The side part scissor cut has stood the test of time as one of the most classic and versatile men’s hairstyles. When paired with medium-length hair, it strikes a perfect balance between structure and freedom—neat enough for the office, relaxed enough for weekends. And for Canadian men dealing with shifting weather, wind, humidity, or even hard water, this cut is a practical and stylish option that can work year-round.
But the truth is: there’s no one way to wear it.
If you’re considering a medium length side part scissor cut, you’ll want a barber who knows this type of haircut—someone who can tailor it to your hair texture, face shape, and lifestyle. In this article, we’ll break down 8 great variations of this timeless hairstyle, so you can choose one that fits you.
1. Classic Side Part with Natural Flow
This is the go-to version of the side part, where the hair is scissor-cut evenly with a natural taper on the sides and back. It lets your natural wave or straight texture shine while keeping a clean profile. A bit of lightweight styling cream helps hold the part without stiffening it.
Picture Credit: https://gatsby.ph/mens-lifestyle/best-haircuts-men-top-mens-hairstyles-today
Why it works: Easy to maintain and highly adaptable—especially good for men who like a low-effort, high-payoff style.
2. Side Part with Tapered Back
In this version, the top maintains medium length with a side part, while the back and sides are tapered gradually using scissors (not clippers). This keeps it professional without going too short or too formal.
Picture Credit: https://www.purplle.com/magazine/article/side-part-men-s-hairstyle-ways-to-rock-the-classy-natural-look
Best for: Men who want a sharp look that still feels casual. Great for workplaces where a full fade might be too bold.
3. Loose Side Part with Texture
Rather than a hard part, this version leans into volume and movement. Your hair is parted off-centre, styled with a bit of matte paste or sea salt spray, and left with a slightly tousled finish. It’s intentionally messy—but stylish.
Picture Credit: https://www.themodestman.com/side-part-haircuts/
Tip: Ideal for thick or wavy hair. Make sure to get a barber who knows this type of haircut so the layers fall naturally without bulk.
4. Side Part with Mid-Length Fringe
In this variation, the front portion of the hair is left a bit longer, allowing you to sweep it to the side or even slightly forward into a fringe. It softens the overall appearance and adds some edge to the traditional cut.
Picture Credit: https://therighthairstyles.com/wp-content/gallery/9005/2/54-alt-Men%E2%80%99s-Medium-Haircut-with-Side-Flipped-Up-Bangs-name-bestmenshaircutsnyc.jpg
Best for: Guys with a rectangular or oblong face shape looking to balance proportions.
5. Medium Length Side Part with Undercut
A bold twist on the classic, this style keeps the top at medium length with a clean part, while the sides are undercut or faded down to the skin. The contrast makes the part more pronounced and adds a modern vibe.
Picture Credit: https://gatsby.sg/mens-lifestyle/undercut-hairstyles-men-classics-hottest-trends/
Great for: Younger men or anyone who likes a more defined, statement look.
6. Wavy Side Part Scissor Cut
If you have natural waves or curls, don’t fight them—use them. This version enhances your wave pattern with longer scissor-cut layers and a subtle parting to the side. Styling cream or curl-defining lotion helps bring out texture without frizz.
Picture Credit: https://liquidscissors.com/services/mens-haircuts-scottsdale/
Note: In Ontario’s humidity, using the right product makes all the difference in keeping waves under control.
7. Side Part with Flow (a.k.a. Hockey Hair-Inspired)
Think flowy, laid-back, and full of personality. The side part is subtle, and the hair has movement that sweeps naturally back and to the side. It’s often seen on athletes and musicians who want volume without the bulk.
Pro tip: Get a pony haircut for men in Kitchener if your hair is reaching the collar. Keeping the ends trimmed gives you a polished flow without split ends.
8. Side Part with Brushed Back Top
This cut keeps the side part but has the rest of the top brushed straight back, giving it a refined, slick look. You’ll need some product (think pomade or gel) and maybe a little blow-drying to keep it in place, especially in windy Southern Ontario winters.
Picture Credit: https://www.beardbeasts.com/blogs/news/best-slicked-back-haircuts-for-men
Ideal for: Professionals and anyone who wants a controlled, structured finish without going full business cut.
9. Disconnected Side Part
The disconnected side part adds a deliberate break between the longer top and shorter sides. It’s usually more styled and requires strong hold products to keep the part sharp and distinct. Some barbers even razor in the part for more definition.
Picture Credit: https://www.purplle.com/magazine/article/side-part-men-s-hairstyle-ways-to-rock-the-classy-natural-look
Why it stands out: Edgy and bold, but still rooted in a classic shape.
10. Medium Side Part with Beard Blend
If you’re rocking a beard, blending it into the scissor-cut side part can create a cohesive, masculine shape. The transition from sideburns to beard should be seamless, which means you’ll want a skilled barber to nail it.
Picture Credit: https://www.styleseat.com/blog/medium-hairstyles-men/
Perfect for: Men who want a unified, mature look that still allows hair expression on top.
Final Tips for Maintaining Your Side Part Style in Canada
While the side part scissor cut is easy to live with, a few things can help keep it looking its best in our Canadian climate:
Use a light hold styling cream for daily shaping—avoid heavy waxes if your hair is fine.
Dry your hair with a towel or on cool setting if blow drying to avoid damage, especially in winter.
Book trims every 4–6 weeks to keep the layers neat and the part defined.
In hard water areas like Kitchener or Waterloo, consider a clarifying shampoo once a week to avoid mineral buildup that can flatten or dull the hair.
If you’re not sure how to get the most out of your cut, visit a barber who knows this type of haircut—someone who can adapt it to your hair’s unique needs and help you maintain it season after season.
Looking for a fresh take on the classic side part? Whether you’re into sleek or relaxed, tailored or textured, there’s a version of this medium length style that works for you. Find a barber who understands your hair goals—and leave the shop looking sharp, confident, and ready to take on anything.