15 Stylish Medium Hairstyles For Men In Fall
Medium hairstyles are the perfect balance of style and versatility, making them the go-to choice for men this fall. In 2025, men’s hair trends are leaning into relaxed textures, polished classics, and effortlessly cool cuts that pair seamlessly with autumn’s layered fashion. Whether you’re a busy professional, a college guy looking to upgrade your style, an athlete who wants function with flair, or a trendsetter preparing for parties and events, 15 Stylish Medium Hairstyles For Men for Fall 2025 will inspire your next look.
Let’s break down the season’s hottest medium-length cuts, styling ideas, and tips to keep your hair sharp all season long.
Trending Medium Hairstyles For Men In Fall 2025
Fall fashion is all about cozy vibes, layered outfits, and easy-going style and men’s medium haircuts follow the same energy.
- Messy Textured Cuts – A laid-back yet stylish option perfect for weekends or campus life.
- Layered Medium Fades – Clean on the sides, full of personality on top.
- Natural Waves – Low-maintenance and best paired with autumn’s casual jackets and boots.
These medium length hairstyles capture the balance of sharpness and comfort, making them ideal for the fall season.
Classic & Timeless Medium Cuts for Men
Some hairstyles never go out of style. For Fall 2025, these cuts continue to dominate:
- Medium Side Part – A polished, versatile haircut that works in the office or at dinner parties.
- Slick-Back Medium Cut – Timeless and confident, a favorite for professionals and trendsetters alike.
- Layered Crop – Easy to manage while still giving movement and volume.
Why they work: These classics adapt effortlessly to any outfit, whether you’re in a tailored suit or a casual sweater and jeans.
Fall-Inspired Styling Ideas
Fall is the season of layering, and your hairstyle should complement your outfit:
- Scarves & Jackets: Pair a messy medium cut with rugged outerwear for an effortless street-style look.
- Warm-Toned Highlights: Caramel or chestnut tones add dimension under autumn light.
- Extra Volume: Try a matte clay or pomade to add height that matches seasonal fashion layers.
Medium Hairstyles for Different Lifestyles
Office-Ready Looks
- Sleek Comb-Over: Sharp, clean, and professional.
- Medium Fades: Balanced enough for business environments.
Casual Everyday Styles
- Shaggy Layers: Relaxed yet stylish for college or weekend vibes.
- Wavy Textures: Low effort but big payoff for naturally wavy-haired men.
Night-Out & Event-Ready Cuts
- Undercut with Medium Top: Bold and stylish for parties.
- Slicked-Back Volume: Adds polish and edge for formal occasions.
Haircare & Styling Tips for Fall 2025
Colder air in fall can lead to dryness and frizz, so seasonal haircare is key:
- Hydration First: Use a moisturizing shampoo and conditioner.
- Scalp Protection: Avoid dryness by applying lightweight oils.
- Anti-Frizz Products: A smoothing serum or cream will tame unruly strands.
- Styling Staples: Pomades for sleek looks, matte clays for texture, and texturizing sprays for messy styles.
- Quick Hack: On busy mornings, run a little sea salt spray through your medium cut, scrunch with your hands, and you’re good to go.
15 Stylish Medium Hairstyles For Men In Fall 2025
1. Messy Textured Medium Cut
Key Features: The messy textured medium cut is a modern favorite for men in Fall 2025. Featuring tousled layers with a slightly unkempt finish, it gives off a natural, effortless vibe while still looking stylish. The medium length makes it versatile enough to style in different ways, but the messy texture is what makes it stand out.
Styling Tips: Start with damp hair and spray a lightweight sea salt spray for added grit and volume. Use your fingers instead of a comb to shape the layers and keep the look relaxed. A touch of matte paste can be added at the ends for definition.
Vibe/Best For: Ideal for college guys, creatives, and men with casual lifestyles who prefer a laid-back but trendy haircut. It’s a go-to choice for weekends, casual hangouts, and everyday style.
2. Medium Fade with Layers
Key Features: Combining clean fades on the sides with textured layers on top, the medium fade with layers delivers a sharp, contemporary appearance. The fade keeps the style neat and professional, while the layered top adds personality and modern edge.
Styling Tips: Work a small amount of matte clay or styling cream into dry hair, focusing on the textured top for shape and control without a shiny finish. Use your hands to style for a natural, relaxed effect.
Vibe/Best For: Great for professionals who want a business-ready haircut that still feels fashionable. This style strikes the perfect balance between polished and trendy, making it versatile for both office and after-work events.
3. Natural Wavy Medium Hairstyle
Key Features: For men with naturally wavy hair, medium length is the sweet spot to let texture shine. Loose, unstructured waves provide movement and personality, creating a hairstyle that looks intentionally styled but requires minimal effort.
Styling Tips: Apply curl cream or mousse to damp hair to enhance your natural texture. For added definition, scrunch gently and allow to air-dry, or use a diffuser on low heat. A lightweight styling spray will lock in the waves without stiffness.
Vibe/Best For: Best for men who already have wavy or slightly curly hair and want to embrace their natural look. It’s perfect for those who want an easy, stylish cut that looks polished without being high-maintenance.
4. Medium Side Part
Key Features: The medium side part is a timeless, classic haircut that works exceptionally well in professional and formal settings. The defined side part adds structure and balance, while the medium length on top ensures versatility and modern flair.
Styling Tips: Use a fine-tooth comb to create a sharp parting line. Apply a medium-hold pomade or gel for structure, ensuring the hair stays in place throughout the day. Finish with a light mist of hairspray for extra hold.
Vibe/Best For: A great fit for professionals, businessmen, or anyone attending formal events. It’s a refined, polished style that never goes out of fashion and pairs well with tailored outfits.
5. Slick-Back Medium Hair
Key Features: Smooth, brushed-back medium hair is a bold, confident look that has been updated for Fall 2025 with more natural finishes. While still sleek and polished, it avoids the overly stiff appearance of past slick-backs, giving a more modern vibe.
Styling Tips: Apply a strong-hold gel, pomade, or cream to damp hair and comb it backward for a clean finish. For a contemporary twist, use a matte pomade for a softer slicked-back look with texture.
Vibe/Best For: This hairstyle is perfect for business meetings, formal events, or date nights. It projects confidence, authority, and style, making it an excellent choice for men who want to stand out in any setting.
6. Layered Crop
Key Features: The layered crop is a simple yet stylish medium hairstyle that relies on subtle layering to add volume and movement. The cut keeps things light and neat while still offering enough length to style in different ways. Its versatility makes it one of the best easygoing looks for men in Fall 2025.
Styling Tips: Apply a volumizing mousse to damp hair and blow-dry while lifting at the roots to create body. For a casual finish, finger-comb into place and leave it slightly tousled. If you want a sharper vibe, add a small amount of matte paste for extra hold.
Vibe/Best For: This hairstyle is perfect for men with low-maintenance routines who still want to look polished. Great for students, professionals, and anyone who prefers effortless style without heavy products or daily upkeep.
7. Medium-Length Shag
Key Features: The medium shag channels laid-back, rockstar energy with choppy layers and a relaxed texture. It’s a hairstyle that feels edgy yet wearable, adding personality and movement to medium-length hair without requiring a lot of styling effort.
Styling Tips: Spritz a texturizing spray or sea salt spray into damp hair, then scrunch with your fingers for that effortless “lived-in” look. Let the hair air-dry for a natural finish or use a diffuser to emphasize natural waves.
Vibe/Best For: Trendsetters, artists, and musicians who want to express individuality with a style that matches their creative personality. This cut works especially well for men with naturally thick or wavy hair.
8. Medium Pompadour
Key Features: The medium pompadour is all about volume and confidence. With the hair styled upward and back, it creates a bold, statement-making look that draws attention. The extra length at the front allows for dramatic styling, making it a standout cut for Fall 2025.
Styling Tips: Use a blow-dryer and a round brush to lift the front section upward, then lock in shape with a strong-hold pomade, gel, or wax. A shine-enhancing product will give it a polished finish, while matte products make it more modern and casual.
Vibe/Best For: Perfect for party-goers, outgoing personalities, and men who love to make an impression. This hairstyle is bold, stylish, and ideal for social events where you want to stand out.
9. Medium-Length Undercut
Key Features: The medium-length undercut combines short, buzzed sides with longer hair on top for a striking contrast. This look blends sharpness with versatility, giving men the option to style the top slick and smooth or textured and messy depending on the occasion.
Styling Tips: For a classic finish, use pomade or gel to slick the top back neatly. For a modern, casual twist, apply matte clay and tousle the hair with your fingers for added texture and edge.
Vibe/Best For: A go-to hairstyle for night-outs, fashion-forward men, and anyone who wants a cut that’s both daring and adaptable. The undercut is a proven favorite for its bold contrast and stylish versatility.
10. Medium Waves with Highlights
Key Features: Adding subtle caramel or golden highlights to medium waves gives the hair depth and dimension, making it perfect for fall’s warm, earthy vibe. The waves bring movement, while the highlights enhance the texture and create a stylish, season-ready finish.
Styling Tips: Use a hydrating conditioner to maintain softness and protect the color. For styling, apply a light mousse to damp hair and scrunch for natural waves. Avoid excessive heat to preserve the vibrancy of the highlights.
Vibe/Best For: Ideal for men who want to add flair to their hairstyle without going over the top. It’s a polished yet trendy look, perfect for stylish men who like experimenting with seasonal updates.
11. Medium Comb-Over
Key Features: The medium comb-over is a refined yet flexible hairstyle that works well for both professional and casual settings. With the hair swept neatly to the side and a touch of volume at the crown, it frames the face while maintaining a clean silhouette. This timeless cut continues to evolve, staying relevant for Fall 2025 with softer, more natural finishes.
Styling Tips: Apply a lightweight mousse to damp hair and blow-dry while combing it to one side. Use a fine-tooth comb for a sharper, formal look or your fingers for a relaxed finish. A touch of hairspray will ensure hold without stiffness.
Vibe/Best For: Ideal for professionals, college students, and men who want a style that transitions smoothly from the office to after-hours events.
12. Curtain Bangs with Medium Length
Key Features: Curtain bangs have made a comeback in men’s hairstyles, pairing perfectly with medium-length cuts. With a center part and flowy sides, this look creates a trendy, youthful appearance that emphasizes natural texture and movement.
Styling Tips: Blow-dry using a round brush to shape the bangs so they frame the face without falling flat. Add a small amount of styling cream for hold and natural shine.
Vibe/Best For: A stylish choice for younger audiences, fashion-forward men, and anyone who loves keeping up with current hairstyle trends.
13. Medium-Length Afro Style
Key Features: The medium afro celebrates natural curls and texture, making it a powerful, stylish statement. Allowing curls to grow to mid-length enhances volume and shape, while keeping the hair healthy and defined ensures the look stays sharp.
Styling Tips: Use a curl cream or leave-in conditioner to define curls and prevent frizz. A wide-tooth comb helps maintain shape without breaking curl patterns. Regular moisturizing is essential to keep the style vibrant and healthy.
Vibe/Best For: Best suited for men embracing their natural texture and wanting a bold, confident hairstyle that showcases individuality.
14. Medium-Length Surfer Waves
Key Features: Inspired by the beach lifestyle, surfer waves bring a relaxed, textured finish to medium-length hair. This hairstyle exudes laid-back charm and has an adventurous edge, making it perfect for men who prefer a casual, outdoorsy vibe.
Styling Tips: Sea salt spray is essential for enhancing natural wave patterns and creating a beachy texture. Scrunch damp hair with your fingers and let it air-dry for the most authentic effect.
Vibe/Best For: A great fit for athletes, travelers, and adventurous men who want a hairstyle that reflects a carefree, active lifestyle.
15. Medium-Length Classic Taper
Key Features: The medium classic taper is a timeless hairstyle that balances neatness with style. Featuring gradually shorter sides and a medium-length top, this cut is both versatile and universally flattering. Its clean lines and natural flow make it suitable for nearly any occasion.
Styling Tips: Use a light pomade or cream to keep the top neat while allowing natural movement. For formal events, a comb can create a polished look; for casual wear, finger-styling works perfectly.Vibe/Best For: A go-to option for men who want a reliable, versatile hairstyle that never goes out of style. Perfect for professionals, students, and anyone who values timeless grooming.
FAQs About Medium Hairstyles for Men in Fall
Conclusion
Fall 2025 is the season of stylish, versatile, and easy-to-maintain medium hairstyles. From messy textures and layered fades to polished slick-backs and wavy looks, these 15 Stylish Medium Hairstyles For Men for Fall 2025 prove that mid-length cuts are the ultimate choice for modern men.
Whether you’re a professional seeking sophistication, a student wanting casual vibes, or someone who loves experimenting with bold, trend-forward looks, there’s a medium hairstyle here for you.
Save this guide, share it with friends, and step into Fall 2025 with confidence and style. And for seasonal inspo, check out these 15 Stylish Medium Hairstyles for Women in Fall that strike the perfect balance between chic and effortless.