27 Classy Vintage Hairstyles Apt For A Hair Makeover
Tilottama Deb
Updated At 06 May 25
Old-time hairstyles are eternal tributes to the loveliness and artistry of earlier decades. These styles weren't simply fads—they were declarations of womanhood, of rebellion, of sophistication, and of uniqueness that still influence contemporary fashion and beauty.
1. Romantic Retro Waves
This style includes smooth, flowing waves that begin at the mid-lengths and cascade down naturally, frequently paired with a delicate side part and curled ends. Perfect for daytime retro styles or outdoor weddings, it has a nostalgic, sweet, and carefree elegance feel.
2. Victory Rolls with Pin Curls
Defined by large, rolled sections of hair on the front or sides, combined with pin curls smaller in size across the rest of the head, the look was fashionable and functional in the 1940s. Volume and drama are added by the victory rolls, and pin curls provide a soft, textured look.
3. 1950s Pageboy Roll
A sophisticated, curved hairstyle with the ends of the hair rolled under in a consistent roll that clings to the neckline. Often worn with a side or center part, this style is neat, neat, and perfectly suited for hair of medium length. It was popular among 1950s women for its crisp, businesslike look and simplicity while maintaining a fashionable image.
4. Glamorous 1940s Curls
This classic style includes deep, structured waves with a shiny finish, typically set with a sharp side part. The curls are brushed out to give smooth, flowing waves that wrap around the face and neck in a beautiful manner. Ideal for special events, it captures the eternal glamour of silver screen legends such as Veronica Lake and Rita Hayworth.
5. Hollywood Side Waves
Long, deep-set waves tumble over a shoulder, coiffed with flawless shine and shape. The retro-inspired finger waves provide drama and elegance, recalling the ageless beauty of icons such as Veronica Lake and Ava Gardner.
6. Soft Bob with Natural Curls
This is a contemporary take on classic bobs with short, bouncy curls that naturally outline the face. The style is bohemian and youthful, finished with vintage cat-eye glasses and a pearl choker for a cute, cottagecore-vintage vibe.
7. Bettie Page Bangs with Soft Curls
A classic pin-up look with thick, blunt bangs and long, flowing curls. The black hair is shiny and sculpted into soft waves, embodying the sultry beauty of the 1950s. Perfect for a dramatic, bold transformation with a vintage twist.
8. Retro Victory Roll Updo
This sophisticated look boasts big victory rolls pinned high on the crown, complemented by gentle side-swept waves. Complete with a snowflake hairpin, it evokes 1940s Hollywood glamour and is ideal for black-tie affairs or vintage parties.
9. The Rolled Lob
A contemporary take on 1940s style, with a collarbone-length bob and softly rolled under bangs that produce a delicate, face-framing flip. The style combines vintage appeal with modern wearability, with subtle volume at the crown and clean lines.
10. The Half-Up Chignon
An elegant 1950s look that combines a low, twisted bun at the crown with flowing loose waves beneath. The channeled top half lends formal refinement, with the loose bottom half creating soft femininity.
11. The Petite Charm Bob
A sassy 1960s-inspired short bob that is worn just below the ears with a gentle inward or outward flipping finish. The precision and bounce of the cut produce a young, vibrant silhouette, while its short length provides functional convenience
12. Old Hollywood Waves
Sleek, sculpted ringlets fall just below the shoulders in this vintage, old-Hollywood-inspired hairstyle. With a dramatic side part and sharp wave pattern, the glossy black locks frame the face like a classic movie star, conjuring up the glamour and drama of 1940s red carpet glamour.
13. The Widow's Halo
A dramatic version of the 1930s romance bob with carved finger waves or sharp, chiseled curls for an bold, symmetrical look. A deep side or center part accents the hairstyle's sculpted beauty, while the soft ends add movement. An ageless classic for conjuring Old Hollywood charm with modern-day precision.
14. The Velvet Ribbon Bob
A chic, side-parted bob trimmed with an opulent ribbon or headband, evoking 1920s excess with a contemporary twist. The dramatic, chin-sweeping cut is juxtaposed with the demure elegance of satin, and the result is a look that's refined and mischievous.
15. The Duchess Bun
A sophisticated updo with a full top knot and lightly curled fringe, evoking 1950s high-society sophistication. The neat bun exudes confidence, with softly coiled tendrils breaking up the outline for a balanced, elegant look. This versatile look easily shifts from day polish to night allure.
16. Noir Silk Waves
Deep, side-parted, gently waving waves in an understated, glamorous look reminiscent of the 1940s. Polished but purposely undone, this look has subtle texture for movement—perfect for recreating vintage Hollywood mystique.
17. The Siren Waves
Rich, side-parted 1940s waves that tumble over a shoulder like a waterfall. Dreamy, Old Hollywood seduction—red lipstick is a must.
18. The Rosie Bandana Bun
A WWII power play: rolled bangs or victory rolls with a high knotted bun, secured with a knotted bandana. Practical, patriotic, and unmistakably iconic.
19. The Hollywood Glam Bob
A finger-coiled or Marcel-waved middle-parted 1930s bob, soaking in defined, cascading curls. Inspired by starlets such as Jean Harlow—high-shine and hyper-feminine.
20. The Bonnet Pixie
A tightly curled, fiery red pixie (popular during the 1950s) peeking out from under a lace or fabric bonnet for a country-chic look. Part vintage farmgirl, part silver-screen rebel.
21. The Rolled Bangs & Bob
A 1930s–40s fusion in which a blunt bob is paired with soft, rolled-under bangs (usually pinned to the side). Think Katharine Hepburn—sophisticated yet mischievous, with a dash of drama.
22. Chinese bangs with Half-Up
Boho half-up hairstyle with straight Chinese bangs, mixing structured fringe with relaxed waves. The difference brings modern vintage charm with cross-cultural fusion.
23. Coastal Bow Waves
1950s retro beach waves with satin side bow. Chic with effortless waves and a flirty accessory for day-to-evening versatility.
24. Bombshell Blowout
1960s bouncy blowout with layered curtain bangs. Round-brushed layers provide vintage bounce while face-framing bangs temper the style.
25. Monroe Moment
Classic 1940s platinum bob with flipped ends. Outward curls and cropped layers re-create Marilyn's classic Hollywood glamour in an eternally chic cut.
26. Medium Curls with Hat
Medium curls paired with a vintage-style hat give off instant old-school charm. It’s the kind of look that feels both effortless and polished. Perfect for brunches, casual outings, or anytime you want to add a classic twist.
27. Retro Curls
Retro curls bring back that glamorous, Hollywood vibe from the '50s and '60s. With soft, defined waves, this hairstyle is all about confidence and timeless beauty. It’s a head-turner, whether you’re dressing up or keeping it simple.
Recreating retro hairstyles is more than a retro salute to the past—it's an ode to craftsmanship, character, and timeless style. Whether used for special occasions or reinterpreted in everyday fashion, these classic hairdos prove that elegance is never out of style.
