Barber shaping a man’s beard and haircut at Scuttlebutt Barbershop in Portsmouth NH

Top Men’s Winter Hairstyles For 2025–2026: Stay Sharp This Season At Scuttlebutt Barbershop

November 10, 2025•4 min read

Winter is here, and with colder weather, holiday gatherings, and a fresh new year on the horizon, now’s the perfect time to upgrade your look. The right haircut not only keeps you looking sharp — it boosts confidence, frames your face better, and sets the tone for how you’ll enter 2026.

At Scuttlebutt Barbershop in Portsmouth, NH, we’re all about clean, classic, confidence cuts. Whether you want something modern, low-maintenance, or bold, here are the top men’s winter hairstyles for 2025–2026 that keep you looking fresh all season long.

1. The Winter Fade (Low, Mid, Or High)

Fades remain one of the most requested cuts — and for winter, they’re perfect.

A low or mid fade pairs well with beanies, hoods, and winter jackets without puffing out awkwardly. A high fade gives a sharper, more defined look that works great for holiday parties and photos.

Why it works in winter:

Clean and sharp even with hats
Works for all hair types
Easy to maintain every 2–3 weeks
Pairs great with a beard line-up

2. The Textured Crop

Short, textured, and modern — the crop is one of the trendiest cuts heading into 2026.

Great for guys who want style without a ton of effort, the crop adds shape and movement, even when winter weather dries out your hair.

Best for:

Straight or slightly wavy hair
Guys who want low-maintenance styling
Anyone who wants a modern, clean look

3. Classic Scissor Cut For Winter

A scissor-cut is timeless. With winter coats and layers, a longer top or medium-length style gives more balance and shape.

A good scissor cut looks natural, grows out nicely, and brings out your features without harsh lines.

Why it’s perfect for winter:

Adds warmth and movement
Grows out smoothly
Works for professional and casual settings

4. The Winter Gentleman’s Cut (Side Part / Business Cut)

If you want something classy and sharp for the holidays, this is it.

Neat on the sides, longer on top, styled with a side part or brushed back — perfect for gatherings, photos, and the start of the new year.

Ideal for:

Offices and formal events
Thick hair
A polished, sophisticated look

Pair it with a beard trim or lineup for maximum impact.

5. The Modern Slick-Back

Clean, bold, and confident. The modern slick-back uses more texture and less stiffness than old-school versions.

With the right product, it stays in place even with winter wind and dry air.

Why it works:

Looks great with winter outfits
Strong silhouette
Works well with a fade or tapered sides

6. Medium-Length Waves Or Curls

Winter is one of the best times to grow your hair a bit longer. Medium-length curls or waves offer a warm, natural look that adds character.

At Scuttlebutt, we’ll help shape the curls, clean up the sides, and keep everything balanced.

Great for:

Curly or wavy hair types
Guys wanting a laid-back look
Easy styling with a touch of curl cream

7. Beard & Hair Combo (The Clean Winter Line-Up)

Winter is beard season — and pairing a fresh haircut with a clean beard shape-up is one of the best ways to elevate your look.

Whether you rock a short fade and short beard, or a longer scissor cut with a fuller winter beard, a proper line-up makes everything look intentional and sharp.

At Scuttlebutt, beard services include: