20 Stylish Medium Length Haircuts for Men

Introduction

Medium length hair offers the perfect balance between the ease of short cuts and the versatility of longer styles. It allows men to experiment with a variety of looks—from refined classics to textured contemporary trends. As men become increasingly style-conscious, medium length haircuts for men are becoming more popular across diverse age groups and lifestyles.

This guide explores 20 stylish medium length haircuts for men, designed to suit different hair types, face shapes, and personal styles. Whether you’re after a professional finish or a laid-back aesthetic, this curated list will help you discover the ideal look for you.

1. Textured Crop

The textured crop adds movement and dimension to medium-length hair. Cut with choppy layers and worn forward or tousled, it’s particularly flattering for thick or wavy hair types.

Styling tip: Use matte paste or sea salt spray for a natural finish.

62e0ba44b4bd5e786497a37a Fringe Hairtsyles — source: https://www.barberindustries.com.au/

2. The Modern Pompadour

The pompadour remains a staple for gentlemen seeking a bold yet polished look. With hair brushed back and up, this cut works best with volume and a slightly longer top, tapering at the sides.

Suitable for: Straight to wavy hair, with or without a fade.

pompadour1 — source: https://188menssalon.com/

3. Side Part

A classic and elegant choice, the side part haircut gives off a sophisticated, clean image. It can be styled with pomade for a slick finish or textured for a more casual feel.

Best for: Office wear, formal occasions, or minimal styling routines.

a handsome fella with a skin fade side part haircut 1 eab3e086 03c5 44a6 a39b ec7ed149374d — source: https://www.beardbeasts.com/

4. Curtain Fringe

Inspired by 90s fashion and revitalised by K-pop and runway trends, the curtain fringe frames the face while maintaining length and flow. It suits men with straight or slightly wavy hair.

Facial compatibility: Complements oval, rectangular, and heart-shaped faces.

long curtain hair — source: https://gatsby.sg/

5. Medium-Length Taper Fade

A taper fade with medium length on top offers a smooth transition from short sides to longer upper sections. It’s both structured and stylish—ideal for modern professionals.

20 Stylish Medium Length Haircuts for Men: Refined Looks for the Modern Gentleman 6 — source: https://www.murdocklondon.com/

6. Layered Waves

For men with naturally wavy hair, layered cuts enhance definition and reduce bulk. These cuts create a relaxed, beachy look that’s effortlessly stylish and easy to maintain.

Tip: Apply a lightweight curl cream or mousse to enhance wave patterns.

08 textured waves — source: https://www.styleseat.com/

7. Bro Flow

The bro flow is the epitome of relaxed masculinity. Hair flows back naturally from the forehead and temples, giving a windswept appearance.

Perfect for: Medium to thick hair, especially if you prefer minimal styling.

Bro Flow for Men — source:https://shoplobelia.co.uk/

8. Shag Cut

A shag cut features multiple layers and texture throughout, giving volume without weight. Originally popular in the 70s, it’s making a comeback among modern trendsetters.

Men s Textured Shaggy Hairstyle 1 — source: https://www.beardbeasts.com/

9. Quiff with Undercut

The quiff is a fashionable choice that lifts hair upward and away from the face. Paired with an undercut, it adds contrast and sharp definition.

Styling required: Medium-hold product and a blow dryer.

20 Stylish Medium Length Haircuts for Men: Refined Looks for the Modern Gentleman 10 — source: https://regalgentleman.com/

10. Disconnected Undercut

This edgy option separates long hair on top from shaved or closely cropped sides. It offers a bold contrast and suits men who enjoy standing out with a high-fashion statement.

undercut hairstyle ideas new — source: https://www.hair.com/

11. Blowout

Voluminous and striking, the blowout style pushes hair upwards and outwards, mimicking the effect of a gust of wind. It’s dramatic and ideal for social events or photoshoots.

Use: Volumising mousse and a blow dryer for best results.

blowout taper textured fringe edited — source: https://vagazine.com/

12. Modern Mullet

The modern mullet maintains short sides with longer layers at the back, offering a retro vibe with a fashionable twist. With the right styling, it’s surprisingly versatile.

Trend note: Often seen on musicians and street-style icons.

64b89b3ad7940a14bfcfccd3 Mullet Your Way — source: https://www.hqbarbershopaz.com/

13. Medium Afro

For men with natural curls or coils, a medium-length afro can be shaped and styled for bold volume. It showcases hair texture and heritage with confidence and pride.

Maintain with: Moisturising cream and regular shaping.

medium shot man with afro hairstyle 23 2150677136 — source: https://www.freepik.com/https://wwd.com/

14. Slick Back

Slicking back medium-length hair creates a streamlined and refined silhouette. It’s perfect for formal settings or date nights and pairs well with beards or clean-shaven faces.

Product choice: Water-based gel or pomade for a glossy finish.

15. Wavy Side Sweep

Soft waves swept to one side bring a touch of elegance to any look. This style is particularly effective for men with natural waves and adds a romantic, artistic flair.

Tip: Let hair air-dry slightly before styling to preserve wave shape.

MFH FT 10 600x600 1 — source: https://manforhimself.com/

16. Medium-Length Dreads

Dreadlocks at medium length are stylish and culturally rich. They can be worn down, tied back, or styled in buns or ponytails for versatility.

Care essentials: Regular maintenance, moisturising, and separation.

1 mens undercut with dreadlocks — source: https://therighthairstyles.com/

17. Twist-Out

For men with textured or coiled hair, a twist-out style enhances definition and shape. Medium length provides the ideal canvas for this relaxed yet refined hairstyle.

Styling advice: Twist damp hair, let it set, then unravel for volume and form.

Short Hair Twist Hairstyles 600x 6c1be38b 3c98 4826 a386 — source: https://byaaronwallace.com/

18. Medium-Length Fade with Hard Part

This look combines a clean fade on the sides with a sharp part and medium-length top. The hard part adds edge and visual precision, making it popular among younger professionals.

18 mid taper fade — source: https://therighthairstyles.com/

19. Messy Brush-Up

A messy brush-up adds volume without perfection. Styled by lifting the hair back and upwards with the fingers, it offers a carefree yet fashion-forward aesthetic.

Best for: Casual looks, creative industries, or everyday styling.

istockphoto 692879980 612x612 1 — source: https://www.istockphoto.com/

20. Natural Middle Part

Letting your hair part naturally down the middle offers balance and symmetry. Ideal for men with medium-thick, straight hair, it delivers a minimalist yet stylish effect.

Low maintenance: Simply air-dry and use a small amount of product for hold.

middle part hairstyles for men 1 — source: https://manofmany.com/

How to Choose the Right Medium Length Haircut

When selecting the best medium length haircut, consider the following:

1. Face Shape

Oval: Most styles suit this balanced shape.
Square: Soften strong angles with waves or fringes.
Round: Avoid too much volume at the sides; height on top helps.
Long: Add texture and width to balance proportions.

2. Hair Type

Straight: Easier to style in sleek or structured cuts.
Wavy: Ideal for textured styles like curtain bangs or layered waves.
Curly/Coily: Embrace natural volume with twist-outs or afros.

3. Lifestyle

Professionals may opt for cleaner styles like the side part or taper fade.
Creatives may enjoy flowing cuts like the shag or bro flow.
Active individuals benefit from messier, low-maintenance options.

Styling Tips for Medium Length Hair

Invest in quality tools: A blow dryer, round brush, and comb can elevate your look.
Use heat protectants: Always protect your hair if styling with heat.
Apply products sparingly: Less is more with waxes, pomades, and clays.
Regular trims: Medium length cuts require upkeep every 4–6 weeks to maintain shape and health.
Hydrate your scalp: Medium length hair exposes more of the scalp to environmental elements—keep it nourished.

Final Thoughts

Medium length haircuts for men are not just a grooming trend—they represent versatility, personal expression, and timeless sophistication. With an abundance of styles available, from classic side parts to bold undercuts and textured waves, every man can find a look that reflects his unique identity.

By choosing the right style for your face shape, hair type, and lifestyle, and by investing in regular grooming, you can achieve a hairstyle that’s as effortless as it is striking.

Whether you’re dressing for the boardroom or the weekend, these 20 stylish medium length haircuts will keep you looking sharp and confident all year round.