Curling Cream for moisture and definition. For added shine and control, try ORS Olive Oil Glossing Hair Polisher.

Shaggy Mullet with a Modern Flair

The shaggy mullet with a modern flair is a bold and edgy hairstyle that is perfect for men who want to make a statement this winter. This style combines the classic mullet with a shaggy, textured finish, creating a unique and eye-catching look. The longer back and shorter sides add contrast and dimension, making it a great option for men with medium to long hair.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To style, use Kevin Murphy Rough Rider Clay for texture and hold. Finish with Sachajuan Ocean Mist for added volume and a natural finish.

Classic Brush Up with a Frosted Finish

The classic brush up with a frosted finish is a trendy and stylish hairstyle that is perfect for the winter months. This style works well for men with short to medium hair and adds volume and height to the overall look. The frosted finish, achieved by adding lighter highlights, gives the style a fresh and modern twist.

23 Best Winter Hairstyles for Men: Stay Stylish This Season

To achieve this look, use Redken Brews Holding Gel for strong hold and volume. For the frosted highlights, consider using Manic Panic Amplified Temporary Hair Color Spray to add a touch of color without commitment.


Conclusion

Choosing the right winter hairstyle for men can make all the difference in maintaining a stylish and well-groomed appearance during the colder months. Whether you prefer a classic look or something more modern and edgy, there’s a winter hairstyle that will suit your taste and lifestyle. By incorporating the right products and taking care of your hair, you can ensure that your style stays fresh and polished all season long. So, which of these winter hairstyles will you try this season? Let us know in the comments below!

23 Best Winter Hairstyles for Men: Stay Stylish This Season

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Anastasia

Anastasia is a dynamic writer with a passion for exploring the world of beauty and self-expression. Born and raised in Europe, she developed a keen interest in hairstyling and fashion from a young age. Anastasia's background in journalism and her inquisitive nature have driven her to explore various facets of the beauty industry, from haircuts and color trends to skincare and makeup. Her writing reflects her vibrant personality, combining engaging storytelling with practical insights. Through her work, Anastasia aims to empower readers to embrace their unique styles and confidently navigate the ever-changing landscape of beauty and fashion.

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