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Home » Hair Trends & Inspiration » Vintage / Retro Hair » 25 Pin Curl Hairstyles for Medium Hair to Try Today

25 Pin Curl Hairstyles for Medium Hair to Try Today

Pin curls are making a massive comeback, and it is easy to see why. If you are looking for 25 pin curl hairstyles for medium hair, you have come to the right place. Medium length hair is absolutely perfect for this classic styling technique. It is long enough to hold beautiful shapes, yet short enough to maintain bouncy volume without falling flat. Whether you want a glamorous vintage vibe for a special event or a relaxed everyday wave, pin curls offer incredible versatility. You do not need hot tools to achieve these stunning looks, which makes them a healthier option for your strands. From classic Hollywood waves to trendy bohemian updos, there is a pin curl style waiting for you. Let us explore these gorgeous looks.

25 Pin Curl Hairstyles for Medium Hair to Try Today - 25 Pin Curl Hairstyles for Medium Hair to Try Today

1. Vintage Hollywood Pin Curl Waves For Medium Hair

Vintage Hollywood Pin Curl Waves For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Have you ever dreamed of walking the red carpet like a 1940s movie star? The vintage Hollywood pin curl waves for medium hair deliver that exact classic glamour. This look features deep, sweeping waves that cascade beautifully over one shoulder. You can create this by setting your damp hair with traditional metal clips, allowing it to dry completely before brushing out the curls into smooth, continuous waves. Medium hair holds this shape wonderfully, giving you that bouncy, luxurious feel without the weight of longer lengths. Add a shine spray to finish the style, and you are ready for any elegant occasion. This hairstyle brings timeless elegance to your everyday look effortlessly.

2. Side Swept Pin Curl Updo Medium Hair

Side Swept Pin Curl Updo Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Need an elegant style for a formal event? The side swept pin curl updo medium hair offers a romantic and sophisticated option. This style gathers all your curls to one side, creating a beautiful asymmetric silhouette that highlights your neck and collarbone. You simply pin curl your entire head, brush the waves out gently, and then sweep them across your shoulder. Use bobby pins to secure the waves against the side of your head, letting the ends blend seamlessly. This look works exceptionally well for medium hair because the length is easy to control and pin securely. It feels incredibly chic and keeps your hair out of your face while looking utterly glamorous.

3. Half Up Half Down Pin Curl Medium Hair

Half Up Half Down Pin Curl Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for a style that offers the best of both worlds? The half up half down pin curl medium hair is a beautiful blend of polished and playful. This look allows you to enjoy the bounce of flowing curls while keeping the front sections stylishly secured. You just need to set your whole head in pin curls, then brush them out once cooled. Take the top section of your hair from ear to ear, twist it loosely, and pin it at the back. The remaining curls fall naturally over your shoulders. It is a perfect choice for casual outings or brunch dates, giving you a relaxed yet put-together vibe that lasts all day long.

4. Messy Bohemian Pin Curl Medium Hair

Messy Bohemian Pin Curl Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want a relaxed vibe that still looks intentional? The messy bohemian pin curl medium hair brings an effortless, free-spirited energy to your look. Instead of perfectly structured waves, this style embraces loose, lived-in texture. You can achieve this by taking larger sections of hair when setting your pin curls, and gently separating them with your fingers instead of a brush once they cool. The result is a soft, romantic wave pattern that feels completely modern. Medium hair works great here because the slightly shorter length prevents the messy waves from becoming overwhelming. This easygoing hairstyle is ideal for weekend adventures or outdoor gatherings where you want to look naturally beautiful and completely carefree.

5. Pin Curl Bob With Volume For Medium Hair

Pin Curl Bob With Volume For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Craving serious volume at the crown? The pin curl bob with volume for medium hair creates a stunning, lifted shape that commands attention. Even if your hair sits at your shoulders, you can fake the look of a fuller, shorter bob by pinning the ends under. Start by setting your hair in tight pin curls at the roots to maximize lift. Once you brush it out, tuck the ends inward at the nape of your neck and pin them securely. This gives the illusion of a dense, bouncy bob while showing off those gorgeous waves. It is a brilliant trick for medium length hair, giving you a completely fresh shape without committing to a haircut.

6. Pin Curl Bangs With Loose Medium Hair

Pin Curl Bangs With Loose Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want to frame your face beautifully? Pin curl bangs with loose medium hair offer a charming way to highlight your features. This style focuses the structured curl right at the front, creating a sweeping, face-framing wave that instantly draws the eye. You simply set your bangs or front face-framing pieces in a single large pin curl, leaving the rest of your hair in larger, looser curls. When you release the front curl, it creates a perfect swoop over your forehead. The contrast between the polished front and the relaxed back adds lovely dimension to your whole appearance. This look is perfect for anyone wanting a subtle retro touch without a full vintage commitment.

7. Faux Hawk Pin Curl Updo Medium Hair

Faux Hawk Pin Curl Updo Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Ready to try something bold? The faux hawk pin curl updo medium hair is an edgy, fashion-forward choice that turns heads. This style mimics the look of a dramatic mohawk but uses elegant pin curls instead of spikes. You create this by pin curling a row of sections straight down the center of your head. Leave the sides slicked down or pinned tightly underneath. The cascading curls down the middle provide incredible height and texture. Medium hair is ideal for this because you have enough length to create substantial rolls, but it remains manageable enough to secure easily. It is a fierce, confident style perfect for making a strong style statement anywhere you go.

8. Crown Pin Curl Updo For Medium Hair

Crown Pin Curl Updo For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Searching for a regal, elevated style? The crown pin curl updo for medium hair gives you a stunning, tiara-like effect. This look involves setting your hair in pin curls along the top and sides of your head. Once you release them, you gently brush the waves upward and pin them into a high, rounded shape at the crown. The sides are smoothly swept up to meet the top, creating a seamless, sophisticated silhouette. Because medium hair is lighter, the crown updo stays secure and does not droop under its own weight. This gorgeous style is perfect for weddings or formal galas, making you feel like absolute royalty the entire time you wear it.

9. Pin Curl Chignon For Medium Hair

Pin Curl Chignon For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for a low, elegant style? The pin curl chignon for medium hair is a timeless classic that sits beautifully at the nape of your neck. A chignon traditionally looks like a simple knot, but adding pin curls transforms it into a textured, intricate masterpiece. You start by creating pin curls all over, brushing them out into soft waves, and then gathering the hair at the back. Twist the hair into a low loop, letting some curls spill out naturally for a soft finish. Medium hair perfectly fills out the chignon shape without making it too bulky. This sophisticated style is incredibly versatile, working just as well for the office as it does for elegant evening events.

10. Flapper Pin Curl Bob For Medium Hair

Flapper Pin Curl Bob For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Feeling a little rebellious? The flapper pin curl bob for medium hair channels the roaring twenties with a modern twist. This look features tight, glossy pin curls that hug the head, giving a beautifully sculpted appearance. To get this look, set your entire head in small, uniform pin curls close to the scalp. Once dry, carefully brush them out just enough to connect the waves, creating a sleek, marcelled effect. Medium hair hits right at the perfect length to achieve this iconic ear-tuck shape. It is a fun, dramatic style that stands out in any crowd, offering a nod to history while keeping your overall aesthetic completely fresh and undeniably cool.

11. Pin Curl French Twist Medium Hair

Pin Curl French Twist Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want a classic updo with a textured upgrade? The pin curl French twist medium hair combines sleek sophistication with vintage waves. A standard French twist can look severe, but incorporating pin curls adds a soft, romantic element to the style. You create pin curls throughout your hair, then brush the sides up smoothly. The hair is rolled into the signature twist, but the top and front sections feature the distinct, sculpted wave pattern from the pin curls. Medium length hair is fantastic for this because it provides enough volume to fill the twist while keeping the style compact. It is an incredibly chic option for professional settings or upscale dinners.

12. Tucked Pin Curl Roll Medium Hair

Tucked Pin Curl Roll Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for a neat, polished finish? The tucked pin curl roll medium hair offers a beautifully clean and structured appearance. This style involves creating a row of pin curls, usually at the nape of your neck or the sides, and then tucking the remaining hair into a smooth roll. The contrast between the sculpted curls and the sleek roll creates a visually interesting look. Medium hair is easy to maneuver into this tucked position, ensuring the roll stays tight and secure all day. You can wear this to important meetings or formal gatherings where you want to look highly put-together. It is a timeless style that always looks incredibly sophisticated and well-planned.

13. Asymmetrical Pin Curl Medium Hair

Asymmetrical Pin Curl Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want to play with proportions? The asymmetrical pin curl medium hair style creates an eye-catching, modern look. This involves pin curling your hair to emphasize a dramatic side part, leaving one side full of voluminous waves while the other side sits closer to the head. The heavy side showcases deep, sculpted waves that cascade beautifully over your eye and cheekbone. Medium hair provides enough length to build substantial volume on the heavy side, making the asymmetry really pop. This bold, high-fashion look is perfect for anyone wanting to step outside the box. It adds instant intrigue to your appearance and works wonderfully for stylish evening events or creative photo shoots.

14. Pin Curl Top Knot For Medium Hair

Pin Curl Top Knot For Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Need a quick way to look polished? The pin curl top knot for medium hair elevates a basic bun into something special. Instead of a smooth, plain top knot, you first set your hair in pin curls to create texture. Once you brush the curls out, you gather all that wavy texture up to the crown of your head and twist it into a knot. The pin curls make the top knot look much thicker and more dynamic than a standard bun. Medium hair hits the sweet spot, giving you enough bulk for a substantial knot without it being too heavy. This is a great everyday style that keeps your hair out of your way stylishly.

15. Retro Pin Curl Pigtails Medium Hair

Retro Pin Curl Pigtails Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want a playful throwback style? Retro pin curl pigtails medium hair bring a fun, vintage-inspired vibe to a youthful look. This is not your average childhood pigtails. You set your hair in pin curls, brush them out to form flawless waves, and then part the hair down the middle. Gather each side into a low pigtail just behind or below your ears. The pin curls give the pigtails a dense, bouncy texture that looks incredibly cute and unique. Medium hair keeps the pigtails at a manageable length, preventing them from looking too heavy. This style is perfect for casual weekend outings or themed parties where you want a cheerful, lively, and totally charming appearance.

16. Pin Curl Twist Half Up Medium Hair

Pin Curl Twist Half Up Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for a subtle upgrade to your everyday hair? The pin curl twist half up medium hair is a beautiful, understated choice. You start by setting your whole head in pin curls for a lovely wavy foundation. Then, take small sections of hair from the front, give them a gentle twist, and pin them back toward the crown. The twists hold back your hair while allowing the pin curl waves to take center stage. The rest of your medium hair falls in gorgeous, bouncy waves down your back. This effortless style is perfect for second-day hair, giving you a polished, beautiful look without a lot of effort or complicated styling techniques.

17. Voluminous Teased Pin Curl Medium Hair

Voluminous Teased Pin Curl Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Craving maximum drama? Voluminous teased pin curl medium hair delivers incredible height and body. This look is all about embracing big, beautiful hair. You set your hair in tight pin curls to build a strong foundation. Once you take them down, you gently backcomb the roots to push the volume over the top. The pin curls ensure the lengths have smooth, defined waves, while the teased roots give you that glamorous, larger-than-life silhouette. Medium hair supports this volume beautifully without falling flat quickly. This show-stopping style is perfect for special occasions when you really want to stand out. It pairs wonderfully with a bold lip and your favorite outfit for a night out.

18. Pin Curl Stack Updo Medium Hair

Pin Curl Stack Updo Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Searching for a sleek, architectural look? The pin curl stack updo medium hair creates a stunning, structured shape at the back of the head. This style involves setting your hair in pin curls, then brushing the sides smooth and rolling the back section upward. You tuck the ends inside the roll and pin them securely, creating a stacked effect. The pin curls inside add hidden volume and grip, making the stack hold its shape firmly. Medium hair is the perfect length for this, providing enough hair to create a visible stack without it becoming unwieldy. This elegant updo is fantastic for formal events, offering a clean, timeless look from every single angle.

19. Center Part Pin Curl Waves Medium Hair

Center Part Pin Curl Waves Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want a balanced, symmetrical style? Center part pin curl waves medium hair offer a chic, modern take on a vintage technique. The center part grounds the voluminous waves, giving the overall look a more contemporary feel. You set your hair in traditional pin curls, then brush them out into soft, flowing waves. Parting the hair directly down the middle allows the curls to frame your face equally on both sides, highlighting your cheekbones and jawline. Medium hair keeps this look grounded, preventing the volume from overwhelming your features. This versatile style transitions effortlessly from the office to a dinner date, providing a polished and beautifully symmetrical appearance every single time.

20. Spiral Pin Curl Medium Hair Look

Spiral Pin Curl Medium Hair Look - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for bouncy, defined texture? The spiral pin curl medium hair look focuses on tight, springy curls rather than smooth waves. To achieve this, you roll your hair in a spiral motion when setting your pin curls, keeping the ends tucked tightly. Once you release them, do not brush them out. Instead, use your fingers to separate the curls into distinct, bouncy spirals. Medium hair shows off this texture perfectly, as the spirals hold their shape without being pulled down by excess weight. This fun, energetic style gives your hair incredible life and movement. It is a fantastic option for anyone wanting to celebrate their natural texture with a vintage flair.

21. Pin Curl Side Part Medium Hair

Pin Curl Side Part Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want to add instant mystery? The pin curl side part medium hair creates a sultry, sweeping look. A deep side part shifts all the volume to one side, allowing deep, sculpted pin curls to cascade over one eye. This asymmetrical framing is incredibly flattering and adds a touch of classic film star glamour to your everyday look. You just set your pin curls, brush them out, and use a fine-tooth comb to establish the deep part. The heavier side becomes the focal point, full of lush, rolling waves. Medium hair maintains the bounce perfectly, ensuring the heavy side never looks flat. This is a wonderful go-to style for instant sophistication and allure.

22. Glamour Pin Curl Pomp Medium Hair

Glamour Pin Curl Pomp Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Ready for some rockabilly flair? The glamour pin curl pomp medium hair brings a fun, edgy vibe to your styling routine. This look features a high, voluminous pompadour at the front, created entirely with one large pin curl. You set the front section in a massive pin curl for maximum lift. The rest of your medium hair can be styled into soft waves or tucked into a cute roll at the back. The contrast between the tall, sculpted front and the smooth back looks amazing. Medium hair is ideal because it gives you enough length to build a substantial pomp without making it top-heavy. This bold style shows off your confident personality perfectly.

23. Loose Pin Curl Updo Medium Hair

Loose Pin Curl Updo Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Searching for effortless romance? The loose pin curl updo medium hair is the ultimate soft and dreamy style. Instead of tight, structured curls, you set your hair in large, relaxed pin curls. Once you release them, you gather the soft waves loosely at the back of your head, letting a few pieces fall naturally around your face. You pin the curls haphazardly to create an organic, undone finish. Medium hair is perfect for this because it provides enough texture to look full, but remains light enough to stay securely pinned. This wonderfully relaxed updo is ideal for garden parties or romantic dates, giving you a beautifully approachable and ethereal appearance all day.

24. Pin Curl Tuck And Pin Medium Hair

Pin Curl Tuck And Pin Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Want an easy yet stylish everyday look? The pin curl tuck and pin medium hair is a clever way to keep your hair off your neck. After setting and brushing out your pin curls, simply gather your hair at the nape and tuck it under itself, securing it with a row of bobby pins. The pin curl waves give the tucked section beautiful texture and volume, making a simple tuck look like an intentional, designed updo. Medium hair works brilliantly for this because the length allows for a deep tuck without excess bulk. This quick, practical style is perfect for hot days or busy schedules when you still want to look stylish and put together.

25. Modern Pin Curl Waves Medium Hair

Modern Pin Curl Waves Medium Hair - 25 pin curl hairstyles for medium hair - 25 pin curl hairstyles for medium hair

Looking for a fresh, everyday wave? Modern pin curl waves medium hair update the classic technique for a contemporary feel. This look avoids the stiff, overly set look of traditional vintage curls. You achieve this by using larger sections of hair for your pin curls and gently brushing them into soft, natural-looking waves. Add a light texturizing spray to give the waves a slightly messy, lived-in finish. Medium hair hits the perfect sweet spot, giving you bouncy, beachy volume that moves naturally as you walk. This versatile styling option is perfect for the modern woman on the go. It gives you beautiful, heatless waves that fit seamlessly into any casual or professional environment.

Conclusion:

Finding the perfect look is completely effortless with these 25 pin curl hairstyles for medium hair. This classic, heatless styling method offers endless possibilities, whether you prefer vintage glamour or modern, relaxed waves. Medium length hair truly is the ideal canvas for these stunning styles. It provides enough length to create intricate updos and sweeping waves, yet it remains manageable and full of bounce. You can easily experiment with different partings, volumes, and textures to discover exactly what makes you feel most confident. Pin curls protect your hair from heat damage while delivering long-lasting, beautiful results. Grab some clips, set your curls, and enjoy the timeless elegance of these amazing hairstyles today.

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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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