19+ cute hairstyles for medium hair in winter 2025!
Medium hairstyles are ideal for balancing versatility with ease—enough hair to try different styles without spending ages on maintenance.
Adding a bit of texture or waves can create that effortless, winter-ready feel, while a classic side part gives you a clean, put-together look that works for any occasion.
If you’re ready to change things up this season, I’ve pulled together some of the cute hairstyles for medium hair in winter for men.
These styles will keep you looking cool, feeling comfortable, and embracing the season in style.
19+ cute hairstyles for medium hair for winter
1. Layered Medium-Length Hair with Natural Waves
Layered medium-length hair with natural waves is perfect for winter, adding warmth and volume to your look. The layers create movement and texture, while the natural waves bring a soft, cozy vibe.
2. Sleek Side Part with Subtle Tapered Sides
A sleek side part with subtle tapered sides is an elegant winter hairstyle that pairs well with structured winter coats and turtlenecks. The side part adds sophistication and a polished touch, while the tapered sides keep the look clean and modern.
3. Wavy Fringe with Textured Ends
For a fun and warm winter look, try a wavy fringe with textured ends. The fringe adds softness to frame the face, perfect for colder months when you want to keep your look cozy and approachable. The textured ends add depth and interest, making this style stand out even when bundled up in winter layers.
4. Medium-Length Brushed-Back Hair with Volume
The brushed-back style adds height and fullness, giving your appearance a polished, put-together feel. This hairstyle is perfect for formal gatherings, work events, or holiday parties where you want to exude confidence and class.
5. Messy Textured Layers with Side Part
This style is great for days when you want a balance between casual and stylish, making it perfect for weekend get-togethers or relaxed evenings by the fire. It pairs well with beanies and knit caps, keeping your look effortless and winter-ready.
6. Straight Medium-Length Hair with Tucked Behind Ears
The tucked look highlights the face and adds a touch of sophistication, making it perfect for both casual outings and office settings. This low-maintenance style can be dressed up with a bit of shine serum for a polished, sleek appearance that withstands winter weather.
7. Medium-Length Shaggy Cut with Bangs
This look pairs well with cozy sweaters and jackets, giving off a youthful, playful energy that suits holiday parties or casual winter hangouts. The added layers ensure the style stays interesting even when layered with hats.
8. Layered Bob with Natural Volume
A layered bob with natural volume is a great winter hairstyle for those who want a chic, easy-to-manage look. The layers provide fullness and movement, making this style resilient to winter’s elements.
9. Wavy Side-Swept Hair with Subtle Layers
Wavy side-swept hair with subtle layers offers a romantic and warm winter look. The waves add softness and movement, while the side-swept style brings a touch of glamour.
10. Medium-Length Hair with Curtain Bangs
Medium-length hair with curtain bangs is a trendy choice that’s perfect for winter. The curtain bangs frame the face and add a touch of softness, complementing cozy winter attire.
11. Medium-Length Straight Hair with Subtle Highlights
Medium-length straight hair with subtle highlights is an excellent choice for brightening up your winter look. The subtle highlights add depth and a touch of warmth that contrasts nicely with the colder season.
12. Curly Medium-Length Hair with Tapered Sides
Curly medium-length hair with tapered sides is a great way to show off natural curls while staying stylish through winter. The tapered sides keep the style neat, while the curls add volume and personality.
13. Medium-Length Layered Cut with Loose Waves
This style pairs beautifully with winter cardigans and scarves, making it great for cozy gatherings or holiday outings. It’s versatile enough to dress up for special events or keep casual for everyday wear.
14. Brushed-Back Medium-Length Hair with Textured Ends
Brushed-back medium-length hair with textured ends provides a polished yet modern winter look. The brushed-back style adds volume and elegance, while the textured ends keep the hairstyle interesting and fresh.
15. Side-Parted Medium-Length Hair with Tapered Edges
Side-parted medium-length hair with tapered edges is a refined, professional style for winter. The side part adds structure and volume, while the tapered edges give a clean, sharp finish.
16. Medium-Length Hair with Deep Side Part and Volume
Medium-length hair with a deep side part and volume brings drama and elegance to your winter style. The deep side part adds sophistication, while the volume creates a striking effect that pairs beautifully with winter coats and accessories.
17. Messy Medium-Length Cut with Tousled Waves
A messy medium-length cut with tousled waves offers a carefree, cozy look ideal for winter. The tousled waves add texture and movement, creating a relaxed vibe perfect for casual get-togethers or winter outings.
18. Straight Medium-Length Hair with Side Layers
Straight medium-length hair with side layers provides a sleek and classic appearance for winter. The side layers add a subtle lift and prevent the hair from appearing flat, making this style easy to wear with winter hats or headbands.
19. Medium-Length Curly Top with Subtle Fade
A medium-length curly top with a subtle fade is a stylish winter look that celebrates natural texture. The fade adds structure and keeps the sides neat, while the curly top adds volume and warmth.
