Preppy hairstyles have a timeless charm that never goes out of style. Known for their polished, clean, and put-together vibe, preppy looks blend elegance with a touch of youthful cuteness. Whether you’re heading to school, brunch, a party, or even the office, preppy hairstyles elevate your appearance effortlessly. From sleek ponytails to chic braids, these hairstyles add sophistication while staying playful and versatile. If you love styles that are chic, easy to recreate, and perfect for every occasion, these 18 preppy hairstyles are exactly what you need to try for a fashionable, classic upgrade.
1. Sleek Low Ponytail
The sleek low ponytail is a preppy staple that radiates sophistication. With smooth, polished strands gathered neatly at the nape, this style works for formal events, school, or casual days alike. It’s minimalistic yet stylish, proving less is often more.
Why try it: It’s simple, classy, and suits all face shapes.
Style suggestion: Add a satin ribbon or bow for a chic preppy finish.
2. Half-Up Bow Hairstyle
This style combines the sweetness of a half-up look with the playful charm of a bow. It’s perfect for brunch dates, school days, or parties where you want a cute yet classy vibe. The bow instantly elevates the hairstyle, giving it that signature preppy flair.
Why try it: It’s feminine, fun, and versatile.
Style suggestion: Match your bow with your outfit for a coordinated, polished look.
3. Braided Headband Style
The braided headband hairstyle frames your face beautifully while keeping hair away from your eyes. It’s a chic choice for picnics, casual outings, or any day you want to look neat and stylish. The braid gives your look texture without losing the preppy elegance.
Why try it: It’s polished, practical, and playful.
Style suggestion: Pair with pearl earrings for a truly preppy finish.
4. Classic French Braid
The French braid has been a timeless favorite for decades, and it’s no surprise—it’s neat, elegant, and effortlessly preppy. Whether you wear it to school, the gym, or a coffee date, it keeps your hair stylishly in place.
Why try it: It’s versatile and chic for both casual and formal events.
Style suggestion: Add a thin ribbon woven into the braid for extra flair.
5. Preppy Bun with Ribbon
This hairstyle combines a neat bun with a ribbon, offering sophistication with a playful touch. It’s ideal for office wear, formal occasions, or stylish everyday looks. The ribbon keeps the hairstyle soft and feminine while maintaining structure.
Why try it: It’s elegant yet youthful.
Style suggestion: Use pastel or plaid ribbons to enhance the preppy vibe.
6. Side Swept Ponytail
A side-swept ponytail is polished but with a charming twist. The asymmetry adds a fresh look to an otherwise classic style. This is perfect for lunches, dates, or casual outings when you want to look effortlessly put together.
Why try it: It’s simple but creates a lasting impression.
Style suggestion: Secure it with a patterned scrunchie or preppy ribbon.
7. Low Chignon Bun
The low chignon bun is one of the most elegant preppy hairstyles. It’s timeless, sleek, and ideal for weddings, formal dinners, or work settings. This style exudes sophistication while being easy to achieve.
Why try it: It’s classic, versatile, and elegant.
Style suggestion: Add pearl pins or a sleek bow for a refined preppy touch.
8. High Ponytail with Bow
This hairstyle radiates youthful energy with a polished finish. The high ponytail keeps hair lifted while the bow adds a girly preppy charm. It’s perfect for school, cheerleading, or casual weekends.
Why try it: It’s playful, stylish, and flattering.
Style suggestion: Pair with bold makeup for a chic, modern preppy vibe.
9. Polished Braided Pigtails
Braided pigtails combine cuteness with neatness, making them a go-to preppy look. This style works for casual outings, school, or sporting events. The braids keep hair secure while maintaining a fun, youthful vibe.
Why try it: They’re practical and adorable.
Style suggestion: Tie the ends with ribbon bows for an extra preppy detail.
10. Sleek Straight Hair with Headband
Straight, glossy hair paired with a stylish headband is one of the simplest preppy hairstyles. It’s clean, minimal, and works for every occasion. The headband adds a polished accessory without much effort.
Why try it: It’s quick, easy, and elegant.
Style suggestion: Choose a pearl or plaid headband to enhance the look.
11. Rope Braided Ponytail
The rope braid ponytail gives a neat, polished twist to a standard ponytail. It’s sleek, stylish, and adds preppy texture while being easy to do. Great for school, work, or weekend outings.
Why try it: It’s structured yet chic.
Style suggestion: Use a velvet ribbon to secure the end for a preppy finish.
12. Loose Curls with Hair Bow
Soft curls combined with a bow instantly create a charming preppy vibe. This hairstyle is perfect for parties, dates, or even casual weekends. It’s girly, fun, and adds effortless elegance.
Why try it: It enhances natural curls with a polished touch.
Style suggestion: Use a large pastel bow clip at the back for added cuteness.
13. Side Braid with Ribbon
A simple side braid tied with a ribbon is one of the most classic preppy hairstyles. It’s youthful, feminine, and easy to wear for school, casual days, or outings.
Why try it: It’s timeless and universally flattering.
Style suggestion: Opt for pastel-colored ribbons to complete the preppy look.
14. High Bun with Headband
The high bun paired with a stylish headband blends elegance with playfulness. It’s perfect for parties, picnics, or casual outings when you want to look neat yet trendy.
Why try it: It’s quick, chic, and keeps hair off your face.
Style suggestion: Use a plaid or pearl headband for a classic preppy aesthetic.
15. Wavy Hair with Side Clip
Loose waves combined with a chic side clip offer a polished, girly look that screams preppy style. It’s suitable for both casual and semi-formal events.
Why try it: It’s effortless yet sophisticated.
Style suggestion: Choose pearl, bow, or jeweled clips to highlight the preppy vibe.
16. Dutch Braided Ponytail
This hairstyle merges the neatness of a Dutch braid with the classic ponytail, creating a stylish preppy look. It’s sporty yet chic, making it great for school or casual days out.
Why try it: It’s unique and structured.
Style suggestion: Secure the ponytail with a plaid ribbon for a preppy twist.
17. Loose Half-Up Bun
The half-up bun is playful yet polished, giving off a preppy-casual charm. It works for both daytime outings and weekend brunches. This style balances laid-back curls with neat structure.
Why try it: It’s trendy but still refined.
Style suggestion: Add a silk scrunchie or ribbon to finish the look.
18. Vintage Curls with Ribbon Tie
Vintage-inspired curls tied back with a ribbon are the epitome of preppy elegance. This hairstyle is perfect for formal dinners, retro parties, or special events. It combines timeless charm with girly details.
Why try it: It’s glamorous, classic, and unique.
Style suggestion: Use satin or velvet ribbons for a truly vintage-preppy vibe.
Conclusion
Preppy hairstyles are the perfect mix of timeless elegance and playful charm. From sleek ponytails to ribbon-tied buns, each style brings polish and personality to your look. Whether you’re dressing for school, casual outings, or special events, these hairstyles help you achieve a neat, classy, and versatile appearance. By adding accessories like ribbons, bows, or headbands, you can personalize these styles and embrace that signature preppy flair. With these 18 cute and classic ideas, you’ll always have the perfect hairstyle to love and flaunt.