Going grey isn’t something to hide—it’s something to own. For many Canadian men over 50, embracing natural grey hair is a sign of confidence, wisdom, and experience. But while grey hair can be a style statement on its own, the right haircut can take it to a whole new level.
At Stylish Barbershop, we’ve seen how a good hairstyle can bring out the best in grey or silver hair—whether it’s thick, thinning, straight, or wavy. Below, we’ve put together a list of 10 stylish, age-appropriate (but never boring) hairstyles that work especially well for men over 50 with grey hair.
1. The Classic Taper
A go-to for men of all ages, the taper works incredibly well with grey hair. It keeps the sides clean and blends into a fuller top for a timeless, neat finish.
Picture Credit: https://www.beardbeasts.com/blogs/news/hairstyles-for-older-men
Why it works:
Grey hair can sometimes grow in uneven textures. A classic taper brings uniformity without looking too strict.
Tip:
Ask for a soft taper to keep things natural and subtle. A barber who knows this type of haircut will help match it to your head shape and lifestyle.
2. Slicked Back Undercut
This style is ideal for men with thicker grey hair. It brings a sleek, modern edge without trying too hard. The undercut creates contrast, while the slicked-back top shows off natural shine and colour variation in grey strands.
Picture Credit: https://www.pinterest.com/pin/107171666124426806/
Maintenance:
Use a light pomade or water-based gel to hold shape without making the hair look greasy.
3. Crew Cut
Short, low-maintenance, and masculine. The crew cut is especially great for men whose grey hair is starting to thin slightly at the crown or temples.
Why it works:
It brings out strong facial features and keeps focus away from hair loss areas.
Picture Credir: https://www.latest-hairstyles.com/mens/thin.html#2
Styling Tip:
Blow-dry for extra texture or keep it natural with a matte-finish styling cream.
4. Side Part with Volume
A well-defined side part with a little volume on top offers a polished, mature look. It’s a style that transitions perfectly from business meetings to weekends at the cottage.
Picture Credit: https://blog.goldsupplier.com/mens-hair-over-50/
Who it suits:
Ideal for men with fine to medium grey hair who want structure without sacrificing softness.
Want to get this kind of parting?
Visit a barber who is experienced in cutting hair with this issue—especially if your hair tends to lie flat.
5. Brushed-Up Ivy League
For men over 50 who prefer a refined, youthful style, the Ivy League cut with a brushed-up front adds a touch of sophistication. It’s stylish but not overdone, and the brushed texture draws attention upward.
Picture Credit: https://onpointfresh.com/the-best-hairstyles-for-older-men/
Great for:
Occasions where you want to look sharp without looking like you tried too hard.
6. Buzz Cut
Sometimes, the cleanest look is also the most powerful. A buzz cut gives grey hair a modern, edgy vibe and reduces the need for daily maintenance.
Picture Credit: https://www.pinterest.com/pin/525232375302656742/
Why it’s a win:
It accentuates bone structure, keeps you cool in warmer Canadian months, and always looks neat.
7. Medium-Length Wavy Flow
Grey hair with natural wave? Let it shine. A medium-length layered cut that flows backward (sometimes called the “silver surfer look”) celebrates natural texture and colour.
Picture Credit: https://glaminati.com/mens-medium-length-hairstyles/
Tip:
Use a light curl-enhancing cream and a wide-tooth comb to keep waves defined and frizz-free, especially during dry winters or humid summers.
8. Short Pompadour
A pompadour doesn’t have to be rockabilly bold. For men over 50, a short pompadour gives you lift and personality while respecting the natural maturity of your grey hair.
Picture Credit: https://www.latest-hairstyles.com/mens/pompadour.html#10
Product to use:
Try a lightweight mousse or blow-drying spray to create volume without stiffness.
9. Natural Long Top with Soft Fade
This relaxed, modern style works best if you have a full head of thick grey hair. The soft fade at the sides keeps it fresh, while the natural length on top adds a laid-back confidence.
Picture Credit: https://blog.goldsupplier.com/embracing-long-hairstyles-for-older-men-in-2025/
Tip:
Keep the edges neat to avoid looking too unkempt.
Grey hair over 50 doesn’t mean the end of style—in fact, it often marks the beginning of a new level of self-expression. With the right cut, your grey hair becomes a feature, not a flaw.
Whether you’re aiming for clean-cut, casual, or contemporary, there’s a style that fits both your hair type and your lifestyle. Book with a barber who knows this type of haircut, especially one who takes the time to understand how grey hair behaves—because experience matters.
At Stylish Barbershop, we treat your hair like it’s meant to be seen.