The 7 Best Winter Hairstyles For Men

Read and discover 7 fresh winter hairstyles and cuts for men in 2026, plus get hacks and product tips to stay sharp when the temperature dips.

Feel that winter chill? Yep, that means it’s time to upgrade your grooming routine accordingly. Below we’re going to unpack the seven best winter hairstyles for men in 2025. From sharp fades to effortless waves, along with our pro tips and products to ensure you can keep looking sharp even as the temperature drops. 

Why Your Hair Needs a Winter Game-Plan

Between dry air, wind chill, and the constant friction of hats and hoods, your hair takes a beating through winter. To keep your style strong, your hair needs a seasonal strategy, starting with the right cut, the right care, and the right products.

Top 7 Winter Hairstyles for Men This Winter

From medium winter hairstyles for men to sharp short cuts and longer natural looks, these seven trending styles are suited to different hair types and face shapes. Each one is paired with styling hacks and product suggestions to help you stay fresh no matter the forecast.

1. Textured Crop

The textured crop remains one of the best winter hairstyles for men. It's sharp, low-maintenance, and ideal for battling hat hair. Featuring short, tapered sides and a choppy, layered top, it traps warmth while still looking edgy.

Great for square or oval face shapes, this cut brings rugged texture without bulk. To enhance natural movement and maintain hold, apply Uppercut Deluxe Matte Pomade to dry hair. It delivers firm control with a natural finish, perfect for those chasing medium winter hairstyles men can wear daily.

2. Modern Quiff with Taper Fade

The modern quiff isn’t going anywhere in 2025, and for good reason. This elevated style gives structure and volume, even after you've pulled off a beanie. The taper fade keeps the sides clean, while the longer top allows for movement and styling freedom. 

Ideal for oval and heart-shaped faces, start your styling routine with Uppercut Deluxe Salt Spray for volume and texture. Blow-dry your quiff upward using a round brush, then lock it in with your favourite pomade or styling powder. A winning pick among men's winter hairstyles this season.

3. Medium-Length Slick Back

Professional meets practical with the medium-length slick back. This style offers a polished look while providing enough length to shield your scalp from winter's bite. Its sleek lines also complement angular or longer face shapes.

Perfect for office days or winter weddings, apply a comb-through layer of Uppercut Deluxe Deluxe Pomade for medium to high shine and a strong hold. The result? A clean silhouette that keeps its shape under pressure (hats included).

4. Curly Fringe

Curls deserve the spotlight in winter, and the curly fringe is proof. By allowing your curls to fall forward naturally, this look frames the face while retaining volume and warmth. It's particularly flattering on round or oblong face shapes.

To keep curls soft and defined (even in dry winter air), hydrate daily with Uppercut Deluxe Styling Cream. It tames frizz, locks in shape, and adds lightweight hold, making it one of the best winter hairstyles for men with curly or wavy hair.

5. Buzz Cut with Shadow Fade

If you're after simplicity with style, the buzz cut with a shadow fade is unbeatable. Its clean lines and minimalist edge are ideal for low-maintenance grooming, yet the fade adds a modern twist.

This cut works on most face shapes and is especially flattering for men with defined jawlines. Use Uppercut Deluxe Styling Powder for a matte finish and subtle lift, keeping your scalp fresh and your look crisp all winter.

6. Ivy League

The Ivy League is a timeless style that’s having a major moment in 2025. With its short, side-parted top and tapered sides, it’s both hat-friendly and smart-looking, making it ideal for anyone who wants versatility with a side of polish.

Perfect for square or triangular face shapes, this style benefits from a lightweight product like Uppercut Deluxe Featherweight, or for added control, the Styling Cream. This cut proves the theory: there really are medium winter hairstyles men can wear daily that don't need to be boring.

7. Grown-Out Natural Waves

This winter, more men are embracing their natural texture, and the grown-out wave is leading the charge. This relaxed, longer style is perfect for winter layers and adds effortless personality.

Great for those with naturally wavy or thick hair, it suits oval or diamond face shapes. Use Uppercut Deluxe Easy Hold to define your waves with a low-shine, flexible finish that won't feel heavy or greasy.

Our Men’s Winter Hair-Care & Styling Tips

Cold weather calls for extra care. No matter which men's winter hairstyles you choose, follow these grooming hacks:

  • Don’t overwash. Shampoo 2–3 times per week to preserve your hair's natural oils. Try a gentle, sulphate-free formula.
  • Use a leave-in conditioner or weekly treatment. This adds hydration and protects against split ends and frizz.
  • Dry with care. Always blow-dry on a low heat setting to avoid damaging your hair.
  • Stay protected. Use a styling product with thermal or UV protection, even in overcast weather.

Browse our full styling range to winter-proof your routine.

FAQ: Men’s Winter Hair Questions Answered

How often should men wash their hair in winter?

Stick to washing your hair 2–3 times per week to avoid stripping natural oils. Use a moisturising shampoo and follow with conditioner.

What men’s winter hairstyles work best with a beanie or hat?

Textured crops, quiffs, and Ivy League styles bounce back easily post-hat, making them ideal men’s winter hairstyles.

What are the easiest men’s hairstyles to maintain in the winter?

Buzz cuts, short fades, and textured crops require minimal effort, making them perfect for low-maintenance grooming during winter.

What are the best winter hairstyles for thinning hair?

Try a buzz cut with a shadow fade or a textured crop. These styles add dimension and reduce contrast between scalp and hair.

Shop at Uppercut Deluxe for Your Essential Men’s Hairstyling Products This Winter

Looking sharp through winter doesn’t have to be hard. Explore the full Uppercut Deluxe range of styling essentials; from pomades and creams to powders and sprays, find your perfect winter grooming kit. Stay sharp, stay warm, and let your hair do the talking.



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