Finding the right hairstyle after 60 has been such a fun adventure for me.
I used to think shorter was always better at this stage in life but honestly medium-length hair gives me way more styling options and just feels more me.
And if you wear glasses like I do you know the struggle of trying to find a cut that works with them instead of competing for attention.
Some styles make you feel polished others make you feel playful and some just give your confidence a little boost the second you look in the mirror.
I’ve rounded up some of my absolute favorite medium hairstyles for women over 60 who rock glasses and want to feel fabulous doing it.
Soft Waves with a Chic Middle Part
This medium-length hairstyle features soft, voluminous waves that fall just past the shoulders. The gentle layers add bounce and movement, while the chic middle part frames the face in the most flattering way. What really makes this look stand out is the natural blend of silver and grey tones that shimmer beautifully with every wave. Paired with round glasses, it creates a smart, polished, and effortlessly stylish vibe.
I absolutely love how this hairstyle manages to look sophisticated without trying too hard. It has that graceful, grown-up glam that feels both confident and feminine. The waves give just the right amount of volume without overwhelming the face, and the color? Pure silver fox magic. This is one of those styles that says “I’ve got great taste” without saying a word.
Tousled Layers with Side Volume
This hairstyle is all about texture and playful movement. The layers are slightly choppy with a relaxed, tousled finish that gives it a carefree yet stylish look. The side part adds volume at the crown and creates a beautiful frame for the face, especially flattering when paired with bold glasses. The salt-and-pepper coloring only adds more depth and dimension to the whole style.
What I love about this one is how it feels so fresh and full of personality. It’s got that lived-in look that doesn’t try too hard but still makes a statement. The volume at the roots lifts the whole face, and the glasses? They just tie everything together in the best way. If you’re into styles that feel a little wild but still totally put together, this is such a winner.
Feathered Bob with Natural Warm Tones
This soft, feathered bob sits just above the shoulders and frames the face with light, airy layers. The side part gives it a little lift while the gentle flips at the ends add a playful shape. What really catches the eye here is the warm honey-blonde tone that feels fresh and flattering against mature skin, especially with those delicate wire-framed glasses.
Honestly, this hairstyle gives off such an effortlessly happy vibe. It’s polished but never stiff, and it has that lightness that just brightens up the whole face. I adore how the color adds warmth without looking brassy, and the feathered layers? So flattering. It’s one of those styles that makes you look like you just came back from a really good vacation.
Flowing Silver Curls with Wispy Bangs
This gorgeous medium hairstyle features soft, flowing curls that gently tumble over the shoulders. The texture is light and bouncy, with a slightly layered cut that adds dimension without weighing things down. The real charm is in the wispy bangs that lightly frame the forehead, blending seamlessly into the rest of the hair. The icy silver tone is simply stunning, and it looks especially striking against those classic wire-framed glasses.
What I adore about this look is how dreamy and feminine it feels. It’s the kind of hair that moves when you laugh and catches the light just right. The curls are soft but full of life, and those bangs? They give it a playful, youthful touch without trying too hard. It feels like a celebration of natural beauty, and honestly, it’s just such a feel-good style.
Textured Shag with Soft Curtain Bangs
This medium-length shag has the perfect mix of volume, texture, and softness. The ends are slightly flipped for a playful shape, and the layers give it a breezy, lived-in look. The soft curtain bangs part gently down the middle, blending into the rest of the style in a really natural way. That silvery ash tone gives it a cool, modern edge that pairs beautifully with the gold-rimmed glasses.
What makes this one such a standout is how effortlessly stylish it feels. It’s got that undone chic thing going on that makes you look polished without looking like you tried. I love how the shape lifts the face and makes the whole style feel light and airy. It’s the kind of haircut that works for lunch with friends or just looking fabulous at the grocery store.
Glossy Dark Waves with Silver Highlights
This hairstyle brings the drama in the most elegant way. The glossy dark base is rich and smooth, and those silver streaks near the front add just the right amount of contrast and flair. The soft waves give the hair fullness and body, while the side part adds that extra bit of sophistication. It’s bold, it’s graceful, and it looks amazing with cat-eye glasses.
I’m honestly obsessed with how classy this one feels. The color combo is so striking, and the way those silver strands frame the face is just beautiful. It’s got a little edge, but it’s also totally timeless. If you’re into hairstyles that feel confident, stylish, and a little bit powerful, this is one of those looks that just makes you feel like a queen.
Voluminous Curls with a Soft Retro Flair
This stunning look is all about volume and bounce. The medium-length cut is filled with full, defined curls that create a rounded shape around the face. The side part and layered fringe add softness up top, while the silvery-blonde color gives it a glowy, youthful vibe. It’s giving total vintage movie star energy, especially paired with those perfectly round glasses.
I think this style is just so fun and flattering. It has a confident, bold presence but still feels really soft and approachable. The curls have so much life, and the shape lifts everything in the most flattering way. Honestly, it feels like the kind of hair you’d wear to brunch and end up getting compliments from strangers. Every. Single. Time.
Fluffy Layers with Face-Framing Volume
This hairstyle is a soft, layered masterpiece that brings out the best in natural silver tones. The volume at the crown adds a youthful lift, while the swooped layers create gorgeous movement around the face. It’s styled with a light, airy texture that feels playful and flattering. Paired with bold, burgundy cat-eye glasses, this look is full of personality.
What makes this one a favorite for me is how effortlessly chic it feels. It’s got that perfect balance of structure and softness, and the shape flatters the face so beautifully. I also love how the lift at the roots gives it a little glam without feeling overdone. It’s confident, a little flirty, and just plain fabulous.
Natural Curls with Playful Fringe
This gorgeous style keeps things fresh and natural with soft, medium-length curls that bounce effortlessly around the face. The fringe is loose and wispy, blending into the rest of the curls for a carefree, relaxed finish. The silver-grey tone adds depth and softness, while those delicate glasses highlight the eyes in the prettiest way.
What I love most is how this look embraces natural texture without trying to tame it too much. It feels authentic, full of personality, and totally charming. The curls add volume in all the right places, and the face-framing fringe brings out such a sweet, youthful glow. It’s one of those styles that just feels joyful and easy to wear every single day.
Layered Volume with Face-Framing Flair
This hairstyle brings major volume and movement with its perfectly layered cut. The hair is full-bodied without feeling heavy, and the feathered ends create a gorgeous flow that flatters the jawline. A soft side part adds a bit of drama, and the light silver hue is bright and elegant. Paired with bold black glasses, it’s a smart and confident look with a modern edge.
What I really love about this one is how powerful yet graceful it feels. The shape lifts the whole face and makes the cheekbones pop in the best way. It’s got this subtle glam to it, like you’re always ready for a dinner date or a spontaneous photo shoot. It just screams confidence and style, without saying a single word.
Elegant Blowout with Soft Honey Tones
This hairstyle brings the kind of smooth volume that never goes out of style. The soft waves are shaped into a classic blowout that adds bounce and polish, with long layers flowing gracefully past the shoulders. The subtle honey-beige color gives it warmth and depth, perfectly complementing the soft glow of the skin and the delicate, vintage-style glasses.
I really love how timeless this one feels. It’s graceful without being stiff, and it just gives off that effortless elegance that always feels right. The waves are soft but structured, and that color? So flattering and rich. It’s the kind of hairstyle that makes you feel put together on even your most casual days.
Straight and Sleek with Natural Grey Blending
This style keeps things simple and stunning with smooth, straight layers that fall neatly around the shoulders. The natural blend of soft grey and dark tones adds depth without any harsh contrast. A side part opens up the face, while the sleek texture gives the whole look a calm, effortless elegance. Paired with delicate round glasses and gold earrings, it feels put-together but never fussy.
What I really like about this one is how low-key fabulous it is. It doesn’t need big volume or curls to make an impression. The natural color blend is so flattering, and the straight style makes everything feel fresh and clean. It’s perfect if you love a more relaxed vibe but still want to look completely polished.
Layered Volume with Windswept Texture
This medium hairstyle is full of airy volume and natural movement. The layers are shaped to flow away from the face, giving it a breezy, windswept feel that still looks totally polished. The soft silver-grey color adds brightness and contrast, especially next to the warm tortoiseshell glasses. It’s flattering, full-bodied, and just the right amount of casual.
What I love about this look is how much life it has. It doesn’t sit flat or feel heavy—it moves with you, like it has its own personality. The shape draws attention to the eyes and cheekbones in the best way, and the color brings out that graceful silver glow. It’s a go-to style for anyone who wants to look stylish without trying too hard.
Defined Spiral Curls with Silvery Shine
This show-stopping style features perfectly defined spiral curls that fall beautifully to the shoulders. Each curl holds its shape without looking stiff, creating fullness and bounce all around. The silvery-grey color brings out the dimension in every curl, while the middle part keeps the look balanced and classic. Paired with minimalist glasses, it’s pure curly elegance.
I’m honestly in love with how bold and beautiful this look is. The curls are so well-formed and full of life, and the way the color dances through each one is just magical. It gives me total confidence vibes. It’s playful, it’s graceful, and it’s impossible not to smile when you see it. If you’re a curly girl at heart, this one’s definitely a keeper.
Soft Blonde Waves with Feathered Ends
This hairstyle features soft, medium-length waves that fall gently around the shoulders. The feathered ends and subtle layers give it a light, airy texture that moves beautifully. The golden-blonde hue with hints of silver adds warmth and brightness, making it an ideal match for women with lighter complexions. The tousled volume around the crown pairs effortlessly with those dark-framed glasses.
What I love about this look is how relaxed and cheerful it feels. It has that sunny, breezy energy—like you just walked out of a salon but still look totally natural. The feathered shape is so flattering and gives your face a lovely lift. It’s one of those styles that makes you feel glowy and happy, even before your first cup of coffee.
Softly Layered Shag with Natural Texture
This beautiful hairstyle blends gentle waves with shag-inspired layers that fall just below the chin. The texture is soft and slightly tousled, giving it a relaxed feel that still looks styled. The muted ash-grey color flows naturally throughout, creating depth without overpowering the face. Round glasses and minimal jewelry make this look feel elegant and totally current.
What I adore about this hairstyle is how it hits that perfect sweet spot between casual and chic. The layers give it shape and movement, while the color keeps it looking natural and effortless. It’s the kind of cut that makes you feel put together even when you’re just in jeans and a tee. Honestly, it’s stylish without being loud, and I love that.
Loose Curls with Soft Curtain Bangs
This hairstyle features soft, flowing curls that add body and bounce without feeling too structured. The curtain bangs part gently at the center, blending into the rest of the layers and framing the face beautifully. The muted sandy-brown color with subtle grey streaks brings warmth and texture, while the round glasses keep the look cozy and approachable.
I just love how friendly and inviting this style feels. It has that “curled but not curled-to-death” vibe that makes it look totally natural and effortless. The bangs give it a sweet, youthful charm, and the soft volume adds a little drama in the best way. It’s stylish, relaxed, and honestly just really lovely all around.
Voluminous Blowout with Golden Highlights
This fabulous hairstyle is all about movement and bounce. The medium-length layers are styled into a classic blowout with soft flips and loads of volume. The golden blonde highlights mixed with subtle grey give it a sun-kissed glow that brightens the whole face. With the side part and swooped front pieces, it frames the face in such a flattering way—especially with those trendy tortoiseshell glasses.
What makes this one such a standout is how fresh and youthful it feels. It has that salon-finished look without coming off as too fussy. The layers give it energy, the color is pure sunshine, and that volume? Chef’s kiss. It’s one of those styles that makes you want to twirl in the mirror and smile a little bigger.
Flipped Layers with Light Platinum Shine
This medium hairstyle is styled with soft, flipped layers that give it a breezy and lifted shape. The hair curves gently away from the face, creating an open and flattering frame for the eyes and cheekbones. The platinum-white tone looks luminous and crisp, pairing beautifully with the dark-rimmed glasses for a bold and modern contrast.
What I really love about this look is how clean and confident it feels. It’s light, fresh, and polished without being stiff. The flipped-out ends give it a little flair, and that icy color? So chic and sophisticated. It’s perfect if you’re into styles that are simple but still pack a punch.
Light Layers with a Silky Natural Flow
This soft, medium-length hairstyle is all about graceful movement and easy elegance. The subtle layering gives it a rounded shape that flows gently past the shoulders. The natural white-grey color looks silky and luminous, and the gentle volume around the crown adds a little lift without overdoing it. Paired with thin wire-frame glasses, it’s simple, stylish, and incredibly flattering.
What I adore about this look is how relaxed and lovely it feels. It’s not trying to be trendy—it’s just effortlessly beautiful. The shape brings attention to your smile, and the natural texture makes it look like your hair woke up happy. It’s that kind of style you can wear every day and still feel like your best self.
Classic Shoulder-Length Blowout with Volume
This polished medium hairstyle features smooth layers and a rounded shape that softly hugs the face. The blowout finish gives it a full-bodied look with just the right amount of bounce. The natural silver and charcoal blend adds beautiful dimension and makes the hair look healthy and thick. The neat side part and structured ends work so well with the retro-inspired glasses for a classy, timeless vibe.
What I love most about this one is how clean and confident it feels. It’s the kind of style that works for everything from casual coffee runs to formal dinners. The volume gives it a youthful energy, and the shape is just effortlessly flattering. It’s simple, chic, and always a good idea.
Soft Volume Curls with Golden Warmth
This hairstyle is a full-bodied dream with soft curls that frame the face in all the right ways. The volume is focused through the mid-lengths, giving it a rounded, balanced look that still feels breezy and natural. The golden blonde tones add a cozy glow that pairs beautifully with those bold tortoiseshell glasses. It’s vintage-inspired but still totally current.
What I really love about this look is how warm and inviting it feels. The curls give it so much personality, and that color? It lights up your whole face. It’s the kind of hairstyle that makes you feel like you’re glowing—even on a cloudy day. Effortlessly chic and just the right amount of playful.
Sleek Straight Cut with an Icy Finish
This striking hairstyle is all about clean lines and minimalist beauty. The hair is cut blunt just below the shoulders, with a sleek and straight texture that creates a modern, polished look. The cool white-blonde tone gives it that icy elegance, while the side part softens the structure and works beautifully with the dark-framed glasses.
What I love most about this style is how powerful and put-together it looks. It’s crisp, chic, and totally no-nonsense—but still feels soft and feminine. The simplicity makes it super easy to maintain, yet it always looks sharp. If you’re into styles that feel smart, confident, and classy without a lot of fuss, this is such a perfect pick.
Polished Chin-Length Bob with a Subtle Flip
This timeless chin-length bob is sleek, structured, and oh-so-flattering. The straight strands curve slightly under at the ends, giving it a soft finish while keeping that polished silhouette. The deep black hue with just a hint of natural silver peeking through adds beautiful depth, and the side part keeps it modern and balanced. The delicate glasses complement the shape perfectly.
What I adore about this style is how clean and confident it feels. It’s one of those cuts that always looks intentional, even when you’ve just rolled out of bed. The shape flatters the jawline, and the overall vibe is elegant without being fussy. It’s the kind of look that says, “I know who I am”—and I’m here for it.
Bouncy Copper Curls with a Playful Touch
This medium curly style is bursting with personality. The curls are voluminous and perfectly tousled, creating a rounded shape that flatters the face beautifully. The warm copper tones add so much vibrance and life to the look, and those fun, floral-patterned glasses only make it more unique and joyful. It’s carefree, full of texture, and totally eye-catching.
What I love about this style is how happy it feels. The curls have a natural bounce that lifts your whole look, and that color? It’s like sunshine in hair form. It gives you that extra glow without needing a drop of makeup. This one just screams confidence and creativity in the best possible way.
