21 Fall Haircuts For Men to Stay Trendy

Fall is the perfect time to try a fresh haircut that’s both stylish and practical. 

Whether you prefer a sharp fade or a trendy quiff, there are endless options to suit every personality. 

From voluminous curls to sleek, polished looks, these haircuts will keep you looking sharp as the weather cools. 

In this article, I’ll show you 20 Fall Hairstyles for Men to Upgrade Your Look. 

1. Classic Tapered Fade

1. Classic Tapered Fade

This tapered fade is a timeless look, perfect for fall. The clean lines and subtle fade on the sides provide a polished appearance, while the longer top styled into a comb-over adds a contemporary edge. It’s versatile for both casual and formal occasions, making it a great go-to style for the season.

2. Messy Textured Crop

2. Messy Textured Crop

The messy textured crop is perfect for men seeking a low-maintenance yet stylish haircut for fall. The tousled texture on top creates volume and movement, while the faded sides keep the style sharp. Whether paired with a sweater or jacket, this look suits a laid-back vibe while remaining trendy.

3. Short Quiff with Fade

3. Short Quiff with Fade

The short quiff with fade is a stylish, structured haircut that’s perfect for fall. The short quiff on top adds height and volume, while the faded sides enhance the clean lines. This look pairs well with casual jackets or suits, offering a versatile style that’s both practical and fashionable for the season.

4. Curly Top with Tapered Sides

4. Curly Top with Tapered Sides

This curly top with tapered sides is a great fall look for men with natural curls. The voluminous curls on top contrast nicely with the short tapered sides, creating a balanced and stylish silhouette. It’s a manageable and trendy style that works well for both casual and semi-formal fall occasions.

5. Low Skin Fade with Hard Part

5. Low Skin Fade with Hard Part

The low skin fade with a hard part is a sharp, bold look for fall. The clean fade and defined part create a sleek, modern appearance that stands out. It’s a perfect haircut for those who want a clean, sharp style that is both fashionable and low-maintenance for the cooler months.

6. Pompadour with Fade

6. Pompadour with Fade

The pompadour with fade is an iconic fall hairstyle that brings volume and style to the forefront. The height on top contrasts beautifully with the faded sides, offering a modern twist on a classic look. It’s a versatile style that can be dressed up or down, perfect for the season’s mix of casual and formal events.

7. Buzz Cut with Fade

7. Buzz Cut with Fade

The buzz cut with fade is a bold, no-nonsense style that works perfectly for fall. The fade on the sides emphasizes the clean, sharp lines of the buzz cut, making it an easy-to-maintain yet stylish option. This look is practical and timeless, ideal for men who want a low-maintenance haircut with a lot of character.

8. Slicked-Back Undercut

8. Slicked Back Undercut

The slicked-back undercut is perfect for men looking for a classic yet edgy fall look. The slicked-back top adds refinement and smoothness, while the sharp undercut provides contrast and modern appeal. This style can be worn with both casual and more formal outfits, making it versatile for the fall season.

9. Caesar Cut with Tapered Sides

9. Caesar Cut with Tapered Sides

The Caesar cut with tapered sides is a sharp, structured look ideal for fall. The bangs add a classic touch while the tapered sides keep the style modern and fresh. It’s a versatile, low-maintenance haircut that works well for both professional and casual settings, making it a great choice for the cooler months.

10. High Fade with Pompadour

10. High Fade with Pompadour

The high fade with pompadour is a bold, eye-catching look for fall. The height on top provides volume and texture, while the high fade adds sharp contrast and clean lines. It’s a great choice for those looking for a hairstyle that combines classic sophistication with modern edge.

11. Faux Hawk with Tapered Fade

11. Faux Hawk with Tapered Fade

The faux hawk with tapered fade is a daring yet stylish haircut for fall. The spiked top creates volume and movement, while the tapered fade enhances the sharpness of the look. It’s a great choice for men who want a bold, adventurous hairstyle that still feels fresh and modern for the season.

12. Long Shaggy Cut

12. Long Shaggy Cut

The long shaggy cut is perfect for those seeking a laid-back, bohemian look for fall. The layered hair provides texture and volume, while the slightly tapered sides keep the look sharp and balanced. It’s ideal for men who love a more relaxed, natural style without sacrificing trendiness.

13. Textured Crop with Line-Up

13. Textured Crop with Line Up

The textured crop with a line-up is a trendy, edgy look for fall. The natural texture on top adds dimension and volume, while the sharp line-up on the hairline brings definition to the look. This hairstyle is perfect for men who want a clean, modern style with a touch of attitude.

14. Side Part with Tapered Fade

14. Side Part with Tapered Fade

The side part with tapered fade is a classic, refined hairstyle for fall. The neatly combed hair on top provides a polished look, while the tapered fade on the sides adds structure. This style is ideal for those who want a versatile, clean-cut look that works well for both business and casual settings.

15. Ivy League Cut

15. Ivy League Cut

The Ivy League cut is a timeless, sophisticated style perfect for fall. The neat, short cut and clean taper on the sides create a sharp, polished look that’s ideal for professional settings. It’s a classic haircut that never goes out of style and works well for a wide range of occasions.

16. Undercut with Comb-Over

16. Undercut with Comb Over

The undercut with comb-over is a stylish yet easy-to-maintain haircut that’s perfect for fall. The sharp contrast between the faded sides and the combed-over top provides a modern, refined look. It’s ideal for men who want a clean, fashionable hairstyle that can transition seamlessly from day to night.

17. Low Fade with Curly Top

17. Low Fade with Curly Top

The low fade with curly top is a stylish, natural look perfect for fall. The voluminous curls on top are enhanced by the low fade on the sides, creating a balanced, fashionable appearance. This hairstyle works well for men who embrace their natural texture but still want a clean, trendy look.

18. High Top Fade

18. High Top Fade

The high top fade is a bold, retro-inspired haircut that’s making a comeback this fall. The height on top creates a dramatic effect, while the faded sides keep the style modern. It’s a unique, standout look for those who want a bold, eye-catching hairstyle with a nostalgic twist.

19. Quiff with Buzzed Sides

19. Quiff with Buzzed Sides

The quiff with buzzed sides is a trendy, edgy haircut perfect for fall. The voluminous quiff on top adds height and texture, while the buzzed sides create a sharp, clean contrast. This hairstyle is bold and modern, ideal for men who want a standout look with a lot of personality.

20. Low Fade with Slicked-Back Top

20. Low Fade with Slicked Back Top

The low fade with slicked-back top is a refined, elegant hairstyle that works well for fall. The low fade on the sides creates a seamless transition, while the slicked-back top adds sophistication. It’s ideal for men who want a classy, polished look that can easily transition from day to night.

21. Crew Cut with Tapered Sides

21. Crew Cut with Tapered Sides

The crew cut with tapered sides is a timeless, no-fuss haircut perfect for fall. The short top and tapered sides create a clean, sharp appearance that’s easy to maintain. It’s a versatile style that’s ideal for those who prefer a low-maintenance yet stylish look for the cooler mon

Conclusion

Updating your hairstyle this fall is a great way to embrace the season with a fresh look. Whether you choose a classic style or something more modern, these 20 fall hairstyles offer something for everyone. With the right cut, you’ll not only feel confident but also look great as the weather changes.

Matthew Scott
Matthew Scott

I’m Matthew Scott, the voice of GentsBold. Dedicated to modern men’s fashion, I share expert tips on hairstyles, outfits, and grooming essentials. From sleek looks to casual style advice, my goal is to help every man embrace confidence through fashion and bold style choices.

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