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Home » Hair Trends & Inspiration » Vintage / Retro Hair » 25 Easy Pin Up Hairstyles for Long Hair: Vintage Glam

25 Easy Pin Up Hairstyles for Long Hair: Vintage Glam

Channeling the timeless glamour of the 1940s and 1950s has never been simpler. If you have lengthy locks, you have the perfect canvas for vintage magic. Finding 25 easy pin up hairstyles for long hair means you can achieve classic retro beauty without spending hours in front of the mirror. Long hair provides the necessary length to create voluminous rolls, secure intricate tucks, and form iconic shapes that define this unforgettable era. Whether you are preparing for a themed event, a wedding, or just want to add some everyday vintage flair to your routine, there is a look here for you. From iconic victory rolls to simple scarf wraps, these stunning options will transform your lengthy mane into a retro masterpiece.

25 Easy Pin Up Hairstyles for Long Hair Vintage Glam - 25 Easy Pin Up Hairstyles for Long Hair: Vintage Glam

1. Classic Victory Rolls Pin Up Hairstyle

Classic Victory Rolls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Nothing captures the essence of retro glamour quite like this iconic look. The classic victory rolls pin up hairstyle features two voluminous curls framing the face, with the rest of the hair styled into a smooth back section. You simply part your hair down the middle, take the front sections, and roll them upward and backward toward the crown. Securing them with bobby pins and a strong hold hairspray keeps the shape intact all day. Long hair works wonderfully for this because it gives you plenty of volume to create large, dramatic rolls. This beautiful style instantly elevates any outfit and gives you that authentic 1940s aesthetic effortlessly.

2. Bumper Bangs Pin Up Hairstyle

Bumper Bangs Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Have you ever wondered how pin up models achieve that perfectly rounded, voluminous front bump? The bumper bangs pin up hairstyle is the secret. This look focuses entirely on the front hairline, creating a smooth, crescent shaped roll that sits right at the top of the forehead. You can use a hair rat or a rolled sock to easily wrap your front hair around, giving it that massive, structured lift. The remaining length of your hair can be left down in soft curls or pulled into a simple ponytail. It is a highly fun, flirty option that highlights your facial features while keeping the vintage vibe strong and glamorous.

3. Gibson Tuck Pin Up Hairstyle

Gibson Tuck Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Imagine an elegant updo that takes only minutes to create but looks incredibly sophisticated. The Gibson tuck pin up hairstyle offers exactly that. This timeless look involves pulling your hair back as if to make a low ponytail, then looping the ends upward and tucking them inside the roll of hair against your head. You simply use your fingers to create a pocket and stuff the length inside, securing it with a few pins. Long hair is perfect for this because the extra length ensures the tuck remains full and secure. It creates a soft, romantic silhouette at the nape of your neck, making it a flawless choice for any occasion.

4. Half Up Victory Rolls Pin Up Hairstyle

Half Up Victory Rolls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Looking for a style that shows off your length but still brings the retro drama? The half up victory rolls pin up hairstyle is your answer. Instead of pulling all your hair up, you only roll the front top sections, leaving the back half of your hair cascading down your shoulders in beautiful curls. This gives you the best of both worlds. The front delivers that striking, sculpted vintage shape, while the back remains soft, touchable, and long. It is much easier to master than a full updo because you only have to focus on shaping two front pieces. You can easily dress this versatile look up or down for any casual outing.

5. Scarf Wrapped Pin Up Hairstyle

Scarf Wrapped Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Bad hair day? A colorful bandana is your best friend. The scarf wrapped pin up hairstyle is a lifesaver when you want a quick vintage look without much effort. You simply tie a scarf over your head, leaving your bangs or front sections out, and tie it securely at the top or back. The long hair tucked under the scarf creates a faux bob effect, or you can leave the lengths flowing out from under the wrap. This style is incredibly practical, keeping your hair out of your face while looking effortlessly chic. It captures that iconic Rosie the Riveter spirit that remains a staple in the pin up community.

6. Retro Hollywood Waves Pin Up Hairstyle

Retro Hollywood Waves Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Step into the spotlight with hair that exudes pure silver screen glamour. The retro Hollywood waves pin up hairstyle is all about sleek, shiny, and perfectly sculpted S-waves that cascade down one shoulder. Long hair is essential here to really show off the fluid motion of the waves. You can create these using a curling iron and clip sets, brushing out the curls while they are still warm to form that smooth, continuous wave pattern. Pinning one side behind your ear adds to the classic 1940s allure. This gorgeous style pairs beautifully with a bold red lip for a stunning, head turning look that never goes out of fashion.

7. Faux Bangs Pin Up Hairstyle

Faux Bangs Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Did you know you can get those perfect vintage bangs without ever picking up a pair of scissors? The faux bangs pin up hairstyle lets you enjoy the look of blunt, curled bangs using your existing long hair. You simply take the front section of your hair, bring it forward, and curl it under onto your forehead. You pin the curls right at your hairline, creating the illusion of a thick, structured fringe. The rest of your hair can fall naturally or be styled into a simple bun. This is a fantastic trick for long haired girls who want to experiment with bangs temporarily and achieve a sweet, classic pin up aesthetic.

8. Milkmaid Braids Pin Up Hairstyle

Milkmaid Braids Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Channel a sweet, rustic charm with a look that is surprisingly simple to execute. The milkmaid braids pin up hairstyle involves creating two standard braids on either side of your head, then pulling them up and across the top of your head like a crown. You pin them securely in place, tucking the ends under each other. Since long hair provides plenty of length to wrap all the way around, this style is incredibly secure and comfortable. It keeps all your hair up and out of your way while giving you a polished, retro inspired finish. This beautiful braided look is perfect for warmer weather or a casual day out.

9. Rosie The Riveter Bandana Pin Up Hairstyle

Rosie The Riveter Bandana Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Feel empowered with a look that represents true feminine strength. The Rosie the Riveter bandana pin up hairstyle is iconic, bold, and incredibly easy to achieve. You start by putting your hair into a high ponytail, then tying a red bandana over your head, folding it into a strip, and knotting it at the very top. The long hair from the ponytail can be curled into ringlets or left in a relaxed wave. The key is leaving a small, curled victory roll right at the front hairline before tying the bandana. This instantly recognizable look is fierce, fun, and a wonderful homage to the working women of the 1940s.

10. Side Swept Pin Curls Pin Up Hairstyle

Side Swept Pin Curls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

How do you make loose hair look effortlessly vintage? The side swept pin curls pin up hairstyle is an amazing solution. You part your hair deeply to one side and create a few structured, flat pin curls right at the front temple. These tight, distinct curls offer a beautiful contrast to the rest of your long hair, which you can sweep over the opposite shoulder in soft waves. This combination of tight and loose textures is a hallmark of authentic vintage styling. It draws attention to your face and adds a touch of old Hollywood elegance to your everyday appearance without requiring a full, complicated updo to look amazing.

11. Hair Rat Roll Pin Up Hairstyle

Hair Rat Roll Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Achieving massive volume is easy when you know the right trick. The hair rat roll pin up hairstyle uses a rolled mesh sponge to create a large, perfectly shaped roll at the top of your head. You simply position the hair rat where you want the roll, then wrap your long hair around it, smoothly covering the sponge entirely, and pin it in place. This tool guarantees a symmetrical, flawless shape every single time. The remaining length of your hair can be styled into a chignon or left down. This technique takes the guesswork out of creating volume, giving you a show stopping retro look with minimal frustration.

12. Bow Tie Hair Pin Up Hairstyle

Bow Tie Hair Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Want a playful and utterly unique retro look? The bow tie hair pin up hairstyle turns your long locks into an adorable, wearable bow. You create a high ponytail, then take the hair and loop it into a loose bun, leaving the ends sticking out at the front. You split the looped hair into two halves to form the bow shape, and then pull the ends back over the middle and pin them down. This creates the center knot of the bow. Long hair is absolutely necessary to get enough volume to form the two distinct loops. It is a whimsical, statement making style that always turns heads and sparks conversation.

13. Chignon With Front Pompadour Pin Up Hairstyle

Chignon With Front Pompadour Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Combining a sleek back with serious front volume creates a stunning silhouette. The chignon with front pompadour pin up hairstyle marries two classic elements seamlessly. You start by sectioning off the front hair, pushing it forward and rolling it back to create a high, sweeping pompadour. You pin this securely at the crown. Next, you gather all the remaining long hair at the nape of your neck and twist it into a smooth, low chignon. The contrast between the dramatic height in the front and the elegant simplicity in the back is incredibly flattering. This is a refined, polished look that works beautifully for formal events or stylish evening outings.

14. Snood Wrapped Pin Up Hairstyle

Snood Wrapped Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Step back into the 1940s with an authentic wartime accessory. The snood wrapped pin up hairstyle uses a crocheted or mesh net bag to hold the back of your long hair. You simply put the front of your hair into soft rolls or waves, then pull the rest of your length into the snood, securing it at the nape. It is a fantastic way to look completely put together with almost zero effort. The snood keeps your hair protected and tidy while maintaining that strict vintage aesthetic. This practical yet stylish approach was essential for women working in factories, and it remains a beloved, easy option for retro enthusiasts today.

15. Double Side Rolls Pin Up Hairstyle

Double Side Rolls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Frame your face with symmetrical elegance by trying this stunning vintage variation. The double side rolls pin up hairstyle features two smooth, barrel shaped rolls that sit right above the ears, sweeping back toward the crown. You create these by taking sections of hair from each side, twisting them inward, and pinning them securely into place. Long hair ensures you have enough length to make the rolls thick and substantial. You can leave the back of your hair down in curls, or pin it up into a simple bun. This structured style beautifully highlights your cheekbones and gives you a polished, authentic mid century look that is always lovely.

16. Braided Crown Pin Up Hairstyle

Braided Crown Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Showcase your lengthy mane with a style that looks intricate but is wonderfully simple. The braided crown pin up hairstyle involves creating one long braid starting from the nape of your neck and wrapping it entirely around your head. You secure it with bobby pins, tucking the end under the beginning of the braid. Long hair is crucial here to ensure the braid is long enough to wrap all the way around. This romantic style keeps your hair neat and off your neck while providing a beautiful, textured halo effect. It is a perfect option for warmer days or when you want a soft, feminine touch to your outfit.

17. Peekaboo Rolls Pin Up Hairstyle

Peekaboo Rolls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Sometimes, subtlety speaks volumes in vintage styling. The peekaboo rolls pin up hairstyle offers a more understated retro touch. Instead of large, face framing victory rolls, you create tiny, tight rolls tucked just above the ears or at the temples. The rest of your long hair is left down, styled in bouncy curls or smooth waves. These little hidden rolls offer a delightful surprise when your hair moves, adding dimension and a secret vintage detail. It is a fantastic choice if you want to hint at the pin up era without committing to a full, dramatic updo. This charming look is easily achievable and wonderfully unique for everyday wear.

18. Rolled Updo Pin Up Hairstyle

Rolled Updo Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Master the art of the easy updo with this highly reliable technique. The rolled updo pin up hairstyle involves gathering your long hair at the back, twisting it upward, and rolling it inward toward your scalp. You then pin the roll securely from one end to the other, creating a smooth, cylindrical shape that sits elegantly at the back of your head. This is an incredibly versatile style because you can position it high or low depending on your preference. It keeps all your hair secured neatly, making it ideal for busy days. Plus, the smooth roll gives a beautiful, classic silhouette that pairs well with any retro outfit.

19. Voluminous Ponytail Pin Up Hairstyle

Voluminous Ponytail Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Who says ponytails have to be boring? The voluminous ponytail pin up hairstyle takes a basic concept and turns it into a glamorous statement. You start by creating massive volume at the crown, either by teasing or using a hair rat, and then gather the long lengths into a high ponytail. The ponytail itself should be curled into big, bouncy ringlets. You can wrap a small section of hair around the hair tie to hide it, adding to the polished look. This style is playful, youthful, and full of movement. It perfectly captures that fun, flirty 1950s energy while being incredibly easy to put together on a busy morning.

20. Side Part Waves Pin Up Hairstyle

Side Part Waves Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Embrace classic sophistication with a style that relies on beautiful simplicity. The side part waves pin up hairstyle is a timeless choice that flatters every face shape. You create a deep side part, then use a curling iron to form smooth, cascading waves that fall over one shoulder. The secret to making it look truly vintage is brushing out the curls while they are warm to form one continuous, flowing wave rather than separate ringlets. Adding a small clip or flower behind the ear finishes the look perfectly. This beautiful style proves you do not need complex updos to achieve stunning vintage glamour with your long, lovely hair.

21. Barrel Curls Pin Up Hairstyle

Barrel Curls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Create a striking, sculpted finish with a technique that highlights the beauty of long hair. The barrel curls pin up hairstyle features large, smooth curls that are pinned flat against the scalp to set, then released for a deep, wide wave. You wrap large sections of hair around a big curling iron, clip them up until they cool completely, and then gently brush them out. This method gives your long hair incredible body and a highly polished, uniform wave pattern. The result is a gorgeous, bouncy mane that looks like it belongs in a vintage magazine. It is an effortless way to add major retro drama to your daily look.

22. Roly Poly Bun Pin Up Hairstyle

Roly Poly Bun Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Keep it sleek, chic, and beautifully retro with this wonderful classic. The roly poly bun pin up hairstyle is a smooth, elongated roll that sits at the back of the head, resembling a classic French twist but with a distinct, rolled shape. You gather your long hair, twist it inward, and roll it up vertically against the back of your scalp, securing it with pins along the seam. The extra length allows you to create a longer, more dramatic roll that sits beautifully. It is a highly elegant, low maintenance style that stays put all day, making it a reliable and gorgeous option for any formal or professional setting.

23. Quarter Victory Rolls Pin Up Hairstyle

Quarter Victory Rolls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Not ready for full victory rolls? Try a smaller, softer version instead. The quarter victory rolls pin up hairstyle uses the same rolling technique but on a much smaller scale. You take smaller sections of hair at the front and roll them just a quarter of the way up, creating subtle, face framing volume rather than towering rolls. The rest of your long hair can be styled into a simple low bun or left flowing. This is a fantastic way to ease into vintage styling without it feeling too costume like. It offers a sweet, gentle nod to the era that is perfect for casual outings or adding a little lift to your everyday appearance.

24. Flat Twist Pin Up Hairstyle

Flat Twist Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Add beautiful texture and structure to your look with a simple twisting method. The flat twist pin up hairstyle involves twisting two sections of hair over each other flat against the scalp, usually starting from the front and working toward the back. You can do this on both sides of your head, meeting the twists at the back into a cute bun or ponytail. Long hair makes this style shine because the twists can extend far back, showing off the gorgeous woven pattern. It is a protective, neat, and highly stylish option that keeps your hair secure while giving you a fantastic, vintage inspired look with minimal effort.

25. Spiral Pin Curls Pin Up Hairstyle

Spiral Pin Curls Pin Up Hairstyle - 25 easy pin up hairstyles for long hair - 25 easy pin up hairstyles for long hair

Finish your retro repertoire with a look that celebrates pure, bouncy texture. The spiral pin curls pin up hairstyle is achieved by wrapping small sections of your long hair around your finger to form tight coils, pinning them flat to your head until they set. Once you unpin them and brush them out slightly, you are left with stunning, springy spirals that cascade beautifully. This style was a major trend in the 1940s and works perfectly for long hair, giving it immense volume and movement. You can wear them loose and free, creating a gorgeous, lively look that captures the true joy and beauty of classic pin up fashion.

Conclusion:

Embracing vintage beauty has never been more accessible. Trying out these 25 easy pin up hairstyles for long hair proves that you do not need a professional stylist to achieve stunning retro looks. With just a few bobby pins, some hairspray, and a little patience, you can transform your lengthy locks into iconic masterpieces. Long hair gives you the ultimate advantage, providing the necessary volume and length to create everything from dramatic victory rolls to elegant Gibson tucks. Whether you prefer the playful charm of faux bangs or the elegant sophistication of Hollywood waves, there is a perfect pin up look waiting for you. Have fun experimenting, and wear your gorgeous vintage style with total confidence.

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Vintage / Retro Hair

About Jen Atkin

I'm Jen Atkin, a hairstylist who's all about making hair care and styling simple and accessible for everyone. Every day on Lovelyish.com, I share my latest finds and personal tips on the newest hairstyles, cuts, and products. Whether you're looking for a fresh look or ways to keep your hair healthy, I've got you covered with straightforward advice drawn from my years of experience in the industry. Let's make every day a good hair day together!

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