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Home » Hair Trends & Inspiration » Vintage / Retro Hair » 25 Gorgeous 60s Hairstyles for Medium Hair: Retro Looks

25 Gorgeous 60s Hairstyles for Medium Hair: Retro Looks

Step back into a decade of unbeatable style. The nineteen sixties brought a hair revolution that changed everything. If you love vintage vibes, exploring 25 60s hairstyles for medium hair is a fantastic way to find fresh inspiration today. Medium length hair is incredibly versatile. It gives you enough length to create amazing volume and flips, while staying easy to manage. From the iconic bouffant to the sleek mod bob, this era offered something for everyone. You can easily adapt these classic looks for modern wear. Whether you want a touch of retro charm or a full vintage transformation, this list has you covered. Get ready to discover your new favorite throwback look that turns heads everywhere you go.

25 Gorgeous 60s Hairstyles for Medium Hair Retro Looks - 25 Gorgeous 60s Hairstyles for Medium Hair: Retro Looks

1. 60s Flipped Bob Medium Hair

60s Flipped Bob Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Have you ever wanted that classic retro bounce? The 60s flipped bob medium hair look is the ultimate definition of the decade’s playful elegance. This style features a precise chin-length cut that gently curls upward at the very ends. Styling it is surprisingly simple. You just use a round brush and blow-dry your hair outward at the bottom. This creates that signature flipped effect. It works wonderfully on straight or slightly wavy hair. The outward flip adds instant movement and a youthful energy to your everyday look. It frames the face beautifully while keeping the volume right at the bottom. Add a subtle side part to complete the authentic vintage feel. It is a timeless choice that never goes out of style.

2. 60s Bouffant Medium Hair

60s Bouffant Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Volume was everything back then. The 60s bouffant medium hair style remains one of the most recognizable and glamorous looks of the era. To get this amazing height, you need to tease the hair at the crown. Then, you smooth the top layer over the teased section. Medium hair is perfect for this because it has enough weight to hold the shape without collapsing. The sides are usually swept back smoothly, creating a beautiful contrast with the tall top. You can wear it with a headband or a cute scarf for an extra pop of retro charm. This look is fantastic for special occasions or any time you want to feel a bit more dramatic and polished.

3. 60s Mod Bob Haircut

60s Mod Bob Haircut - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Think bold and graphic. The 60s mod bob haircut takes the traditional bob and makes it strikingly sharp. Inspired by the mod fashion scene, this cut is all about clean lines and geometric shapes. It usually falls right at the jawline. The cut is often blunt with no layers. This creates a solid, heavy line of hair that looks incredibly chic. Styling requires a flat iron to make the hair perfectly straight and sleek. A center part is the most authentic way to wear this modernist look. It pairs wonderfully with bold eye makeup and minimalist clothing. If you want a haircut that makes a strong, confident statement, this mod style is definitely the one to try.

4. 60s Half Up Beehive Medium Hair

60s Half Up Beehive Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Want the height without all the hair piled on top? The 60s half up beehive medium hair style offers the perfect solution. It gives you that iconic cone shape but keeps the back of your hair down. You simply section off the top half of your hair. Tease it thoroughly to build volume. Then, pin it into a high, rounded shape at the crown. The bottom half of your medium hair can hang loose with soft curls or a flipped end. This half-up approach is much easier to manage on medium length hair. It gives you the best of both worlds. You get the drama of the beehive and the softness of flowing hair all in one look.

5. 60s Voluminous Curtain Bangs Medium Hair

60s Voluminous Curtain Bangs Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Softness frames the face beautifully. The 60s voluminous curtain bangs medium hair look is all about effortless face-framing volume. These bangs are parted in the middle. They sweep away from the face like a curtain. The secret to the sixties version is the incredible lift at the roots. You achieve this with large velcro rollers or a round brush. Medium hair supports these bangs perfectly because the length allows the hair to blend smoothly into the rest of the style. The bangs usually skim the cheekbones. This draws attention to the eyes and creates a flattering shape for almost any face type. It is a gorgeous way to add a subtle retro touch to your daily routine.

6. 60s Mop Top Medium Hair

60s Mop Top Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Embrace your natural texture. The 60s mop top medium hair look became famous thanks to the biggest band of the era. It is a shaggy, layered cut that looks a bit tousled and completely carefree. The hair falls around the head in a soft, rounded shape. It often features a heavy fringe that brushes the eyebrows. This style relies on natural movement rather than stiff hairspray. You can enhance the texture by scrunching in some light mousse while the hair air dries. It works incredibly well for hair with a natural wave. This haircut gives off an effortlessly cool vibe. It is a relaxed option that still carries that undeniable sixties rock and roll spirit.

7. 60s Asymmetrical Bob Haircut

60s Asymmetrical Bob Haircut - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Break away from perfect symmetry. The 60s asymmetrical bob haircut brings an artistic edge to the classic sixties style. One side is cut noticeably longer than the other. This creates a striking diagonal line that instantly catches the eye. The longer side might graze the collarbone. The shorter side usually tucks just under the chin. Styling is smooth and sleek to emphasize the sharp angle of the cut. You can use a flat iron to ensure the hair lies perfectly flat. This look is highly sophisticated and very modern, even though it has vintage roots. It is a fantastic choice if you want a haircut that stands out in a crowd and shows off your bold personality.

8. 60s Feathered Flip Medium Hair

60s Feathered Flip Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Let your hair catch the breeze. The 60s feathered flip medium hair style brings incredible movement to your look. This style uses layered cuts throughout the bottom half of the hair. The layers are then brushed back and away from the face. The ends flip up dramatically. This creates a feathery, light effect. You can use a large barreled curling iron to push the hair outward. The layering removes bulk and makes the hair feel airy. This style looks incredibly dynamic when you walk or turn your head. It is playful and full of life. If you want a hairstyle that looks in motion even when you are standing still, this feathered flip is a perfect choice.

9. 60s Straight Sleek Bob Medium Hair

60s Straight Sleek Bob Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Simplicity makes a huge impact. The 60s straight sleek bob medium hair is the definition of polished perfection. This look strips away all the fluff and volume. Instead, it focuses on incredibly smooth, flat hair. The cut usually rests right at the jawline. You need a good flat iron and a shine serum to get that glass-like finish. The hair should look very healthy and reflective. A middle part keeps the look balanced and striking. This style works best on naturally straight hair. It gives off an air of high fashion and strict elegance. When you want a look that is clean, sophisticated, and totally rooted in sixties minimalism, this sleek bob always delivers.

10. 60s Wavy Pageboy Haircut

60s Wavy Pageboy Haircut - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Step back into classic elegance. The 60s wavy pageboy haircut takes a vintage shape and softens it. The traditional pageboy features hair that turns under uniformly. This wavy version adds beautiful movement to the bottom edges. The hair is cut to one length. Then, the ends are styled into a gentle wave rather than a sharp curl. You can create this with large rollers or a wide curling wand. The rest of the hair remains smooth and close to the head. This creates a lovely contrast between the sleek top and the textured bottom. It is a very refined look. It works wonderfully for medium hair that needs a touch of romantic, old-school charm.

11. 60s Pillbox Hat Medium Hair

60s Pillbox Hat Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Accessories can define an era. The 60s pillbox hat medium hair look is instantly linked to iconic fashion figures. The pillbox is a small, flat-topped hat without a brim. Medium hair is the perfect length to wear with it. You style the hair smoothly under the hat. Let the ends flip outward just below the hat’s edge. The hair frames the face and peeks out beautifully. You can part your hair on the side and sweep it back smoothly. This keeps the focus on the hat and your face. It is an incredibly chic and polished ensemble. If you love vintage fashion, pairing a pillbox hat with a flipped medium style is absolutely essential to try.

12. 60s Side Parted Bob Medium Hair

60s Side Parted Bob Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

A simple shift changes everything. The 60s side parted bob medium hair offers a deep sweep that creates instant volume. By parting your hair far to one side, you gather a lot of hair at the top. This naturally creates a lifted root area. The bob itself is cut to frame the face. The longer side tucks behind the ear elegantly. The shorter side sweeps across the forehead. You can style the ends to flip under or outward. The deep side part adds a touch of asymmetry that is very flattering. It is a quick and easy way to upgrade a standard bob. This look is classic and works beautifully for almost any face shape.

13. 60s Volume Crown Medium Hair

60s Volume Crown Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Lift your look to new heights. The 60s volume crown medium hair style focuses all the drama right on top. The sides of the hair remain smooth and relatively flat. The crown, however, is teased into a massive, rounded shape. You can use a comb to backcomb the underneath layers. Then, gently smooth the top layer over it. The medium length keeps the style from looking too heavy. You can leave the ends straight or add a slight flip. This look is pure sixties glamour. It works great for daytime or evening events. When you want to feel like a movie star from the past, adding serious crown volume is the absolute best way to do it.

14. 60s Deep Side Part Medium Hair

60s Deep Side Part Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Drama lies in the details. The 60s deep side part medium hair brings a sleek and sultry vibe to your everyday look. The part is placed very close to one side of the head. This allows a sweeping section of hair to cover one eye slightly. It creates a mysterious and romantic feel. The rest of the medium hair is tucked behind the ear on the opposite side. The contrast is striking. You can style the length with loose, bouncy curls to add softness. This is a very glamorous look. It requires minimal effort but delivers maximum impact. If you want an easy style that looks incredibly chic, this deep side part is exactly what you need.

15. 60s Chin Length Bob Haircut

60s Chin Length Bob Haircut - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Keep things neat and tidy. The 60s chin length bob haircut is a staple of the decade. This cut ends exactly at the chin line. It highlights the jawline beautifully. The style is usually cut all in one length. This gives it a solid, heavy appearance. It can be styled with a slight curve inward. This creates a clean frame around the face. You can also flip the ends outward for a more playful mood. The chin length makes it very easy to maintain. It never looks messy. This haircut is incredibly versatile. It can look professional for work or stylish for a weekend outing. It remains a highly popular choice for its classic and flattering shape.

16. 60s Bubble Cut Medium Hair

60s Bubble Cut Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Round shapes ruled the decade. The 60s bubble cut medium hair takes the idea of volume and shapes it into a perfect sphere. This style surrounds the head like a halo. The hair is teased and shaped to curve outward from the face. Then, it tucks under at the nape of the neck. This creates a complete bubble shape. Medium hair is ideal for this. It has enough length to form the round base. Hairspray is your best friend here to hold the structure. It is a very fun and distinctive look. It stands out from typical flat styles. If you love bold retro fashion, this spherical haircut will definitely make you the center of attention.

17. 60s Textured Flip Medium Hair

60s Textured Flip Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Add some bounce to your step. The 60s textured flip medium hair is lively and full of energy. Unlike a perfect, smooth flip, this version uses texture to create a looser feel. You can achieve this by using a smaller curling iron. Wrap the ends of your hair around the barrel in different directions. This creates an uneven, flipped edge that looks more natural. The rest of the hair can have a slight wave too. This style feels less rigid and more approachable. It is perfect for casual outings or a fun day out. The textured ends bring a youthful spirit to the look. It is an easy style that looks effortlessly cool and retro.

18. 60s Side Swept Bangs Medium Hair

60s Side Swept Bangs Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Frame your face elegantly. The 60s side swept bangs medium hair look is timeless and highly flattering. The bangs are cut longer. They start from a deep side part and sweep across the forehead. They usually end right at the cheekbone. This draws attention to the eyes. The rest of the medium hair is styled smoothly. You can add a gentle wave to the lengths. The bangs blend seamlessly into the rest of the style. This look softens strong facial features and adds a touch of romance. It is very versatile and easy to style. Whether you wear your hair up or down, these sweeping bangs add a beautiful vintage touch to any medium haircut.

19. 60s Soft Curled Bob Medium Hair

60s Soft Curled Bob Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Nothing beats gentle romance. The 60s soft curled bob medium hair brings a delicate touch to a structured cut. Instead of sharp lines or stiff flips, this style uses loose curls. The entire bob is curled with a medium barrel iron. The curls are then brushed out slightly. This creates a soft, fluffy wave pattern. It looks incredibly feminine and graceful. The volume is distributed evenly around the head. This gives a lovely rounded shape. Medium hair holds these soft curls beautifully without dropping them too quickly. This look is perfect for anyone who wants a gentle, vintage vibe. It feels very elegant and is sure to make you feel beautifully put together.

20. 60s Layered Flip Medium Hair

60s Layered Flip Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Build up the energy. The 60s layered flip medium hair takes the classic flip and adds major dynamic movement. Layers are cut into the bottom third of the hair. This removes weight and allows the ends to flip up much more easily. The layers also create a beautiful, staggered effect when the hair moves. You can use a round brush to lift each layer outward. This adds incredible bounce and life to the style. The top remains smooth. This contrasts nicely with the lively ends. It is a fantastic style for hair that tends to be a bit heavy. The layers keep it light and airy while maintaining that iconic sixties silhouette everyone loves.

21. 60s Pin Curl Updo Medium Hair

60s Pin Curl Updo Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Try a touch of classic glamour. The 60s pin curl updo medium hair is incredibly chic. This look uses pin curls to create structured, glossy waves close to the head. You simply take small sections of hair. Roll them into circles and pin them flat against the scalp. Once set and cooled, you release them. The result is a beautiful, sculpted wave pattern. Medium hair is the perfect length for this. You can easily pin the lengths up while showing off the waves. It is a very elegant updo. It works wonderfully for formal events or weddings. This vintage technique gives you a flawless, polished look that is impossible to achieve with standard curling irons.

22. 60s Rockabilly Roll Medium Hair

60s Rockabilly Roll Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Channel some serious edge. The 60s rockabilly roll medium hair brings a rebellious spirit to your style. This look features a prominent rolled section at the front of the hair. It is often called a victory roll. You create it by taking a section of hair. Tease it for volume. Then, roll it inward and pin it securely. The rest of your medium hair can be left down in loose waves. You can also tie it into a neat ponytail. The rockabilly roll adds instant drama and height. It is a bold statement that shows off your fun side. This style holds up well and looks amazing with vintage fashion or modern rock-inspired outfits.

23. 60s Twiggy Inspired Bob

60s Twiggy Inspired Bob - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Go for a futuristic vibe. The 60s Twiggy inspired bob is the ultimate mod statement. This look is very short and very striking. The cut usually hovers right at the cheekbones. It is heavily layered and thinned out at the ends. This gives it a wispy, feathery appearance. The styling is stick straight and sleek. It often features a heavy, blunt fringe that cuts straight across the forehead. This draws immediate attention to the eyes. Medium hair can easily be cut into this iconic shape. It is a very liberating style. It removes bulk and feels incredibly light. If you love bold fashion and want a truly iconic sixties look, this bob is unmatched.

24. 60s Fringed Bob Medium Hair

60s Fringed Bob Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

A blunt cut changes the whole face. The 60s fringed bob medium hair relies on a heavy, straight-across bang to make an impact. The bangs are thick and usually end right at the eyebrows. The rest of the bob is cut to the jawline. The straight lines of the bangs and the bob match perfectly. This creates a very graphic and intentional look. You style it perfectly smooth. A flat iron ensures there are no flyaways. This style is fantastic for hiding a high forehead. It also makes cheekbones pop. It is a sharp, clean look that commands attention. This bob is a brilliant choice for a highly structured and polished vintage appearance.

25. 60s Low Ponytail With Flip Medium Hair

60s Low Ponytail With Flip Medium Hair - 25 60s hairstyles for medium hair - 25 60s hairstyles for medium hair

Keep it casual but stylish. The 60s low ponytail with flip medium hair is an effortless classic. The hair is pulled back smoothly into a low ponytail at the nape of the neck. The magic happens at the ends. The tail of the ponytail is styled into a bouncy upward flip. You can use a small curling iron to achieve this. The base of the ponytail can be wrapped with a small piece of hair to hide the elastic. This keeps the look elegant. It is a simple style that looks well put together. It gets the hair out of your face while still showing off that fun retro flip at the back.

Conclusion:

The nineteen sixties gave us some of the most unforgettable hair trends in history. Trying out these 25 60s hairstyles for medium hair allows you to travel back in time. You can find a look that perfectly matches your personal taste. Medium hair is the ideal canvas for these retro styles. It provides the right balance of length and lift. You can choose the sleek mod bob or the massive bouffant. Every style offers a unique way to express yourself. Vintage hair never truly goes out of fashion. By adding a modern touch to these classic cuts, you create a look that is totally your own. Have fun experimenting with these incredible, timeless hairstyles.

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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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