Preppy hairstyles never go out of style because they combine sophistication with a touch of playfulness. These classic looks work for school, office, or weekend brunches with friends. Ready to refresh your look with some timeless charm? Here are twenty preppy styles that will elevate your hair game.
1. Le bob lisse
Crisp, clean lines define this jaw-skimming cut that screams polished perfection. Add a side part for extra sophistication or keep it center-parted for a more symmetrical vibe.
2. Bouncy Shoulder-Length Layers
Voluminous with movement, these feathered layers bring life to medium-length cuts. Blow dry with a round brush, flipping ends slightly outward for that quintessential prep school bounce.
3. Torsion française classique
Timeless elegance in minutes! Gather hair, twist upward, and secure with pins. Leave a few face-framing tendrils for a softer look that’s boardroom-ready yet suitable for garden parties.
4. Headband-Adorned Waves
Channel Blair Waldorf vibes with loose waves crowned by a statement headband. Fabric, velvet, or embellished options all work beautifully, instantly elevating even second-day hair into prep perfection.
5. The Low Chignon
Sophisticated yet effortless, this low-slung bun sits neatly at the nape. Perfect for showing off statement earrings or highlighting a crisp collar. Apply pomade for sleek control.
6. Ribbon-Tied Ponytail
Elevate the humble ponytail by wrapping its base with a grosgrain ribbon bow. Choose navy, burgundy or striped patterns for authentic prep school charm. Keep height at mid-head for balance.
7. Side-Swept Pixie
Bold yet feminine, this short cut features longer top layers swept elegantly to one side. Pair with pearl studs and a crisp collar for maximum preppy impact. Texturizing paste adds definition.
8. Half-Up with Barrette
Practical meets pretty with this versatile style. Secure the front sections back with a tortoiseshell clip or gold barrette. Works beautifully on both straight and wavy textures for everyday elegance.
9. Polished Flip
Retro-inspired yet thoroughly modern, this shoulder-grazing cut features ends that flip outward after blowdrying. Use a round brush and setting spray for all-day hold. Exudes Jackie O sophistication.
10. Couronne tressée
Ethereal yet structured, this style features a French braid wrapped around the head like a natural headband. Loosen slightly for a more relaxed feel. Spritz with hairspray to tame flyaways.
11. The Collegiate Bob with Bangs
Scholarly yet chic, this chin-length cut pairs perfectly with full fringe. The clean lines frame faces beautifully while maintaining that quintessential Ivy League polish. Regular trims keep it pristine.
12. Queue de cheval lisse et haute
Power and polish combine in this elevated version of a gym staple. Wrap a section of hair around the elastic for a refined finish. Position at crown height for maximum impact.
13. The Preppy Shag
Modern meets traditional with this textured cut featuring soft layers and curtain bangs. Less edgy than typical shags, this version maintains polish while adding movement. Sea salt spray enhances texture.
14. Twisted Topknot
Perfectly imperfect, this high bun features twisted sections rather than a simple wrap. Secure with bobby pins that match your hair color. Leave a few wispy pieces around the face for softness.
15. The Long Layered Blowout
Glossy, bouncy, and full of movement, this style showcases long layers blown out to perfection. Regular deep conditioning keeps strands healthy and shiny. Flip hair while drying for maximum volume.
16. Partie latérale élégante
Sophistication simplified with this classic style featuring a deep side part and straight, glossy strands. Apply serum to wet hair before blow-drying straight. Works beautifully for formal occasions.
17. Textured Lob with Subtle Highlights
The long bob gets a preppy makeover with subtle dimension and textured ends. Balayage highlights in caramel tones add warmth without looking overdone. Style with a flat iron for piece-y definition.
18. The Modern Flipped Bob
Structured yet playful, this jaw-length cut features ends that flip inward rather than out. Precision is key—use a round brush while blow-drying. Perfect match for statement collars and boat necks.
19. Low Braided Bun
Elegant and intricate-looking yet surprisingly simple to create. Braid hair loosely, then wrap and pin at the nape. Perfect for both collegiate events and weekend sailing excursions.
20. Preppy Curtain Bangs
Frame your face with these versatile, cheekbone-skimming bangs that part in the center. Blow dry with a round brush for that perfect sweep. Pairs beautifully with both ponytails and loose styles.