21 Best Hairstyles for Women Over 50 With Glasses to Inspire Your Next Style

Hey there, fabulous ladies! If you’re over 50 and sporting glasses, you’ve come to the right place for some seriously stylish hair inspiration. From chic cuts to elegant styles, we’ve curated the top 21 hairstyles that are perfect for any hair type, occasion, or trend. Dive in and find your next stunning look!

1. Classic Bob

Sophistication knows no age. Picture yourself in a cozy, sunlit living room, your elegant bob perfectly framing your face, stylish glasses adding to your chic look. This classic hairstyle offers a timeless appeal that’s both modern and effortlessly refined.

Perfecting Your Classic Bob

• Use a flat iron to achieve a sleek finish, ensuring the ends are slightly curved inward for a polished look.
• Apply a lightweight serum to add shine and tame any flyaways, keeping your hair looking healthy and vibrant.
• Experiment with parting your hair differently—try a deep side part for a change, adding an element of intrigue to your everyday style.

Quick & Chic Styling Hacks

• For a quick morning routine, use dry shampoo to add volume and keep your bob looking fresh.
• Add seasonal flair by incorporating delicate hair accessories, like a minimalist clip or barrette.
• Personalize your look by tucking one side behind your ear and securing it with a stylish pin, creating an effortless yet sophisticated vibe.

Don’t be afraid to embrace new styles and let your personality shine through your hair. With these tips, you’ll feel confident and fabulous, ready to take on any day with your timeless bob.

A layered shoulder-length haircut can breathe fresh elegance into your look, especially when complemented by chic glasses. This effortless style embraces natural movement and volume, creating a youthful vibe that enhances your confidence.

Emphasize Effortless Volume

• Use a round brush while blow-drying to give your layers a naturally voluminous lift.
• Enhance texture with a lightweight mousse, focusing on the roots for added body.
• For a polished yet casual look, tousle your hair with your fingers and add a spritz of sea salt spray.

Quick & Chic Styling Tricks

• Create soft waves with a wide-barrel curling iron, wrapping sections loosely for a relaxed, modern style.
• Tame flyaways by smoothing a drop of argan oil through your hair for a sleek finish.
• Personalize your look by experimenting with parting your hair to one side or adding a simple hair accessory for a touch of flair.

Why settle for less when you can elevate your everyday hair? Try these tips and embrace a renewed sense of style that perfectly frames your features and complements your glasses.

3. Long Pixie

Picture this: a confident woman in her mid-50s, her long pixie cut effortlessly tousled, blending modern chic and timeless elegance. With sophisticated glasses perched on her nose and a pastel cashmere sweater hugging her frame, she embodies a look that is both effortless and polished. The airy living space with large windows and cozy rugs reflects the serenity and simplicity of her style.

Volume and Texture Tips

• Use a volumizing mousse to add lift at the roots before blow-drying your hair with a round brush.
• Opt for a light texturizing spray to create that perfect tousled look while maintaining a soft, touchable finish.
• Experiment with finger styling to scrunch and lift your hair, adding natural volume without the hassle.

Quick and Chic Styling Hacks

• A two-minute trick: use a flat iron to add gentle waves, giving your pixie cut more dimension and movement.
• Choose a side part to frame your face and complement your glasses, instantly updating your look.
• Pin back one side with a stylish clip for a sleek yet effortless touch that’s perfect for any occasion.

Discover the joy of versatile styling with your long pixie cut—it’s all about finding what makes you feel fabulous. Elevate your everyday look with these easy tips, and embrace the confidence that comes with it.

4. Soft Curls

Wearing glasses doesn’t mean your hairstyle should take a backseat. Imagine soft, voluminous curls gracefully framing your face, highlighting your features with a youthful charm. This effortlessly chic style is perfect for women over 50 looking to add a touch of glam to their everyday look.

Effortless Everyday Curls

• Use a wide-barrel curling iron to create loose waves, focusing on the sections around your face.
• Apply a lightweight mousse to add volume without weighing your hair down.
• Finish with a light-hold hairspray to maintain the bounce and keep the curls intact.

Quick Styling for Busy Mornings

• Opt for heatless curl techniques like braiding damp hair before bed for natural waves in the morning.
• Refresh second-day curls with a dry shampoo and a quick touch-up with a curling wand.
• Add a stylish hair accessory like a clip or headband to elevate your look effortlessly.

Embrace the beauty and confidence that come with age. Soft curls can be your signature style, proving that elegance and ease can go hand in hand at any age. Experiment and find what makes you feel fabulous every day!

5. Sleek and Straight

Imagine a stylish woman in her late 50s, sporting sleek, straight hair that falls gracefully just below her shoulders. With sophisticated glasses and a cozy beige cotton sweater, she exudes elegance and confidence in her minimalistic living room. This look is timeless and effortlessly chic—perfect for any stylish woman looking to embrace her natural beauty.

Elegant Everyday Straight Look

• Start with clean, dry hair and apply a thermal protectant spray to shield it from heat damage.
• Use a quality flat iron on medium heat, running it slowly through small sections for a flawless, sleek finish.
• Add a touch of shine serum to the ends to enhance the smoothness and give your hair a polished glow.

Quick & Polished in Minutes

• For effortless mornings, opt for a leave-in straightening cream the night before to wake up with manageable hair.
• Embrace a low-maintenance trend by parting your hair down the center for a smooth, modern look.
• Personalize your style with some subtle, face-framing layers for a touch of movement without compromising the sleekness.

Your hair is your crown—experiment with these sleek styles to feel elegant, poised, and effortlessly put-together every day. Embrace your beauty and let your hair shine.

6. Feathered Layers

Feathered layers are the perfect way to add movement and a touch of youthful spirit to your look, especially for women over 50 who wear glasses. Picture yourself in a tranquil bedroom with soft white curtains, your wispy layers falling effortlessly around your face, highlighting your stylish eyewear and complementing your pastel-colored sweater. This hairstyle not only softens your features but also adds a playful edge to your everyday style.

Bringing Out the Best with Feathered Layers

• Opt for a slight side part to frame your face gracefully and draw attention to your glasses.
• To maintain the softness, use a lightweight mousse before blow-drying with a round brush.
• Add a touch of serum for that polished yet natural shine.

Quick Styles for Effortless Elegance

• Gently scrunch your feathered layers with a sea salt spray for a breezy, beach-ready look in minutes.
• Consider accessorizing with delicate hairpins to add a bit of flair without overwhelming the style.
• Play with headbands or scarves that beautifully contrast the layers’ texture.

Don’t be afraid to experiment and have fun with your hair. Whether you’re into sleek looks or love a bit of casual charm, your feathered layers can adapt to any mood or occasion, helping you feel fabulous every day.

7. Side-Swept Bangs

Imagine stepping into a cozy, modern dining room, where warm lighting highlights your chic side-swept bangs that frame your face perfectly with your stylish glasses. As you sip your coffee, you feel effortlessly elegant and confident, thanks to a hairstyle that complements your graceful look.

Effortlessly Chic & Glasses-Friendly

• To achieve a sleek side-swept bang, use a round brush and hairdryer to guide your bangs to the side while adding a slight curve.
• Pair lightweight mousse with a smoothing serum to tame any flyaways, ensuring a polished finish that flatters your glasses.
• Add a touch of volume at the roots by gently teasing with a fine-tooth comb, crafting a look that’s effortlessly sophisticated.

Quick & Timeless Styling Tips

• For a quick, everyday style, use a curling iron to add soft waves to your bangs, creating a relaxed yet elegant frame for your face.
• Opt for seasonal headbands or clips to gently sweep bangs to the side, perfect for a stylish, hassle-free look that stays in place all day.
• Incorporate a touch of dry shampoo for added texture and lasting volume, making this timeless hairstyle both practical and chic.

Embrace the timeless elegance of side-swept bangs and enjoy how effortlessly they enhance your natural beauty. Dive into these easy hairstyles and discover a look that feels uniquely you, every single day.

8. Chin-Length Bob

9. Loose Waves

There’s something uniquely captivating about how loose waves frame the face, particularly for women over 50. Picture yourself, glasses perched stylishly on your nose, relaxed waves adding that deserved touch of volume and youthfulness, all set against the comfort of your airy living space. Let’s dive into creating this effortlessly chic look.

Voluminous Waves with Ease

• Use a large-barrel curling iron to create soft, loose waves, holding each curl for a few seconds and then gently shaking them out.
• Add a volumizing mousse to damp hair, scrunching it lightly before blow-drying to enhance natural texture and fullness.
• Twist sections of your hair while damp, pin them up, and let air dry for an easy, heat-free approach to achieving beachy waves.

Quick Styling Hacks for Busy Days

• Apply a texturizing spray and use your fingers to tousle your hair for that effortless look in seconds.
• Embrace headbands or decorative hairpins to keep waves in place while adding a touch of personal style.
• Experiment with a side part or clip one side back with a stylish barrette to change up your look effortlessly.

This is your time to shine! Unleash the elegance and ease of loose waves, allowing your hair to reflect the vibrant, stylish person you are. Give these tips a try and enjoy the confidence that comes with a perfectly styled, effortlessly beautiful mane.

10. Short Shag

Step into the world of sophistication and flair with the chic short shag haircut. Perfect for women over 50, this trendy look offers the perfect blend of texture and effortless cool. Paired with stylish glasses and a cozy grey sweater, it’s a surefire way to highlight your fabulous style.

Textured Layers for Added Volume

• Keep the layers messy and varied in length to create an edgy, volumized look that flatters fine hair.
• Use a lightweight texturizing spray to give your hair body and hold without feeling heavy.
• Finger-tousle your hair to achieve an airy, dynamic vibe that exudes youthful energy.

Quick and Easy Blow-Dry Tricks

• Blow-dry with your head upside down to instantly lift roots and add natural volume.
• Use a round brush to shape your layers and create soft, flowing waves.
• Finish with a cool air blast to set your style and add extra shine.

Embrace the bold and beautiful by giving the short shag haircut a whirl. Let your personality shine through every strand, and discover a style that feels as youthful and vibrant as you are.

11. Textured Lob

Stepping into her stylish yet cozy bedroom, she adjusts her glasses and admires her fresh, textured lob in the mirror. With tousled layers and a youthful edge, this long bob is the perfect blend of chic and modern for women in their 50s.

Mastering the Perfect Tousled Layers

• Prep with a volumizing mousse, then rough-dry your hair, scrunching with your fingers for natural texture.
• Use a flat iron to create subtle waves by twisting sections as you glide through.
• Spritz with a light-hold hairspray to maintain the tousled look all day.

Easy Styling for Busy Mornings

• Twist damp hair into a loose bun before bed—untwist in the morning for effortless waves.
• Accessorize with chic hair clips to add flair and keep hair in place.
• Refresh your style with a quick spritz of texturizing spray and a tousle with your hands.

Embrace your natural beauty with these textured lob ideas, and let your hairstyle reflect your unique, vibrant personality!

12. Voluminous Blowout

Imagine stepping into a room with your hair radiating confidence and sophistication. A voluminous blowout can do wonders, especially when paired with chic glasses and a cozy cashmere sweater. Perfect for women over 50, this look is not just youthful and refreshing but fabulously timeless.

Full-Body Blowout Basics

• Begin with a volumizing mousse on damp hair to boost lift from the roots.
• Use a round brush and blow dryer in sections, lifting at the roots and turning the ends under for a polished finish.
• Set volume with large rollers or velcro rollers for extra bounce.

Quick & Chic Styling Shortcuts

• Flip your head upside down and blow-dry for a quick boost in root volume.
• Opt for a light spritz of texturizing spray to keep your blowout looking fresh and full all day.
• Personalize with a light touch of hair gloss to add a subtle shine, perfect for evening outings.

Embrace your beauty and experiment with these glamorous styles. Let your confidence shine through with every head turn and feel effortlessly stylish every day!

13. Wavy Bob

Envision yourself at a stylish café, sipping your favorite latte and effortlessly sporting a chic wavy bob. Your waves bounce softly every time you turn your head, and your trendy glasses perfectly frame your face. Let’s dive into mastering this look and making everyday moments undeniably stylish.

Luscious Waves for Every Day

• Use a large-barrel curling iron to create soft, natural waves. Keep the curls loose for that effortless, tousled finish.
• Don’t forget the volumizing mousse—apply it to your roots to give your bob a fuller, more voluminous appearance.
• To add dimension, consider subtle highlights that will make your waves pop against your chic glasses and sophisticated knitwear.

Quick & Easy Morning Hacks

• Use a sea salt spray on damp hair, scrunch, and let it air dry for beachy waves without the hassle.
• Try a side part to add instant volume and a modern twist to your wavy bob. Great for rushing out of the door yet looking put-together.
• Pick a few strands to braid overnight and unravel them in the morning for a fresh, playful texture.

Your hair is an extension of your personality—embrace the waves, try these styles, and let your confidence shine as bright as your favorite accessories. Happy styling!

14. Cropped Cut

Imagine exuding confidence and grace, all while keeping your hairstyle effortlessly chic. For women over 50 with glasses, the cropped cut offers a sleek, easy-to-maintain look that complements your sophisticated style.

Modern Crop Styling Tips

• Opt for a side part to add volume and frame your face elegantly.
• Use a texturizing spray to enhance natural waves and create a stylish, tousled look.
• Experiment with playful hair accessories, like minimalistic pins, to add a creative touch.

Quick and Easy Styling Hacks

• Apply a leave-in conditioner to maintain sleekness and shine with minimal effort.
• Embrace a soft blowout for a quick volume boost before heading out.
• Personalize your cut with subtle highlights that complement your skin tone and add dimension.

Feel empowered to embrace this chic, easy-to-maintain look and infuse your personality into your everyday style. It’s time to make a bold statement with your hair and your confidence.

15. Elegant Updo

16. Modern Pompadour

17. Curly Bob

Embrace your fabulous fifties with a vibrant curly bob that perfectly complements your stylish glasses. This look is all about embracing your natural texture and showing off those lively curls! Picture yourself in a cozy knit sweater in a softly lit, modern dining room, feeling confident and chic with your youthful, voluminous hairstyle.

Defined Curls for All-Day Bounce

• Use a curl-enhancing mousse to add structure and definition to your natural curls.
• Diffuse dry your hair with a low heat setting to maintain volume while minimizing frizz.
• Embrace a middle part for a balanced, face-framing effect that draws attention to your stylish glasses.

Quick & Easy Maintenance Tips

• Refresh your curls with a spritz of water and a light leave-in conditioner for second-day hair.
• Maintain your bob’s shape with regular trims every six weeks to keep it looking fresh and lively.
• Sleep on a silk pillowcase to reduce friction and keep your curls frizz-free and shiny.

Ready to make a statement with your hair? This curly bob is all about embracing your natural beauty and keeping your style effortless yet refined. Try these easy tips and inspire others with your rejuvenated look!

18. Casual Ponytail

When it comes to effortless elegance, a casual ponytail can work wonders for women over 50, especially when paired with stylish glasses. Picture a serene morning in an airy living room, sunlight streaming through large windows as you tie your hair back into a neat, practical ponytail. This look is perfect for those busy days when simplicity and chicness are your best friends.

Chic Elegance in Minutes

• Start by gathering your hair at the nape of your neck for a classic, polished ponytail look. Use a gentle hair tie to avoid breakage.
• Add volume by teasing the crown of your head slightly before securing the ponytail. This adds a youthful bounce to your style.
• Wrap a small strand of hair around the base of the ponytail to conceal the hair tie and elevate the overall look effortlessly.

Quick and Easy Styling Tricks

• Use a bit of dry shampoo to add texture and grip to your hair, making it easier to style and maintain throughout the day.
• Experiment with different partings, like a deep side part, to change up your look without much effort.
• Accessorize with a chic headband or a stylish hair clip to add a personal touch and make the ponytail truly yours.

Embrace the simplicity and sophistication of a casual ponytail, and let it be a testament to your effortless style. Try these easy tips and find joy in the little moments of your day, feeling confident and beautiful no matter your age.

19. Braided Crown

There’s something truly captivating about a braided crown, especially when it effortlessly frames your glasses and highlights your features. Picture yourself in a cozy light grey cashmere sweater, in the serene ambiance of a softly lit bedroom. This romantic hairstyle keeps things neat and sophisticated, making you look polished and youthful.

Elegant Braided Crown Tips

• Begin by parting your hair down the middle to create two equal sections. Braid each section starting from the temple and secure with clear elastics.
• Gently tug at the braids to create a fuller, more voluminous effect that isn’t too tight against your scalp.
• Wrap each braid over your head, securing them with bobby pins for that seamless, crown-like appearance that’s both comfortable and stylish.

Quick and Easy Braided Styles

• If you have shorter hair, create smaller braids at the sides and pin them at the back for a similar effect.
• Use decorative hairpins or clips to add a personal touch and elevate the look for special occasions.
• For a softer appearance, leave a few face-framing strands out and curl them lightly with a curling wand.

Experimenting with braided crowns can be a delightful way to refresh your hairstyle. Embrace your elegance and individuality with these simple yet chic ideas that showcase your unique charm.

20. Tousled Layers

Spend a cozy afternoon transforming your hair into tousled layers that flatter your style. This laid-back, voluminous look is perfect for women over 50 wearing glasses, bringing out both sophistication and a carefree spirit.

Embrace Effortless Volume

• Begin with a lightweight mousse to add texture and lift to your roots.
• Use a large-barrel curling iron to create loose waves, holding each section for about ten seconds.
• For an airy finish, gently tease your hair at the crown and spritz with a flexible-hold hairspray.

Quick & Chic Styling Tricks

• Let your layers air-dry to enhance their natural wave, minimizing heat damage.
• Accentuate your layers with a touch of hair oil for a sleek yet tousled finish.
• Add some clip-in extensions for a fuller appearance without the commitment.

Experimenting with your hair doesn’t have to be daunting. Give these tousled layers a try and enjoy the fresh, voluminous look that complements your stylish glasses and personality perfectly.

21. Blunt Cut

Step into an aura of elegance with a blunt cut that perfectly complements your chic glasses. Imagine the sophistication of straight lines accentuating a clean silhouette, captivating everyone’s attention. Paired with a cozy, cream-colored knit sweater, you’re ready to embody modern finesse.

Sleek and Sophisticated Styling

• Opt for a precision cut to create those sharp, clean lines that define a blunt cut.
• Use a flat iron to achieve a straight and sleek finish, enhancing the contemporary flair.
• Add a shine serum to give your hair that glossy, polished look.

Effortless Elegance

• Go for a quick blow-dry and a round brush to maintain volume while keeping it sleek.
• Try a simple middle part for a fresh, trendy, and face-framing look.
• Use a heat protectant spray to keep your hair healthy and shiny, even with regular styling.

Embrace the allure of a blunt cut and reinvent your everyday look with sophistication and ease. Your hairstyle can be both stylish and practical, making every day a fabulously chic adventure.

In a world full of trends, your perfect hairstyle is out there, ready to elevate your look! These 21 fantastic hairstyles show that beauty and versatility never age. Try out these styles, snap some selfies, and share your fabulous new looks. Stay tuned to Shadsy for more hairstyle inspiration and tips. Save this pin for later and share it with friends who love exploring new looks! Follow Shadsy on social media for more tips, trends, and inspiration.